104-31-4

• 常用中文名：苯佐那酯
• 常用英文名：Benzonatate
• CAS号：104-31-4
• 分子式：C₃₀H₅₃NO₁₁
• 分子量：603.74200
• 相关类别： 原料药 呼吸系统用药 镇咳药
• 发布时间：2018-03-10 08:00:00
• 更新时间：2024-01-02 13:20:58
• 苯甲酸盐(苯甲酸)是一种外周口服镇咳药,可抑制咳嗽伸展受体的活性。苯甲酸盐由于丁卡因样代谢物[1][2],具有钠通道阻断特性和对呼吸伸展受体的局部麻醉作用。

名称

• 中文名: 苯佐那酯
• 英文名: benzonatate
• 中文别名: 本佐那酯; 4-丁氨基苯甲酸九聚乙二醇单甲醚酯; 对正丁氨基苯甲酸-2-(ω)-甲氧工-八乙氧基-乙酯
• 英文别名: Benzononatine; 2-[2-[2-[2-[2-[2-[2-[2-(2-methoxyethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethyl 4-(butylamino)benzoate; Benzonatato; EINECS 203-194-7; Tessalon; Benzonatate; Exangit; MFCD00072060; Benzonatatum; Tessalon-ciba; Benzononantin; Ventussin-loz; Ventussin

物化性质

• 密度: 1.096 g/cm3
• 分子式: C₃₀H₅₃NO₁₁
• 分子量: 603.74200
• 闪点: 346.3ºC
• 精确质量: 603.36200
• PSA: 121.40000
• LogP: 2.90760
• 外观性状: 淡黄色油性液体
• 蒸汽压: 9.98E-17mmHg at 25°C
• 折射率: 1.495
• 储存条件: 2-8°C
• 分子结构:

  1、 摩尔折射率：160.63

  2、 摩尔体积（cm³/mol）：550.6

  3、 等张比容（90.2K）：1383.4

  4、 表面张力（dyne/cm）：39.8

  5、 极化率（10-24cm3）：63.67

• 计算化学:

  1.疏水参数计算参考值（XlogP）:无

  2.氢键供体数量:1

  3.氢键受体数量:12

  4.可旋转化学键数量:33

  5.互变异构体数量:3

  6.拓扑分子极性表面积121

  7.重原子数量:42

  8.表面电荷:0

  9.复杂度:565

  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：无色或淡黄色澄明油状液体。

  2.溶解性：能溶于除脂肪烃以外的多种有机溶剂，与水、乙醇、苯、乙醚等混溶。

生物活性

• 描述: 苯甲酸盐(苯甲酸)是一种外周口服镇咳药,可抑制咳嗽伸展受体的活性。苯甲酸盐由于丁卡因样代谢物[1][2],具有钠通道阻断特性和对呼吸伸展受体的局部麻醉作用。
• 相关类别:
  信号通路 >> 跨膜转运 >> 钠通道
  研究领域 >> 神经疾病
• 参考文献:

  [1]. Thimann DA, et al. Benzonatate toxicity in a teenager resulting in coma, seizures, and severe metabolic acidosis. J Pediatr Pharmacol Ther. 2012;17(3):270-273.

  [2]. Teo S, et al. The Antitussive Benzonatate Is Not Tumorigenic in Rodent Carcinogenicity Studies. Toxicol Pathol. 2018;46(6):683-692.

毒性和生态

CHEMICAL IDENTIFICATION RTECS NUMBER : DG4904500 CHEMICAL NAME : Benzoic acid, p-(butylamino)-, 2-(2-(2-(2-(2-(2-(2-(2-(2-methoxyethoxy)ethoxy)ethoxy )ethoxy) ethoxy)ethoxy)ethoxy)ethoxy)ethyl ester CAS REGISTRY NUMBER : 104-31-4 LAST UPDATED : 199504 DATA ITEMS CITED : 9 MOLECULAR FORMULA : C30-H53-N-O11 MOLECULAR WEIGHT : 603.84 WISWESSER LINE NOTATION : 4MR DVO2O2O2O2O2O2O2O2O2O1 HEALTH HAZARD DATA ACUTE TOXICITY DATA TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Oral SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : 400 mg/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value REFERENCE : SMWOAS Schweizerische Medizinische Wochenschrift. (Schwabe & Co., Steintorst 13, 4010 Basel, Switzerland) V.50- 1920- Volume(issue)/page/year: 86,94,1956 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Subcutaneous SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : 100 mg/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value REFERENCE : CPBTAL Chemical and Pharmaceutical Bulletin. (Japan Pub. Trading Co., USA, 1255 Howard St., San Francisco, CA 94103) V.6- 1958- Volume(issue)/page/year: 7,372,1959 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Intravenous SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : 9 mg/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value REFERENCE : HPPAAL Helvetica Physiologia et Pharmacologica Acta. (Basel, Switzerland) V.1-26, 1943-68. Discontinued. Volume(issue)/page/year: 15,55,1957 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Subcutaneous SPECIES OBSERVED : Mammal - dog DOSE/DURATION : 217 mg/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value REFERENCE : NYKZAU Nippon Yakurigaku Zasshi. Japanese Journal of Pharmacology. (Nippon Yakuri Gakkai, c/o Kyoto Daigaku Igakubu Yakurigaku Kyoshitsu, Konoe-cho, Yoshida, Sakyo-ku, Kyoto 606, Japan) V.40- 1944- Volume(issue)/page/year: 54,688,1958 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Intravenous SPECIES OBSERVED : Mammal - cat DOSE/DURATION : 4 mg/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value REFERENCE : SMWOAS Schweizerische Medizinische Wochenschrift. (Schwabe & Co., Steintorst 13, 4010 Basel, Switzerland) V.50- 1920- Volume(issue)/page/year: 86,94,1956 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Subcutaneous SPECIES OBSERVED : Rodent - rabbit DOSE/DURATION : 200 mg/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value REFERENCE : SMWOAS Schweizerische Medizinische Wochenschrift. (Schwabe & Co., Steintorst 13, 4010 Basel, Switzerland) V.50- 1920- Volume(issue)/page/year: 86,94,1956 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Intravenous SPECIES OBSERVED : Rodent - rabbit DOSE/DURATION : 5 mg/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value REFERENCE : SMWOAS Schweizerische Medizinische Wochenschrift. (Schwabe & Co., Steintorst 13, 4010 Basel, Switzerland) V.50- 1920- Volume(issue)/page/year: 86,94,1956 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Intravenous SPECIES OBSERVED : Rodent - guinea pig DOSE/DURATION : 4400 ug/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value REFERENCE : ARZNAD Arzneimittel-Forschung. Drug Research. (Editio Cantor Verlag, Postfach 1255, W-7960 Aulendorf, Fed. Rep. Ger.) V.1- 1951- Volume(issue)/page/year: 7,739,1957 *** NIOSH STANDARDS DEVELOPMENT AND SURVEILLANCE DATA *** NIOSH OCCUPATIONAL EXPOSURE SURVEY DATA : NOES - National Occupational Exposure Survey (1983) NOES Hazard Code - X5770 No. of Facilities: 10 (estimated) No. of Industries: 1 No. of Occupations: 1 No. of Employees: 197 (estimated) No. of Female Employees: 59 (estimated)

安全

• 危害声明: H412
• 危害码 (欧洲): Xi
• 危险品运输编码: NONH for all modes of transport

制备

对氨基苯甲酸乙酯先与溴丁烷在140-150℃缩合，再与聚乙二醇甲醚在105℃缩合得到退嗽。