35700-23-3

• 常用中文名：卡前列素
• 常用英文名：Carboprost
• CAS号：35700-23-3
• 分子式：C₂₁H₃₆O₅
• 分子量：368.508
• 相关类别： 原料药 激素及调节内分泌功能类药 前列腺素类药
• 发布时间：2018-05-26 08:00:00
• 更新时间：2026-06-30 17:03:05
• Carboprost (15(S)-15-Methyl Prostaglandin F2α) 是前列腺素 F2α 的代谢稳定的合成类似物。Carboprost 刺激子宫收缩并引起流产。Carboprost 用于子宫收缩乏力引起的产后出血,以及在妊娠中期终止妊娠。

名称

• 中文名: 卡前列素
• 英文名: carboprost
• 中文别名: 卡前列素,10 MM DMSO 溶液; 化合物:15(S)-15-methyl Prostaglandin F2α; 15(S)-15-甲基前列腺素F2Α; 化合物：15(S)-15-methyl Prostaglandin F2α; 卡波前列素; 15-甲基前列腺素F2Α; (Z)-7-[(3R,5S)-3,5-二羟基-2-[(E,3S)-3-羟基-3-甲基辛-1-烯基]环戊基]庚-5-烯酸
• 英文别名: 15(s)-15-methylpgf2-alpha; 15-Methylprostaglandin F2a; Prosta-5,13-dien-1-oic acid, 9,11,15-trihydroxy-15-Methyl-, (5Z,9α,11α,13E,15S); Methyl-pgf2a; cbopros; trimester,uterine,Inhibitor,postptum,abortion,atony,F2α,prostaglandin,hemorrhage,second,pregnancy,inhibit,contractions,Cboprost,termination; (5Z,13E,15S)-9α,11α,15-Trihydroxy-15-methylprosta-5,13-dien-1-oic acid; (15S)-15-Methyl-PGF2α; prosta-5,13-dien-1-oicacid,9,11,15-trihydroxy-15-methyl-,(5z,9-alpha,11-alph; (15S)-15-Methylprostaglandin F2α; 15-Methyl-PGF2a; (5z,9-alpha,11-alpha,13e,15s)-9,11,15-trihydroxy-15-methylprosta-5,13-dien-1; Cboprost, 10 mM in DMSO; 15-methylpgf2-alpha; Cboprost Trometamol Impurity B (Cboprost); methyldinoprost; 15(s)-methylprostaglandinf2-alpha; (15S)-15-Methyl-PGF2a; 15-me-pgf2-alpha; (15S)-15-Methyl PGF2a; 15-methyl-pgf2alpha; 15(S)-15-methylProstaglandinF2a; 15(S)-15-METHYL PROSTAGLANDIN F2ALPHA; prostin15m; 15-methyl prostaglandin f2alpha; U-32921; 9ALPHA,11ALPHA,15S-TRIHYDROXY-15-METHYL-PROSTA-5Z,13E-DIEN-1-OIC ACID; methyl-pgf2-alpha; oicacid; (E,Z)-(1R,2R,3R,5S)-7-(3,5-Dihydroxy-2-((3S)-(3-hydroxy-3-methyl-1-octenyl))cyclopentyl)-5-heptenoic acid; 15s)-13e; Cboprost Trometamol Impurity B; (z)-7-[(3r,5s)-3,5-dihydroxy-2-[(e,3s)-3-hydroxy-3-methyl-oct-1-enyl]cyclopentyl]ht-5-enoic acid; 15-ME-PGF2a; (5Z,9a,11a,13E,15S)-9,11,15-Trihydroxy-15-methylprosta-5,13-dien-1-oic Acid; (15S)-15-Methylprostaglandin F2a; 15-methyl-15S-PGF2α; 15-methyl-prostaglandin F2; (5Z,9α,11α,13E,15S)-9,11,15-Trihydroxy-15-methylprosta-5,13-dien-1-oic acid; C06872; 15-Methyl-PGF2α; CBOPROST; MFCD00135249; Cboprost //BP; U-32921E

物化性质

• 密度: 1.1±0.1 g/cm3
• 沸点: 536.6±50.0 °C at 760 mmHg
• 熔点: 79-82ºC
• 分子式: C₂₁H₃₆O₅
• 分子量: 368.508
• 闪点: 292.4±26.6 °C
• 精确质量: 368.256287
• PSA: 97.99000
• LogP: 2.49
• 外观性状: 白色或近乎于白色粉末
• 蒸汽压: 0.0±3.2 mmHg at 25°C
• 折射率: 1.565
• 储存条件: -20°C Freezer, Under Inert Atmosphere
• 稳定性:

  本品为棕黄色透明油状物，冷后呈蜡状，微有特殊气味。是PGF_2α的衍生物。它兴奋子宫平滑肌的作用比PGF_2α强20-100倍。

• 计算化学:

  1.疏水参数计算参考值（XlogP）:无

  2.氢键供体数量:4

  3.氢键受体数量:5

  4.可旋转化学键数量:12

  5.互变异构体数量:无

  6.拓扑分子极性表面积98

  7.重原子数量:26

  8.表面电荷:0

  9.复杂度:473

  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:2

  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: Carboprost (15(S)-15-Methyl Prostaglandin F2α) 是前列腺素 F2α 的代谢稳定的合成类似物。Carboprost 刺激子宫收缩并引起流产。Carboprost 用于子宫收缩乏力引起的产后出血,以及在妊娠中期终止妊娠。
• 相关类别:
  研究领域 >> 内分泌
  信号通路 >> 其他 >> 其他
• 体内研究: Carboprost(15(S)-15甲基前列腺素F2α；15M-PGF2α,12.5mg/只猴)的甲酯在24小时内将血清孕酮降低至预处理值的12%,但孕酮在48小时内恢复正常[1]。
• 参考文献:

  [1]. S J Carlan, et al. Effect of Intramuscular 15-methyl Prostaglandin F2 Alpha After Second-Trimester Delivery. Obstet Gynecol. 1997 Jan;89(1):5-9.

  [2]. J W Wilks, et al. Inhibition of the Monkey Corpus Luteum With 15-methyl Prostaglandins. Prostaglandins. 1980 Nov;20(5):793-805.

毒性和生态

CHEMICAL IDENTIFICATION RTECS NUMBER : UK8021000 CHEMICAL NAME : Prosta-5,13-dien-1-oic acid, 9,11,15-trihydroxy-15-methyl-, (5Z,9-alpha,11-alpha,13E,15S)- CAS REGISTRY NUMBER : 35700-23-3 LAST UPDATED : 199612 DATA ITEMS CITED : 8 MOLECULAR FORMULA : C21-H36-O5 MOLECULAR WEIGHT : 368.57 HEALTH HAZARD DATA ACUTE TOXICITY DATA TYPE OF TEST : TDLo - Lowest published toxic dose ROUTE OF EXPOSURE : Intramuscular DOSE : 5 ug/kg SEX/DURATION : female 14 week(s) after conception TOXIC EFFECTS : Reproductive - Fertility - abortion REFERENCE : JOGBAS Journal of Obstetrics and Gynaecology of the British Commonwealth. (London, UK) V.68-81, 1961-74. For publisher information, see BJOGAS. Volume(issue)/page/year: 79,737,1972 TYPE OF TEST : TDLo - Lowest published toxic dose ROUTE OF EXPOSURE : Intramuscular DOSE : 12 ug/kg SEX/DURATION : female 30 day(s) after conception TOXIC EFFECTS : Reproductive - Fertility - abortion REFERENCE : PRGLBA Prostaglandins. (Geron-X, Inc., P.O. Box 1108, Los Altos, CA 94022) V.1- 1972- Volume(issue)/page/year: 14,785,1977 TYPE OF TEST : TDLo - Lowest published toxic dose ROUTE OF EXPOSURE : Intraplacental DOSE : 10 ug/kg SEX/DURATION : female 13 week(s) after conception TOXIC EFFECTS : Reproductive - Fertility - abortion REFERENCE : JOGBAS Journal of Obstetrics and Gynaecology of the British Commonwealth. (London, UK) V.68-81, 1961-74. For publisher information, see BJOGAS. Volume(issue)/page/year: 79,737,1972 TYPE OF TEST : TDLo - Lowest published toxic dose ROUTE OF EXPOSURE : Intravaginal DOSE : 60 ug/kg SEX/DURATION : female 42 day(s) after conception TOXIC EFFECTS : Reproductive - Fertility - abortion REFERENCE : CCPTAY Contraception. (Geron-X, Inc., POB 1108, Los Altos, CA 94022) V.1- 1970- Volume(issue)/page/year: 21,273,1980 TYPE OF TEST : TDLo - Lowest published toxic dose ROUTE OF EXPOSURE : Intravaginal DOSE : 10 ug/kg SEX/DURATION : female 15 week(s) after conception TOXIC EFFECTS : Reproductive - Fertility - abortion REFERENCE : JOGBAS Journal of Obstetrics and Gynaecology of the British Commonwealth. (London, UK) V.68-81, 1961-74. For publisher information, see BJOGAS. Volume(issue)/page/year: 79,737,1972 TYPE OF TEST : TDLo - Lowest published toxic dose ROUTE OF EXPOSURE : Intramuscular DOSE : 100 ug/kg SEX/DURATION : female 10 day(s) after conception TOXIC EFFECTS : Reproductive - Fertility - post-implantation mortality (e.g. dead and/or resorbed implants per total number of implants) Reproductive - Fertility - litter size (e.g. # fetuses per litter; measured before birth) REFERENCE : CYLPDN Zhongguo Yaoli Xuebao. Acta Pharmacologica Sinica. Chinese Journal of Pharmacology. (China International Book Trading Corp., POB 2820, Beijing, Peop. Rep. China) V.1- 1980- Volume(issue)/page/year: 8,540,1987 TYPE OF TEST : TDLo - Lowest published toxic dose ROUTE OF EXPOSURE : Intravaginal DOSE : 500 ug/kg SEX/DURATION : female 1 day(s) after conception TOXIC EFFECTS : Reproductive - Fertility - pre-implantation mortality (e.g. reduction in number of implants per female; total number of implants per corpora lutea) Reproductive - Fertility - other measures of fertility REFERENCE : PSEBAA Proceedings of the Society for Experimental Biology and Medicine. (Academic Press, Inc., 1 E. First St., Duluth, MN 55802) V.1- 1903/04- Volume(issue)/page/year: 151,575,1976 *** REVIEWS *** TOXICOLOGY REVIEW AJOGAH American Journal of Obstetrics and Gynecology. (C.V. Mosby Co., 11830 Westline Industrial Dr., St. Louis, MO 63146) V.1- 1920- Volume(issue)/page/year: 113,130,1972

安全

• 危害码 (欧洲): Xi
• 风险声明 (欧洲): R36:Irritating to the eyes.
• 安全声明 (欧洲): S26-S37/39
• WGK德国: 2
• RTECS号: TU0175000

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