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醋酸甲地孕酮 | 595-33-5

醋酸甲地孕酮
Megestrol acetate
595-33-5
C24H32O4
384.5085
如需查看该化合物的详细结构式,mol文件,smile,InChi 请点击:醋酸甲地孕酮结构式
87560201
醋酸甲地孕酮价格
简介
Megestrol acetate 是具有口服活性的、合成孕激素。Megestrol acetate 可作为食欲刺激素,用于消瘦综合征如恶病质的研究。Megestrol acetate 可下调细胞核和细胞质雄激素受体 (androgen receptors) 的活性。Megestrol acetate 可用于 HIV 的研究并下调自噬分解代谢途径。
名称和标识符
MDL MFCD00056470
InChIKey RQZAXGRLVPAYTJ-GQFGMJRRSA-N
Inchi 1S/C24H32O4/c1-14-12-18-19(22(4)9-6-17(27)13-21(14)22)7-10-23(5)20(18)8-11-24(23,15(2)25)28-16(3)26/h12-13,18-20H,6-11H2,1-5H3/t18-,19+,20+,22-,23+,24+/m1/s1
SMILES O(C(C([H])([H])[H])=O)[C@]1(C(C([H])([H])[H])=O)C([H])([H])C([H])([H])[C@@]2([H])[C@]3([H])C([H])=C(C([H])([H])[H])C4=C([H])C(C([H])([H])C([H])([H])[C@]4(C([H])([H])[H])[C@@]3([H])C([H])([H])C([H])([H])[C@@]21C([H])([H])[H])=O
BRN 1917291
别名信息
- 中文别名 -
  • 醋酸甲地孕酮
  • 6-甲基-17alpha-羟基孕甾-4,6-二烯-3,20-二酮醋酸酯
  • 甲地孕酮醋酸酯
  • 17α-羟基-6-甲基孕甾-4,6-二烯-3,20-二酮17-醋酸酯
  • 17α-乙酰氧基-6-甲基孕甾-4,6-二烯-3,20-二酮
  • 6-甲基孕甾-4,6-二烯-17α-醇-3,20-二酮-17-醋酸酯
  • 妇宁
  • 去氢甲孕酮
  • 醋酸甲地孕酮 GMP
  • 甲地孕酮乙酸酯
  • * 醋酸甲地孕酮
  • 6-亚甲基醋酸孕酮
  • L-鸟氨酸甲酯二盐酸盐
  • Megestrol Acetate 醋酸甲地孕酮
  • 醋酸甲地孕酮 USP标准品
  • 醋酸甲地孕酮 标准品
  • 醋酸甲地孕酮,CP2005, USP, BP, EP
  • 醋酸甲地孕酮-D3
  • 乙基磺酰氯
  • 乙酸甲地孕酮 标准品
  • 6-甲基-17Α-羟基孕甾-4,6-二烯-3,20-二酮醋酸酯
  • 标准品
  • 醋酸甲羟孕酮杂质G(EP) 标准品
  • 甲地孕酮,17-乙酸酯标准品
  • 甲地孕酮.17-乙酸酯
  • 6-甲基-17α-羟基孕甾-4,6-二烯-3,20-二酮醋酸酯
  • 醋酸甲地孕酮(对照品)
- 英文别名 -
  • megestrol acetate
  • Nomegestrol 17-acetate
  • Nomegestrol Acetate
  • 17-hydroxy-6-methylpregna-4,6-diene-3,20-dione 17-acetate
  • Megestryl acetate
  • 17Alpha-Acethoxy-6-Methyl-4,6-Pregnadiene-3,20-Dione
  • [(8R,9S,10R,13S,14S,17R)-17-acetyl-6,10,13-trimethyl-3-oxo-2,8,9,11,12,14,15,16-octahydro-1H-cyclopenta[a]phenanthren-17-yl] acetate
  • 17-(Acetyloxy)-6-methylpregna-4,6-diene-3,20-dione
  • Megesgtrol Acetate
  • 17α-Acetoxy-6-methyl-4,6-pregnadiene-3,20-dione
  • ANDARINE
  • 17α-Acethoxy-6-methyl-4,6-pregnadiene-3,20-dione
  • 17α-Hydroxy-6-methyl-4,6-pregnadiene-3,20-dione 17-Acetate
  • Megestrol 17-Acetate
  • 17alpha-Acetoxy-6-methylpregna-4,6-diene-3,20-dione
  • 17-Hydroxy-6-methylpregna-4,6-diene-3,20-dione acetate
  • Megace
  • Megace ES
  • Niagestin
  • Ovarid
  • Ovaban
  • Megeron
  • Pallace
  • Magestin
  • Ovaban (Veterinary)
  • Megestrol (Acetate)
  • Megestat
  • BDH 1298
  • SC10363
  • SC 10363
  • 17alpha-Acetoxy-6-dehydro-6-methylprogesterone
  • TJ2M0FR8ES
  • Megestrol acetate [USAN]
  • 17-Acetoxy-6-methylpregn
  • Megestrol acetate
  • 6-Methyl-17alpha-hydroxy-delta(sup 6)-progesterone acetate
  • HMS3714P14
  • UNII-TJ2M0FR8ES
  • 6-Methyl-delta(sup 6)-dehydro-17alpha-acetoxyprogesterone
  • Volidan
  • Megestil
  • MEGESTROL ACETATE (MART.)
  • (8R,9S,10R,13S,14S,17R)-17-acetyl-6,10,13-trimethyl-3-oxo-2,3,8,9,10,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl acetate
  • NCGC00024196-05
  • NS00009122
  • Megestrol acetate, European Pharmacopoeia (EP) Reference Standard
  • MEGESTROL ACETATE [USP MONOGRAPH]
  • par-100,2
  • Pregna-4,20-dione, 17-hydroxy-6-methyl-, acetate
  • CCG-100899
  • 6-Methyl-delta4,6-pregnadien-17alpha-ol-3,20-dione acetate
  • Prestwick3_000956
  • Pregna-4,6-diene-3,20-dione, 17-(acetyloxy)-6-methyl-
  • HMS1570P14
  • MEGESTROL ACETATE
  • 17.alpha.-Acetoxy-6-dehydro-6-methylprogesterone
  • 6-Methyl-6-dehydro-17.alpha.-acetoxyprogesterone
  • MEDROXYPROGESTERONE ACETATE IMPURITY G (EP IMPURITY)
  • 17-Acetoxy-6-methylpregna-4,6-diene-3,20-dione
  • MLS000028633
  • MEGESTROL ACETATE [MI]
  • MEGESTROL ACETATE (USP-RS)
  • HMS2051I20
  • CHEBI:6723
  • 595-33-5
  • 6-Methyl-3,20-dioxopregna-4,6-dien-17-yl acetate
  • AB00490013
  • AS-13384
  • Ovaban Tablets 20 mg, Ovaban Tablets 5 mg
  • 17alpha-Hydroxy-6-methylpregna-4,6-diene-3,20-dione acetate
  • BRD-K19507340-001-03-1
  • 6-Dehydro-6-methyl-17-alpha-acetoxyprogesterone
  • DTXCID7020683
  • MEGESTROL ACETATE [VANDF]
  • 6-Methyl-17-alpha-acetoxypregna-4,6-diene-3,20-dione
  • MEGESTROL ACETATE (EP MONOGRAPH)
  • NCGC00255456-01
  • HY-13676
  • 6-Methyl-delta(sup 4,6)-pregnadien-17-alpha-ol-3,20-dione acetate
  • 6-Dehydro-6-methyl-17.alpha.-acetoxyprogesterone
  • LMST02030118
  • 17.alpha.-Acetoxy-6-methyl-4,20-dione
  • Maygace
  • MEGESTROL ACETATE [WHO-DD]
  • BPBio1_001048
  • HMS2090N04
  • 6-Methyl-delta(sup 4,6)-pregnadien-17alpha-ol-3,20-dione acetate
  • WLN: L E5 B666 OV KU MUTJ A1 E1 FV1 FOV1 L1
  • Megestol
  • Megestin
  • BSPBio_000952
  • 17.alpha.-Acetoxy-6-methylpregna-4,20-dione
  • BDH-1298
  • MEGESTROL ACETATE [MART.]
  • Megestrol-Acetate
  • (9beta,10alpha)-17-(Acetyloxy)-6-methylpregna-4,6-diene-3,20-dione
  • SMR000058691
  • 6-Methyl-delta(sup 6)-dehydro-17-alpha-acetoxyprogesterone
  • A832354
  • NSC71423
  • SCHEMBL745
  • Opera_ID_1511
  • EN300-7480847
  • Megestrol acetate, United States Pharmacopeia (USP) Reference Standard
  • BCP9000904
  • Megestrol acetate for peak identification, European Pharmacopoeia (EP) Reference Standard
  • DB00351
  • Prestwick0_000956
  • s1304
  • 6-Dehydro-6-methyl-17alpha-acetoxyprogesterone
  • Megestrol acetate, VETRANAL(TM), analytical standard
  • D91560
  • NCGC00016516-01
  • 17 Alpha-acetoxy-6-methylpregna-4,6-diene-3,20-dione
  • Megestrol acetate (USAN:USP)
  • Megestrol-17-acetate
  • AB00383046-15
  • MEGESTROL ACETATE [EP MONOGRAPH]
  • MLS000759501
  • NSC-71423
  • MLS001424055
  • AB00383046-13
  • HMS2097P14
  • SR-01000000258
  • BCPP000168
  • 6-Methyl-6-dehydro-17-alpha-acetoxyprogesterone
  • Tox21_110469
  • Q-201346
  • (8xi,9xi,10xi,13xi,14xi)-6-methyl-3,20-dioxopregna-4,6-dien-17-yl acetate
  • MEGESTROL ACETATE [WHO-IP]
  • AC-24570
  • CAS-595-33-5
  • MFCD00056470
  • D00952
  • 6-Methyl-6-dehydro-17alpha-acetoxyprogesterone
  • Megestrol-17-acetate 100 microg/mL in Acetonitrile
  • 6-Methyl-delta-4,6-pregnadien-17 alpha-ol-3,20-dione Acetate
  • Megestrol acetate (USP)
  • Prestwick1_000956
  • MegestrolAcetate
  • Megesgtrol Acetate, Pharmaceutical Secondary Standard
  • Certified Reference Material
  • MEGESTROL ACETATE [USP-RS]
  • MLS001074091
  • 6-Methyl-6-dehydro-17.alpha.-acetylprogesterone
  • MEGESTROL ACETATE (USP MONOGRAPH)
  • Megestrol acetole
  • Megace (TN)
  • DTXSID9040683
  • 6-Methyl-17.alpha.-hydroxy-.delta.(sup 6)-progesterone acetate
  • RQZAXGRLVPAYTJ-GQFGMJRRSA-N
  • SR-01000000258-4
  • Megestrol acetate [USAN:USP]
  • Pregna-4,20-dione, 17-(acetyloxy)-6-methyl-
  • (1R,3aS,3bR,9aR,9bS,11aS)-1-acetyl-5,9a,11a-trimethyl-7-oxo-1H,2H,3H,3aH,3bH,7H,8H,9H,9aH,9bH,10H,11H,11aH-cyclopenta[a]phenanthren-1-yl acetate
  • EINECS 209-864-5
  • 6-Dehydro-6-methyl-17 alpha-acetoxyprogesterone
  • AB00383046-14
  • NC00149
  • Megestrol acetate for system suitability, European Pharmacopoeia (EP) Reference Standard
  • 6-METHYL-3,20-DIOXOPREGNA-4,6-DIEN-17-YL ACETATE [WHO-IP]
  • Q6808975
  • 17alpha-Acetoxy-6-methyl-4,6-pregnadiene-3,20-dione
  • 17-(acetyloxy)-6-methylpregna-4,6-diene-3,20-dione
  • MEDROXYPROGESTERONE ACETATE IMPURITY G [EP IMPURITY]
  • MEGESTROL 17alpha-ACETATE
  • Pregna-4,6-diene-3,20-dione, 17-hydroxy-6-methyl-, acetate
  • 17-alpha-Acetoxy-6-dehydro-6-methylprogesterone
  • BDH1298
  • C08151
  • Tox21_110469_1
  • Nia
  • 6-Methyl-17alpha-acetoxypregna-4,6-diene-3,20-dione
  • Tox21_302360
  • Megestrol acetate, analytical standard, for drug analysis
  • HMS2235D16
  • 17-Hydroxy-6-methylpregna-4,20-dione acetate
  • 51154-23-5
  • SC-10363
  • 6-Methyl-17-alpha-hydroxy-delta(sup 6)-progesterone acetate
  • SPBio_003101
  • Acetate, Megestrol
  • Prestwick2_000956
  • MEGESTROL ACETATE [GREEN BOOK]
  • CS-2065
  • Megestrol acetole [Progestins]
  • Megesterol acetate
  • MEGESTROL ACETATE [ORANGE BOOK]
  • MEDROXYPROGESTERONE ACETATE IMPURITY G [WHO-IP]
  • AKOS015894927
  • 17-Acetoxy-6-methylpregna-4,20-dione
  • CCRIS 372
  • AB00383046_16
  • MEDROXYPROGESTERONE ACETATE IMPURITY G
  • CHEMBL1201139
  • 17-Hydroxy-6-methylpregna-4,6-diene-3,20-dione 17-acetate
  • Megestrol 17.alpha.-acetate
  • NCGC00024196-03
  • 6-Methyl-3,20-dioxopregna-4,6-dien-17-yl Acetate (Megestrol Acetate)
物化性质
实验特性
LogP 4.57530
PSA 60.44000
Merck 5805
折射率 1.551
沸点 431.17°C (rough estimate)
熔点 213.0 to 220.0 deg-C
蒸气压 No data available
闪点 218.5±30.2 °C
溶解度 生物体外In Vitro:DMSO溶解度20 mg/mL(52.01 mM;Need ultrasonic)
颜色与性状 Powder
溶解性 不可用
比旋光度 +9.0° to +13.0° (c=2, CHCl3)
密度 1.153
计算特性
精确分子量 384.23000
氢键供体数量 0
氢键受体数量 4
可旋转化学键数量 3
同位素质量 384.23006
重原子数量 28
复杂度 821
同位素原子数量 0
确定原子立构中心数量 6
不确定原子立构中心数量 0
确定化学键立构中心数量 0
不确定化学键立构中心数量 0
共价键单元数量 1
疏水参数计算参考值(XlogP) 3.1
互变异构体数量 14
表面电荷 0
拓扑分子极性表面积 60.4
国际标准相关数据
EINECS 372
生产方法和用途
方法
可用16,17α-环氧黄体酮经溴化氢开环及镍催化还原脱溴,生成17α-羟基黄体酮,再经乙酰化及酸水解生成17α-乙酰氧基黄体酮,然后以原甲酸三乙酯醚化及Vilsmeier反应得3-乙氧基-6-甲酰基-17α-乙酰氧基孕甾-2,5-二烯-20-酮,最后以硼氢化钾还原,酸水解、脱水并转位制得该品。
用途
安宫黄体酮(甲孕酮)的中间体。
相关文献
专业数据库参考
PubChemId 87560201
参考资料
Reaxys RN 1917291
Beilstein 8(4)2431
化合物详情(旧版)

醋酸甲地孕酮物理化学性质

熔点 214°C
折射率 11 ° (C=2, CHCl3)
外观性状 白色或微黄色结晶性粉末(甲醇)
溶解性 溶于丙酮,微溶于乙醇、乙醚,不溶于水

醋酸甲地孕酮作用

安宫黄体酮(甲孕酮)的中间体。

醋酸甲地孕酮制备方法

【方法一】可用16,17α-环氧黄体酮经溴化氢开环及镍催化还原脱溴,生成17α-羟基黄体酮,再经乙酰化及酸水解生成17α-乙酰氧基黄体酮,然后以原甲酸三乙酯醚化及Vilsmeier反应得3-乙氧基-6-甲酰基-17α-乙酰氧基孕甾-2,5-二烯-20-酮,最后以硼氢化钾还原,酸水解、脱水并转位制得该品。

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