58-73-1

• 常用中文名：苯海拉明
• 常用英文名：diphenhydramine
• CAS号：58-73-1
• 分子式：C₁₇H₂₁NO
• 分子量：255.355
• 相关类别： 有机原料 羧酸类化合物及衍生物 羧酸酰卤化物
• 发布时间：2018-02-06 08:00:00
• 更新时间：2024-01-02 14:04:14
• 苯海拉明是第一代具有抗胆碱能作用的组胺H1受体拮抗剂。盐酸苯海拉明可以跨越绵羊血脑屏障[1][2]。

名称

• 中文名: 苯海拉明
• 英文名: diphenhydramine
• 中文别名: 2-(二苯甲氧基)-N,N-二甲基乙胺; N,N-二甲基-2-(二苯甲氧基)乙胺; 二甲氨基乙醇二苯甲醚
• 英文别名: 2-benzhydryloxy-N,N-dimethylethanamine; Antamin; b-Dimethylaminoethyl Benzhydryl Ether; EINECS 200-396-7; Cetamin; DPH (VAN); Diphenhydramine Base; MFCD00274173; 2-Diphenylmethoxy-N,N-dimethylethanamine; 2-(Diphenylmethoxy)-N,N-dimethylethanamine; N-[2-(BENZHYDRYLOXY)ETHYL]-N,N-DIMETHYLAMINE; a-(2-Dimethylaminoethoxy)diphenylmethane; Ethanamine, 2-(diphenylmethoxy)-N,N-dimethyl-; Benzhydramine; 2-[(diphenylmethyl)oxy]-N,N-dimethylethanamine; Dibendrin; DPH; diphenhydramine

物化性质

• 密度: 1.0±0.1 g/cm3
• 沸点: 343.7±27.0 °C at 760 mmHg
• 熔点: 167-172°C
• 分子式: C₁₇H₂₁NO
• 分子量: 255.355
• 闪点: 101.5±26.0 °C
• 精确质量: 255.162308
• PSA: 12.47000
• LogP: 3.66
• 外观性状: 透明淡黄色液体
• 蒸汽压: 0.0±0.8 mmHg at 25°C
• 折射率: 1.551
• 储存条件: 通风低温干燥,与库房食品原料分开存放
• 分子结构:

  1、 摩尔折射率：79.56

  2、 摩尔体积（cm³/mol）：249.2

  3、 等张比容（90.2K）：621.4

  4、 表面张力（dyne/cm）：38.6

  5、 极化率（10-24cm3）：31.54

• 计算化学:

  1.疏水参数计算参考值（XlogP）:无

  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:6

  5.互变异构体数量:无

  6.拓扑分子极性表面积12.5

  7.重原子数量:19

  8.表面电荷:0

  9.复杂度:211

  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：油状液体。

  2.沸点（℃）：163-167（0.40kPa），150-165℃（0.267kPa）。

生物活性

• 描述: 苯海拉明是第一代具有抗胆碱能作用的组胺H1受体拮抗剂。盐酸苯海拉明可以跨越绵羊血脑屏障[1][2]。
• 相关类别:
  信号通路 >> 免疫及炎症 >> 组胺受体
  研究领域 >> 炎症/免疫
  信号通路 >> G 蛋白偶联受体/G 蛋白 >> 组胺受体
• 参考文献:

  [1]. Jason P Berninger, et al. Effects of the antihistamine diphenhydramine on selected aquatic organisms. Environ Toxicol Chem. 2011 Sep;30(9):2065-72.

毒性和生态

CHEMICAL IDENTIFICATION RTECS NUMBER : KR6825000 CHEMICAL NAME : Ethylamine, 2-(diphenylmethoxy)-N,N-dimethyl- CAS REGISTRY NUMBER : 58-73-1 BEILSTEIN REFERENCE NO. : 1914136 LAST UPDATED : 199806 DATA ITEMS CITED : 25 MOLECULAR FORMULA : C17-H21-N-O MOLECULAR WEIGHT : 255.39 WISWESSER LINE NOTATION : 1N1&2OYR&R HEALTH HAZARD DATA ACUTE TOXICITY DATA TYPE OF TEST : TDLo - Lowest published toxic dose ROUTE OF EXPOSURE : Oral SPECIES OBSERVED : Human DOSE/DURATION : 714 ug/kg TOXIC EFFECTS : Behavioral - somnolence (general depressed activity) Behavioral - alteration of operant conditioning Behavioral - changes in psychophysiological tests TYPE OF TEST : LDLo - Lowest published lethal dose ROUTE OF EXPOSURE : Unreported SPECIES OBSERVED : Human - man DOSE/DURATION : 7353 ug/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value TYPE OF TEST : TDLo - Lowest published toxic dose ROUTE OF EXPOSURE : Multiple routes SPECIES OBSERVED : Human - woman DOSE/DURATION : 793 ug/kg/1H-I TOXIC EFFECTS : Behavioral - hallucinations, distorted perceptions Behavioral - ataxia Behavioral - muscle contraction or spasticity TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Oral SPECIES OBSERVED : Rodent - rat DOSE/DURATION : 390 mg/kg TOXIC EFFECTS : Behavioral - convulsions or effect on seizure threshold Behavioral - changes in motor activity (specific assay) TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Intraperitoneal SPECIES OBSERVED : Rodent - rat DOSE/DURATION : 280 mg/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Subcutaneous SPECIES OBSERVED : Rodent - rat DOSE/DURATION : 474 mg/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Intravenous SPECIES OBSERVED : Rodent - rat DOSE/DURATION : 42 mg/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Oral SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : 160 mg/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Intraperitoneal SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : 56 mg/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Subcutaneous SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : 50 mg/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Intravenous SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : 29 mg/kg TOXIC EFFECTS : Behavioral - convulsions or effect on seizure threshold Behavioral - changes in motor activity (specific assay) TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Intraperitoneal SPECIES OBSERVED : Rodent - guinea pig DOSE/DURATION : 75 mg/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Subcutaneous SPECIES OBSERVED : Rodent - guinea pig DOSE/DURATION : 56 mg/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value TYPE OF TEST : TDLo - Lowest published toxic dose ROUTE OF EXPOSURE : Subcutaneous DOSE : 440 mg/kg SEX/DURATION : female 1-22 day(s) after conception TOXIC EFFECTS : Reproductive - Maternal Effects - other effects TYPE OF TEST : TDLo - Lowest published toxic dose ROUTE OF EXPOSURE : Subcutaneous DOSE : 440 mg/kg SEX/DURATION : female 1-22 day(s) after conception TOXIC EFFECTS : Reproductive - Effects on Newborn - growth statistics (e.g.%, reduced weight gain) TYPE OF TEST : TDLo - Lowest published toxic dose ROUTE OF EXPOSURE : Subcutaneous DOSE : 240 mg/kg SEX/DURATION : female 6 day(s) pre-mating TOXIC EFFECTS : Reproductive - Fertility - female fertility index (e.g. # females pregnant per # sperm positive females; # females pregnant per # females mated) TYPE OF TEST : TDLo - Lowest published toxic dose ROUTE OF EXPOSURE : Unreported DOSE : 20 mg/kg SEX/DURATION : female 1 day(s) pre-mating TOXIC EFFECTS : Reproductive - Fertility - other measures of fertility MUTATION DATA TYPE OF TEST : Cytogenetic analysis TEST SYSTEM : Human Fibroblast DOSE/DURATION : 100 mg/L REFERENCE : ACYTAN Acta Cytologica. (Science Printers and Pub., Inc., 2 Jacklynn Ct., St. Louis, MO 63132) V.1- 1957- Volume(issue)/page/year: 16,41,1972 *** REVIEWS *** TOXICOLOGY REVIEW JRPMAP Journal of Reproductive Medicine. (2 Jacklynn Ct., St. Louis, MO 63132) V.3- 1969- Volume(issue)/page/year: 12,27,1974 TOXICOLOGY REVIEW ADVPA3 Advances in Pharmacology. (New York, NY) V.1-6, 1962-68. For publisher information, see AVPCAQ. Volume(issue)/page/year: 4,263,1966 *** NIOSH STANDARDS DEVELOPMENT AND SURVEILLANCE DATA *** NIOSH OCCUPATIONAL EXPOSURE SURVEY DATA : NOES - National Occupational Exposure Survey (1983) NOES Hazard Code - X5089 No. of Facilities: 19 (estimated) No. of Industries: 1 No. of Occupations: 4 No. of Employees: 679 (estimated) No. of Female Employees: 370 (estimated)

安全

• 危害码 (欧洲): Xi
• 海关编码: 2922199090

合成路线

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91-01-0 4320-42-7 6275-23-6 6322-72-1

制备

由双苯甲醇（[91-01-0]）经氯乙醇醚化、与二甲胺缩合而得。

海关

海关编码	2922199090
中文概述	2922199090. 其他氨基醇及其醚，酯和它们的盐（但含一种以上含氧基的除外）. 增值税率:17.0%. 退税率:13.0%. 监管条件:无. 最惠国关税:6.5%. 普通关税:30.0%
申报要素	品名, 成分含量, 用途, 乙醇胺及其盐应报明色度, 乙醇胺及其盐应报明包装
Summary	2922199090. other amino-alcohols, other than those containing more than one kind of oxygen function, their ethers and esters; salts thereof. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:30.0%