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sodium N-methyldithiocarbamate | 137-42-8

中文名称
——
中文别名
——
英文名称
sodium N-methyldithiocarbamate
英文别名
metam sodium;sodium methyldithiocarbamate;metham sodium;N-methyldithiocarbamic acid,sodium salt;Basamid-fluid;Metam-sodium;sodium;N-methylcarbamodithioate
sodium N-methyldithiocarbamate化学式
CAS
137-42-8
化学式
C2H4NS2*Na
mdl
——
分子量
129.182
InChiKey
AFCCDDWKHLHPDF-UHFFFAOYSA-M
BEILSTEIN
——
EINECS
——
  • 物化性质
  • 计算性质
  • ADMET
  • 安全信息
  • SDS
  • 制备方法与用途
  • 上下游信息
  • 反应信息
  • 文献信息
  • 表征谱图
  • 同类化合物
  • 相关功能分类
  • 相关结构分类

物化性质

  • 沸点:
    110°C
  • 密度:
    1.2[at 20℃]
  • 溶解度:
    可溶于DMSO(少许)、甲醇(少许)
  • LogP:
    -1.89
  • 物理描述:
    Metam sodium (compounds, weed, killing, liquid) appears as a yellow to light yellow-green solution with an odor of amine and sulfur that varies in intensity.
  • 颜色/状态:
    White crystals
  • 熔点:
    Decomposes without melting
  • 蒸汽压力:
    Non-volatile
  • 稳定性/保质期:
    Stable with only slight decomp on storage for several yr in glass containers as 32.7% solution in alkaline water; pure solid decomposes in several weeks.
  • 分解:
    When heated to decomposition, it emits very toxic fumes of /nitrogen oxides, sulfur oxides, and disodium oxide/...
  • 腐蚀性:
    THE AQUEOUS SOLUTION IS CORROSIVE TO BRASS, COPPER AND ZINC

计算性质

  • 辛醇/水分配系数(LogP):
    -2.96
  • 重原子数:
    6
  • 可旋转键数:
    0
  • 环数:
    0.0
  • sp3杂化的碳原子比例:
    0.5
  • 拓扑面积:
    45.1
  • 氢给体数:
    1
  • 氢受体数:
    2

ADMET

代谢
二乙基二硫代氨基甲酸,是戒酒硫的主要代谢物,当与14(C)-亚硝基乙氧甲基硫甲基胺或14(C)-甲基亚硝脲在不同介质(细菌、酯酶、大鼠肝脏9000 x g上清液和微粒体)中孵化时,会形成甲基二硫代氨基甲酸盐...
Diethyldithiocarbamic acid, the main metabolite of disulfiram, forms methyldithiocarbamate when incubated with 14(C)-nitrosoacetoxymethylmethylamine or 14(C)-methylnitrosourea in different media (bacteria, esterases, rat liver 9000 x g supernatant fraction and microsomes). ...
来源:Hazardous Substances Data Bank (HSDB)
代谢
在大鼠中进行了一项关于...甲基钠...的药代动力学和代谢研究...在两个剂量水平进行了测试...发现三种不同的化合物(MITC, CO2, COS/CS2)通过肺部排出。在73小时的收集期内,这三种产品通过肺部的总排泄量在低剂量和高剂量分别约为35%和50%。
Pharmacokinetic and metabolism studies in rats for ... metam sodium ... /were/ tested at two dose levels ... Three different cmpd (MITC, CO2, COS/CS2 ) were found to be excreted via the lungs. Total excretion of the 3 products of the lungs over a 73 hr collection period were about 35% and 50% ... at low and high doses, respectively.
来源:Hazardous Substances Data Bank (HSDB)
代谢
在高剂量的 metam sodium(甲基钠)水平下,体内产生 CS2(二硫化碳)的神经毒性效应开始显现。特别是,口服给药后出现脑膜膨出的情况已被注意到……在土壤施用 metam sodium 后,可以形成 CS2 和 H2S(硫化氢);它们的相对量取决于土壤的pH值。大鼠口服暴露于 metam sodium 后,大约有20到25%的剂量(按摩尔计算)会被代谢为 CS2。CS2 是一种已知的神经毒性剂,能够引起多种效应,如神经病理学改变以及感觉传导速度和腓神经运动传导速度的变化。人类在低水平暴露于 H2S 可导致眼睛受伤、头痛、恶心和失眠。
At higher doses levels of metam sodium, the neurotoxic effects from the in vivo production of CS2 begin to manifest. Specifically, incidence of meningocele has been noted following oral administration ... Following soil application of metam sodium, both CS2 and H2S can be formed; the relative amt depend on the pH of the soil. Following oral exposure to metam sodium, rats metabolize approximately 20 to 25% of the dose (on a molar basis) to CS2. CS2 is a neurotoxic agent known to cause a variety of effects such as neuropathology and changes in sensory conduction velocity and peroneal motor conduction velocity. Exposure to H2S at low levels in humans can result in eye injury, headaches, nausea, and insomnia.
来源:Hazardous Substances Data Bank (HSDB)
代谢
...无论是 metam sodium(甲基氨基甲酸钠)、MITC(甲基异硫氰酸)还是任何相关的硫脲或甲基脲,在可提取的放射性物质或提取后的固体中均未被检测到。观察到的放射性显示出分布在多种天然产物中,这表明甲基氨基甲酸钠已完全并入碳库中...根据代谢研究结果,预期在植物中不会出现 metam sodium 和 MITC 的残留。MITC 在环境中的挥发性、对作物的植物毒性以及在植物中的代谢过程,都确保了按照标签说明使用这些产品时,不会在/在任何一个原始农产品上产生有限残留的合理预期。
... Neither metam sodium, MITC, nor any related thioureas or methylated ureas were detected in the extractable radioactivity or the post-extraction solids. The observed radioactivity was shown to be distributed over a variety of natural products indicating complete incorporation of metam sodium into the carbon pool ... Based upon the results of the metabolism studies, residues of metam sodium and MITC are not expected to occur in plants. MITC's volatility in the environment, phytotoxity to crops, and metabolism in plants assure that there is no reasonable expectation of finite residues to be incurred in/on any raw agricultural commodity when these products are applied according to label directions.
来源:Hazardous Substances Data Bank (HSDB)
代谢
Metam sodium technical(纯度未注明,浓度= 512.8 g/L ... )和(14)C-甲基钠( ... 放射化学纯度> 99%;比活性= 64.52 uCi/mg),在pH 8(磷酸钾)缓冲下,通过皮肤给药给雌性Crl:CD(SD)BR大鼠(预试验5只/确定性研究2只)以10 mg/只(20 uCi/只)... MITC(0.7%)和二氧化碳(1.9%)是在排出的空气陷阱中检测到的唯一放射性成分。MITC在10到24小时之间达到最大值(在去除/残留甲基钠之后... )
Metam sodium technical (purity not stated, conc. = 512.8 g/L ... ) and (14)C-metam sodium ( ... radiochemical purity > 99%; specific activity = 64.52 uCi/mg), buffered at pH 8 (potassium phosphate), were dermally admin to female Crl:CD(SD)BR rats (5 for pretests/2 for the definitive study) at 10 mg/rat (20 uCi/rat) ... MITC (0.7%) and carbon dioxide (1.9%) were the only radioactive components detected in the expired air traps. MITC was detected at a maximum between 10 to 24 hr (after removal of /residual metam sodium/ ... )
来源:Hazardous Substances Data Bank (HSDB)
毒理性
  • 致癌性证据
癌症分类:B2组可能的人类致癌物
Cancer Classification: Group B2 Probable Human Carcinogen
来源:Hazardous Substances Data Bank (HSDB)
毒理性
  • 副作用
职业性肝毒素 - 第二性肝毒素:在职业环境中的毒性效应潜力是基于人类摄入或动物实验的中毒案例。
Occupational hepatotoxin - Secondary hepatotoxins: the potential for toxic effect in the occupational setting is based on cases of poisoning by human ingestion or animal experimentation.
来源:Haz-Map, Information on Hazardous Chemicals and Occupational Diseases
毒理性
  • 毒性数据
大鼠LC50 = 2,270毫克/立方米
LC50 (rat) = 2,270 mg/m3
来源:Haz-Map, Information on Hazardous Chemicals and Occupational Diseases
毒理性
  • 相互作用
该药物通过干扰酒精代谢发挥作用,使得摄入酒精后会出现令人不适甚至偶尔危险的症状。... 双硫仑-酒精反应... 并不是酒精中毒的简单加剧,尽管这可能起一定作用。... 急性药物-酒精反应... 通常被认为是不愉快的,有时甚至惊人地如此。它包括潮红、头痛、血管扩张、心动过速、低血压(在收缩压短暂升高之后)、恶心、不安、混乱以及许多其他征兆和症状。... 双硫仑-酒精反应出现在血液中乙醛浓度过高时。酒精脱氢酶酶将乙醇转化为乙醛。乙醛积累的原因可能是双硫仑抑制了乙醛脱氢酶,这种酶通常将酒精代谢的中间产物氧化为“活性”醋酸盐。... 双硫仑是多巴胺β-氧化酶的强效抑制剂。这种酶需要铜,双硫仑似乎通过螯合作用去除铜。多巴胺β-氧化酶是去甲肾上腺素生物合成途径中的关键酶。... 双硫仑/暴露/导致去甲肾上腺素在肾上腺素能神经末梢的耗尽。... 由于双硫仑耗尽了肾上腺素能传递物质,乙醛的拟交感神经效应被阻断。后者可能负责双硫仑-酒精反应中的血压下降。/双硫仑/
The drug acts by interfering with alcohol metabolism so that the ingestion of alcohol is followed by distressing & occasionally dangerous symptoms. ... The disulfiram-alcohol reaction ... is not a simple intensification of alcoholic intoxication, although this may play a role. ... The acute drug-alcohol reaction ... is usually considered unpleasant, at times alarmingly so. It consists of flushing, headache, vasodilation, tachycardia, hypotension (after a transient rise in systolic pressure), nausea, restlessness, confusion & many other signs & symptoms. ... The disulfiram-alcohol reaction appears at the same time as excessive concentrations of acetaldehyde in the blood. The enzyme alcohol dehydrogenase generates acetaldehyde from ethanol. Acetaldehyde accumulates presumably because disulfiram inhibits aldehyde dehydrogenase, the enzyme which normally oxidizes this intermediary product of alcohol metabolism to "active" acetate. ... Disulfiram is a potent inhibitor of dopamine beta-oxidase. This enzyme requires copper, which disulfiram apparently removes by chelation. Dopamine beta-oxidase is an essential enzyme in the norepinephrine biosynthetic pathway. ... Disulfiram /exposure/ leads to the depletion of norepinephrine at adrenergic nerve terminals. ... With the sympathomimetic effects of acetaldehyde blocked by disulfiram depletion of the adrenergic transmitter, the direct vasodilator effect of acetaldehyde is unmasked. The latter is presumably responsible for the fall in blood pressure in the disulfiram-alcohol reaction. /Disulfiram/
来源:Hazardous Substances Data Bank (HSDB)
毒理性
  • 相互作用
研究了二硫代氨基甲酸盐对大鼠体内铅的分布和排泄的影响,特别强调了中枢神经系统。测试的一种化合物是甲基钠单甲基硫代氨基甲酸酯(甲硫胺)。雄性Sprague-Dawley大鼠通过尾静脉注射放射性标记的醋酸铅。通过胃管给药给予二硫代氨基甲酸盐或硫脲。一剂在铅之前2小时给药,另一剂立即给药。甲硫胺增加了大脑对铅的摄取...得出结论,应避免铅和二硫代氨基甲酸盐的联合暴露。
The effects of dithiocarbamates on the tissue distribution and excretion of lead were examined in rats, with special emphasis on the central nervous system. /One of the compounds tested was/ sodium monomethyldithiocarbamate (metham). Male Sprague-Dawley rats received radioactively labeled lead acetate injected into a tail vein. The dithiocarbamates or thiurams were administered by gastric intubation. One dose was given 2 hr before lead, and another immediately after. The uptake of lead by the brain was increased by ... metham. /It was concluded that/ combined exposure to lead and dithiocarbamates should be avoided.
来源:Hazardous Substances Data Bank (HSDB)
吸收、分配和排泄
在大鼠体内进行的... metam sodium ...的药物动力学和代谢研究在两个口服剂量水平下进行了测试。它主要是通过尿液排泄,168小时内的尿液回收率在37%到58%之间。通过粪便的排泄量很低,通常在1.5%到3.3%之间。三种不同的化合物(MITC, CO2, COS/CS2)被发现通过肺部排泄。在73小时收集期内,这三种肺部产物的总排泄量在低剂量和高剂量时分别约为35%和50%。在通过三种排泄途径排出的量方面,男性和女性之间没有差异。168小时时的组织保留率大约为2%,在两个剂量水平上都是如此。包括排泄的剂量百分比和剩余在组织中的剂量,总回收率在168小时后从92.6%到106%不等,这表明从胃肠道几乎完全吸收。在前24小时内,两个剂量水平上都有85%或更多的量被排泄。Metam sodium从胃肠道被迅速吸收,血浆t-max在0.25到1.0小时之间。然而,24小时后的血浆半衰期较长,大约在60到74小时之间。在所有时间段内,组织和血浆水平以及血浆AUC在女性中始终高于男性,并且高出相当大的量。摄取量最高的组织是甲状腺。肝脏、肾脏和肺部也观察到高摄取,而睾丸、大脑和眼睛的摄取水平最低。
Pharmacokinetic and metabolism studies in rats for ... metam sodium ... /were/ tested at two /oral/ dose levels. It was ... excreted mainly in urine with urinary recoveries over 168 hr of ... 37 to 58% ... Excretion via the feces was low --usually ranging from 1.5% to 3.3%. Three different cmpd (MITC, CO2, COS/CS2 ) were found to be excreted via the lungs. Total excretion of the 3 products of the lungs over a 73 hr collection period were about 35% and 50% ... at low and high doses, respectively. There were no differences between males and females in amt excreted via the three excretion routes. Tissue retention at 168 hr was about 2% ... at both dose levels. Total recoveries, incl the % of the doses excreted and that remaining in the tissues combined after 168 hr, ranged from 92.6% to 106%, indicating virtually complete absorption from the GI tract. By the first 24 hr, 85% or more ... at both dose levels had been excreted. /Metam sodium was/ rapidly absorbed from the GI tract with plasma t-max between 0.25 and 1.0 hr. However, plasma half-lives after 24 hr were long, ranging from around 60 to 74 hr ... Tissue and plasma levels at all time periods, and plasma AUCs were consistently higher in females than in males by a substantial amt. The tissue with the highest uptake ... was the thyroid gland. High uptake were also seen by the liver, kidneys, and lung, with the lowest level in testes, brain and eyes.
来源:Hazardous Substances Data Bank (HSDB)
吸收、分配和排泄
(14)-甲基钠以0.1、1和10毫克/大鼠的标称剂量水平应用于雄性大鼠背部11.6平方厘米的区域……应用部位由一个含有活性炭过滤器的玻璃鞍座保护,以吸附从皮肤表面蒸发出来的任何挥发性放射性物质。在每个组内,4只动物在1、2、10和24小时暴露后处死,并收集研究期间的排泄物。对于每个处理组的另外4只动物,在给药后10小时清洗处理区域,并在总共72小时内监测排泄。10小时平均吸收剂量百分比为2.5%(分别为2.355%、3.683%、1.514%)。
(14)-Metam sodium was applied to male rats in aq formulations at the nominal dose levels of 0.1, 1 and 10 mg/rat to an area of 11.6 sq cm on the back ... The application site was protected by a glass saddle which contained an activated charcoal filter to adsorb any volatile radioactivity which evaporated from the skin surface. Within each group, 4 animals were killed following a 1, 2, 10, and 24 hr exposure and excreta collected over the study period. For 4 additional animals in each treatment group, the treatment area was washed 10 hr after admin and excretion monitored over a total of 72 hr. Mean % absorbed dose at 10 hr was 2.5% (2.355%, 3.683%, 1.514%, respectively).
来源:Hazardous Substances Data Bank (HSDB)
吸收、分配和排泄
甲硫基钠技术(纯度未声明,浓度= 512.8 g/L ...)和(14)C-甲硫基钠(... 放射化学纯度> 99%;比活性 = 64.52 uCi/mg),在pH 8(磷酸钾)缓冲下,通过皮肤给药给雌性Crl:CD(SD)BR大鼠(预试验5只/确定性研究2只),每只大鼠10毫克(20 uCi/大鼠)。一个“鞍座”装置(由玻璃制成)被附着在剃光毛发区域的背部......排除了雄性,因为它们粗糙的体毛可能会阻止鞍座与皮肤的粘附......活性炭被悬挂在鞍座中的两个过滤器之间,并用纱布覆盖......在应用后10小时,移除纱布和顶部的过滤器,收集活性炭并移除底部的过滤器......处理过的皮肤区域和鞍座内部被清洁......尿液(0至4、4至10、10至24、24至48和48至72小时)、粪便(与尿液相同)和呼出气体在72小时内收集。挥发性物质在4个串联的呼出气体陷阱中收集:1)用于甲基异硫氰酸的陷阱,2)二氧化碳,3)二硫化碳,4)可能通过前3个陷阱的任何挥发性物质(陷阱1、2和3的呼出气体收集时间与尿液相同;陷阱4 = 0至72小时)。在终止时,尿液、粪便、笼子清洗液、笼子碎片、呼出气体陷阱、活性炭吸附剂、背部和纱布清洗液(包括弹性带和过滤器)都进行放射性评估。还取样了大鼠血液,以及残余尸体。结果:甲硫基钠的稳定性几乎在24小时内保持100%的放射性。鞍座提供了一个非封闭的、封闭的应用位点,其上方悬挂着吸附剂。鞍座在12至72小时内牢固地附着。在测试动物中没有观察到由甲硫基钠诱导的药理或毒理学迹象。在2只动物单次皮肤应用(14)C-甲硫基钠后,平均有85%的放射性在72小时内回收,主要在活性炭吸附剂洗涤(38%)、应用位点洗涤(38%)和尿液(4.1%)中......甲基异硫氰酸(0.7%)和二氧化碳(1.9%)是呼出气体陷阱中检测到的唯一放射性成分。甲基异硫氰酸在10至24小时(移除鞍座填充物后)达到最大检测值。在整个研究期间,粪便、尸体、笼子洗涤液、空气陷阱4洗涤液和二硫化碳陷阱中的放射性活性较低或低于检测限。报告结论是,在10小时暴露期间,甲硫基钠不易被吸收,因为小于8.2%的施用放射性在尿液、粪便、呼出气体陷阱、笼子洗涤和尸体中被回收......
Metam sodium technical (purity not stated, conc. = 512.8 g/L ... ) and (14)C-metam sodium ( ... radiochemical purity > 99%; specific activity = 64.52 uCi/mg), buffered at pH 8 (potassium phosphate), were dermally admin to female Crl:CD(SD)BR rats (5 for pretests/2 for the definitive study) at 10 mg/rat (20 uCi/rat). A "saddle" apparatus (consisting of glass) was attached to the backs of an area clipped free of hair ... Males were excluded, as their coarse body hair might have prevented adhesion of the saddle to the skin ... Activated charcoal was suspended between 2 sinters in the saddle and covered with gauze ... At 10 hr post application, the gauzes and the top sinters were removed, the charcoal was collected and the lower sinters removed /and/ ... the treated area of skin and the inside of the saddle were /cleaned/ ... Urine (0 to 4, 4 to 10, 10 to 24, 24 to 48 and 48 to 72 hr), feces (same as urine) and expired air were collected over 72 hr. Volatiles were collected in 4 expired air traps in series: 1) trap for methyl isothiocyanate, 2) carbon dioxide, 3) carbon disulphide, 4) any volatiles which may pass through the first 3 traps (air trap collection times for traps 1, 2 & 3 = same as urine; trap 4 = 0 to 72 hr). At termination, urine, feces, cage washings, cage debris, expired air traps, charcoal adsorbant, back and gauze washings (including elastic bands and sinters) were assessed for radioactivity. Rat blood was also sampled, as was residual carcass. RESULTS: Stability of metam sodium was virtually 100% of radioactivity at 24 hr. The saddle provided a non-occluded, enclosed application site with an adsorbant suspended above it. Saddles remained firmly attached for 12 to 72 hr. No pharmacological or toxicological signs were observed in test animals that were metam sodium induced. After a single dermal application of (14)C-metam sodium to 2 animals, a mean of 85% of radioactivity was recovered within 72 hr, primarily in charcoal adsorbant wash (38%), application site washings (38%) and urine (4.1%) ... MITC (0.7%) and carbon dioxide (1.9%) were the only radioactive components detected in the expired air traps. MITC was detected at a maximum between 10 to 24 hr (after removal of saddle packing). Radioactivity in feces, carcasses, cage washings, air trap 4 washings and the trap for carbon disulphide were low or below the limit of detection throughout the study. The report concluded that metam sodium was not readily absorbed during 10 hr of exposure, since < 8.2% of the applied radioactivity was recovered in urine, feces, expired air traps, cage wash and carcass ...
来源:Hazardous Substances Data Bank (HSDB)
吸收、分配和排泄
研究了在大鼠体内,通过口服名义剂量10和100毫克/千克的 metam sodium的生物动力学和代谢。在口服10毫克/千克(14)C-metam sodium单次剂量后,雄性和雌性大鼠在0至168小时内通过尿液排出的剂量分别平均为52%和58%。雄性大鼠在0至72小时内通过呼出气体排出的总剂量为38%,其中0.45%在陷阱1(含2-乙氧基乙醇)中,19.5%的剂量在陷阱2(含氢氧化钠溶液)中,18.3%的剂量在陷阱3(含Viles试剂)中。在雌性大鼠中,在0至72小时内在呼出气体中排出的总剂量为33.2%,其中陷阱1、2、3中分别找到了1.3%、18.1%和13.8%。在0至168小时内,雄性和雌性大鼠通过粪便排出的剂量分别占4.5%和2.9%。在口服100毫克/千克(14)C-metam sodium单次剂量后,雄性和雌性大鼠在0至168小时内通过尿液排出的剂量分别平均为37%和42%。所有大鼠通过呼出气体排出的剂量平均为50%,其中陷阱1、2、3中分别找到了24.3%、6.4%和19.5%的剂量。雄性和雌性大鼠通过粪便排出的剂量分别占1.9%和1.6%。在单次口服10毫克/千克(14)C-metam sodium后168小时处死的大鼠组织中放射性浓度的研究表明,甲状腺、肾上腺以及负责排泄和代谢的组织(肝脏、肾脏、肺)中的水平最高。在单次口服10毫克/千克(14)C-metam sodium后,雄性和雌性大鼠的血浆中放射性活性的峰值平均浓度发生在1小时。在前48小时内,血浆中放射性活性的平均浓度下降,半衰期约为24小时。从72小时到240小时,血浆中放射性活性的平均浓度下降,雄性的半衰期为60.8小时,雌性的半衰期为74.1小时。在单次口服100毫克/千克(14)C-metam sodium后,雄性和雌性大鼠的血浆中放射性活性的峰值平均浓度分别发生在1到2小时和0.25到1小时。在治疗后的前48小时内,血浆中放射性活性的平均浓度下降,半衰期约为24小时(雄性和雌性),在72到240小时后,雄性和雌性的半衰期分别为62小时和64小时。使用薄层色谱法在尿液中检测到2种代谢物。主要代谢物被鉴定为N-乙酰-S-(N-甲基硫代氨基甲酰基)-L-半胱氨酸,占剂量的16到25%。第二种代谢物,占给药剂量的约5到10%,无法准确鉴定,但有证据表明它是一种与主要代谢物相似类型的结合物。
The biokinetics and metabolism of metam sodium was studied in rats following oral admin of nominal doses of 10 and 100 mg/kg. After a single oral dose of (14)C-metam sodium at 10 mg/kg, means of 52 and 58% dose were excreted in the urine of male and female rats during 0 to 168 hr. A total of 38% was found in the expired air of male rats during 0 to 72 hr of which 0.45% was in trap 1 (containing 2-ethoxyethanol), 19.5% dose was in trap 2 (containing sodium hydroxide soln) and 18.3% dose in trap 3 (containing Viles reagent). In female rats a total of 33.2% was found in the expired air during 0 to 72 hr of which 1.3, 18.1 and 13.8% were found in traps 1, 2, 3. Fecal excretion accounted for 4.5 and 2.9% dose in male and female rats during 0 to 168 hr. After a single oral dose of (14)C-metam sodium at 100 mg/kg, means of 37 and 42% dose were excreted in the urine of male and female rats, respectively, during 0 to 168 hr. A mean of 50% dose was excreted in the expired air of all rats of which 24.3, 6.4 and 19.5% dose were found in traps 1, 2, 3, respectively. Fecal excretion accounted for 1.9 and 1.6% dose in male and female rats. The concn of radioactivity in the tissues of rats sacrificed 168 hr after a single oral dose of (14)C-metam sodium at both doses showed that the highest levels were in the thyroids, adrenals and tissues responsible for excretion and metabolism (liver, kidneys, lungs). After a single oral dose of 10 mg/kg (14)C-metam sodium, peak mean plasma concn of radioactivity occurred at 1 hr for males and females. Within the first 48 hr mean plasma radioactivity declined with a half-live of approx 24 hr. From 72 hr to 240 hr mean concn of plasma radioactivity declined with a half-life of 60.8 hr for males and 74.1 hr for females. After a single oral dose of 100 mg/kg (14)C-metam sodium the peak mean plasma concn of radioactivity occurred at 1 to 2 hr for males and 0.25 to 1 hr for females. Mean concn of plasma radioactivity declined with a half-life of approx 24 hr (males and females) within the first 48 hr after treatment and 62 hr for males and 64 hr for females within 72 to 240 hr after treatment. Using thin-layer chromatography 2 metabolites were detected in the urine. The major metabolite, identified as N-acetyl-S-(N-methylthiocarbamoyl)-L-cycteine, represented 16 to 25% of the dose. The second metabolite, accounting for ca 5 to 10% of the admin dose, could not be exactly characterized but there is evidence that it is a similar type of conjugate as the major metabolite.
来源:Hazardous Substances Data Bank (HSDB)

安全信息

  • 危险等级:
    6.1(b)
  • 危险品标志:
    C,N
  • 安全说明:
    S26,S36/37/39,S45,S60,S61
  • 危险类别码:
    R22,R34,R50/53,R31
  • 海关编码:
    2930909090
  • 危险品运输编号:
    UN 2811
  • RTECS号:
    FC2100000
  • 包装等级:
    III
  • 危险类别:
    6.1(b)
  • 储存条件:
    库房应保持通风、低温和干燥,并将储存的物资与食品原料分开,确保安全。

SDS

SDS:6152277ffe7bb954b53e00a54e1ac6df
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SECTION 1: Identification of the substance/mixture and of the company/undertaking
Product identifiers
Product name : METAM SODIUM,250MG,NEAT
REACH No. : A registration number is not available for this substance as the substance
or its uses are exempted from registration, the annual tonnage does not
require a registration or the registration is envisaged for a later
registration deadline.
CAS-No. : 137-42-8
Relevant identified uses of the substance or mixture and uses advised against
Identified uses : Laboratory chemicals, Manufacture of substances



SECTION 2: Hazards identification
Classification of the substance or mixture
Classification according to Regulation (EC) No 1272/2008
Acute toxicity, Oral (Category 4), H302
Skin corrosion (Category 1B), H314
Skin sensitisation (Category 1), H317
Acute aquatic toxicity (Category 1), H400
Chronic aquatic toxicity (Category 1), H410
For the full text of the H-Statements mentioned in this Section, see Section 16.
Classification according to EU Directives 67/548/EEC or 1999/45/EC
C Corrosive R34
Xn Harmful R22
R31
R43
N Dangerous for the R50/53
environment
For the full text of the R-phrases mentioned in this Section, see Section 16.
Label elements
Labelling according Regulation (EC) No 1272/2008
Pictogram
Signal word Danger
Hazard statement(s)
H302 Harmful if swallowed.
H314 Causes severe skin burns and eye damage.
H317 May cause an allergic skin reaction.
H410 Very toxic to aquatic life with long lasting effects.
Precautionary statement(s)
P273 Avoid release to the environment.
P280 Wear protective gloves/ protective clothing/ eye protection/ face
protection.
P305 + P351 + P338 IF IN EYES: Rinse cautiously with water for several minutes. Remove
contact lenses, if present and easy to do. Continue rinsing.
P310 Immediately call a POISON CENTER or doctor/ physician.
P501 Dispose of contents/ container to an approved waste disposal plant.
Supplemental Hazard information (EU)
EUH031 Contact with acids liberates toxic gas.
Other hazards - none

SECTION 3: Composition/information on ingredients
Substances
Formula : C2H5NS2.Na
Molecular Weight : 129,18 g/mol
CAS-No. : 137-42-8
EC-No. : 205-293-0
Index-No. : 006-013-00-8
Hazardous ingredients according to Regulation (EC) No 1272/2008
Component Classification Concentration
Metam-sodium
CAS-No. 137-42-8 Acute Tox. 4; Skin Corr. 1B; <= 100 %
EC-No. 205-293-0 Skin Sens. 1; Aquatic Acute 1;
Index-No. 006-013-00-8 Aquatic Chronic 1; H314,
H302, H317, H410, EUH031
Hazardous ingredients according to Directive 1999/45/EC
Component Classification Concentration
Metam-sodium
CAS-No. 137-42-8 C, N, R22 - R31 - R34 - R43 - <= 100 %
EC-No. 205-293-0 R50/53
Index-No. 006-013-00-8
For the full text of the H-Statements and R-Phrases mentioned in this Section, see Section 16

SECTION 4: First aid measures
Description of first aid measures
General advice
Consult a physician. Show this safety data sheet to the doctor in attendance.
If inhaled
If breathed in, move person into fresh air. If not breathing, give artificial respiration. Consult a physician.
In case of skin contact
Take off contaminated clothing and shoes immediately. Wash off with soap and plenty of water. Take
victim immediately to hospital. Consult a physician.
In case of eye contact
Rinse thoroughly with plenty of water for at least 15 minutes and consult a physician.
If swallowed
Do NOT induce vomiting. Never give anything by mouth to an unconscious person. Rinse mouth with
water. Consult a physician.
Most important symptoms and effects, both acute and delayed
The most important known symptoms and effects are described in the labelling (see section 2.2) and/or in
section 11
Indication of any immediate medical attention and special treatment needed
no data available

SECTION 5: Firefighting measures
Extinguishing media
Suitable extinguishing media
Dry powder
Special hazards arising from the substance or mixture
Carbon oxides, nitrogen oxides (NOx), Sulphur oxides, Sodium oxides
Advice for firefighters
Wear self contained breathing apparatus for fire fighting if necessary.
Further information
no data available

SECTION 6: Accidental release measures
Personal precautions, protective equipment and emergency procedures
Wear respiratory protection. Avoid dust formation. Avoid breathing vapours, mist or gas. Ensure
adequate ventilation. Evacuate personnel to safe areas. Avoid breathing dust.
For personal protection see section 8.
Environmental precautions
Prevent further leakage or spillage if safe to do so. Do not let product enter drains. Discharge into the
environment must be avoided.
Methods and materials for containment and cleaning up
Pick up and arrange disposal without creating dust. Sweep up and shovel. Do not flush with water. Keep
in suitable, closed containers for disposal.
Reference to other sections
For disposal see section 13.

SECTION 7: Handling and storage
Precautions for safe handling
Avoid contact with skin and eyes. Avoid formation of dust and aerosols.
Provide appropriate exhaust ventilation at places where dust is formed.
For precautions see section 2.2.
Conditions for safe storage, including any incompatibilities
Store in cool place. Keep container tightly closed in a dry and well-ventilated place.
Never allow product to get in contact with water during storage. Do not store near acids.
Specific end use(s)
Apart from the uses mentioned in section 1.2 no other specific uses are stipulated

SECTION 8: Exposure controls/personal protection
Control parameters
Components with workplace control parameters
Exposure controls
Appropriate engineering controls
Avoid contact with skin, eyes and clothing. Wash hands before breaks and immediately after handling
the product.
Personal protective equipment
Eye/face protection
Face shield and safety glasses Use equipment for eye protection tested and approved under
appropriate government standards such as NIOSH (US) or EN 166(EU).
Skin protection
Handle with gloves. Gloves must be inspected prior to use. Use proper glove removal technique
(without touching glove's outer surface) to avoid skin contact with this product. Dispose of
contaminated gloves after use in accordance with applicable laws and good laboratory practices.
Wash and dry hands.
The selected protective gloves have to satisfy the specifications of EU Directive 89/686/EEC and
the standard EN 374 derived from it.
Body Protection
Complete suit protecting against chemicals, The type of protective equipment must be selected
according to the concentration and amount of the dangerous substance at the specific workplace.
Respiratory protection
Where risk assessment shows air-purifying respirators are appropriate use a full-face particle
respirator type N100 (US) or type P3 (EN 143) respirator cartridges as a backup to engineering
controls. If the respirator is the sole means of protection, use a full-face supplied air respirator. Use
respirators and components tested and approved under appropriate government standards such
as NIOSH (US) or CEN (EU).
Control of environmental exposure
Prevent further leakage or spillage if safe to do so. Do not let product enter drains. Discharge into
the environment must be avoided.

SECTION 9: Physical and chemical properties
Information on basic physical and chemical properties
a) Appearance Form: crystalline
Colour: white
b) Odour no data available
c) Odour Threshold no data available
d) pH no data available
e) Melting point/freezing no data available
point
f) Initial boiling point and no data available
boiling range
g) Flash point no data available
h) Evapouration rate no data available
i) Flammability (solid, gas) no data available
j) Upper/lower no data available
flammability or
explosive limits
k) Vapour pressure no data available
l) Vapour density no data available
m) Relative density no data available
n) Water solubility soluble
o) Partition coefficient: n- no data available
octanol/water
p) Auto-ignition no data available
temperature
q) Decomposition no data available
temperature
r) Viscosity no data available
s) Explosive properties no data available
t) Oxidizing properties no data available
Other safety information
no data available

SECTION 10: Stability and reactivity
Reactivity
no data available
Chemical stability
Stable under recommended storage conditions.
Possibility of hazardous reactions
no data available
Conditions to avoid
no data available
Incompatible materials
acids
Hazardous decomposition products
Other decomposition products - no data available
In the event of fire: see section 5

SECTION 11: Toxicological information
Information on toxicological effects
Acute toxicity
LD50 Oral - rat - 450 mg/kg
LD50 Dermal - rabbit - 800 mg/kg
Skin corrosion/irritation
no data available
Serious eye damage/eye irritation
no data available
Respiratory or skin sensitisation
Germ cell mutagenicity
no data available
Carcinogenicity
IARC: No component of this product present at levels greater than or equal to 0.1% is identified as
probable, possible or confirmed human carcinogen by IARC.
Reproductive toxicity
Reproductive toxicity - rat - Oral
Effects on Fertility: Post-implantation mortality (e.g., dead and/or resorbed implants per total number of
implants). Effects on Embryo or Fetus: Fetotoxicity (except death, e.g., stunted fetus). Effects on Embryo
or Fetus: Fetal death.
Developmental Toxicity - rat - Oral
Effects on Embryo or Fetus: Other effects to embryo.
Specific target organ toxicity - single exposure
no data available
Specific target organ toxicity - repeated exposure
no data available
Aspiration hazard
no data available
Additional Information
RTECS: Not available

SECTION 12: Ecological information
Toxicity
Toxicity to daphnia and LC50 - Daphnia magna (Water flea) - 0,33 mg/l - 26 h
other aquatic
invertebrates
Persistence and degradability
no data available
Bioaccumulative potential
no data available
Mobility in soil
no data available
Results of PBT and vPvB assessment
PBT/vPvB assessment not available as chemical safety assessment not required/not conducted
Other adverse effects
Very toxic to aquatic life.

SECTION 13: Disposal considerations
Waste treatment methods
Product
Offer surplus and non-recyclable solutions to a licensed disposal company. Dissolve or mix the material
with a combustible solvent and burn in a chemical incinerator equipped with an afterburner and scrubber.
Contaminated packaging
Dispose of as unused product.

SECTION 14: Transport information
UN number
ADR/RID: 2811 IMDG: 2811 IATA: 2811
UN proper shipping name
ADR/RID: TOXIC SOLID, ORGANIC, N.O.S. (Metam-sodium)
IMDG: TOXIC SOLID, ORGANIC, N.O.S. (Metam-sodium)
IATA: Toxic solid, organic, n.o.s. (Metam-sodium)
Transport hazard class(es)
ADR/RID: 6.1 IMDG: 6.1 IATA: 6.1
Packaging group
ADR/RID: III IMDG: III IATA: III
Environmental hazards
ADR/RID: yes IMDG Marine pollutant: yes IATA: no
Special precautions for user
no data available

SECTION 15: Regulatory information
This safety datasheet complies with the requirements of Regulation (EC) No. 1907/2006.
Safety, health and environmental regulations/legislation specific for the substance or mixture
no data available
Chemical Safety Assessment
For this product a chemical safety assessment was not carried out

SECTION 16: Other information
Full text of H-Statements referred to under sections 2 and 3.
Acute Tox. Acute toxicity
Aquatic Acute Acute aquatic toxicity
Aquatic Chronic Chronic aquatic toxicity
EUH031 Contact with acids liberates toxic gas.
H302 Harmful if swallowed.
H314 Causes severe skin burns and eye damage.
H317 May cause an allergic skin reaction.
H400 Very toxic to aquatic life.
H410 Very toxic to aquatic life with long lasting effects.
Full text of R-phrases referred to under sections 2 and 3
C Corrosive
N Dangerous for the environment
R22 Harmful if swallowed.
R31 Contact with acids liberates toxic gas.
R34 Causes burns.
R43 May cause sensitisation by skin contact.
R50/53 Very toxic to aquatic organisms, may cause long-term adverse effects in the aquatic
environment.
Further information
Copyright 2014 Co. LLC. License granted to make un



制备方法与用途

威百亩是一种低毒、无污染且使用范围广的农药,主要用于防治线虫病和土壤传播疾病,并兼有除草作用。通过熏蒸土壤,它还能杀灭真菌、线虫、杂草及昆虫等。该产品能够有效消灭根瘤线虫、百足等害虫;同时可杀死多种真菌,包括丝核菌属、腐霉属、镰孢霉属、核盘菌属、瓶霉属、疫霉属、轮枝孢霉属、橡树根部寄生菌和十字花科根肿病原菌;此外,还能有效清除马唐、看麦娘、早熟禾、水包禾、藜、马齿苋、繁缕、公英、豚草、野芝麻、狗牙根、石茅、莎草等杂草。

药理作用 威百亩与土壤中的水分混合后,会生成具有毒害作用的化学气体——异硫氰酸甲酯,这是其熏蒸作用的有效成分。这种有毒气体在适当的土壤环境中能够杀死导致作物发生枯萎病和疫病等土传病害的病菌、线虫以及杂草种子。高温季节通过日光照射结合塑料膜覆盖以提高土壤温度,可以有效杀死包括病原菌在内的多种有害生物。

用途 威百亩是一种广效性的土壤熏蒸剂,能够有效消灭土壤中的各种病原菌、病虫及杂草种子。作为具有熏蒸作用的土壤消毒剂,它特别适用于花生、棉花、大豆、马铃薯和瓜果等作物线虫的防治。

类别 农药

毒性分级 高毒

急性毒性

  • 大鼠口服 LD50: 450 毫克/公斤
  • 小鼠口服 LD50: 50 毫克/公斤

可燃性危险特性 燃烧时会产生有毒硫氧化物气体。

储运特性 库房需保持通风低温干燥,并与食品原料分开储存运输。

灭火剂 干粉、泡沫或砂土。

职业标准 短期暴露限值(STEL)为 0.1 毫克/立方米。

反应信息

  • 作为反应物:
    描述:
    sodium N-methyldithiocarbamate 在 sodium azide 、 sodium hydroxide 作用下, 以 为溶剂, 反应 14.0h, 以93.6%的产率得到1-甲基-5-巯基-1H-四氮唑
    参考文献:
    名称:
    一种1-甲基-5-巯基四氮唑的合成方法
    摘要:
    本发明涉及一种1‑甲基‑5‑巯基四氮唑的合成方法,其包括以下步骤,(1)以甲氨基二硫代羧酸钠和叠氮化钠为反应原料,以水为反应溶剂,以碱溶液为催化剂,进行回流反应,反应完成后的反应液经质子酸中和至pH=6‑7,过滤得到1‑甲基‑5‑巯基四氮唑粗产品;(2)将步骤(1)得到的1‑甲基‑5‑巯基四氮唑粗产品经过重结晶溶液重结晶得到1‑甲基‑5‑巯基四氮唑成品,所述重结晶溶液为甲苯和水的混合溶液。本发明合成方法收率高,制得的1‑甲基‑5‑巯基四氮唑纯度高。
    公开号:
    CN112094244A
  • 作为产物:
    描述:
    N-甲基-二硫代氨基甲酸 在 sodium hydroxide 作用下, 以 为溶剂, 反应 2.5h, 生成 sodium N-methyldithiocarbamate
    参考文献:
    名称:
    一步合成威百亩的方法
    摘要:
    本发明公开了一种一步合成土壤熏蒸剂威百亩的方法,将水、一甲胺水溶液,氢氧化钠水溶液搅拌混合,滴加二硫化碳,滴完继续搅拌反应完毕,直接得到外观为黄色至红褐色的威百亩成品,用于土壤熏蒸消毒处理,杀灭根结线虫、有害菌和地下害虫,清除杂草。整个合成方法具有生产效率高,产品含量高、操作安全性高、储存稳定性好和对环境友好的优点。
    公开号:
    CN111848478A
  • 作为试剂:
    描述:
    氯化苦sodium N-methyldithiocarbamate 、 phosphate buffer 作用下, 生成 二氯硝基甲烷氯硝甲烷
    参考文献:
    名称:
    Transformation of Chloropicrin and 1,3-Dichloropropene by Metam Sodium in a Combined Application of Fumigants
    摘要:
    Combined application of fumigants is a potential strategy to replace methyl bromide in the control of soil-borne pests. Unfortunately, abiotic and biotic interactions among fumigants restrict some combined application approaches. In this study, the kinetics and mechanisms of reaction between metam sodium (sodium methyidithiocarbamate) and the halogenated fumigants chloropicrin (trichloronitromethane) and 1,3-dichloropropene (1,3-D) were investigated in aqueous solution. For chloropicrin, an extremely rapid oxidation-reduction process occurred in the presence of metam sodium. The second-order rate constant for the reaction between chloropicrin and metam sodium was approximately 2 orders of magnitude greater than that for the reaction between 1,3-D isomers and metam sodium. Transformation of 1,3-D by metam sodium was associated with an aliphatic S(N)2 nucleophilic substitution process. The nucleophilic reaction of cis-1,3-D with metam sodium was significantly faster than that of the trans isomer and was correlated with a lower reaction activation energy for the cis isomer in the transition state. Combining Telone C-35 (65% 1,3-D and 35% chloropicrin) and metam sodium in solution might yield some nucleophilic sulfur species, which played an important role in the dissipation of 1,3-D. The incompatibility of chloropicrin and 1,3-D with metam sodium was also examined in soil under different application scenarios. Simultaneous application of metam sodium with chloropicrin or 1,3-D accelerated the transformation of the two halogenated fumigants, reducing their availability in soil. A sequential strategy for multiple fumigants was developed, which could be applied without the loss of active ingredient that occurs due to the reaction between fumigants. The proposed methodology may enhance pest control while maintaining environmental protection.
    DOI:
    10.1021/jf0498564
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文献信息

  • Cephalosporins, processes for their preparation and pharmaceutical compositions containing them
    申请人:BEECHAM GROUP PLC
    公开号:EP0265185A3
    公开(公告)日:1990-03-28
    Antibacterial agents have the formula (Ia) or are pharmaceutically acceptable salts or invivo hydrolysable esters thereof: wherein R¹ is an acyl group, in particular that of an antibacterially active cephalosporin; R² is hydrogen, methoxy, or formamido; Y is S, SO, SO₂, O or CH₂; X is oxygen, sulphur, or -NH- and R⁴ is a group of the formula CO Z R⁵ wherein Z is -CH=CH-, -(CH₂)n- or -NH-; n is 0, 1 or 2; and R⁵ is: wherein R⁶ and R⁷ are the same or different, each representing hydroxy or protected hydroxy and R⁸ is hydroxy, amino, halogen or carboxy.The use of the compounds of formula (Ia) and intermediates for their preparation are also disclosed.
    抗菌剂的化学式为(Ia),或者是其药用可接受的盐或体内水解酯: 其中R¹是酰基,特别是抗菌活性头孢菌素的酰基;R²是氢、甲氧基或甲酰胺基;Y是S、SO、SO₂、O或CH₂;X是氧、硫或-NH-,R⁴是化学式CO Z R⁵的基团,其中Z是-CH=CH-、-(CH₂)n-或-NH-;n为0、1或2;R⁵是: 其中R⁶和R⁷相同或不同,分别代表羟基或保护羟基,R⁸是羟基、氨基、卤素或羧基。该化合物的使用和其制备的中间体也被披露。
  • Carbonyl complexes of molybdenum and tungsten with sulfur donors
    作者:A.E. Sánchez-Peláez、M.F. Perpiñán、A. Santos
    DOI:10.1016/0022-328x(85)80367-3
    日期:1985.12
    The reactions of the zerovalent carbonyl complexes Mo(CO)6 and Mo(CO)4(bipy) with a series of uninegative bidentate (X,Y)-donor ligands (X,Y = xanthates, dithiocarbamates, o-aminophenoxide, o-aminothiophenoxide, 2-picolinate and thioacetate) lead to new anionic tetracarbonyl complex anions [Mo0(X,Y)(CO)4]−. These anions, which can be isolated as their tetraphenylphosphonium salts, contain the (X,Y)-ligand
    零价羰基配合物Mo(CO)6和Mo(CO)4(bipy)与一系列单负性双齿(X,Y)-供体配体(X,Y =黄药,二硫代氨基甲酸酯,邻氨基苯氧化物,邻-氨基噻吩氧化物,2-吡啶甲酸根和硫代乙酸根)生成新的阴离子四羰基络合物阴离子[Mo 0(X,Y)(CO)4 ] -。可以分离为四苯基phosph盐的这些阴离子包含(X,Y)-配体作为二齿基团。在(X,Y)=单硫代乙酸酯的情况下,脱羰基物质[PPh 4 ] [Mo II(TA)3] 形成了。描述了新的配合物与烯丙基溴和甲基碘的反应。
  • Method for removing protective groups
    申请人:Takeda Chemical Industries, Ltd.
    公开号:US04251657A1
    公开(公告)日:1981-02-17
    A halogenoacetyl group is removed from a halogenoacetyl amino compound in a short period of reaction time by reacting the halogenoacetyl amino compound with an N-substituted dithiocarbamic acid or a salt thereof.
    通过将卤代乙酰氨基化合物与N-取代二硫代氨基甲酸或其盐反应,可以在短时间内将卤代乙酰基团从卤代乙酰氨基化合物中去除。
  • 1-Sulfo-2-oxoazetidine derivatives and their production
    申请人:Takeda Chemical Industries, Ltd.
    公开号:US04550105A1
    公开(公告)日:1985-10-29
    Disclosed are compounds of the general formula: ##STR1## wherein R.sub.1 is amino, an acylated amino or a protected amino group, X is hydrogen or methoxy, and R' is hydrogen, R or R.sup.4 wherein R is an organic residue attached to the azetidine ring through a carbon atom therein and R.sub.4 is azido, a halogen, an amino group which may optionally be acylated or a group of the formula --OR.sub.5, ##STR2## or --S--S--R.sub.5 wherein R.sub.5 is an organic residue and n is 0, 1 or 2, and pharmaceutically acceptable salts and esters thereof. The compounds have antimicrobial and/or .beta.-lactamase-inhibitory activity and are of value as drugs for human beings and domesticated animals.
    揭示了一般式为:其中R₁为氨基、酰化氨基或保护氨基,X为氢或甲氧基,R'为氢、R或R⁴,其中R为有机残基,通过其中的碳原子连接到氮杂环上,R⁴为叠氮基、卤素、氨基(可选地酰化)或具有如下结构的基团--OR₅,或--S--S--R₅,其中R₅为有机残基,n为0、1或2,以及其药学上可接受的盐和酯。这些化合物具有抗微生物和/或β-内酰胺酶抑制活性,并且作为人类和驯养动物的药物具有价值。
  • 1-sulfo-2-oxoazetidine derivatives and their production
    申请人:Takeda Chemical Industries, Ltd.
    公开号:US04782147A1
    公开(公告)日:1988-11-01
    Disclosed are compounds of the general formula: ##STR1## wherein R.sub.1 is amino, an acylated amino or a protected amino group, X is hydrogen or methoxy, and R' is hydrogen, R or R.sup.4 wherein R is an organic residue attached to the azetidine ring through a carbon atom therein and R.sub.4 is azido, a halogen, an amino group which may optionally be acylated or a group of the formula ##STR2## wherein R.sub.5 is an organic residue and n is 0, 1 or 2, and pharmaceutically acceptable salts and esters thereof. The compounds have antimicrobial and/or .beta.-lactamase-inhibitory activity and are of value as drugs for human beings and domesticated animals.
    揭示了一般式化合物:##STR1## 其中 R.sub.1 是氨基、酰化氨基或保护氨基,X 是氢或甲氧基,而 R' 是氢、R 或 R.sup.4,其中 R 是通过其中的一个碳原子连接到环的有机残基,而 R.sub.4 是偶氮基、卤素、氨基(可选地酰化)或式 ##STR2## 其中 R.sub.5 是有机残基,n 为 0、1 或 2,以及其药学上可接受的盐和酯。这些化合物具有抗微生物和/或β-内酰胺酶抑制活性,并且作为人类和驯化动物的药物具有价值。
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