1'-ethoxycarbonyloxyethyl 6α,9α-difluoro-11β-hydroxy-16α,17α-[(1-methylethylidene)bis(oxy)]-androsta-1,4-diene-3-one-17β-carboxylate | 105965-15-9

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 类固醇和类固醇衍生物
• 英文名称: 1'-ethoxycarbonyloxyethyl 6α,9α-difluoro-11β-hydroxy-16α,17α-[(1-methylethylidene)bis(oxy)]-androsta-1,4-diene-3-one-17β-carboxylate
• 英文别名: 1-ethoxycarbonyloxyethyl (1S,2S,4R,8S,9S,11S,12R,13S,19S)-12,19-difluoro-11-hydroxy-6,6,9,13-tetramethyl-16-oxo-5,7-dioxapentacyclo[10.8.0.02,9.04,8.013,18]icosa-14,17-diene-8-carboxylate
• CAS: 105965-15-9
• 化学式: C₂₈H₃₆F₂O₉
• 分子量: 554.585
• InChiKey: WOEHFEOKDUKKDK-XGDMXIPCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  39
• 可旋转键数：
  7
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  118
• 氢给体数：
  1
• 氢受体数：
  11

反应信息

• 作为产物：
  描述：

  (6alpha,11beta,16alpha,17alpha)-6,9-二氟-11-羟基-16,17-[(1-甲基乙亚基)二(氧基)]-3-氧代雄甾-1,4-二烯-17-羧酸 、 1-溴乙基乙基碳酸酯 在 三乙胺 作用下， 以 N-甲基乙酰胺 、 二氯甲烷 为溶剂， 生成 1'-ethoxycarbonyloxyethyl 6α,9α-difluoro-11β-hydroxy-16α,17α-[(1-methylethylidene)bis(oxy)]-androsta-1,4-diene-3-one-17β-carboxylate
  参考文献：
  名称：

  16,17-acetalsubstituted androstane-17.beta.-carboxylic acid esters

  摘要：

  本发明涉及具有抗炎活性的化合物，其特征为式##STR1##或其立体异构体组分，其中式中1,2位是饱和的或是双键，X.sub.1选自氢、氟、氯和溴，X.sub.2选自氢、氟、氯和溴，R.sub.1选自氢或具有1-4个碳原子的直链或支链烃基，R.sub.2选自氢或具有1-10个碳原子的直链和支链烃基，R.sub.3选自##STR2##是O或S，R.sub.4选自氢、具有1-10个碳原子的直链或支链烃基或苯基，R.sub.5选自氢或甲基，R.sub.6选自氢、具有1-10个碳原子的直链或支链、饱和或不饱和烃基，被至少一个卤素原子取代的烷基，含有3-10个原子的杂环环系统，##STR3##(m=0,1,2; n=2,3,4,5,6)，苯基或苄基，其未取代或被一个或多个烷基、硝基、羧基、烷氧基、卤素、氰基、羧酸烷酯或三氟甲基基团取代，但当R.sub.2为氢时，R.sub.1为甲基。本发明还涉及用于制备这些化合物的过程和中间体、含有其中一种化合物的制药制剂以及治疗炎症状况的方法。

  公开号：

  US04950659A1

文献信息

• 16,17-Acetal-substituted androstane-17-beta-carboxylic-acid esters, process for their preparation and pharmaceutical compound containing them
  申请人：Aktiebolaget Draco

  公开号：EP0197018A1

  公开（公告）日：1986-10-08

  The invention refers to compounds having anti- inflammetory activity characterized by the formula or a stereoisomeric component thereof, in which formula the 1,2-position is saturated or is a double band X, is selected from hydrogen, fluorine, chlorine and bromine X2 is selected from hydrogen, fluorine, chlorine and bromine R1 is selected from hydrogen or a straight or branched hydrocarbon chain having 1-4 carbon atoms R2 is selected from hydrogen or straight and branched hydrocarbon chains having 1-10 carbon atoms and R3 is selected from Y is O or S R4 is selected from hydrogen, straight or branched hydrocarbon chains having 1-10 carbon atoms or from phenyl R5 is selected from hydrogen or methyl and R6 is selected from hydrogen, straight or branched, saturated or unsaturated hydrocarbon chains having 1-10 carbon atoms, an alkyl group substituted by at least one halogen atom, a heterocyclic ring system containing 3-10 atoms in the ring system, -(CH2)m CH(CH2)n (m=0,1,2; n=2,3,4,5,6), phenyl or benzyl groups which are unsubstituted or substituted by one or more alkyl, nitro, carboxy, alkoxy, halogen, cyano, carbalkoxy or trifluoromethyl group(s), provided that when R2 is hydrogen R1 is methyl. The invention also refers to a process and intermediates for the preparation of these compounds, a pharmaceutical preparation containing one of the compounds and a method for the treatment of inflammatory conditions.

  本发明涉及具有抗炎活性的化合物，其特征为式 或其立体异构体成分，其中式中 1,2 位饱和或为双带 X，选自氢、氟、氯和溴 X2 选自氢、氟、氯和溴 R1 选自氢或具有 1-4 个碳原子的直链或支链烃链 R2 选自氢或具有 1-10 个碳原子的直链或支链烃链，以及 R3 选自 Y 是 O 或 S R4 选自氢、具有 1-10 个碳原子的直链或支链烃链或苯基 R5 选自氢或甲基 R6 选自氢、具有 1-10 个碳原子的直链或支链饱和或不饱和烃链、被至少一个卤素原子取代的烷基、环系中含有 3-10 个原子的杂环、-(CH2)m CH( )n （m=0,1,2；n=2,3,4,5,6）、未被取代或被一个或多个烷基、硝基、羧基、烷氧基、卤素、氰基、碳烷氧基或三氟甲基取代的苯基或苄基，条件是当 R2 为氢时，R1 为甲基。 本发明还涉及制备这些化合物的工艺和中间体、含有其中一种化合物的药物制剂以及治疗炎症的方法。
• Process for the preparation of intermediates for 11-beta,16-alpha,17-alpha,21-tetrahydroxypregna-3,20-dione 16-alpha,17-alpha-acetals and 21-esters thereof
  申请人：Aktiebolaget Draco

  公开号：EP0355859A1

  公开（公告）日：1990-02-28

  The invention relates to the preparation of a compound of the formula or a stereoisomeric compound thereof, in which formula the the 1,2-position is saturated or is a double bond; X1 is selected from hydrogen, fluorine, chlorine and bromine X2 is selected from hydrogen, fluorine, chlorine and bromine R2 is selected from straight and branched hydrocarbon chains having 1-10 carbon atoms and R7 is hydrogen or an acyl group with 1-10 carbon atoms arranged in a straight or branched chain, characterized by reaction of a steroid compound of the formula with an aldehyde compound of the formula wherein X1, X2, R2, R7 and have the meanings given above, in the presence of an acid catalyst. The products of the process are useful intermediates in the preparation of novel glucocorticosteroids which possess high anti-inflammatory potency at the place of application and low glucocorticord systemic potency.

  本发明涉及一种式化合物或其立体异构体化合物的制备。 或其立体异构体化合物，其中式中 1,2 位为饱和或双键； X1 选自氢、氟、氯和溴 X2 选自氢、氟、氯和溴 R2 选自具有 1-10 个碳原子的直链和支链烃链，以及 R7 是氢或具有 1-10 个碳原子的酰基，以直链或支链形式排列，其特征是与式 1 的类固醇化合物反应 与式 其中 X1、X2、R2、R7 和 具有上述含义。该工艺的产物是制备新型糖皮质激素的有用中间体，这种糖皮质激素在应用部位具有较高的抗炎效力，而在全身具有较低的糖皮质激素效力。
• US4950659A
  申请人：——

  公开号：US4950659A

  公开（公告）日：1990-08-21