3836-23-5

• 常用中文名：炔诺酮庚酸酯
• 常用英文名：Norethisterone enanthate
• CAS号：3836-23-5
• 分子式：C₂₇H₃₈O₃
• 分子量：410.589
• 相关类别： 研究领域 内分泌
• 发布时间：2018-07-12 09:42:53
• 更新时间：2024-01-05 17:59:04
• Norethisterone enanthate 是一种长效的孕激素 (parenteral progestogen)。Norethisterone enanthate 也具有口服活性。

名称

• 中文名: 庚酸炔诺酮
• 英文名: Norethisterone enanthate
• 中文别名: 炔诺酮庚酸酯
• 英文别名: [(8R,9S,10R,13S,14S,17R)-17-ethynyl-13-methyl-3-oxo-1,2,6,7,8,9,10,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthren-17-yl] heptanoate; 17α-Ethynyl-19-nortestosterone 17-heptanoate; MFCD01741291; 17-α-Ethynyl-17-β-heptanoyloxy-4-estren-3-one; 17α-Ethynyl-19-nortestosterone enanthate; Heptanoic acid, (17β)-17-ethynyl-3-oxoestr-4-en-17-yl ester; Noristerat; Norethisterone enanthate; 17α-Ethynyl-17β-heptanoyloxy-4-estren-3-one; EINECS 223-326-7; NEE; Norethisterone oenanthate; 19-Nor-17α-pregn-4-en-20-yn-3-one, 17-hydroxy-, heptanoate (8CI); (17α)-17-((1-Oxoheptyl)oxy)-19-norpregn-4-en-20-yn-3-one; Norlutin enanthate; (17α)-3-Oxo-19-norpregn-4-en-20-yn-17-yl heptanoate; Norigest; 19-Nor-17α-pregn-4-en-20-yn-3-one, 17-hydroxy-, heptanoate; 17-β-Heptanoyloxy-17-α-ethynyl-4-oestren-3-one; Norethindrone enanthate

物化性质

• 密度: 1.1±0.1 g/cm3
• 沸点: 515.3±50.0 °C at 760 mmHg
• 分子式: C₂₇H₃₈O₃
• 分子量: 410.589
• 闪点: 219.0±30.2 °C
• 精确质量: 410.282104
• PSA: 43.37000
• LogP: 6.64
• 蒸汽压: 0.0±1.3 mmHg at 25°C
• 折射率: 1.540
• 储存条件: 2~8°C
• 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:3

  4.可旋转化学键数量:8

  5.互变异构体数量:8

  6.拓扑分子极性表面积:43.4

  7.重原子数量:30

  8.表面电荷:0

  9.复杂度:770

  10.同位素原子数量:0

  11.确定原子立构中心数量:6

  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: Norethisterone enanthate 是一种长效的孕激素 (parenteral progestogen)。Norethisterone enanthate 也具有口服活性。
• 相关类别:
  信号通路 >> 其他 >> 孕激素受体
  研究领域 >> 内分泌
• 体外研究: 炔诺酮可作为肌内避孕药物[1]。
• 体内研究: 炔诺酮(20-60 mg；p.o.；5天)抑制雌性大鼠的生育能力[3]。动物模型：雌性成年白化大鼠(Wistar/NIN),体重约160-180 g[1],剂量：20、30、40、50、60 mg,给药：P.o.；5天结果：30-60 mg剂量的大鼠生育率显著降低。
• 参考文献:

  [1]. Kesserü-Koós E, Larrañaga-Legufa A, Hurtado-Koo H, Scharff HJ. Fertility control with norethindrone enanthate, a long-acting parenteral progestogen. Acta Eur Fertil. 1973;4(4):203‐221.

  [2]. Ravinder P, Shatrugna V, Nair KM, Sivakumar B. Pharmacokinetics of orally administered norethisterone enanthate in rabbit, monkey, and women. Contraception. 1997;55(6):373‐379.

  [3]. Ravinder P, Nair KM, Sivakumar B. Biological efficacy and plasma norethisterone levels of orally administered norethisterone enanthate in rat and hamster. Indian J Physiol Pharmacol. 1998;42(4):485‐490.

毒性和生态

CHEMICAL IDENTIFICATION RTECS NUMBER : RC8973000 CHEMICAL NAME : 19-Nor-17-alpha-pregnen-20-ynone, 17-beta-heptanoyloxy- CAS REGISTRY NUMBER : 3836-23-5 BEILSTEIN REFERENCE NO. : 3176529 LAST UPDATED : 199612 DATA ITEMS CITED : 15 MOLECULAR FORMULA : C27-H38-O3 MOLECULAR WEIGHT : 410.65 HEALTH HAZARD DATA ACUTE TOXICITY DATA TYPE OF TEST : TDLo - Lowest published toxic dose ROUTE OF EXPOSURE : Intravenous SPECIES OBSERVED : Human - woman DOSE/DURATION : 4 mg/kg TOXIC EFFECTS : Sense Organs and Special Senses (Eye) - increased intraocular pressure REFERENCE : ADVPB4 Advances in Planned Parenthood. (Excerpta Medica, Inc., POB 3085, Princeton, NJ 08540) V.1-16, 1967-81. Volume(issue)/page/year: 8,103,1972 TYPE OF TEST : TDLo - Lowest published toxic dose ROUTE OF EXPOSURE : Intramuscular SPECIES OBSERVED : Human - woman DOSE/DURATION : 4 mg/kg TOXIC EFFECTS : Blood - changes in serum composition (e.g. TP, bilirubin, cholesterol) Biochemical - Metabolism (Intermediary) - other proteins REFERENCE : SCYYDZ Shengzhi Yu Biyun. Reproduction and Contraception. (China International Book Trading Corp., POB 2820, Beijing, Peop. Rep. China) 1980- Volume(issue)/page/year: 12(4),13,1992 ** TUMORIGENIC DATA ** TYPE OF TEST : TDLo - Lowest published toxic dose ROUTE OF EXPOSURE : Intramuscular SPECIES OBSERVED : Rodent - rat DOSE/DURATION : 7000 mg/kg/70W TOXIC EFFECTS : Tumorigenic - neoplastic by RTECS criteria Endocrine - tumors Skin and Appendages - tumors REFERENCE : 36PYAS "Pharmacology of Steroid Contraceptive Drugs," Garattini, S. and H.W. Berendes, eds., New York, Raven Press, 1977 Volume(issue)/page/year: -,163,1977 ** REPRODUCTIVE DATA ** TYPE OF TEST : TDLo - Lowest published toxic dose ROUTE OF EXPOSURE : Intramuscular DOSE : 4 mg/kg SEX/DURATION : female 1 day(s) pre-mating TOXIC EFFECTS : Reproductive - Maternal Effects - menstrual cycle changes or disorders Reproductive - Fertility - female fertility index (e.g. # females pregnant per # sperm positive females; # females pregnant per # females mated) REFERENCE : CCPTAY Contraception. (Geron-X, Inc., POB 1108, Los Altos, CA 94022) V.1- 1970- Volume(issue)/page/year: 5,21,1972 TYPE OF TEST : TDLo - Lowest published toxic dose ROUTE OF EXPOSURE : Intramuscular DOSE : 4 mg/kg SEX/DURATION : female 1 day(s) pre-mating TOXIC EFFECTS : Reproductive - Fertility - female fertility index (e.g. # females pregnant per # sperm positive females; # females pregnant per # females mated) REFERENCE : AZOGBS Australian & New Zealand Journal of Obstetrics & Gynaecology. (254 Albert St., E. Melbourne, Vic., Australia) V.1- 1961- Volume(issue)/page/year: 11,233,1971 TYPE OF TEST : TDLo - Lowest published toxic dose ROUTE OF EXPOSURE : Intramuscular DOSE : 4 mg/kg SEX/DURATION : female 1 day(s) pre-mating TOXIC EFFECTS : Reproductive - Fertility - female fertility index (e.g. # females pregnant per # sperm positive females; # females pregnant per # females mated) REFERENCE : INJFA3 International Journal of Fertility. (Allen Press, 1041 New Hampshire, St., Lawrence, KS 66044) V.1- 1955- Volume(issue)/page/year: 13,415,1968 TYPE OF TEST : TDLo - Lowest published toxic dose ROUTE OF EXPOSURE : Intramuscular DOSE : 24 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) REFERENCE : CCPTAY Contraception. (Geron-X, Inc., POB 1108, Los Altos, CA 94022) V.1- 1970- Volume(issue)/page/year: 25,333,1982 TYPE OF TEST : TDLo - Lowest published toxic dose ROUTE OF EXPOSURE : Intramuscular DOSE : 12 mg/kg SEX/DURATION : female 3 day(s) pre-mating TOXIC EFFECTS : Reproductive - Maternal Effects - menstrual cycle changes or disorders REFERENCE : IJMRAQ Indian Journal of Medical Research. (Indian Council of Medical Research, Ansari Nagar, New Delhi 110 029, India) V.1- 1913- Volume(issue)/page/year: 69,93,1979 TYPE OF TEST : TDLo - Lowest published toxic dose ROUTE OF EXPOSURE : Subcutaneous DOSE : 150 mg/kg SEX/DURATION : female 14-19 day(s) after conception TOXIC EFFECTS : Reproductive - Specific Developmental Abnormalities - urogenital system REFERENCE : ENDOAO Endocrinology (Baltimore). (Williams & Wilkins Co., 428 E. Preston St., Baltimore, MD 21203) V.1- 1917- Volume(issue)/page/year: 71,448,1962 TYPE OF TEST : TDLo - Lowest published toxic dose ROUTE OF EXPOSURE : Intramuscular DOSE : 48 mg/kg SEX/DURATION : male 1 day(s) pre-mating TOXIC EFFECTS : Reproductive - Paternal Effects - testes, epididymis, sperm duct Reproductive - Paternal Effects - prostate, seminal vesicle, Cowper's gland, accessory glands REFERENCE : CCPTAY Contraception. (Geron-X, Inc., POB 1108, Los Altos, CA 94022) V.1- 1970- Volume(issue)/page/year: 24,61,1981 TYPE OF TEST : TDLo - Lowest published toxic dose ROUTE OF EXPOSURE : Intramuscular DOSE : 100 mg/kg SEX/DURATION : female 10 day(s) pre-mating TOXIC EFFECTS : Reproductive - Maternal Effects - ovaries, fallopian tubes Reproductive - Maternal Effects - uterus, cervix, vagina REFERENCE : IJPPAZ Indian Journal of Physiology and Pharmacology. (All India Institute of Medical Sciences, Dept. of Physiology, Ansari Nagar, New Delhi 110 029, India) V.1- 1957- Volume(issue)/page/year: 25,151,1981 TYPE OF TEST : TDLo - Lowest published toxic dose ROUTE OF EXPOSURE : Implant DOSE : 3483 ug/kg SEX/DURATION : male 6 week(s) pre-mating TOXIC EFFECTS : Reproductive - Paternal Effects - testes, epididymis, sperm duct REFERENCE : ANDRDQ Andrologia. (Grosse Verlag GmbH, Kurfuerstenstr. 112-113, D-1000 Berlin 30, Fed. Rep. Ger.) V.6- 1974- Volume(issue)/page/year: 15,333,1983 TYPE OF TEST : TDLo - Lowest published toxic dose ROUTE OF EXPOSURE : Subcutaneous DOSE : 4 mg/kg SEX/DURATION : female 5 day(s) pre-mating TOXIC EFFECTS : Reproductive - Maternal Effects - uterus, cervix, vagina REFERENCE : CCPTAY Contraception. (Geron-X, Inc., POB 1108, Los Altos, CA 94022) V.1- 1970- Volume(issue)/page/year: 12,529,1975 TYPE OF TEST : TDLo - Lowest published toxic dose ROUTE OF EXPOSURE : Intramuscular DOSE : 475 mg/kg SEX/DURATION : female 4-23 week(s) after conception TOXIC EFFECTS : Reproductive - Specific Developmental Abnormalities - urogenital system Reproductive - Effects on Newborn - stillbirth REFERENCE : 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: 89,701,1964 TYPE OF TEST : TDLo - Lowest published toxic dose ROUTE OF EXPOSURE : Implant DOSE : 5038 ug/kg SEX/DURATION : female 56 day(s) pre-mating female 1-9 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 : IJEBA6 Indian Journal of Experimental Biology. (Publications & Information Directorate, CSIR, Hillside Rd., New Delhi 110 012, India) V.1- 1963- Volume(issue)/page/year: 19,416,1981

安全

• 危害码 (欧洲): Xi