2-Methyl-2-pyridin-4-yl-propionic acid cyclohexyl ester | 130276-20-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 2-Methyl-2-pyridin-4-yl-propionic acid cyclohexyl ester
• 英文别名: cyclohexyl 2-methyl-2-pyridin-4-ylpropanoate
• CAS: 130276-20-9
• 化学式: C₁₅H₂₁NO₂
• 分子量: 247.337
• InChiKey: KEEFXNAGBDWRRT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  39.2
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  tert-butyl (4aR,7S,8R,8aR)-7-amino-8-hydroxy-2-phenyl-4,4a,6,7,8,8a-hexahydro-[1,3]dioxino[5,4-b]pyridine-5-carboxylate 以82%的产率得到
  参考文献：
  名称：

  MCCAGUE, RAYMOND;ROWLANDS, MARTIN G.;BARRIE, S. ELAINE;HOUGHTON, JOHN, J. MED. CHEM., 33,(1990) N1, C. 3050-3055

  摘要：

  DOI：

文献信息

• Inhibition of enzymes of estrogen and androgen biosynthesis by esters of 4-pyridylacetic acid
  作者：Raymond McCague、Martin G. Rowlands、S. Elaine Barrie、John Houghton

  DOI：10.1021/jm00173a022

  日期：1990.11

  A variety of esters of 4-pyridylacetic acid have been prepared by base mediated exchange from the methyl ester. Several of the esters of alcohols that contained a cyclohexyl ring were potent inhibitors of human placental aromatase and of the rat testicular 17 alpha-hydroxylase/C17-20lyase complex. The most potent agents found against both enzyme complexes were the borneyl, isopinocampheyl, and 1-adamantyl esters. These were over 100 times more potent than aminoglutethimide against aromatase and of greater potency than ketoconazole against hydroxylase/lyase. Potency against either enzyme complex was reduced if the ester function was borne on the cyclohexyl ring in an axial rather than an equatorial position. Some differential selectivity could be introduced since whereas methyl substitution adjacent to the carbonyl group reduced the inhibition of aromatase, it increased that against hydroxylase/lyase.
• MCCAGUE, RAYMOND;ROWLANDS, MARTIN G.;BARRIE, S. ELAINE;HOUGHTON, JOHN, J. MED. CHEM., 33,(1990) N1, C. 3050-3055
  作者：MCCAGUE, RAYMOND、ROWLANDS, MARTIN G.、BARRIE, S. ELAINE、HOUGHTON, JOHN

  DOI：——

  日期：——
• HETEROCYCLIC COMPOUNDS, THEIR PREPARATION AND PHARMACEUTICAL USE
  申请人：BRITISH TECHNOLOGY GROUP LTD

  公开号：EP0594629A1

  公开（公告）日：1994-05-04
• [EN] HETEROCYCLIC COMPOUNDS, THEIR PREPARATION AND PHARMACEUTICAL USE
  申请人：BRITISH TECHNOLOGY GROUP LIMITED

  公开号：WO1992016507A1

  公开（公告）日：1992-10-01

  (EN) Compounds having the general formula (3), wherein each of R1 and R2 independently represents hydrogen or C1-4 alkyl or together represent the residue of a cycloalkyl group of 3 to 6 carbon atoms; A represents O, NR4 wherein R4 is defined as for R1 or R2 or CR5R6 wherein R5 and R6 are as defined for R1 or R2 as separate substituents; and R3 represents a bridged alicyclic group; as free bases or their pharmaceutically acceptable salts are useful in treating androgen-dependent, especially prostatic, cancer.(FR) On décrit des composés de formule générale (3), dans laquelle R1 et R2 représentent indépendamment hydrogène ou C1-4¿ alkyle ou ensemble représentent le reste d'un groupe cycloalkyle de 3 à 6 atomes de carbone; A représente O, NR4 où R4 a la même définition que R1 ou R2 ou CR5R6, où R5 et R6 ont la même définition que R1 ou R2 en tant que substituants séparés; et R3¿ représente un groupe alicyclic ponté; comme bases libres ou leurs sels pharmaceutiquement acceptables. Lesdits composés sont utiles pour traiter les cancers liés à l'androgène et surtout celui du prostate.