泼尼松龙酸甲酯 | 57072-99-8

• 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
• 中文名称: 泼尼松龙酸甲酯
• 英文名称: methyl prednisolonate
• 英文别名: methyl 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-oxoacetate
• CAS: 57072-99-8
• 化学式: C₂₂H₂₈O₆
• 分子量: 388.461
• InChiKey: BYJMCPXILLQHFX-XWEMDTDISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  28
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.68
• 拓扑面积：
  101
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为产物：
  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

• GLUCOCORTICOID CARBOXYLIC ACID ESTER FOR SUPPRESSION OF CUTANEOUS DELAYED HYPERSENSITIVITY
  申请人：THE ROCKEFELLER UNIVERSITY

  公开号：EP0317611A1

  公开（公告）日：1989-05-31
• US4511511A
  申请人：——

  公开号：US4511511A

  公开（公告）日：1985-04-16
• US4897260A
  申请人：——

  公开号：US4897260A

  公开（公告）日：1990-01-30
• [EN] GLUCOCORTICOID CARBOXYLIC ACID ESTER FOR SUPPRESSION OF CUTANEOUS DELAYED HYPERSENSITIVITY
  申请人：THE ROCKEFELLER UNIVERSITY

  公开号：WO1988009175A1

  公开（公告）日：1988-12-01

  (EN) Glucocorticoid carboxylic acid esters and topical compositions thereof are utilized in methods for modulating cutaneous delayed hypersensitivity. Formulations of the glucocorticoid carboxilic acid esters are disclosed including incorporation into percutaneous drug delivery devices.(FR) Des esters d'acide carboxylique glucocorticoïde et leurs compositions topiques sont utilisés afin de moduler l'hypersensibilité cutanée retardée. Sont décrites des formulations des esters d'acide carboxylique glucocorticoïde comprenant l'incorporation dans des dispositifs d'administration de médicaments percutanés.
• Stabilization of rat liver lysosomes by new anti-inflammatory steroids
  作者：Ann S. Heiman、Henry J. Lee

  DOI：10.1016/0039-128x(81)90071-4

  日期：1981.10

  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.