61432-55-1

• 常用中文名：哌草丹
• 常用英文名：Dimepiperate
• CAS号：61432-55-1
• 分子式：C₁₅H₂₁NOS
• 分子量：263.40
• 相关类别： 化学农药原药 除草剂 其他除草剂
• 发布时间：2018-09-30 19:02:23
• 更新时间：2024-01-10 18:03:13
• 二哌拉酯(93年款)是一种硫代氨基甲酸酯(TC)农药。二甲基哌嗪对ABHD6具有潜在的脱靶抑制作用[1]。

名称

• 中文名: 哌草丹
• 英文名: Dimepiperate
• 中文别名: 哌啶酯; 优克稗; S-1-甲基-苯基乙基哌啶-1-硫代甲酸酯; S-(1-甲基-1-苯乙基)-1-哌啶硫代甲酸酯; S-(Α,Α-二甲基苄基)哌啶-1-硫代甲酸酯; S-1-甲基-1-苯基乙基哌啶-1-硫代甲酸酯
• 英文别名: S-1-methyl-1-phenylethyl piperidine-1-carbothioate; Yukamate; S-1-Methyl-1-phenylethyl piperidine 1-carbothioate; s-(2-phenyl-2-propanyl)-1-piperidincarbothioat; S-(2-phenylpropan-2-yl) piperidine-1-carbothioate; MFCD00274592; Dimepiperate; EINECS 262-784-2; S-(1-methyl-1-phenylethyl) 1-piperidinecarbothioate

物化性质

• 密度: 1.109g/cm3
• 沸点: 380ºC(e)
• 熔点: 39ºC
• 分子式: C₁₅H₂₁NOS
• 分子量: 263.40
• 闪点: 180.6ºC
• 精确质量: 263.13400
• PSA: 45.61000
• LogP: 4.19870
• 折射率: 1.563
• 储存条件:

  0-6℃

• 稳定性:

  30℃可稳定1年以上，在0.1mol/L盐酸和0.1mol/L氢氧化钠水溶液中稳定，日光下稳定。对家兔皮肤和眼睛无刺激，对豚鼠皮内注射无过敏反应。大、小鼠经2年喂养试验无不良影响。功物试验未见致畸、致癌、致突变作用。

• 计算化学:

  1.疏水参数计算参考值（XlogP）:3.6

  2.氢键供体数量:0

  3.氢键受体数量:2

  4.可旋转化学键数量:3

  5.互变异构体数量:无

  6.拓扑分子极性表面积45.6

  7.重原子数量:18

  8.表面电荷:0

  9.复杂度:278

  10.同位素原子数量:0

  11.确定原子立构中心数量:0

  12.不确定原子立构中心数量:0

  13.确定化学键立构中心数量:0

  14.不确定化学键立构中心数量:0

  15.共价键单元数量:1

• 更多:

  1. 性状：似蜡状固体

  2. 密度（g/cm³ 25/4 ºC）：1.08

  3. 相对蒸汽密度（g/mL,空气=1）：未确定

  4. 熔点（ºC）：38.8～39.3

  5. 沸点（ºC，99.75Pa）：164～168

  6. 沸点（ºC,5.2kPa）：未确定

  7. 折射率（°）：未确定

  8. 闪点（℉）：未确定

  9. 比旋光度（º）：未确定

  10. 自燃点或引燃温度（ºC）：未确定

  11. 蒸气压（kPa,30ºC）：0.53×10^-3

  12. 饱和蒸气压（kPa,60ºC）：未确定

  13. 燃烧热（KJ/mol）：未确定

  14. 临界温度（ºC）：未确定

  15. 临界压力（KPa）：未确定

  16. 油水（辛醇/水）分配系数的对数值（25℃）：未确定

  17. 爆炸上限（%,V/V）：未确定

  18. 爆炸下限（%,V/V）：未确定

  19. 溶解性(mg/mL, 25 ºC )：正己烷2.0kg/L，甲苯3.1kg/L，乙醇4.1kg/L，环己酮4.9kg/L，氯 仿5.8kg/L，丙酮6.2kg/L；水中溶解度为20mg/L

生物活性

• 描述: 二哌拉酯(93年款)是一种硫代氨基甲酸酯(TC)农药。二甲基哌嗪对ABHD6具有潜在的脱靶抑制作用[1]。
• 相关类别:
  研究领域 >> 其他
  信号通路 >> 代谢酶/蛋白酶 >> MAGL
• 体内研究: 二甲基哌嗪(腹腔注射；100 mg/kg)显示出抑制小鼠大脑中 阿布德6的潜在脱靶效应[1] 动物模型：C57BL/6小鼠[1]。剂量：100 mg/kg给药：腹膜内注射结果：对ABHD6有33%的脱靶抑制。
• 参考文献:

  [1]. Nomura DK, et al. Activity-based protein profiling of organophosphorus and thiocarbamate pesticides reveals multiple serine hydrolase targets in mouse brain. J Agric Food Chem. 2011;59(7):2808-2815.

毒性和生态

毒理学数据: 雄性大鼠急性经口LD50 946mg /kg ,雌性为959mg /kg，雄小鼠为4677mg /kg ,雌小鼠为4519mg /kg。大鼠(雄、雌)急性经皮LD50 > 5000mg /kg。大鼠腹膜注射LD50 676-798mg /kg，小鼠皮下注射LD50 > 10000mg /kg。鲤鱼LC50 5.8 mg/L (48h}，虹鳟鱼5.7m/L }48h)，水蚤40mg/L ( 3h )。雄性日本鹤鹑急性经口LD50> 2000mg /kg，母鸡LD50> SOOOmg /kg 生态学数据: 若无政府许可，勿将材料排入周围环境 CHEMICAL IDENTIFICATION RTECS NUMBER : TM5958000 CHEMICAL NAME : 1-Piperidinecarbothioic acid, S-(1-methyl-1-phenylethyl) ester CAS REGISTRY NUMBER : 61432-55-1 LAST UPDATED : 199512 DATA ITEMS CITED : 16 MOLECULAR FORMULA : C15-H21-N-O-S MOLECULAR WEIGHT : 263.43 HEALTH HAZARD DATA ACUTE TOXICITY DATA TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Oral SPECIES OBSERVED : Rodent - rat DOSE/DURATION : 946 mg/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value REFERENCE : JPIFAN Japan Pesticide Information. (Japan Plant Protection Assoc., 1-43-11, Komagome, Toshima-ku, Tokyo 170, Japan) No.1-61, 1969-92. For publisher information, see AGJAEP. Volume(issue)/page/year: (45),18,1984 TYPE OF TEST : LC50 - Lethal concentration, 50 percent kill ROUTE OF EXPOSURE : Inhalation SPECIES OBSERVED : Rodent - rat DOSE/DURATION : >1600 mg/m3/4H TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value REFERENCE : NNGADV Nippon Noyaku Gakkaishi. Journal of the Pesticide Science Society of Japan. (Nippon Noyaku Gakkai, 1-43-11, Komagome, Toshima-ku, Tokyo 170, Japan) V.1- 1976- Volume(issue)/page/year: 14,109,1989 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Administration onto the skin SPECIES OBSERVED : Rodent - rat DOSE/DURATION : >5 gm/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value REFERENCE : JPIFAN Japan Pesticide Information. (Japan Plant Protection Assoc., 1-43-11, Komagome, Toshima-ku, Tokyo 170, Japan) No.1-61, 1969-92. For publisher information, see AGJAEP. Volume(issue)/page/year: (45),18,1984 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Intraperitoneal SPECIES OBSERVED : Rodent - rat DOSE/DURATION : 676 mg/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value REFERENCE : JPIFAN Japan Pesticide Information. (Japan Plant Protection Assoc., 1-43-11, Komagome, Toshima-ku, Tokyo 170, Japan) No.1-61, 1969-92. For publisher information, see AGJAEP. Volume(issue)/page/year: (45),18,1984 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Subcutaneous SPECIES OBSERVED : Rodent - rat DOSE/DURATION : 18836 mg/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value REFERENCE : JPIFAN Japan Pesticide Information. (Japan Plant Protection Assoc., 1-43-11, Komagome, Toshima-ku, Tokyo 170, Japan) No.1-61, 1969-92. For publisher information, see AGJAEP. Volume(issue)/page/year: (45),18,1984 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Oral SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : 4519 mg/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value REFERENCE : JPIFAN Japan Pesticide Information. (Japan Plant Protection Assoc., 1-43-11, Komagome, Toshima-ku, Tokyo 170, Japan) No.1-61, 1969-92. For publisher information, see AGJAEP. Volume(issue)/page/year: (45),18,1984 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Intraperitoneal SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : 1211 mg/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value REFERENCE : JPIFAN Japan Pesticide Information. (Japan Plant Protection Assoc., 1-43-11, Komagome, Toshima-ku, Tokyo 170, Japan) No.1-61, 1969-92. For publisher information, see AGJAEP. Volume(issue)/page/year: (45),18,1984 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Subcutaneous SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : >10 gm/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value REFERENCE : JPIFAN Japan Pesticide Information. (Japan Plant Protection Assoc., 1-43-11, Komagome, Toshima-ku, Tokyo 170, Japan) No.1-61, 1969-92. For publisher information, see AGJAEP. Volume(issue)/page/year: (45),18,1984 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Administration onto the skin SPECIES OBSERVED : Rodent - rabbit DOSE/DURATION : >2 gm/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value REFERENCE : NNGADV Nippon Noyaku Gakkaishi. Journal of the Pesticide Science Society of Japan. (Nippon Noyaku Gakkai, 1-43-11, Komagome, Toshima-ku, Tokyo 170, Japan) V.1- 1976- Volume(issue)/page/year: 14,109,1989 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Oral SPECIES OBSERVED : Bird - chicken DOSE/DURATION : >5 gm/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value REFERENCE : NNGADV Nippon Noyaku Gakkaishi. Journal of the Pesticide Science Society of Japan. (Nippon Noyaku Gakkai, 1-43-11, Komagome, Toshima-ku, Tokyo 170, Japan) V.1- 1976- Volume(issue)/page/year: 14,109,1989 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Oral SPECIES OBSERVED : Bird - quail DOSE/DURATION : >2 gm/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value REFERENCE : NNGADV Nippon Noyaku Gakkaishi. Journal of the Pesticide Science Society of Japan. (Nippon Noyaku Gakkai, 1-43-11, Komagome, Toshima-ku, Tokyo 170, Japan) V.1- 1976- Volume(issue)/page/year: 14,109,1989 ** OTHER MULTIPLE DOSE TOXICITY DATA ** TYPE OF TEST : TDLo - Lowest published toxic dose ROUTE OF EXPOSURE : Oral SPECIES OBSERVED : Rodent - rat DOSE/DURATION : 1092 mg/kg/13W-C TOXIC EFFECTS : Liver - other changes Liver - changes in liver weight Kidney, Ureter, Bladder - changes in tubules (including acute renal failure, acute tubular necrosis) REFERENCE : NNGADV Nippon Noyaku Gakkaishi. Journal of the Pesticide Science Society of Japan. (Nippon Noyaku Gakkai, 1-43-11, Komagome, Toshima-ku, Tokyo 170, Japan) V.1- 1976- Volume(issue)/page/year: 14,109,1989 TYPE OF TEST : TDLo - Lowest published toxic dose ROUTE OF EXPOSURE : Oral SPECIES OBSERVED : Rodent - rat DOSE/DURATION : 13140 mg/kg/2Y-C TOXIC EFFECTS : Liver - changes in liver weight Kidney, Ureter, Bladder - changes in bladder weight REFERENCE : NNGADV Nippon Noyaku Gakkaishi. Journal of the Pesticide Science Society of Japan. (Nippon Noyaku Gakkai, 1-43-11, Komagome, Toshima-ku, Tokyo 170, Japan) V.1- 1976- Volume(issue)/page/year: 14,109,1989 TYPE OF TEST : TDLo - Lowest published toxic dose ROUTE OF EXPOSURE : Oral SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : 54600 mg/kg/13W-C TOXIC EFFECTS : Liver - changes in liver weight Blood - changes in erythrocyte (RBC) count Nutritional and Gross Metabolic - weight loss or decreased weight gain REFERENCE : NNGADV Nippon Noyaku Gakkaishi. Journal of the Pesticide Science Society of Japan. (Nippon Noyaku Gakkai, 1-43-11, Komagome, Toshima-ku, Tokyo 170, Japan) V.1- 1976- Volume(issue)/page/year: 14,109,1989 TYPE OF TEST : TDLo - Lowest published toxic dose ROUTE OF EXPOSURE : Oral SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : 263 gm/kg/2Y-C TOXIC EFFECTS : Liver - changes in liver weight Endocrine - changes in thyroid weight Blood - changes in serum composition (e.g. TP, bilirubin, cholesterol) REFERENCE : NNGADV Nippon Noyaku Gakkaishi. Journal of the Pesticide Science Society of Japan. (Nippon Noyaku Gakkai, 1-43-11, Komagome, Toshima-ku, Tokyo 170, Japan) V.1- 1976- Volume(issue)/page/year: 14,109,1989 ** REPRODUCTIVE DATA ** TYPE OF TEST : TDLo - Lowest published toxic dose ROUTE OF EXPOSURE : Oral DOSE : 2 gm/kg SEX/DURATION : female 6-15 day(s) after conception TOXIC EFFECTS : Reproductive - Fertility - post-implantation mortality (e.g. dead and/or resorbed implants per total number of implants) Reproductive - Effects on Embryo or Fetus - fetal death REFERENCE : NNGADV Nippon Noyaku Gakkaishi. Journal of the Pesticide Science Society of Japan. (Nippon Noyaku Gakkai, 1-43-11, Komagome, Toshima-ku, Tokyo 170, Japan) V.1- 1976- Volume(issue)/page/year: 14,109,1989

安全

• 符号: GHS07, GHS09
• 信号词: Warning
• 危害声明: H302-H411
• 警示性声明: P273
• 个人防护装备: dust mask type N95 (US);Eyeshields;Faceshields;Gloves
• 危害码 (欧洲): Xn,N
• 风险声明 (欧洲): 22-51/53
• 安全声明 (欧洲): S61
• 危险品运输编码: UN3082 9/PG 3
• RTECS号: TM5958000
• 海关编码: 29333990

制备

以甲苯或哌啶为溶剂，加入α，α-二甲基苄硫醇，然后在室温下滴加40%氢氧化钠溶液，回流反应，分去水分。升温至60～70℃，滴加哌啶甲酰氯，滤去析出的氯化钠，升温反应数小时，经水洗、干燥、脱溶得哌草丹。
α，α-二甲基苄硫醇的合成方法如下：以1，4-二氧六环为溶剂，在催化剂存在下，α-甲基苯乙烯与硫化氢反应制得，收率86.3%。
也可采用二甲基亚砜为溶剂，将相应的硝基化合物用Na2S2处理，所得物在0℃与铝汞齐作用制得，收率达92%。