CAS: 382-45-6; Adrenosterone
该化合物是一种该化合物是一种该化合物是一种强大的内生激素,但它的抑制性特性提供了对花生机动力的洞察力,特别是在与代谢性失调和肾功能有关的研究中.
- ⚠️《2026年兴奋剂目录》
- 英文名称Adrenosterone
- 中文名称肾上腺甾酮
- IUPAC名称(8S,9S,10R,13S,14S)-10,13-dimethyl-6,7,8,9,10,12,13,14,15,16-decahydro-1H-cyclopenta[a]phenanthrene-3,11,17(2H)-trione
- 其它别名Androst-4-ene-3,11,17-trione
- CAS编号382-45-6
- MFCD编号:MFCD00003606
- EINECS号:206-843-2
- FDA UNII编号:AE4E9102GY
- 分子式:C19H24O3分子量:300.39
- 产品CID: 1393858
- 产品分类有机原料 → 脂质和类脂质分子 → 类固醇和类固醇衍生物
物理性质
- 熔点219-222 °C(文献)
- 沸点381.62°C (粗估)
- 闪点206°C
- 密度1.1381 (粗估)
- PH:300 º (c=1 in chloroform)
- PSA:51.21
- LogP:1.6
- 旋光度300º(C=1INCHLOROFORM)
- 折射率290 ° (C=0.2, EtOH)
- 溶解性Chloroform (Slightly), Ethyl Acetate (Slightly)
- 外观形态白色至类白色固体
- 储存条件密封, 常温干燥保存
- 产品应用该化合物用于制造药物. ANDROSTENICIONE被用来增加激素睾酮的生产,以提高运动性能,增加能量,保持红细胞健康,提高锻炼后的恢复和发育,以及增加性欲和性能.
MSDS等安全信息
- GHS象形图
- GHS符号GHS06;
注释: Skull and crossbones - 危险类别急性毒性 类别3(经口)
皮肤致敏 类别1 - 警示词Danger(危险)
- 危险描述H301 |吞咽会中毒.
H317 |可能引起皮肤过敏反应. - 防范说明P264Thoroughly clean after treatmentP280Wear protective gloves/Wear protective clothing/Wear protective goggles/Wear a protective maskP305If it enters the eyesP351Rinse carefully with water for a few minutesP338Remove the contact lens(If any)And easy to operate,Continue flushingP337If eye irritation persistsP313Obtain medical advice/care
- 安全声明H303May be harmful if swallowed+H313Skin contact may be harmful+H333Inhalation may be harmful to the body
- WGK Germany3
欧盟法规
ECHA物质C&L通报REACH预注册上下游产品
4-雄烯-11β-醇-3,17-二酮 (8S,9S,10R,11S,13S,14S)-11-Hydroxy-10,13-Dimethyl-1,6,7,8,9,10,11,12,13,14,15,16-Dodecahydro-2H-Cyclopenta[a]Phenanthrene-3,17-Dione 382-44-5(20R)-17.20-Dihydroxy-Pregnene-(4)-Dione-(3.11) 33487-80-8
可的松 Cortisone 53-06-5
17,21-Dihydroxy-Pregn-4-Ene-3,11,20-Trione 53-06-5
醋酸可的松 Cortisone Acetate 50-04-4
氢化可的松 Hydrocortisone 50-23-7
11-表氢化可的松 Epicortisol 566-35-8
3,3-Ethanediyldimercapto-Androst-4-Ene-11,17-Dione 112743-82-5
(8S,9S,10R,11S,13S,14S)-11,17-二羟基-10,13-二甲基-3-氧代-2,6,7,8,9,11,12,14,15,16-十氢-1H-环戊二烯并[a]菲-17-羧酸 Cortienic Acid 3597-45-3
合成工艺路线路线简述
- 合成目标产物 Adrenosterone 主要起始原料 11β-Hydroxyandrost-4-Ene-3,17-Dione
- (文献来源)合成步骤主要原料 11β-Hydroxyandrost-4-Ene-3,17-Dione
📜氢化可的松置于2,2,6,6-四甲基哌啶氧化物,Sodium Carbonate体系中,用 水,乙腈 作为反应溶剂,化学反应生成 肾上腺甾酮
参考文献:电化学启用的c19雄激素类固醇多步合成
标题:电化学启用的c19雄激素类固醇多步合成
摘要:许多有价值的c19雄激素的合成可以通过从更丰富的皮质类固醇中去除c17侧链,然后进一步衍生化所得的17-酮衍生物来完成.常规化学试剂对该合成策略造成重大缺陷,因为会产生大量废物,并且通常需要淬灭反应混合物和纯化17-酮类固醇中间体.本文中,我们提出了制备c19类固醇的温和,安全和可持续的电化学策略.已经开发了一种无需试剂和催化剂的方案,用于通过阳极氧化去除皮质类固醇的c17侧链,从而实现了几种一锅多步的合成雄激素类固醇的步骤.此外,
DOI:10.1002/chem.202100446
海关参考信息
- 2901210000-乙烯
2901220000-丙烯
2912110000-甲醛
2912120000-乙醛 - 💡 提示：海关信息按照顺序优先匹配，如需确认的海关信息，请参考相关资料。
- 详情请参考：📖 海关编码查询和海关进出口税则
专利信息
专利号:EP-3002290-B1
优先权日:2007-06-19
标 题:Synthesis of deoxycholic acid (dca)
发明人：MORIARTY ROBERT M; DAVID NATHANIEL E; MAHMOOD NADIR AHMEDUDDIN; PRASAD ACHAMPETA RATHAN; SWARINGEN ROY A JR; REID JOHN GREGORY; SAHOO AKHILA KUMAR
权利人:ALLERGAN SALES LLC
专利号:US-3144450-A
优先权日:1960-03-12
标 题:Intermediate products in the synthesis of 21-acyloxy-11beta-hydroxy-3, 20-dioxo-4-pregnen-18-oic acid (11-18)-lactone
发明人：WATARU NAGATA; HYOGO PREFECTURE
权利人:SHIONOGI & CO
专利号:EP-3002290-A2
优先权日:2007-06-19
标 题 :Synthesis of deoxycholic acid (dca)
专利号:JP-2005500974-A
优先权日:2000-10-13
标题 :Synthesis of epothilones and related analogues
专利号:JP-2009102316-A
优先权日:2000-10-13
标 题 :Synthesis of epothilones and related analogs
专利号:ES-2826429-T3
优先权日:2007-06-19
标题:Synthesis of deoxycholic acid (DCA)
供应商参考报价(招募中)
品牌试剂参考报价(招募中)
📌 第三方产品分析报告
主要参考文献
1: Brooker L, Cawley A, Kazlauskas R, Goebel C, George A. Carbon isotope ratio analysis of endogenous glucocorticoid urinary metabolites after cortisone acetate and adrenosterone administration for doping control. Drug Test Anal. 2012 Dec;4(12):951-61. doi: 10.1002/dta.1403. Epub 2012 Sep 17. doi: 10.1039/c5cc04734j. Epub 2015 Aug 3. doi: 10.1002/dta.108. Epub 2007 Aug 14. doi: 10.1210/jc.2016-3285.
7: Musharraf SG, Atta-Ur-Rahman, Choudhary MI, Sultan S. Microbial transformation of (+)-adrenosterone. Nat Prod Lett. 2002 Oct;16(5):345-9. Russian. German. Russian. French. doi: 10.1152/ajprenal.00486.2012. Epub 2012 Oct 3.
15: Katz Y, Abraham M, Eckstein B. Effects of adrenosterone on gonadal and body growth in Tilapia nilotica (Teleostei, Cichlidae). Gen Comp Endocrinol. 1976 Jul;29(3):414-8. doi: 10.1016/j.steroids.2012.10.017. Epub 2012 Nov 15. doi: 10.1007/s00216-016-9512-1. Epub 2016 Apr 2.
合成参考文献
参考文献:10.1021/acs.jmedchem.0c01129
摘要:Li Q, Xing S, Chen Y, Liao Q, Xiong B, He S, Lu W, Liu Y, Yang H, Li Q, Feng F, Liu W, Chen Y, Sun H. Discovery and Biological Evaluation of a Novel Highly Potent Selective Butyrylcholinsterase Inhibitor. J Med Chem. 2020 Sep 10;63(17):10030–44. doi: 10.1021/acs.jmedchem.0c01129.
参考文献:10.1016/j.steroids.2003.09.009
摘要:Lecomte V, Stéphan E, Vaissermann J, Jaouen G. Are the 11-oxo-steroids really so hindered towards organometallic compounds Steroids. 2004 Jan;69(1):17–21. doi: 10.1016/j.steroids.2003.09.009.
参考文献:10.1016/j.bmc.2008.04.001
摘要:Alvarez-Ginarte YM, Crespo-Otero R, Marrero-Ponce Y, Noheda-Marin P, Garcia de la Vega JM, Montero-Cabrera LA, Ruiz García JA, Caldera-Luzardo JA, Alvarado YJ. Chemometric and chemoinformatic analyses of anabolic and androgenic activities of testosterone and dihydrotestosterone analogues. Bioorg Med Chem. 2008 Jun 15;16(12):6448–59. doi: 10.1016/j.bmc.2008.04.001.
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