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thiodicarb | 59669-26-0

中文名称
——
中文别名
——
英文名称
thiodicarb
英文别名
N,N'-bis[1-methylthioacetaldehyde O-(N-methylcarbamoyl)oxime]sulfide;Dicarbasulf;methyl (1Z)-N-[methyl-[methyl-[(Z)-1-methylsulfanylethylideneamino]oxycarbonylamino]sulfanylcarbamoyl]oxyethanimidothioate
thiodicarb化学式
CAS
59669-26-0
化学式
C10H18N4O4S3
mdl
——
分子量
354.475
InChiKey
XDOTVMNBCQVZKG-OXAWKVHCSA-N
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

计算性质

  • 辛醇/水分配系数(LogP):
    1.7
  • 重原子数:
    21
  • 可旋转键数:
    8
  • 环数:
    0.0
  • sp3杂化的碳原子比例:
    0.6
  • 拓扑面积:
    160
  • 氢给体数:
    0
  • 氢受体数:
    9

ADMET

代谢
Metabolic studies were performed in rats using single low and single high doses of radiolabeled thiodicarb. The major routes of elimination were expiration (CO2 and acetonitrile) and urination. Tissue residues contained 7-9% of the dose at 7 days post dose and may reflect the metabolism of (14)C-acetonitrile into the body's C-2 and C-1 pools and subsequent interaction with, or incorporation into natural products. The major terminal metabolites of thiodicarb in the rat are CO2 and acetonitrile. The major urinary metabolite is a labile unknown that represents 50% of the urinary radiolabel. No acetamide was detected in any of the tissues. The RBCs contained only residue that cannot be extracted by organic solvents or water, indicating the presence of radiolabel incorporated into natural products or of material tightly bound to hemoglobin. 在老鼠身上使用单次低剂量和单次高剂量的放射性标记的硫代碳酸进行了代谢研究。消除的主要途径是呼出(二氧化碳和丙酮)和排尿。在给药后7天,组织残留物中含有7-9%的剂量,这可能反映了(14)C-丙酮转化为体内的C-2和C-1池,随后与天然产物相互作用或结合。老鼠体内硫代碳酸的主要终末代谢物是二氧化碳和丙酮。主要的尿液代谢物是一种不稳定的未知物质,占尿液放射性标记的50%。在任何组织中都没有检测到乙酰胺。红细胞中只含有不能被有机溶剂或水提取的残留物,这表明放射性标记已经结合到天然产物中,或者是紧密地结合到血红蛋白上的物质。
Metabolic studies were performed in rats using single low and single high doses of radiolabeled thiodicarb. The major routes of elimination were expiration (CO2 and acetonitrile) and urination. Tissue residues contained 7-9% of the dose at 7 days post dose and may reflect the metabolism of (14)C-acetonitrile into the body's C-2 and C-1 pools and subsequent interaction with, or incorporation into natural products. The major terminal metabolites of thiodicarb in the rat are CO2 and acetonitrile. The major urinary metabolite is a labile unknown that represents 50% of the urinary radiolabel. No acetamide was detected in any of the tissues. The RBCs contained only residue that cannot be extracted by organic solvents or water, indicating the presence of radiolabel incorporated into natural products or of material tightly bound to hemoglobin.
来源:Hazardous Substances Data Bank (HSDB)
代谢
在一个猴子代谢研究中,一些含有放射性同位素标记的涕灭威(顺式异构体)通过体内代谢转化为顺式甲基对硫磷,随后异构化为反式甲基对硫磷,大约有0.8-1.0%(下限)到2.6-3.3%(上限)的涕灭威按重量转化为乙酰胺并通过尿液排出。
In a metabolism study in monkeys, some thiodicarb (syn, syn-isomer) radiolabel was converted via in vivo metabolism to syn-methomyl and subsequently isomerized to anti-methomyl, with ~0.8-1.0% (lower limit) to 2.6-3.3% (upper limit) by weight of thiodicarb being converted to acetamide and excreted in the urine.
来源:Hazardous Substances Data Bank (HSDB)
毒理性
  • 毒性总结
识别和使用:硫代卡巴是固体。它被用作杀虫剂,以及种子处理/保护剂。人类暴露和毒性:它可能是人类致癌物。动物研究:在兔眼内滴入硫代卡巴会引起轻微刺激。在兔子的初次皮肤刺激性研究中,硫代卡巴未产生刺激性。硫代卡巴在豚鼠身上引起了微弱的皮肤致敏反应。大鼠接触硫代卡巴后,出现了明显的系统性器官毒性。在大鼠中,它降低了红细胞胆碱酯酶活性,并降低了血红蛋白。在狗身上,它降低了红细胞压积和血红蛋白。兔子的皮肤应用导致巨红细胞贫血、红斑和水肿。兔子其他皮肤研究描述了红细胞减少、血红蛋白减少和体重减少。与同期对照组雄性相比,接受硫代卡巴处理的雄性大鼠睾丸间质细胞肿瘤的发生率增加,且高于历史对照组。在雌雄小鼠中,它产生了肝细胞肿瘤发生率的增加。大鼠的发育研究表明,胎儿体重减轻,发育异常的窝数和胎儿数增加。硫代卡巴在Ames试验中,无论是否进行代谢激活,都没有诱导突变反应。硫代卡巴在代谢激活和无代谢激活的情况下,在小鼠淋巴瘤TK +/-细胞中诱导了剂量相关的突变频率增加,在小鼠淋巴瘤正向突变试验中被认为是具有不确定的弱效应。硫代卡巴,无论是否进行代谢激活,都没有在中国仓鼠卵巢细胞的染色体上引起断裂反应。硫代卡巴在初级大鼠肝细胞非计划DNA合成试验中被认为是无活性的。生态毒性研究:硫代卡巴对蜜蜂的直接处理具有中等毒性,但在喷洒残留物干燥后不具有毒性。
IDENTIFICATION AND USE: Thiodicarb is a solid. It is used as insecticide, and as a seed treatment/protectant. HUMAN EXPOSURE AND TOXICITY: It is a probable human carcinogen. ANIMAL STUDIES: Instillation in rabbit eyes resulted in slight irritation. Thiodicarb produced no irritation during the primary dermal irritation study in rabbits. Thiodicarb induced a weak dermal sensitization reaction in guinea pigs. Marked systemic organ toxicity was noted in rats after exposure to thiodicarb. In rats it decreased red blood cell cholinesterase activity, and decreased hemoglobin. In dogs it decreased hematocrit and hemoglobin. Skin application in rabbits caused macrocytic anemia, erythema, and edema. Other dermal study in rabbits described decreased erythrocytes, decreased hemoglobin, and decreased body weight. Male rats treated with thiodicarb displayed an increased incidence of interstitial cell tumors in the testes compared to the concurrent control males, and the incidence was also greater than the historical control. In mice it produced increased incidences of hepatocellular tumors in both sexes. Developmental studies in rats demonstrated decreased fetal body weight and an increase in the number of litters and fetuses with developmental variations. Thiodicarb did not induce a mutagenic response in the Ames assay, with or without metabolic activation. Thiodicarb induced dose-related increased mutant frequencies in mouse lymphoma TK+/- cells, with and without metabolic activation and is considered to have an equivocal weak effect in the mouse lymphoma forward mutation assay. Thiodicarb, with or without metabolic activation, did not cause a clastogenic response in the chromosomes of Chinese hamster ovary cells. Thiodicarb is considered inactive in the primary rat hepatocyte unscheduled DNA synthesis assay. ECOTOXICITY STUDIES: Thiodicarb is moderately toxic to bees as direct treatment, but is not toxic after spray residues have dried.
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。 其他毒物 - 膦酸酯 皮肤致敏剂 - 可以诱导皮肤过敏反应的剂。 ACGIH致癌物 - 动物确认。
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. Other Poison - Carbamate Skin Sensitizer - An agent that can induce an allergic reaction in the skin. ACGIH Carcinogen - Confirmed Animal.
来源:Haz-Map, Information on Hazardous Chemicals and Occupational Diseases
毒理性
  • 毒性数据
大鼠LC50 = 220毫克/立方米/4小时
LC50 (rat) = 220 mg/m3/4h
来源:Haz-Map, Information on Hazardous Chemicals and Occupational Diseases
毒理性
  • 解毒与急救
确保呼吸道通畅。如有必要,对患者进行气管插管,并使用大口径吸痰装置抽吸分泌物。如果呼吸受到抑制,通过机械辅助肺通气给予氧气。在给予阿托品之前,尽可能提高组织氧合,以最小化心室颤动的风险。在严重中毒的情况下,可能需要机械支持肺通气数日。/N-甲基碳酰胺类杀虫剂/
Ensure that a clear airway exists. Intubate the patient and aspirate the secretions with a large bore suction device if necessary. Administer oxygen by mechanically assisted pulmonary ventilation if respiration is depressed. Improve tissue oxygenation as much as possible before administering atropine, so as to minimize the risk of ventricular fibrillation. In severe poisonings, it may be necessary to support pulmonary ventilation mechanically for several days. /N-methyl carbamate insecticides/
来源:Hazardous Substances Data Bank (HSDB)
吸收、分配和排泄
代谢研究在大鼠中使用单次低剂量和单次高剂量的放射性标记硫代卡泊。主要的消除途径是呼出(二氧化碳和乙腈)和排尿。在给药后7天,组织残留物中含有7-9%的剂量,这可能反映了(14)C-乙腈在体内的C-2和C-1池中的代谢以及随后与天然产物相互作用或结合。
Metabolic studies were performed in rats using single low and single high doses of radiolabeled thiodicarb. The major routes of elimination were expiration (CO2 and acetonitrile) and urination. Tissue residues contained 7-9% of the dose at 7 days post dose and may reflect the metabolism of (14)C-acetonitrile into the body's C-2 and C-1 pools and subsequent interaction with, or incorporation into natural products.
来源:Hazardous Substances Data Bank (HSDB)

反应信息

  • 作为产物:
    描述:
    sulphur dichloride 、 Methylcarbamoylacetonoxim吡啶 作用下, 以 甲苯 为溶剂, 生成 thiodicarb
    参考文献:
    名称:
    Symmetrical insecticidal bis-carbamate compounds
    摘要:
    对称N-取代双氨基甲酰硫化物化合物表现出异常广谱杀虫活性,同时具有极低的哺乳动物毒性和植物毒性。
    公开号:
    US04382957A1
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文献信息

  • [EN] ACC INHIBITORS AND USES THEREOF<br/>[FR] INHIBITEURS DE L'ACC ET UTILISATIONS ASSOCIÉES
    申请人:GILEAD APOLLO LLC
    公开号:WO2017075056A1
    公开(公告)日:2017-05-04
    The present invention provides compounds I and II useful as inhibitors of Acetyl CoA Carboxylase (ACC), compositions thereof, and methods of using the same.
    本发明提供了化合物I和II,这些化合物可用作乙酰辅酶A羧化酶(ACC)的抑制剂,以及它们的组合物和使用方法。
  • [EN] BICYCLYL-SUBSTITUTED ISOTHIAZOLINE COMPOUNDS<br/>[FR] COMPOSÉS ISOTHIAZOLINE SUBSTITUÉS PAR UN BICYCLYLE
    申请人:BASF SE
    公开号:WO2014206910A1
    公开(公告)日:2014-12-31
    The present invention relates to bicyclyl-substituted isothiazoline compounds of formula (I) wherein the variables are as defined in the claims and description. The compounds are useful for combating or controlling invertebrate pests, in particular arthropod pests and nematodes. The invention also relates to a method for controlling invertebrate pests by using these compounds and to plant propagation material and to an agricultural and a veterinary composition comprising said compounds.
    本发明涉及公式(I)中变量如索权和说明中所定义的自行车基取代异噻唑啉化合物。这些化合物对抗或控制无脊椎动物害虫,特别是节肢动物害虫和线虫方面具有用途。该发明还涉及一种通过使用这些化合物来控制无脊椎动物害虫的方法,以及包含所述化合物的植物繁殖材料、农业和兽医组合物。
  • [EN] AZOLINE COMPOUNDS<br/>[FR] COMPOSÉS AZOLINE
    申请人:BASF SE
    公开号:WO2015128358A1
    公开(公告)日:2015-09-03
    The present invention relates to azoline compounds of formula (I) wherein A, B1, B2, B3, G1, G2, X1, R1, R3a, R3b, Rg1 and Rg2 are as defined in the claims and the description. The compounds are useful for combating or controlling invertebrate pests, in particular arthropod pests and nematodes. The invention also relates to a method for controlling invertebrate pests by using these compounds and to plant propagation material and to an agricultural and a veterinary composition comprising said compounds.
    本发明涉及式(I)的噁唑啉化合物,其中A、B1、B2、B3、G1、G2、X1、R1、R3a、R3b、Rg1和Rg2如权利要求和描述中所定义。这些化合物对抗或控制无脊椎动物害虫,特别是节肢动物害虫和线虫方面具有用途。该发明还涉及一种利用这些化合物控制无脊椎动物害虫的方法,以及包括所述化合物的植物繁殖材料、农业和兽医组合物。
  • [EN] MICROBIOCIDAL OXADIAZOLE DERIVATIVES<br/>[FR] DÉRIVÉS D'OXADIAZOLE MICROBIOCIDES
    申请人:SYNGENTA PARTICIPATIONS AG
    公开号:WO2017157962A1
    公开(公告)日:2017-09-21
    Compounds of the formula (I) wherein the substituents are as defined in claim 1, useful as a pesticides, especially fungicides.
    式(I)的化合物,其中取代基如权利要求1所定义,作为杀虫剂特别是杀菌剂有用。
  • Thieno-pyrimidine compounds having fungicidal activity
    申请人:Brewster Kirkland William
    公开号:US20070093498A1
    公开(公告)日:2007-04-26
    The present invention relates to thieno[2,3-d]-pyrimidine compounds having fungicidal activity.
    本发明涉及具有杀真菌活性的噻吩[2,3-d]-嘧啶化合物。
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