11β,17α-dihydroxy-3,20-dioxo-1,4-pregnadien-21-oic acid | 61549-70-0

• 物质功能分类: 分析化学 - 标准品 - 药典标准品和杂质标准品
• 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: 11β,17α-dihydroxy-3,20-dioxo-1,4-pregnadien-21-oic acid
• 英文别名: 11β,17α-dihydroxy-3,20-dioxopregna-1,4-dien-21-oic acid；11β,17α-dihydroxy-3,20-dioxo-1,4-pregnadiene-21-oic acid；Pregna-1,4-dien-21-oic acid, 11,17-dihydroxy-3,20-dioxo-, (11b)-；2-[(8S,9S,10R,11S,13S,14S,17R)-11,17-dihydroxy-10,13-dimethyl-3-oxo-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-17-yl]-2-oxoacetic acid
• CAS: 61549-70-0
• 化学式: C₂₁H₂₆O₆
• 分子量: 374.434
• InChiKey: FZHFGUJVTAMJKG-HRUPCHJUSA-N

物化性质

• 溶解度：
  氯仿（微溶）、DMSO（微溶）、甲醇（微溶、超声处理）

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  27
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  112
• 氢给体数：
  3
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  重氮甲烷 、 11β,17α-dihydroxy-3,20-dioxo-1,4-pregnadien-21-oic acid 以22%的产率得到泼尼松龙酸甲酯
  参考文献：
  名称：

  Stabilization of rat liver lysosomes by new anti-inflammatory steroids

  摘要：

  Steroid acid esters, synthesized by modifying the 17-ketol side chain of prednisolone, were tested for their in vitro ability to stabilize heavy mitochondrial lysosomes prepared from rat liver. Membrane stabilization was determined by assessing capability of steroids to decrease extrusion of the marker enzymes (acid phosphatase, beta-glucuronidase and aryl sulfatase) from lysosomes incubated in hypo-osmotic sucrose-Tris acetate buffer. Results indicated that prednisolone (1) significantly inhibited the lysosomal release of acid phosphatase as did the new anti-inflammatory steroid, methyl 20-dihydroprednisolonate. Methyl prednisolonate exhibited weak membrane stabilization capacities and 20-dihydroprednisolonic acid, a metabolic product of methyl 20-dihydroprednisolonate, showed virtually no membrane stabilization.

  DOI：

  10.1016/0039-128x(81)90071-4

文献信息

• Soft tertiary amine esters of bio-affecting carboxylic acids, processes for preparing and a pharmaceutical composition containing the same
  申请人：Merck & Co., Inc.

  公开号：EP0051278A1

  公开（公告）日：1982-05-12

  Derivatives of known bio-affecting carboxylic acids, their non-toxic pharmaceutically acceptable acid addition salts and N-oxides as well as processes for preparing those novel derivatives are disclosed. Those derivatives having the wherein R-COO- is the acyloxy residue of a bio-affecting monocarboxylic acid; Y and Y' are each hydrogen or alkyl; n is zero or one; R1 and R2 are each inter alia alkyl, alkenyl, aryl, cycloalkyl, cycloalkenyl, aralkyl or alkaryl; and R3 is inter alia hydrogen; orthe structural formula wherein -OOC-R'-COO- is the di(acyloxy) residue of a bio-affecting dicarboxylic acid.

  本研究公开了已知具有生物效应的羧酸的衍生物、它们的无毒药学上可接受的酸加成盐和 N-氧化物，以及制备这些新型衍生物的工艺。这些衍生物具有 其中 R-COO- 是生物效应单羧酸的酰氧基残基；Y 和 Y'各自是氢或烷基；n 是零或一；R1 和 R2 除其他外各自是烷基、烯基、芳基、环烷基、环烯基、芳烷基或烷芳基；以及 R3 除其他外是氢；或结构式为 其中-OOC-R'-COO-是具有生物效应的二羧酸的二（酰氧基）残基。
• Pyridylmethyl esters of selected bio-affecting carboxylic acids, process for preparing and pharmaceutical composition comprising the same
  申请人：Merck & Co., Inc.

  公开号：EP0055870A1

  公开（公告）日：1982-07-14

  Novel pharmaceutically useful derivatives of selected known bio-affecting carboxylic acids and a process for preparing them are disclosed, said derivatives having the structural formula wherein R,, R2, X and X' are e.g. hydrogen, or C1-C5 alkyl; and R-COO- is the acyloxy residue of: (a) a monocarboxylic acid, e.g. indomethacin; (b) a steroidal monocarboxylic acid; (c) a cephalosporin antibiotic having one carboxylic acid function; (d) a penicillin antibiotic having one carboxylic acid function; or (e) y-aminobutyric acid, captopril or valproic acid; or having the structural formula wherein -OOC-R'-COO- is the di(acyloxy) residue of: (a) A cephalosporin antibiotic having two carboxylic acid functions; (b) a penicillin antibiotic having two carboxylic acid functions; or (c) the dicarboxylic acid, methotrexate. Non-toxic pharmaceutically acceptable acid addition salts, N-oxides and quaternary ammonium salts of the compounds of formulas (I) and (II) are also disclosed.

  本发明公开了某些已知生物作用羧酸的新型药用衍生物及其制备方法，所述衍生物的结构式为 其中 R、R2、X 和 X'例如为氢或 C1-C5 烷基；R-COO- 为下列物质的酰氧基残基 (a) 单羧酸，如吲哚美辛； (b) 类固醇单羧酸； (c) 具有一个羧酸功能的头孢菌素类抗生素； (d) 具有一个羧酸功能的青霉素类抗生素；或 (e) y-氨基丁酸、卡托普利或丙戊酸；或具有以下结构式的抗生素 其中，-OOC-R'-COO- 是下列物质的二（酰氧基）残基 (a) 具有两个羧酸功能的头孢菌素类抗生素； (b) 具有两个羧酸官能团的青霉素类抗生素；或 (c) 甲氨蝶呤二羧酸。 此外，还公开了式(I)和式(II)化合物的无毒药学上可接受的酸加成盐、N-氧化物和季铵盐。
• PRODRUG DERIVATIVES OF CARBOXYLIC ACID DRUGS
  申请人：Bundgaard, Hans

  公开号：EP0278977A1

  公开（公告）日：1988-08-24
• US3944577A
  申请人：——

  公开号：US3944577A

  公开（公告）日：1976-03-16
• US4049804A
  申请人：——

  公开号：US4049804A

  公开（公告）日：1977-09-20