146-48-5

• 常用中文名：育亨宾
• 常用英文名：Yohimbine
• CAS号：146-48-5
• 分子式：C₂₁H₂₆N₂O₃
• 分子量：354.443
• 相关类别： 原料药 神经系统用药 抗抑郁、躁狂药
• 发布时间：2018-08-26 19:58:12
• 更新时间：2024-01-02 12:49:41
• Yohimbine是一种有效的和相对非选择性的α2-肾上腺素能受体拮抗剂, IC50值为0.6μM。

名称

• 中文名: 育亨宾碱
• 英文名: yohimbine
• 中文别名: 17alpha-羟基育亨烷-16alpha-羧酸甲酯; 育亨宾; 育亨宾盐酸盐; 安慰乐得; 萎必治
• 英文别名: [3H]-Yohimbine; Aphrosol; Methyl (16α,17α)-17-hydroxyyohimban-16-carboxylate; Yohimban-16α-carboxylic acid, 17α-hydroxy-, methyl ester (8CI); corynine; yohimbine; (16α,17α)-17-Hydroxy-yohimban-16-carboxylic acid methyl ester; quebrachine; Yohimban-16-carboxylic acid, 17-hydroxy-, methyl ester, (16α,17α)-; Quebrachin; Yohimbine HCl; (16a,17a)-17-Hydroxyyohimban-16-carboxylic Acid Methyl Ester; Yohimex; Yocon; APHRODINE; methyl (1S,15R,18S,19R,20S)-18-hydroxy-1,3,11,12,14,15,16,17,18,19,20,21-dodecahydroyohimban-19-carboxylate; MFCD00042748; Yohimban-16-α-carboxylic acid, 17-α-hydroxy-, methyl ester; EINECS 205-672-0; (+)-Yohimbin; Aphrodyne; Yohimbin

物化性质

• 密度: 1.3±0.1 g/cm3
• 沸点: 543.0±50.0 °C at 760 mmHg
• 熔点: 231-233 °C(lit.)
• 分子式: C₂₁H₂₆N₂O₃
• 分子量: 354.443
• 闪点: 282.2±30.1 °C
• 精确质量: 354.194336
• PSA: 65.56000
• LogP: 2.20
• 蒸汽压: 0.0±1.5 mmHg at 25°C
• 折射率: 1.661
• 储存条件: Store at RT
• 分子结构:

  1、 摩尔折射率：99.46

  2、 摩尔体积（cm³/mol）：269.1

  3、 等张比容（90.2K）：759.1

  4、 表面张力（dyne/cm）：63.3

  5、 极化率（10-24cm3）：39.42

• 计算化学:

  1.疏水参数计算参考值（XlogP）:无

  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:2

  5.互变异构体数量:无

  6.拓扑分子极性表面积65.6

  7.重原子数量:26

  8.表面电荷:0

  9.复杂度:555

  10.同位素原子数量:0

  11.确定原子立构中心数量:5

  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

生物活性

• 描述: Yohimbine是一种有效的和相对非选择性的α2-肾上腺素能受体拮抗剂, IC50值为0.6μM。
• 相关类别:
  信号通路 >> G 蛋白偶联受体/G 蛋白 >> 肾上腺素能受体
  研究领域 >> 神经疾病
• 参考文献:

  [1]. Saeed SA, et al. Signaling mechanisms mediated by G-protein coupled receptors in human platelets. Acta Pharmacol Sin. 2004 Jul;25(7):887-892.

  [2]. Blanchard RJ, et al. Yohimbine potentiates active defensive responses to threatening stimuli in Swiss-Webster mice. Pharmacol Biochem Behav. 1993 Mar;44(3):673-681.

  [3]. Fuller BB, et al. Downregulation of tyrosinase activity in human melanocyte cell cultures by yohimbine. J Invest Dermatol. 2000 Feb;114(2):268-276.

毒性和生态

CHEMICAL IDENTIFICATION RTECS NUMBER : ZG1000000 CHEMICAL NAME : Yohimban-16-alpha-carboxylic acid, 17-alpha-hydroxy-, methyl ester CAS REGISTRY NUMBER : 146-48-5 BEILSTEIN REFERENCE NO. : 0097276 LAST UPDATED : 199612 DATA ITEMS CITED : 8 MOLECULAR FORMULA : C21-H26-N2-O3 MOLECULAR WEIGHT : 354.49 WISWESSER LINE NOTATION : T F6 D5 C666 EM ON&&TTTJ TQ UVO1 HEALTH HAZARD DATA ACUTE TOXICITY DATA TYPE OF TEST : TDLo - Lowest published toxic dose ROUTE OF EXPOSURE : Oral SPECIES OBSERVED : Human - woman DOSE/DURATION : 5 gm/kg TOXIC EFFECTS : Peripheral Nerve and Sensation - paresthesis Behavioral - ataxia Cardiac - change in rate REFERENCE : AEMED3 Annals of Emergency Medicine. (American College of Emergency Physicians, 1125 Executive Circle, Irving, TX 75038) Volume(issue)/page/year: 14,1002,1985 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Oral SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : 43 mg/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: 5,432,1955 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Intraperitoneal SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : 16 mg/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: 5,432,1955 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Subcutaneous SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : 37 mg/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: 5,432,1955 TYPE OF TEST : LDLo - Lowest published lethal dose ROUTE OF EXPOSURE : Subcutaneous SPECIES OBSERVED : Rodent - rabbit DOSE/DURATION : 50 mg/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value REFERENCE : HBAMAK "Abdernalden's Handbuch der Biologischen Arbeitsmethoden." (Leipzig, Ger. Dem. Rep.) Volume(issue)/page/year: 4,1418,1935 TYPE OF TEST : LDLo - Lowest published lethal dose ROUTE OF EXPOSURE : Intravenous SPECIES OBSERVED : Rodent - rabbit DOSE/DURATION : 11 mg/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value REFERENCE : HBAMAK "Abdernalden's Handbuch der Biologischen Arbeitsmethoden." (Leipzig, Ger. Dem. Rep.) Volume(issue)/page/year: 4,1418,1935 ** REPRODUCTIVE DATA ** TYPE OF TEST : TDLo - Lowest published toxic dose ROUTE OF EXPOSURE : Intraperitoneal DOSE : 1 mg/kg SEX/DURATION : male 1 day(s) pre-mating TOXIC EFFECTS : Reproductive - Paternal Effects - other effects on male REFERENCE : NLETDU Neuroendocrinology Letters. (Brain Research Promotion, D-7400, Tubingen, Germany) V.1- 1979- Volume(issue)/page/year: 12,69,1990 *** NIOSH STANDARDS DEVELOPMENT AND SURVEILLANCE DATA *** NIOSH OCCUPATIONAL EXPOSURE SURVEY DATA : NOHS - National Occupational Hazard Survey (1974) NOHS Hazard Code - 84715 No. of Facilities: 68 (estimated) No. of Industries: 1 No. of Occupations: 6 No. of Employees: 2770 (estimated)

安全

• 危害码 (欧洲): T
• 风险声明 (欧洲): R23/24/25
• 安全声明 (欧洲): S27-S36/37/39-S45
• 危险品运输编码: 1544
• RTECS号: ZG1000000
• 包装等级: II
• 危险类别: 6.1(a)

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