113-42-8

• 常用中文名：甲麦角新碱
• 常用英文名：Methylergometrine
• CAS号：113-42-8
• 分子式：C₂₀H₂₅N₃O₂
• 分子量：339.431
• 相关类别： 原料药 激素及调节内分泌功能类药 垂体激素类药
• 发布时间：2018-03-05 08:00:00
• 更新时间：2024-01-07 10:35:17
• 甲基麦角新碱(甲基麦角新碱)是一种口服活性5-HT2B配体激动剂。甲基麦角新碱可用作催产素,对产后出血有保护作用[1][2][3]。

名称

• 中文名: 甲麦角新碱
• 英文名: Methylergometrine maleate,[8β(S)]-9,10-Didehydro-N-[1-(hydroxymethyl)propyl]-6-methylergoline-8-carboxamidemaleate
• 英文别名: Methylergobasine; D-Lysergic acid-(+)-butanolamide-(2); (8β)-N-[(2S)-1-Hydroxybutan-2-yl]-6-methyl-9,10-didehydroergoline-8-carboxamide; Methylergometrin; [8b(S)]-9,10-Didehydro-N-[1-(hydroxymethyl)propyl]-6-methylergoline-8-carboxamide; methylergometrine; N-[a-(Hydroxymethyl)propyl]-D-Iysergamide; Methylergobrevin; EINECS 204-027-0; (8β)-N-[(2S)-1-Hydroxy-2-butanyl]-6-methyl-9,10-didehydroergoline-8-carboxamide; D-Lysergic Acid (+)-Butanolamide-(2); (8β)-N-[(1S)-1-(hydroxymethyl)propyl]-6-methyl-9,10-didehydroergoline-8-carboxamide; Prestwick_727; Methylergonovine; Ergoline-8-carboxamide, 9,10-didehydro-N-[(1S)-1-(hydroxymethyl)propyl]-6-methyl-, (8β)-

物化性质

• 密度: 1.3±0.1 g/cm3
• 沸点: 638.4±55.0 °C at 760 mmHg
• 熔点: 172ºC
• 分子式: C₂₀H₂₅N₃O₂
• 分子量: 339.431
• 闪点: 339.9±31.5 °C
• 精确质量: 339.194672
• PSA: 68.36000
• LogP: 1.67
• 蒸汽压: 0.0±2.0 mmHg at 25°C
• 折射率: 1.665
• 分子结构:

  1、 摩尔折射率：98.50

  2、 摩尔体积（cm³/mol）：265.1

  3、 等张比容（90.2K）：744.4

  4、 表面张力（dyne/cm）：62.1

  5、 极化率（10-24cm3）：39.05

• 计算化学:

  1.疏水参数计算参考值（XlogP）:无

  2.氢键供体数量:3

  3.氢键受体数量:3

  4.可旋转化学键数量:4

  5.互变异构体数量:4

  6.拓扑分子极性表面积68.4

  7.重原子数量:25

  8.表面电荷:0

  9.复杂度:549

  10.同位素原子数量:0

  11.确定原子立构中心数量:3

  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: 甲基麦角新碱(甲基麦角新碱)是一种口服活性5-HT2B配体激动剂。甲基麦角新碱可用作催产素,对产后出血有保护作用[1][2][3]。
• 相关类别:
  研究领域 >> 内分泌
  信号通路 >> G 蛋白偶联受体/G 蛋白 >> 5-HT受体
  信号通路 >> 神经信号通路 >> 5-HT受体
• 靶点:

  5-HT2B Receptor

• 参考文献:

  [1]. Hajjo R, et al. Development, validation, and use of quantitative structure-activity relationship models of 5-hydroxytryptamine (2B) receptor ligands to identify novel receptor binders and putative valvulopathic compounds among common drugs. J Med Chem. 2010 Nov 11;53(21):7573-86.

  [2]. Svanström MC, et al. Signs of myocardial ischaemia after injection of oxytocin: a randomized double-blind comparison of oxytocin and methylergometrine during Caesarean section. Br J Anaesth. 2008 May;100(5):683-9.

  [3]. Amant F, et al. Misoprostol compared with methylergometrine for the prevention of postpartum haemorrhage: a double-blind randomised trial. Br J Obstet Gynaecol. 1999 Oct;106(10):1066-70.

毒性和生态

CHEMICAL IDENTIFICATION RTECS NUMBER : KE5425000 CHEMICAL NAME : Ergoline-8-beta-carboxamide, 9,10-didehydro-N-((S)-1-(hydroxymethyl)propyl)-6-meth yl- CAS REGISTRY NUMBER : 113-42-8 LAST UPDATED : 199509 DATA ITEMS CITED : 8 MOLECULAR FORMULA : C20-H25-N3-O2 MOLECULAR WEIGHT : 339.48 WISWESSER LINE NOTATION : T C6656 1A P GN LM CUTT&&J EVMY2&1Q G1 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 : 93 mg/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value REFERENCE : 27ZIAQ "Drug Dosages in Laboratory Animals - A Handbook," Rev. ed., Barnes, C.D., and L.G. Eltherington, Berkeley, Univ. of California Press, 1973 Volume(issue)/page/year: -,163,1973 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Intravenous SPECIES OBSERVED : Rodent - rat DOSE/DURATION : 23 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: -,100,1972 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Oral SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : 187 mg/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value REFERENCE : 27ZIAQ "Drug Dosages in Laboratory Animals - A Handbook," Rev. ed., Barnes, C.D., and L.G. Eltherington, Berkeley, Univ. of California Press, 1973 Volume(issue)/page/year: -,163,1973 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Intravenous SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : 85 mg/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value REFERENCE : 27ZIAQ "Drug Dosages in Laboratory Animals - A Handbook," Rev. ed., Barnes, C.D., and L.G. Eltherington, Berkeley, Univ. of California Press, 1973 Volume(issue)/page/year: -,163,1973 TYPE OF TEST : LDLo - Lowest published lethal dose ROUTE OF EXPOSURE : Unreported SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : 64 mg/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value REFERENCE : PLRCAT Pharmacological Research Communications. (Academic Press, Inc., 1 E. First St., Duluth, MN 55802) V.1- 1969- Volume(issue)/page/year: 9,299,1977 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Intravenous SPECIES OBSERVED : Rodent - rabbit DOSE/DURATION : 2600 ug/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value REFERENCE : 27ZIAQ "Drug Dosages in Laboratory Animals - A Handbook," Rev. ed., Barnes, C.D., and L.G. Eltherington, Berkeley, Univ. of California Press, 1973 Volume(issue)/page/year: -,163,1973 ** REPRODUCTIVE DATA ** TYPE OF TEST : TDLo - Lowest published toxic dose ROUTE OF EXPOSURE : Intraperitoneal DOSE : 10 mg/kg SEX/DURATION : female 12-21 day(s) after conception TOXIC EFFECTS : Reproductive - Effects on Newborn - growth statistics (e.g.%, reduced weight gain) REFERENCE : AJPHAP American Journal of Physiology. (American Physiological Soc., 9650 Rockville Pike, Bethesda, MD 20814) V.1- 1898- Volume(issue)/page/year: 180,296,1955 *** NIOSH STANDARDS DEVELOPMENT AND SURVEILLANCE DATA *** NIOSH OCCUPATIONAL EXPOSURE SURVEY DATA : NOES - National Occupational Exposure Survey (1983) NOES Hazard Code - X4271 No. of Facilities: 17 (estimated) No. of Industries: 1 No. of Occupations: 2 No. of Employees: 295 (estimated) No. of Female Employees: 243 (estimated)

合成路线

29477-88-1 ~% 113-42-8

文献：Collection of Czechoslovak Chemical Communications, , vol. 22, p. 1866,1868,1871 Helvetica Chimica Acta, , vol. 26, p. 944,947 Hoppe-Seyler's Zeitschrift fuer Physiologische Chemie, , vol. 251, p. 155,160 Collection of Czechoslovak Chemical Communications, , vol. 21, p. 382,386

29477-89-2 ~% 113-42-8

文献：Collection of Czechoslovak Chemical Communications, , vol. 22, p. 1866,1868,1871

100-46-9 29477-89-2 ~% 29477-88-1 113-42-8 详细

文献：Collection of Czechoslovak Chemical Communications, , vol. 22, p. 1866,1868,1871

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