奥生多龙
奥生多龙用途
抗雄性激素药物，有抗雄性激素作用。在前列腺直接与雄性激素发生竞争性拮抗，抑制前列腺及精囊的重量。其抗雄激素作用特异性高，在前列腺直接与雄激素发生竞争性拮抗而几乎不显示其他激素作用。适用于治疗前列腺肥大。用于前列腺肥大的治疗。
奥生多龙名称
[ CAS 号 ]:
33765-68-3
[ 中文名 ]:
奥生多龙
[ 英文名 ]:
Oxendolone
[英文别名 ]:
- Oxendolona [INN-Spanish]
- Oxendolone [USAN:INN:JAN]
- Tsaa 291
- oxendolone
- Oxendolonum [INN-Latin]
- Oxendolona
- Prostetin
奥生多龙物理化学性质
[ 密度 ]:
1.1g/cm3
[ 沸点 ]:
451.7ºC at 760mmHg
[ 熔点 ]:
152-153℃
[ 分子式 ]:
C20H30O2
[ 分子量 ]:
302.45100
[ 闪点 ]:
192.4ºC
[ 精确质量 ]:
302.22500
[ PSA ]:
37.30000
[ LogP ]:
4.12520
[ 折射率 ]:
1.553
奥生多龙毒性和生态
CHEMICAL IDENTIFICATION
- RTECS NUMBER :
- KG7963000
- CHEMICAL NAME :
- Estr-4-en-3-one, 16-beta-ethyl-17-beta-hydroxy-
- CAS REGISTRY NUMBER :
- 33765-68-3
- LAST UPDATED :
- 199706
- DATA ITEMS CITED :
- 12
- MOLECULAR FORMULA :
- C20-H30-O2
- MOLECULAR WEIGHT :
- 302.50
- WISWESSER LINE NOTATION :
- L E5 B666 OV MUTJ E1 FQ G2
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 :
- 12105 mg/kg
- TOXIC EFFECTS :
- Behavioral - somnolence (general depressed activity) Behavioral - muscle weakness Lungs, Thorax, or Respiration - respiratory depression
- REFERENCE :
- YACHDS Yakuri to Chiryo. Pharmacology and Therapeutics. (Raifu Saiensu Shuppan K.K., 2-5-13, Yaesu, Chuo-ku, Tokyo 104, Japan) V.1- 1972- Volume(issue)/page/year: 7,937,1979
- TYPE OF TEST :
- LD50 - Lethal dose, 50 percent kill
- ROUTE OF EXPOSURE :
- Intraperitoneal
- SPECIES OBSERVED :
- Rodent - rat
- DOSE/DURATION :
- 5879 mg/kg
- TOXIC EFFECTS :
- Sense Organs and Special Senses (Eye) - lacrimation Kidney, Ureter, Bladder - urine volume increased Nutritional and Gross Metabolic - body temperature decrease
- REFERENCE :
- YACHDS Yakuri to Chiryo. Pharmacology and Therapeutics. (Raifu Saiensu Shuppan K.K., 2-5-13, Yaesu, Chuo-ku, Tokyo 104, Japan) V.1- 1972- Volume(issue)/page/year: 7,937,1979
- TYPE OF TEST :
- LD50 - Lethal dose, 50 percent kill
- ROUTE OF EXPOSURE :
- Subcutaneous
- SPECIES OBSERVED :
- Rodent - rat
- DOSE/DURATION :
- >10 gm/kg
- TOXIC EFFECTS :
- Details of toxic effects not reported other than lethal dose value
- REFERENCE :
- YAKUD5 Gekkan Yakuji. Pharmaceuticals Monthly. (Yakugyo Jihosha, Inaoka Bldg., 2-36 Jinbo-cho, Kanda, Chiyoda-ku, Tokyo 101, Japan) V.1- 1959- Volume(issue)/page/year: 23,2291,1981
- TYPE OF TEST :
- LD50 - Lethal dose, 50 percent kill
- ROUTE OF EXPOSURE :
- Intramuscular
- SPECIES OBSERVED :
- Rodent - rat
- DOSE/DURATION :
- >10 gm/kg
- TOXIC EFFECTS :
- Details of toxic effects not reported other than lethal dose value
- REFERENCE :
- NIIRDN Drugs in Japan (Ethical Drugs). (Yakugyo Jiho Co., Ltd., Tokyo, Japan) Volume(issue)/page/year: 6,157,1982
- TYPE OF TEST :
- LD50 - Lethal dose, 50 percent kill
- ROUTE OF EXPOSURE :
- Oral
- SPECIES OBSERVED :
- Rodent - mouse
- DOSE/DURATION :
- 5480 mg/kg
- TOXIC EFFECTS :
- Details of toxic effects not reported other than lethal dose value
- REFERENCE :
- IYKEDH Iyakuhin Kenkyu. Study of Medical Supplies. (Nippon Koteisho Kyokai, 12-15, 2-chome, Shibuya, Shibuya-ku, Tokyo 150, Japan) V.1- 1970- Volume(issue)/page/year: 12,1204,1981
- TYPE OF TEST :
- LD50 - Lethal dose, 50 percent kill
- ROUTE OF EXPOSURE :
- Intraperitoneal
- SPECIES OBSERVED :
- Rodent - mouse
- DOSE/DURATION :
- 2925 mg/kg
- TOXIC EFFECTS :
- Sense Organs and Special Senses (Eye) - lacrimation Behavioral - ataxia Lungs, Thorax, or Respiration - respiratory depression
- REFERENCE :
- YACHDS Yakuri to Chiryo. Pharmacology and Therapeutics. (Raifu Saiensu Shuppan K.K., 2-5-13, Yaesu, Chuo-ku, Tokyo 104, Japan) V.1- 1972- Volume(issue)/page/year: 7,937,1979
- TYPE OF TEST :
- LD50 - Lethal dose, 50 percent kill
- ROUTE OF EXPOSURE :
- Subcutaneous
- SPECIES OBSERVED :
- Rodent - mouse
- DOSE/DURATION :
- >10 gm/kg
- TOXIC EFFECTS :
- Details of toxic effects not reported other than lethal dose value
- REFERENCE :
- YAKUD5 Gekkan Yakuji. Pharmaceuticals Monthly. (Yakugyo Jihosha, Inaoka Bldg., 2-36 Jinbo-cho, Kanda, Chiyoda-ku, Tokyo 101, Japan) V.1- 1959- Volume(issue)/page/year: 23,2291,1981
- TYPE OF TEST :
- LD50 - Lethal dose, 50 percent kill
- ROUTE OF EXPOSURE :
- Intramuscular
- SPECIES OBSERVED :
- Rodent - mouse
- DOSE/DURATION :
- >10 gm/kg
- TOXIC EFFECTS :
- Details of toxic effects not reported other than lethal dose value
- REFERENCE :
- NIIRDN Drugs in Japan (Ethical Drugs). (Yakugyo Jiho Co., Ltd., Tokyo, Japan) Volume(issue)/page/year: 6,157,1982 ** OTHER MULTIPLE DOSE TOXICITY DATA **
- TYPE OF TEST :
- TDLo - Lowest published toxic dose
- ROUTE OF EXPOSURE :
- Intramuscular
- SPECIES OBSERVED :
- Mammal - dog
- DOSE/DURATION :
- 5200 mg/kg/1Y-I
- TOXIC EFFECTS :
- Skin and Appendages - dermatitis, other (after systemic exposure)
- REFERENCE :
- YACHDS Yakuri to Chiryo. Pharmacology and Therapeutics. (Raifu Saiensu Shuppan K.K., 2-5-13, Yaesu, Chuo-ku, Tokyo 104, Japan) V.1- 1972- Volume(issue)/page/year: 7,968,1979 ** REPRODUCTIVE DATA **
- TYPE OF TEST :
- TDLo - Lowest published toxic dose
- ROUTE OF EXPOSURE :
- Intramuscular
- DOSE :
- 150 mg/kg
- SEX/DURATION :
- male 30 day(s) pre-mating
- TOXIC EFFECTS :
- Reproductive - Paternal Effects - testes, epididymis, sperm duct Reproductive - Paternal Effects - prostate, seminal vesicle, Cowper's gland, accessory glands Reproductive - Paternal Effects - other effects on male
- REFERENCE :
- YACHDS Yakuri to Chiryo. Pharmacology and Therapeutics. (Raifu Saiensu Shuppan K.K., 2-5-13, Yaesu, Chuo-ku, Tokyo 104, Japan) V.1- 1972- Volume(issue)/page/year: 7,943,1979
- TYPE OF TEST :
- TDLo - Lowest published toxic dose
- ROUTE OF EXPOSURE :
- Intramuscular
- DOSE :
- 15 mg/kg
- SEX/DURATION :
- female 30 day(s) pre-mating
- TOXIC EFFECTS :
- Reproductive - Maternal Effects - uterus, cervix, vagina
- REFERENCE :
- YACHDS Yakuri to Chiryo. Pharmacology and Therapeutics. (Raifu Saiensu Shuppan K.K., 2-5-13, Yaesu, Chuo-ku, Tokyo 104, Japan) V.1- 1972- Volume(issue)/page/year: 7,943,1979
- TYPE OF TEST :
- TDLo - Lowest published toxic dose
- ROUTE OF EXPOSURE :
- Intramuscular
- DOSE :
- 750 mg/kg
- SEX/DURATION :
- male 30 day(s) pre-mating
- TOXIC EFFECTS :
- Reproductive - Paternal Effects - spermatogenesis (incl. genetic material, sperm morphology, motility, and count) Reproductive - Paternal Effects - testes, epididymis, sperm duct Reproductive - Paternal Effects - impotence
- REFERENCE :
- INJFA3 International Journal of Fertility. (Allen Press, 1041 New Hampshire, St., Lawrence, KS 66044) V.1- 1955- Volume(issue)/page/year: 34,235,1989
奥生多龙上下游产品
奥生多龙上游产品
奥生多龙下游产品
奥生多龙制备
将雌酚酮、二氯甲烷、氢氧化钠、三乙基苄铵盐和水，室温搅拌下，滴加硫酸二甲酯，进行甲基化反应。该甲基化产物、对甲苯磺酸和异丙烯基乙酸酯，搅拌回流，得烯醇化产物。该产物、氧化镁和二氯甲烷构成的溶液中，滴加单过氧邻苯二甲酸的乙醚溶液，进行环氧化反应。在室温和搅拌下，往环氧化产物的冰乙酸溶液中，滴加冰乙醇和硫酸的混合液，反应使环氧开环。开环产物和氢氧化钾的甲醇溶液，搅拌回流。再在四氢呋喃中，加乙基溴化镁格氏试剂，进行格氏反应。该反应产物、对甲苯磺酸和冰乙酸，搅拌回流，然后用硼氢化钠在甲醇中进行还原。最后在四氢呋喃溶液中，通入液氨，在搅拌下再缓慢加入锂，还原得奥生多龙。或者将16β-乙基雄甾-4-烯-3,17-二酮溶于二氧六环，加入原甲酸乙酯和对甲苯磺酸，在室温下搅拌，得到3-乙氧基-16β-乙基雄甾-3,5-二烯-17-酮。将其溶于甲醇，加入硼氢化钠，在室温下搅拌，还原得3-乙氧基-16-β-乙基雄甾-3,5-二烯-17β-醇。最后溶于甲醇，加入浓盐酸，水解即得奥生多龙。
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