(+/-) cis-1-Hydroxymethyl-2-phthalimidocyclopentane | 186249-63-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异吲哚及其衍生物
• 英文名称: (+/-) cis-1-Hydroxymethyl-2-phthalimidocyclopentane
• 英文别名: 2-[(1S,2R)-2-(hydroxymethyl)cyclopentyl]isoindole-1,3-dione
• CAS: 186249-63-8
• 化学式: C₁₄H₁₅NO₃
• 分子量: 245.278
• InChiKey: PURKRYOJFUUPCH-CABZTGNLSA-N

物化性质

• 沸点：
  402.9±18.0 °C(Predicted)
• 密度：
  1.336±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  57.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (+/-) cis-1-Hydroxymethyl-2-phthalimidocyclopentane 在 chromium(VI) oxide 、 硫酸 、 甲胺 作用下， 以 乙醇 、 丙酮 为溶剂， 反应 2.0h， 生成 (1R,2S)-2-氨基-1-环戊烷羧酸
  参考文献：
  名称：

  Chemoenzymatic synthesis of both enantiomers of cispentacin

  摘要：

  Based on the lipase-catalysed kinetic resolution of the silyloxyalcohol (1RS,2SR)-5 by transesterification with vinyl acetate in the presence of lipase from Pseudomonas cepacia a synthesis of both enantiomers of the beta-amino acid cispentacin (1R,2S)-1 and (1S,2R)-1 using simple functional group interconversions is described. Copyright (C) 1996 Elsevier Science Ltd.

  DOI：

  10.1016/s0957-4166(96)00465-x
• 作为产物：
  描述：

  [(1R,2S)-2-[[tert-butyl(dimethyl)silyl]oxymethyl]cyclopentyl] acetate 在 Wofatit SBW (OH^-) 、 溶剂黄146 、 三苯基膦 、 偶氮二甲酸二乙酯 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 24.0h， 生成 (+/-) cis-1-Hydroxymethyl-2-phthalimidocyclopentane
  参考文献：
  名称：

  Chemoenzymatic synthesis of both enantiomers of cispentacin

  摘要：

  Based on the lipase-catalysed kinetic resolution of the silyloxyalcohol (1RS,2SR)-5 by transesterification with vinyl acetate in the presence of lipase from Pseudomonas cepacia a synthesis of both enantiomers of the beta-amino acid cispentacin (1R,2S)-1 and (1S,2R)-1 using simple functional group interconversions is described. Copyright (C) 1996 Elsevier Science Ltd.

  DOI：

  10.1016/s0957-4166(96)00465-x

文献信息

• Substituted cycloalkylamine derivatives and their use as calcium channel
  申请人：SmithKline Beecham plc

  公开号：US05817698A1

  公开（公告）日：1998-10-06

  A method of treatment of a condition or disease related to the accumulation of calcium in the brain cells of a mammal which comprises administering to a subject in need thereof an effective amount of a compound of formula (I), wherein X is O, S, C.dbd.O or a bond; p and q are independently 0-4; R.sup.1 and R.sup.2 are each independently selected from the group consisting of hydrogen, C.sub.1-6 alkyl, C.sub.3-6 cycloalkyl or C.sub.3-6 cycloalkylC.sub.1-4 alkyl; n is 1, 2, 3 or 4; and Ar is phenyl optionally substituted by 1 to 3 substituents selected from; halo, C.sub.1-4 alkyl, C.sub.1-4 alkoxy, C.sub.1-2 alkylenedioxy, trifluoromethyl, trifluoromethoxy, CN, NO.sub.2, amino, mono- or di- alkylamino and Ph(Alk.sup.1).sub.r Y(Alk.sup.2).sub.s -- where Ph is optionally substituted phenyl, Y is a bond, oxygen or a carbonyl group, Alk.sup.1 and Alk.sup.2 are independently C.sub.1-4 alkyl which may be straight or branched and r and s are independently 0 or 1, provided that the length of (Alk.sup.1).sub.r Y(Alk.sup.2).sub.s does not exceed 5 atoms, and pharmaceutically acceptable salts thereof; in the manufacture of a medicament for the treatment of a disorder wherein a calcium channel antagonist is indicated, e.g. ischaemic stroke. Certain novel compounds within formula (I) are also claimed.

  一种治疗与哺乳动物的脑细胞中钙积累有关的病症或疾病的方法，包括向需要此种治疗的患者投予化合物(I)的有效量，其中X为O，S，C.dbd.O或键；p和q独立地为0-4；R.sup.1和R.sup.2各自独立地选择自氢，C.sub.1-6烷基，C.sub.3-6环烷基或C.sub.3-6环烷基C.sub.1-4烷基的群组；n为1、2、3或4；Ar为苯基，可选地被1到3个取代基所取代，所述取代基被选择自卤素，C.sub.1-4烷基，C.sub.1-4烷氧基，C.sub.1-2烷二氧基，三氟甲基，三氟甲氧基，CN，NO.sub.2，氨基，单烷基或双烷基氨基和Ph(Alk.sup.1).sub.r Y(Alk.sup.2).sub.s --，其中Ph为可选地取代的苯基，Y为键，氧或羰基基团，Alk.sup.1和Alk.sup.2独立地为C.sub.1-4烷基，可以是直链或支链，r和s独立地为0或1，前提是(Alk.sup.1).sub.r Y(Alk.sup.2).sub.s的长度不超过5个原子，以及其药学上可接受的盐；在制造适用于钙通道拮抗剂适用的紊乱治疗的药物中使用。还声明了公式(I)内的某些新化合物。
• SUBSTITUTED CYCLOPENTYLAMINE DERIVATIVES AND THEIR USE AS CALCIUM CHANNEL ANTAGONISTS
  申请人：SMITHKLINE BEECHAM PLC

  公开号：EP0752981B1

  公开（公告）日：1999-06-09
• US5817698A
  申请人：——

  公开号：US5817698A

  公开（公告）日：1998-10-06