potassium dimethyldithiocarbamate | 128-03-0

• 物质功能分类: 有机原料 - 有机金属盐
• 分子结构分类: 有机化合物 - 有机盐 - 有机金属盐
• 英文名称: potassium dimethyldithiocarbamate
• 英文别名: potassium N,N-dimethyldithiocarbamate；potassium;N,N-dimethylcarbamodithioate
• CAS: 128-03-0
• 化学式: C₃H₆NS₂*K
• 分子量: 159.318
• InChiKey: TVPFLPJBESCUKI-UHFFFAOYSA-M

物化性质

• 熔点：
  &lt0°C
• 沸点：
  100°C
• 密度：
  1.23-1.51 at 20℃
• 溶解度：
  甲醇（微溶）、水（微溶）
• LogP：
  -3.2--2.28 at pH5-9
• 解离常数：
  4.21
• 物理描述：
  Potassium dimethyldithiocarbamate appears as a concentrated aqueous solution. A green liquid.
• 颜色/状态：
  Clear, colorless liquid
• 气味：
  Slight amine odor
• 稳定性/保质期：
  <td>Stable, but incompatible with strong acids and strong oxidizing agents.</td>

计算性质

• 辛醇/水分配系数(LogP)：
  -2.62
• 重原子数：
  7
• 可旋转键数：
  0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  36.3
• 氢给体数：
  0
• 氢受体数：
  2

ADMET

毒理性

• 解毒与急救

基本治疗：建立专利气道。如有必要，进行吸痰。观察呼吸不足的迹象，如有需要，协助通气。通过非循环呼吸面罩以10至15升/分钟的速度给予氧气。监测肺水肿，如有必要进行治疗……。监测休克，如有必要进行治疗……。预见并处理癫痫发作……。对于眼睛污染，立即用水冲洗眼睛。在运输过程中，用生理盐水连续冲洗每只眼睛……。不要使用催吐剂。对于摄入，如果患者能吞咽、有强烈的干呕反射且不流口水，则用水冲洗口腔，并给予5毫升/千克，最多200毫升的水进行稀释……。在去污后，用干燥的无菌敷料覆盖皮肤烧伤……。/毒药A和B/

Basic treatment: Establish a patent airway. Suction if necessary. Watch for signs of respiratory insufficiency and assist ventilations if needed. Administer oxygen by nonrebreather mask at 10 to 15 L/min. Monitor for pulmonary edema and treat if necessary ... . Monitor for shock and treat if necessary ... . Anticipate seizures and treat if necessary ... . For eye contamination, flush eyes immediately with water. Irrigate each eye continuously with normal saline during transport ... . Do not use emetics. For ingestion, rinse mouth and administer 5 ml/kg up to 200 ml of water for dilution if the patient can swallow, has a strong gag reflex, and does not drool ... . Cover skin burns with dry sterile dressings after decontamination ... . /Poison A and B/

来源:Hazardous Substances Data Bank (HSDB)

毒理性

• 解毒与急救

高级治疗：对于昏迷、严重肺水肿或呼吸停止的患者，考虑进行口咽或鼻咽插管以控制气道。使用带有气囊面罩的装置进行正压通气技术可能有益。监测心率和必要时治疗心律失常。 ... 开始静脉输液，使用5%葡萄糖盐水/生理盐水：为了保持通畅，最低流速/。如果出现低血容量的迹象，使用乳酸钠林格氏液。注意液体过载的迹象。考虑使用药物治疗肺水肿。对于伴有低血容量迹象的低血压，谨慎给予液体。注意液体过载的迹象。使用地西泮（安定）治疗癫痫。使用丙美卡因氢氯化物协助眼部冲洗。 /毒药A和B/

Advanced treatment: Consider orotracheal or nasotracheal intubation for airway control in the patient who is unconscious, has severe pulmonary edema, or is in respiratory arrest. Positive pressure ventilation techniques with a bag valve mask device may be beneficial. Monitor cardiac rhythm and treat arrhythmias as necessary ... . Start an IV with D5W /SRP: "To keep open", minimal flow rate/. Use lactated Ringer's if signs of hypovolemia are present. Watch for signs of fluid overload. Consider drug therapy for pulmonary edema ... . For hypotension with signs of hypovolemia, administer fluid cautiously. Watch for signs of fluid overload ... . Treat seizures with diazepam (Valium) ... . Use proparacaine hydrochloride to assist eye irrigation ... . /Poison A and B/

来源:Hazardous Substances Data Bank (HSDB)

毒理性

• 非人类毒性摘录

实验室动物：亚慢性或前慢性暴露/ 釜山85（50%的二甲基硫代氨基甲酸盐配方）以0（水），75，350或750毫克/千克/天的剂量通过皮肤给药，每天6小时，每周5天，持续13周，每组10只Sprague-Dawley大鼠/性别。高剂量雄性的体重和食物消耗显著减少，但高剂量雌性仅略有减少。高剂量组的红细胞计数降低，与脾脏含铁血黄素沉着症发生率的增加相关。中高剂量组的用药部位皮肤出现刺激，红斑、脱屑、焦痂和色素沉着的发病率增加。显微镜检查确认了棘层肥厚、表皮渗出物和溃疡。

/LABORATORY ANIMALS: Subchronic or Prechronic Exposure/ Busan 85 (50% potassium dimethyldithiocarbamate formulation) was administered dermally at doses of 0 (water), 75, 350 or 750 mg/kg/day, 6 hr/day, 5 days/wk for 13 weeks, to 10 Sprague-Dawley rats/sex/group. Body weight and food consumption were reduced significantly for high-dose males, but only slightly for high-dose females. Erythrocyte counts were decreased and correlated with the increased incidence of splenic hemosiderosis for the high-dose group. The skin at the site of application was irritated for mid and high-dose groups with increases in the incidences of erythema, desquamation, eschar and discoloration. Microscopic examination confirmed acanthosis, epidermal exudate and ulcers.

来源:Hazardous Substances Data Bank (HSDB)

毒理性

• 非人类毒性摘录

实验室动物：发育或生殖毒性/Busan 85（50%活性成分，50%水）在妊娠期的第6-15天通过灌胃给予28只交配的Sprague-Dawley大鼠/组，剂量为Busan 85 0, 0, 25, 150或400 mg/kg/天。投药物质未校正化学纯度，因此二甲基二硫代氨基甲酸钾的剂量大约是名义剂量的50%。治疗的临床体征主要限于中剂量和高剂量组，包括鼻子和嘴巴周围有黑色物质、粗糙的皮毛、唾液分泌增加等。在中剂量和高剂量组中，尤其是在第6-9天，观察到剂量相关的体重降低和食物消耗减少。母体NOEL= 25 mg/kg/天（在150 mg/kg时观察到包括唾液分泌增加和嘴巴周围有黑色物质在内的临床观察，400 mg/kg时体重降低）。高剂量组观察到胎儿体重降低，尽管无统计学意义（3.3克对3.7克）。发育NOEL= 150 mg/kg/天。没有观察到与治疗相关的畸形/变异增加。

/LABORATORY ANIMALS: Developmental or Reproductive Toxicity/ Busan 85 (50% a.i., 50% water) was given at doses of Busan 85 of 0, 0, 25, 150 or 400 mg/kg/day via gavage during gestation days 6-15 to 28 mated female Sprague-Dawley rats/group. The dosing material was not corrected for chemical purity, therefore the doses of potassium dimethyldithiocarbamate presumably would be approximately 50% of the nominal doses. Clinical signs of treatment were mostly confined to the mid and high dose groups, with dark material around the nose and mouth, rough coat, salivation being increased, among others. Dose-related lower body weight and food consumption were seen in the mid and high dose groups, especially days 6-9. Maternal NOEL= 25 mg/kg/day (clinical observations including salivation and dark material around mouth at 150 mg/kg, lower body weight at 400 mg/kg). Fetal effect of reduced weight was noted for the high dose group, although not statistically significant (3.3 g versus 3.7 g) Developmental NOEL= 150 mg/kg/day. There was no treatment-related increase in malformations/variations.

来源:Hazardous Substances Data Bank (HSDB)

毒理性

• 非人类毒性摘录

实验室动物：发育或生殖毒性/ 底山85（50%活性成分，50%水）在妊娠期第6-18天通过灌胃给药，剂量为0、0、25、75或150毫克/千克/天，每组20只人工授精的新西兰白兔。给药物质的化学纯度未经调整，因此，实际剂量的二甲基二硫代氨基甲酸钾约为底山85剂量的50%。在75和150毫克/千克/天的剂量下，各有1只和2只母兔死亡；在相同剂量下，各有1只和2只母兔流产。这些被认为与治疗有关。中剂量和高剂量组的体重增加减少或体重下降与剂量有关。中剂量（3.5）和高剂量（0.5）组的活产仔数较两个对照组（4.9和4.6）减少。这与着床后损失的增加有关。早期吸收增加，中剂量和高剂量的平均值分别为2.0和3.8，而两个对照组的平均值为0.4和1.7。尽管中剂量（41.1克）和高剂量（37.9克）的胎儿平均体重低于对照组（46.5克和47.6克），但这些值在统计学上并不显著。历史对照数据显示胎儿平均体重为41.6克。在75毫克/千克/天的剂量下，几种畸形，特别是骨骼畸形的发生率增加（4窝中有4窝，而对照组为0窝和3窝）。在高剂量下，只有4个胎儿被评估，没有收集到有意义的数据。骨骼变异的发生率在窝中也有所增加。这些效应是在母体毒性（流产、死亡、体重增加减少、着床后损失）的背景下观察到的，可能与母体效应有关。母体和发育的无观察到有害效应水平（NOEL）= 25毫克/千克/天。可能的副作用包括（早期吸收、总窝损失、在75毫克/千克时骨骼畸形/变异增加，但没有任何特定发现的倾向）。

/LABORATORY ANIMALS: Developmental or Reproductive Toxicity/ Busan 85 (50% a.i., 50% water) was given by gavage at doses of 0, 0, 25, 75 or 150 mg/kg/day during gestation days 6-18 to 20 artificially inseminated New Zealand White female rabbits/group. The dosing material was not adjusted for chemical purity, therefore, the actual doses of potassium dimethyldithiocarbamate were approximately 50% of the Busan 85 dose. One and two does died at 75 and 150 mg/kg/day, respectively; one and two does aborted at these same doses. These were considered to be related to treatment. Reduced bodyweight gain or weight loss were dose-related for mid and high dose groups. Live litter size was reduced for mid-dose (3.5) and the high dose (0.5) groups compared with the two control groups (4.9 and 4.6). This was related to the increase in post-implantation loss. Early resorptions were increased, the means being 2.0 and 3.8 at the mid and high doses versus 0.4 and 1.7 for the two control groups. Although mean fetal weight was lower at the mid (41.1 g) and high (37.9 g) doses compared with controls (46.5 g and 47.6 g), the values were not statistically significant. The historical control data indicated a mean fetal weight of 41.6 g. The litter incidence of several malformations, especially skeletal, increased at 75 mg/kg/day (4 litters versus 0 and 3 in the control litters for total skeletal malformations). At the high dose, only 4 fetuses were evaluated and no meaningful data were collected. Skeletal variations were also increased in incidence in litters. These effects were seen in the presence of maternal toxicity (abortion, death, lower weight gain, postimplantation loss) and may be related to the maternal effects. Maternal and Developmental NOEL= 25mg/kg/day. Possible adverse effects. (early resorptions, total litter loss, increase in skeletal malformations/variations at 75 mg/kg with no preponderance of any specific finding).

来源:Hazardous Substances Data Bank (HSDB)

安全信息

• 危险品标志：
  N
• 安全说明：
  S61
• 危险类别码：
  R50
• 危险品运输编号：
  UN3077 9/PG 3
• RTECS号：
  FA0850000
• 海关编码：
  2930909090
• 包装等级：
  I; II; III
• 危险类别：
  6.1

制备方法与用途

二甲基二硫代氨基甲酸钾

二甲基二硫代氨基甲酸钾是一种有机盐类物质，常用于医药合成的中间体。

用途

二硫代氨基甲酸的碱金属盐具有多种应用。例如，在农业中，二甲基二硫代氨基甲酸钾可用作杀真菌剂、除草剂和杀虫剂。此外，它还可用于化学合成，作为合成橡胶的硫化促进剂。

应用

二甲基二硫代氨基甲酸钾（福美钾）可广泛应用于多个领域，如乳聚丁苯橡胶和丁苯胶乳的终止剂、工业杀菌剂、橡胶制品的硫化促进剂及农业杀虫剂等。

制备方法

制备过程如下：将仲胺（10毫摩尔）加入到100毫升10毫摩尔/升的KOH乙醇溶液中，然后在冰浴中冷却混合物。随后逐滴加入100毫摩尔的CS₂。室温搅拌反应混合物1小时后，减压蒸发溶剂，并用无水乙醚处理，最终得到沉淀物二甲基二硫代氨基甲酸钾（福美钾）。

反应信息

• 作为反应物：
  描述：

  potassium dimethyldithiocarbamate 在 盐酸 、 sodium nitrite 作用下， 以 甲醇 、 水 为溶剂， 生成 福美双
  参考文献：
  名称：

  Bis(dialkylaminethiocarbonyl)disulfides as Potent and Selective Monoglyceride Lipase Inhibitors

  摘要：

  Monoglyceride lipase (MGL) inhibition may offer an approach in treating diseases in which higher 2-arachidonoyglycerol activity would be beneficial. We report here the synthesis and pharmacological evaluation of bis(dialkylaminethiocarbonyl)disulfide derivatives as irreversible MGL inhibitors. Inhibition occurs through interactions with MGL C208 and C242 residues, and these derivatives exhibit high inhibition selectivity over fatty acid amide hydrolase, another endocannabinoid-hydrolyzing enzyme.

  DOI：

  10.1021/jm901323s
• 作为产物：
  描述：

  二甲胺 生成 potassium dimethyldithiocarbamate
  参考文献：
  名称：

  Capan G., Ergenc N., Bueyuektimkin S., Yulu N., Sci. Pharm, 61 (1993) N 4, S 243-250

  摘要：

  DOI：
• 作为试剂：
  描述：

  N,N-二甲基二硫代氨基甲酸 在 氯化亚砜 、 potassium dimethyldithiocarbamate 作用下， 以 乙醚 为溶剂， 生成 Schwefel(IV)-saeure-bis-(N,N-dimethyl-carbamoylthioester)
  参考文献：
  名称：

  Organic Disulfides and Related Substances. XIX. Alkyl and Aryl Dithiosulfites^1a,b

  摘要：

  DOI：

  10.1021/jo01349a020

文献信息

• HYDRAZONYL GROUP-CONTAINING CONDENSED HETEROCYCLIC COMPOUND OR SALT THEREOF, AGRICULTURAL AND HORTICULTURAL INSECTICIDE COMPRISING THE COMPOUND, AND METHOD FOR USING THE INSECTICIDE
  申请人：Nihon Nohyaku Co., Ltd.

  公开号：US20190177319A1

  公开（公告）日：2019-06-13

  An object of the present invention is to develop and provide a novel agricultural and horticultural insecticide in view of the still immense damage caused by insect pests etc. and the emergence of insect pests resistant to existing insecticides in crop production in the fields of agriculture, horticulture and the like. Provided is a hydrazonyl group-containing condensed heterocyclic compound or a salt thereof, preferably a condensed heterocyclic compound represented by the general formula (1): wherein R 1 represents, for example, an alkyl group, R 2 represents, for example, a hydrogen atom, R 3 and R 4 each represent, for example, an alkyl group, a haloalkyl group or an acyl group, A 1 represents, for example, a nitrogen atom, A 2 represents, for example, N-Me or an oxygen atom, A 3 represents, for example, a carbon atom or a nitrogen atom, A 4 represents, for example, C—H, m represents, for example, 2, and n represents, for example, 1}, or a salt thereof; an agricultural and horticultural insecticide comprising the compound or a salt thereof as an active ingredient; and a method for using the insecticide.

  本发明的一个目的是开发并提供一种新型农艺和园艺杀虫剂，鉴于昆虫害虫等造成的损害仍然巨大，以及在农业、园艺等领域作物生产中出现的对现有杀虫剂具有抗性的昆虫害虫。 提供了一种含有肼酰基的稠合杂环化合物或其盐，优选为通式(1)表示的稠合杂环化合物： 其中R1代表例如烷基，R2代表例如氢原子，R3和R4各自代表例如烷基、卤代烷基或酰基，A1代表例如氮原子，A2代表例如N-Me或氧原子，A3代表例如碳原子或氮原子，A4代表例如C—H，m代表例如2，n代表例如1}，或其盐；一种包含该化合物或其盐作为活性成分的农艺和园艺杀虫剂；以及使用该杀虫剂的方法。
• Characterization of the nucleophilic reactivities of thiocarboxylate, dithiocarbonate and dithiocarbamate anions
  作者：Xin-Hua Duan、Biplab Maji、Herbert Mayr

  DOI：10.1039/c1ob06245j

  日期：——

  The kinetics of the reactions of thiocarboxylate and thiocarbonate anions with benzhydrylium ions have been determined in acetonitrile solution using laser-flash photolytic techniques. The second-order rate constants (k) correlate linearly with the electrophilicity parameters E of the benzhydrylium ions, as required by the correlation log k (20 °C) = sN(N + E) (J. Am. Chem. Soc., 2001, 123, 9500–9512), allowing us to calculate the nucleophile-specific parameters N and sN for these anions. With these parameters, a direct comparison of the reactivities of thiocarboxylate, dithiocarbonate and dithiocarbamate anions with other nucleophiles becomes possible.

  运用激光闪光光解技术，在乙腈溶液中测定了硫羧酸根和硫碳酸根离子与苯并二氢吡喃离子反应的动力学。二级速率常数（k）与苯并二氢吡喃离子的亲电参数 E 呈线性相关，符合关系式 log k（20 °C）= sN(N + E)（J. Am. Chem. Soc., 2001, 123, 9500–9512），从而能够计算出这些阴离子的亲核体特异性参数 N 和 sN。有了这些参数，就可以直接比较硫羧酸根、二硫代碳酸根和二硫代氨基甲酸根离子与其他亲核体的反应活性。
• Synthesen von Dithiourethanen mit substituierten Estergruppen
  作者：N. Kreutzkamp、H. Y. Oei

  DOI：10.1002/ardp.19662991103

  日期：——

  Aldehyd‐aminale und N‐Dialkylaminomethyl‐carbonsäureamide reagieren mit Schwefelkohlenstoff in einer „Einschiebungsreaktion”︁ zu Dithiourethanen, die in der Estergruppe durch Amino‐ oder Amido‐Gruppen substituiert sind. Die gleichen Verbindungen können durch eine Reihe weiterer Synthesen auch aus Dithiocarbamaten gewonnen werden. Ferner werden die Darstellungen von Dithiocarbamidsäure‐alkoxymethyl

  醛缩醛胺和 N-二烷基氨基甲基甲酰胺在“插入反应”︁ 中与二硫化碳反应形成二硫代氨基甲酸酯，其在酯基中被氨基或酰胺基取代。也可以通过许多其他合成方法从二硫代氨基甲酸酯获得相同的化合物。此外，描述了二硫代氨基甲酸烷氧基甲基酯和酰氧基甲基酯的表示，以及类似硫化合物的表示。
• Mono‐ and Bicyclic Organometallic Ring Systems with Exocyclic CC and CS Bonds
  作者：Helmut Werner、Liu Xiaolan、Karl Peters、Hans Georg von Schnering

  DOI：10.1002/cber.19971300710

  日期：1997.7

  [C5H5Coκ2(C,S)-C(=CH2)-N(R)C(=S)S](PMe2Ph)] (5-7), which contain both an exocyclic CC and CS bond, were prepared from the iminoacylcobalt compounds [C5H5Co(C(CH3)=NCH} (PMe2Ph)]I (2-4) on treatment with either CS2/NaOCH3 or K[S2CNMe2], respectively. While protonation of 5 (R = CH3) and 7 (R = CH2Ph) with HBF4 occurs at the exocyclic CCH2 bond to give cations containing a CoC(CH3)N(R)C(=S)S ring, the methylation

  所述cobaltaheterocycles [C 5 H ^ 5钴κ 2（C，S）-C（= CH 2）-N（R）C（= S）S]（PME 2 PH）]（5-7），其中包含两个由亚氨基酰基钴化合物[C 5 H 5 Co（C（CH 3）= NCH}（PMe 2 Ph）] I（2-4）制备，并用CS 2 / NaOCH 3或K [S 2 CNMe 2 ]分别用HBF 4质子化5（R = CH 3）和7（R = CH 2 Ph）发生在环外CCH 2键上，得到含有CoC（CH 3）N（R）C（= S）S环的阳离子，5和7与[OMe 3 ] BF 4的甲基化发生在环外CS键上，产生具有SCH 4取代基的五元杂环。的反应5-7以S 8通向消除膦配位体和，得到双环dithiolenecobalt络合物的14 - 16在中度至良好的产率。在治疗的5 - 7为C 2（CO 2R'）2（R'=甲基，乙基），所
• Dithiocarbamato and trihalogenostannato carbonyl complexes of ruthenium (II)
  作者：J.V. Kingston、G. Wilkinson

  DOI：10.1016/0022-1902(66)80397-4

  日期：1966.11

  Compounds of the type [Ru(S2−)2(CO)] [Ru(S2−)2(CO)2] and [Ru(S2−)2(CO)2],Cl, (S2−  R2NCS2−) are prepared by treating a carbonyl-containing ruthenium solution with a dithiocarbamate solution. In this manner the complexes [RuII(C2H5)2NCS2}2(CO)], [RuII(CH3)2NCS2}2(CO) [RuII(CH3)2NCS2}2(CO)2], [RuII(C6H5CH2)2(CO)2] and [RuIII(C6H5CH2)2NCS 2}(CO)2] are isolated. [RuII(C6H5S−)2(CO)2]3, [RuIICl2(CO)2(SnCl3)2]2−

  该类型的化合物的[Ru（S 2 - ）2（CO）]的[Ru（š 2 - ）2（CO）2 ]和[茹（š 2 - ）2（CO）2 ]，氯，（S 2 -  - [R 2 NCS 2 - ）是通过用二硫代氨基甲酸酯溶液含羰基钌溶液制备。以这种方式，络合物[Ru II （C 2 H 5）2 NCS 2 } 2（CO）]，[Ru II （CH 3）2 NCS2 } 2（CO）[Ru II （CH 3）2 NCS 2 } 2（CO）2 ]，[Ru II （C 6 H 5 CH 2）2（CO）2 ]和[Ru III （C分离出6 H 5 CH 2）2 NCS 2 }（CO）2 ]。的[Ru II（C 6 H ^ 5小号- ）2（CO）2 ] 3，[茹当类似的含羰基溶液分别用无水亚锡苯硫酚处理时，会形成II Cl 2（CO）2（SnCl 3）2 ] 2-和[Ru II Br 2（CO）2（SnBr

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