886-74-8

• 常用中文名：氯苯氨酸甘油酯
• 常用英文名：Chlorphenesin carbamate
• CAS号：886-74-8
• 分子式：C₁₀H₁₂ClNO₄
• 分子量：245.660
• 相关类别： 研究领域 神经疾病
• 发布时间：2018-05-07 08:00:00
• 更新时间：2024-01-02 16:18:02
• 氯苯那辛氨基甲酸酯是一种中枢作用的骨骼肌松弛剂。氯苯那辛氨基甲酸酯可用于研究与骨骼肌创伤和炎症相关的疼痛和不适[1]。氯苯那辛氨基甲酸酯是脊髓和脊髓上多突触通路的选择性阻断剂[2]。抗伤害作用[3]。

名称

• 中文名: 氯苯氨酸甘油酯
• 英文名: chlorphenesin carbamate
• 中文别名: 氯苯甘油氨酯
• 英文别名: Carbamic Acid 3-(p-Chlorophenoxy)-2-hydroxypropyl Ester; 3-[(4-chlorophenyl)oxy]-2-hydroxypropyl carbamate; MFCD00072002; 3-(4-Chlorophenoxy)-2-hydroxypropyl carbamate; Chlorphensin carbamate; 1,2-Propanediol, 3-(4-chlorophenoxy)-, 1-carbamate; Maolate; Kolpicortin-sine; [3-(4-chlorophenoxy)-2-hydroxypropyl] carbamate; 1,2-Propanediol-3-(p-chlorophenoxy)-1-carbamate; Rinlaxer; Chlorphenesin; Chlorphenesin carbamate; EINECS 212-954-7

物化性质

• 密度: 1.4±0.1 g/cm3
• 沸点: 481.8±40.0 °C at 760 mmHg
• 分子式: C₁₀H₁₂ClNO₄
• 分子量: 245.660
• 闪点: 245.2±27.3 °C
• 精确质量: 245.045486
• PSA: 81.78000
• LogP: 1.41
• 蒸汽压: 0.0±1.3 mmHg at 25°C
• 折射率: 1.564
• 计算化学:

  1.疏水参数计算参考值（XlogP）:1.2

  2.氢键供体数量:2

  3.氢键受体数量:4

  4.可旋转化学键数量:6

  5.互变异构体数量:2

  6.拓扑分子极性表面积:81.8

  7.重原子数量:16

  8.表面电荷:0

  9.复杂度:219

  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:1

  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

生物活性

• 描述: 氯苯那辛氨基甲酸酯是一种中枢作用的骨骼肌松弛剂。氯苯那辛氨基甲酸酯可用于研究与骨骼肌创伤和炎症相关的疼痛和不适[1]。氯苯那辛氨基甲酸酯是脊髓和脊髓上多突触通路的选择性阻断剂[2]。抗伤害作用[3]。
• 相关类别:
  信号通路 >> 其他 >> 其他
  研究领域 >> 神经疾病
• 体内研究: 氯苯那辛氨基甲酸酯(CPC；50 mg/kg静脉注射)抑制单突触反射(MSR)和多突触反射(PSR),后者比前者更容易受到CPC抑制。氯苯那辛氨基甲酸酯对脊髓神经元有明显的抑制作用,并使离体蛙脊髓的腹根和背根超极化[2]。氯苯那辛氨基甲酸酯(CPC)对佐剂性关节炎大鼠有抗伤害作用。在行为研究中,氨基甲酸氯苯那辛(100-400mg/kg,p.o.)具有剂量依赖性抗伤害作用。在电生理研究中,氨基甲酸氯苯那辛(25-50 mg/kg,静脉注射)抑制腹叶丘脑(VB)伤害性神经元的诱发神经元反应。氯苯那辛氨基甲酸酯(50mg/kg,静脉注射)抑制VB伤害性神经元的自发放电[3]。动物模型：雄性Wister大鼠,体重200-300 g[3]剂量：50 mg/kg给药：静脉给药结果：显著抑制PSR,给药40分钟后抑制最大。
• 参考文献:

  [1]. Ji-young Yu, et al. Relative bioavailability of generic and branded 250-mg and 500-mg oral chlorphenesin carbamate tablets in healthy Korean volunteers: a single-dose, randomized-sequence, open-label, two-period crossover trial. Clin Ther. 2009 Nov;31(11):2735-43.

  [2]. M Kurachi, et al. Effect of a muscle relaxant, chlorphenesin carbamate, on the spinal neurons of rats. Jpn J Pharmacol. 1984 Sep;36(1):7-13.

  [3]. S Okuyama, et al. Antinociceptive effect of chlorphenesin carbamate in adjuvant arthritic rats. Res Commun Chem Pathol Pharmacol. 1987 Feb;55(2):147-60.

毒性和生态

CHEMICAL IDENTIFICATION RTECS NUMBER : EZ2975000 CHEMICAL NAME : Carbamic acid, 3-(p-chlorophenoxy)-2-hydroxypropyl ester CAS REGISTRY NUMBER : 886-74-8 LAST UPDATED : 199806 DATA ITEMS CITED : 14 MOLECULAR FORMULA : C10-H12-Cl-N-O4 MOLECULAR WEIGHT : 245.68 WISWESSER LINE NOTATION : ZVO1YQ1OR DG HEALTH HAZARD DATA ACUTE TOXICITY DATA TYPE OF TEST : TDLo - Lowest published toxic dose ROUTE OF EXPOSURE : Oral SPECIES OBSERVED : Human DOSE/DURATION : 23 mg/kg/D TOXIC EFFECTS : Behavioral - somnolence (general depressed activity) Behavioral - hallucinations, distorted perceptions Behavioral - muscle weakness REFERENCE : 34ZIAG "Toxicology of Drugs and Chemicals," Deichmann, W.B., New York, Academic Press, Inc., 1969 Volume(issue)/page/year: -,171,1969 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Oral SPECIES OBSERVED : Rodent - rat DOSE/DURATION : 744 mg/kg TOXIC EFFECTS : Behavioral - somnolence (general depressed activity) Behavioral - changes in motor activity (specific assay) Lungs, Thorax, or Respiration - respiratory depression REFERENCE : OYYAA2 Oyo Yakuri. Pharmacometrics. (Oyo Yakuri Kenkyukai, CPO Box 180, Sendai 980-91, Japan) V.1- 1967- Volume(issue)/page/year: 13,659,1977 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Intraperitoneal SPECIES OBSERVED : Rodent - rat DOSE/DURATION : 354 mg/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value REFERENCE : 27ZQAG "Psychotropic Drugs and Related Compounds," 2nd ed., Usdin, E., and D.H. Efron, Washington, DC, 1972 Volume(issue)/page/year: -,386,1972 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Subcutaneous SPECIES OBSERVED : Rodent - rat DOSE/DURATION : 952 mg/kg TOXIC EFFECTS : Behavioral - changes in motor activity (specific assay) Behavioral - ataxia Lungs, Thorax, or Respiration - respiratory depression REFERENCE : OYYAA2 Oyo Yakuri. Pharmacometrics. (Oyo Yakuri Kenkyukai, CPO Box 180, Sendai 980-91, Japan) V.1- 1967- Volume(issue)/page/year: 13,659,1977 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Intravenous SPECIES OBSERVED : Rodent - rat DOSE/DURATION : 236 mg/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value REFERENCE : YAKUD5 Gekkan Yakuji. Pharmaceuticals Monthly. (Yakugyo Jihosha, Inaoka Bldg., 2-36 Jinbo-cho, Kanda, Chiyoda-ku, Tokyo 101, Japan) V.1- 1959- Volume(issue)/page/year: 21,1163,1979 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Oral SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : 807 mg/kg TOXIC EFFECTS : Sense Organs and Special Senses (Eye) - lacrimation Behavioral - changes in motor activity (specific assay) Lungs, Thorax, or Respiration - respiratory depression REFERENCE : OYYAA2 Oyo Yakuri. Pharmacometrics. (Oyo Yakuri Kenkyukai, CPO Box 180, Sendai 980-91, Japan) V.1- 1967- Volume(issue)/page/year: 13,659,1977 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Intraperitoneal SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : 475 mg/kg TOXIC EFFECTS : Sense Organs and Special Senses (Eye) - lacrimation Behavioral - changes in motor activity (specific assay) Lungs, Thorax, or Respiration - respiratory depression REFERENCE : OYYAA2 Oyo Yakuri. Pharmacometrics. (Oyo Yakuri Kenkyukai, CPO Box 180, Sendai 980-91, Japan) V.1- 1967- Volume(issue)/page/year: 13,659,1977 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Subcutaneous SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : 923 mg/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value REFERENCE : NIIRDN Drugs in Japan (Ethical Drugs). (Yakugyo Jiho Co., Ltd., Tokyo, Japan) Volume(issue)/page/year: -,437,1995 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Intravenous SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : 239 mg/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value REFERENCE : 27ZQAG "Psychotropic Drugs and Related Compounds," 2nd ed., Usdin, E., and D.H. Efron, Washington, DC, 1972 Volume(issue)/page/year: -,386,1972 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Oral SPECIES OBSERVED : Mammal - species unspecified DOSE/DURATION : 800 mg/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value REFERENCE : FRPSAX Farmaco, Edizione Scientifica. (Casella Postale 227, 27100 Pavia, Italy) V.8-43 1953-88 For publisher information, see FRMCE8 Volume(issue)/page/year: 27,870,1972 ** OTHER MULTIPLE DOSE TOXICITY DATA ** TYPE OF TEST : TDLo - Lowest published toxic dose ROUTE OF EXPOSURE : Oral SPECIES OBSERVED : Rodent - rat DOSE/DURATION : 9900 mg/kg/30D-C TOXIC EFFECTS : Behavioral - food intake (animal) Liver - changes in liver weight Nutritional and Gross Metabolic - weight loss or decreased weight gain REFERENCE : OYYAA2 Oyo Yakuri. Pharmacometrics. (Oyo Yakuri Kenkyukai, CPO Box 180, Sendai 980-91, Japan) V.1- 1967- Volume(issue)/page/year: 13,659,1977 TYPE OF TEST : TDLo - Lowest published toxic dose ROUTE OF EXPOSURE : Oral SPECIES OBSERVED : Rodent - rat DOSE/DURATION : 60060 mg/kg/26W-I TOXIC EFFECTS : Behavioral - somnolence (general depressed activity) Cardiac - other changes REFERENCE : YKYUA6 Yakkyoku. Pharmacy. (Nanzando, 4-1-11, Yushima, Bunkyo-ku, Tokyo, Japan) V.1- 1950- Volume(issue)/page/year: 31,363,1980 TYPE OF TEST : TDLo - Lowest published toxic dose ROUTE OF EXPOSURE : Oral SPECIES OBSERVED : Mammal - dog DOSE/DURATION : 40 gm/kg/14W-I TOXIC EFFECTS : Liver - fatty liver degeneration Liver - changes in liver weight Blood - changes in serum composition (e.g. TP, bilirubin, cholesterol) REFERENCE : OYYAA2 Oyo Yakuri. Pharmacometrics. (Oyo Yakuri Kenkyukai, CPO Box 180, Sendai 980-91, Japan) V.1- 1967- Volume(issue)/page/year: 14,27,1977 ** REPRODUCTIVE DATA ** TYPE OF TEST : TDLo - Lowest published toxic dose ROUTE OF EXPOSURE : Oral DOSE : 2800 mg/kg SEX/DURATION : female 9-15 day(s) after conception TOXIC EFFECTS : Reproductive - Maternal Effects - other effects Reproductive - Effects on Embryo or Fetus - fetotoxicity (except death, e.g., stunted fetus) Reproductive - Effects on Embryo or Fetus - fetal death REFERENCE : YKYUA6 Yakkyoku. Pharmacy. (Nanzando, 4-1-11, Yushima, Bunkyo-ku, Tokyo, Japan) V.1- 1950- Volume(issue)/page/year: 31,363,1980

合成路线

61514-96-3 ~% 886-74-8 104-29-0

文献：Chemical and Pharmaceutical Bulletin, , vol. 34, # 4 p. 1764 - 1769