外消旋-11-表-米索前列醇 | 58717-36-5

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 中文名称: 外消旋-11-表-米索前列醇
• 英文名称: 11-Epimisoprostol
• 英文别名: methyl 7-[(1R,2R,3S)-3-hydroxy-2-[(E)-4-hydroxy-4-methyloct-1-enyl]-5-oxocyclopentyl]heptanoate
• CAS: 58717-36-5
• 化学式: C₂₂H₃₈O₅
• 分子量: 382.5
• InChiKey: OJLOPKGSLYJEMD-XRULAAHKSA-N

物化性质

• 溶解度：
  DMF：100mg/mL； DMSO：50mg/mL；乙醇：50mg/mL； PBS（pH 7.2）：1 mg/mL

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  27
• 可旋转键数：
  14
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.82
• 拓扑面积：
  83.8
• 氢给体数：
  2
• 氢受体数：
  5

文献信息

• PROSTAGLANDIN ANALOGS AND USES THEREOF
  申请人：Lifex Biolabs, Inc.

  公开号：US20210139435A1

  公开（公告）日：2021-05-13

  The present invention relates to pharmaceutical composition for the prevention or treatment of a disease, disorder, or condition associated with Nurr1, including, as an active ingredient, a prostaglandin analog or a pharmaceutically acceptable salt thereof, wherein the compound has excellent effects in inducing Nurr1, and thus, can be useful as a pharmaceutical composition for the prevention or treatment of a disease, disorder, or condition associated with Nurr1, in particular, cancer, autoimmune disease such as rheumatoid arthritis, schizophrenia, manic depression and neurodegenerative disease such as Alzheimers disease or Parkinson's disease.

  本发明涉及一种药物组合物，用于预防或治疗与Nurr1相关的疾病、紊乱或状况，其中包括作为活性成分的前列腺素类似物或其药学上可接受的盐，该化合物具有良好的诱导Nurr1的效果，因此，可用作预防或治疗与Nurr1相关的疾病、紊乱或状况的药物组合物，特别是癌症、自身免疫性疾病如类风湿关节炎、精神分裂症、躁郁症以及神经退行性疾病如阿尔茨海默病或帕金森病。
• PROCESS FOR THE PREPARATION AND PURIFICATION OF MISOPROSTOL
  申请人：CHINOIN PHARMACEUTICAL AND CHEMICAL WORKS PRIVATE CO. LTD.

  公开号：US20200165186A1

  公开（公告）日：2020-05-28

  Preparation of the compounds of general formula I, among them misoprostol where R represents a straight- or branched-chain C 1-4 alkyl group by cuprate coupling of the vinyl cuprate of general formula II prepared by reacting the vinyl stannane of general formula III with copper halide CuX and alkyllithium R 1 Li wherein: R 2 stands for H or an alcohol-protecting group which may contain silicium atom, as for instance trimethylsilyl-, triethylsilyl-, tert.-butyldimethylsilyl- group, or a cyclic or open-chain alkyl group containing oxygen atom, as for instance tetrahydropyranyl-, methoxymethyl- or ethoxymethyl- group; X means I, Br, CN, SCN, OSO 2 CF 3 group, R 1 represents C 1-6 alkyl group, n>2, if R 2 is not hydrogen atom, n>3, if R 2 is hydrogen atom, and the protected enone of the general formula IV 30 22 IV where R 3 represents THP- or trialkylsilyl-group and the meaning of R is as defined above takes part in the cuprate reaction 5 in a manner that a.) the excess of the alkyllithium, which is applied as compared to the Cu(I) iodide in the case of R 2 ≠H in 2-2.4 molar ratio, in the case of R 2 =H in 3-3.4 molar ratio, is decomposed before the coupling reaction of II and IV, b.) the protecting groups of the resulting compound of the general formula V 15 V where the meanings of R, R 2 and R 3 are as defined above are removed, the obtained compound of the general formula I is purified by chromatography.