2-hydroxy-2-(pyrrolidin-2-yl)acetic acid hydrochloride

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羟基酸及其衍生物
• 英文名称: 2-hydroxy-2-(pyrrolidin-2-yl)acetic acid hydrochloride
• 英文别名: 2-Hydroxy-2-pyrrolidin-2-ylacetic acid;hydrochloride
• 化学式: C₆H₁₁NO₃*ClH
• 分子量: 181.619
• InChiKey: AJCGKLVGULNGSO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.39
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  69.6
• 氢给体数：
  4
• 氢受体数：
  4

文献信息

• Pyrrolidine derivatives
  申请人：SUMITOMO PHARMACEUTICALS COMPANY, LIMITED

  公开号：EP0238319A1

  公开（公告）日：1987-09-23

  Pyrrolidine derivatives which have inhibitory action for proline-specific endopeptidase and are useful as anti-amnesic agents, have the formula: wherein R1 R3, R4, and R5 are each independently hydrogen, hydroxy, halogen, lower alkyl, phenyl, substituted phenyl, -CH2R14, -X-R15, or in which R14 is phenyl or substituted phenyl. X is oxygen atom or sulfur atom. R15 is lower alkyl, phenyl or substituted phenyl or -CH2R20 (in which R20 is phenyl or substituted phenyl). R16 is lower alkyl, phenyl, substituted phenyl or -CH2R21 (in which R21 is phenyl or substituted phenyl). R17 is lower alkyl, five or six-membered cycloalkyl, phenyl, substituted phenyl, -CH2R22 (in which R22 is phenyl or substituted phenyl) (in which R23 is lower alkyl, phenyl or substituted phenyl). R18 and R19 are each independently lower alkyl or -CH2R24 (in which R24 is phenyl or subsubstituted phenyl)}. R6 is hydrogen or lower alkyl. R7 is hydrogen, lower alkyl, benzyl, or -(CH2)n-R25 in which n is an integer of 0 to 4. R25 is -OH, -SH, -NH2, -SCH3, heterocyclic group, or -C02R26 (in which R26 is hydrogen or lower alkyl or benzyl)}. R8 is hydrogen or, when R8 and R7 are taken together with the adjacent nitrogen atom and carbon atom to which they are attached, they represent five-membered heterocyclic group. R9 is hydrogen, lower alkyl, phenyl, substituted phenyl. R10 is hydrogen, lower alkyl, lower alkoxy or halogen. m is an integer of 0 to 3. R11 is hydrogen, lower alkyl, phenyl, substituted phenyl or-CH2R27 (in which R27 is phenyl or substituted phenyl). R12 is lower alkyl or, when R12 and R12 are each taken together, they represent lower alkylene. R13 is lower alkyl, phenyl, substituted phenyl or CH2R28 (in which R28 is phenyl or substituted phenyl) and their production and use.

  吡咯烷衍生物对脯氨酸特异性内肽酶有抑制作用，可用作抗氨化剂，其分子式为 其中 R1 R3、R4 和 R5 各自独立地为氢、羟基、卤素、低级烷基、苯基、取代苯基、-CH2R14、-X-R15、 或 其中 R14 是苯基或取代苯基。X 是氧原子或硫原子。R15 是低级烷基、苯基或取代苯基或-CH2R20（其中 R20 是苯基或取代苯基）。R16 是低级烷基、苯基、取代苯基或 -CH2R21（其中 R21 是苯基或取代苯基）。R17 是低级烷基、五或六元环烷基、苯基、取代苯基、-CH2R22（其中 R22 是苯基或取代苯基）。 (其中 R23 为低级烷基、苯基或取代苯基）。R18 和 R19 各自独立地为低级烷基或-CH2R24（其中 R24 为苯基或亚取代苯基）}。R6 是氢或低级烷基。R7 是氢、低级烷基、苄基、 或-(CH2)n-R25 其中 n 为 0 至 4 的整数。R25 是-OH、-SH、-NH2、-SCH3、 杂环基团，或-C02R26（其中 R26 为氢或低级烷基或苄基）}。R8 是氢，或者当 R8 和 R7 与相邻的氮原子和碳原子相连时，它们代表五元杂环基团。R9 是氢、低级烷基、苯基、取代苯基。R10 是氢、低级烷基、低级烷氧基或卤素。R11 是氢、低级烷基、苯基、取代苯基或-CH2R27（其中 R27 是苯基或取代苯基）。R12 是低级烷基，或者当 R12 和 R12 各自合在一起时，它们代表低级亚烷基。R13 是低级烷基、苯基、取代苯基或 CH2R28（其中 R28 是苯基或取代苯基）及其生产和使用。
• Alpha-keto-amide derivatives having protease inhibiting activity
  申请人：NIPPON KAYAKU KABUSHIKI KAISHA

  公开号：EP0468339A2

  公开（公告）日：1992-01-29

  57 The present invention discloses a new a-keto amide derivative or a salt thereof represented by the formula (1 ): wherein X represents (1) a peptide residue or amino acid residue in which the functional group may be protected, (2) a hydrogen atom or (3) an amino-protective group, Y represents a peptide residue or amino acid residue in which the functional group may be protected, E represents a substituent on the alkylene (CnH2n-1) and is a halogen, lower alkoxy or hydrogen, A represents a carbonyl group or mono- or di-substituted methylene (the substituent being a hydroxy, lower alkoxy, phenylimino or benzylimino), and n represents an integer of 2 to 6. The compound of the present invention is effective in inhibiting prolyl endopeptidase activity and useful as an active ingredient of an enzyme inhibitor.

  57 本发明公开了一种新的 a-酮酰胺衍生物或其盐，由式（1 ）表示： 其中 X 代表(1)其中官能团可被保护的肽残基或氨基酸残基，(2)氢原子或 (3)氨基保护基团，Y 代表其中官能团可被保护的肽残基或氨基酸残基、E 代表亚烷基（CnH2n-1）上的取代基，为卤素、低级烷氧基或氢，A 代表羰基或单取代或二取代亚甲基（取代基为羟基、低级烷氧基、苯基亚氨基或苄基亚氨基），n 代表 2 至 6 的整数。 本发明的化合物能有效抑制脯氨酰内肽酶的活性，可用作酶抑制剂的活性成分。
• NOVEL PYRROLIDINE DERIVATIVE
  申请人：ZAIDAN HOJIN BISEIBUTSU KAGAKU KENKYU KAI

  公开号：EP0709373A1

  公开（公告）日：1996-05-01

  A novel pyrrolidine derivative represented by general formula (1) or a pharmaceutically acceptable salt thereof, having a prolyl endopeptidase inhibitor activity and promising as an active ingredient of an antiamnetic. In said formula R1 represents (1) lower alkyl (C₁-C₆) or (2) an optionally substituted hydrocarbon ring group (a 3- to 15-membered monocyclic or fused-ring group); n and m represent each an integer and the sum of them represents an integer of 0 to 2; X and E represent each oxygen. NR' (wherein R' represents hydrogen or C₁-C₆ alkyl), sulfur, phenylene, CH=CH or CH₂; A represents an amino acid or imino acid residue wherein the functional group(s) may be substituted, or a glycine residue wherein the amino group may be substituted; and Y1 represents C₃-C₈ cycloalkyl.

  一种通式（1）代表的新型吡咯烷衍生物或其药学上可接受的盐，具有脯氨酰内肽酶抑制剂活性，有望作为抗厌氧菌药的活性成分。在所述式中，R1 代表 (1) 低级烷基（C₁-C₆）或 (2) 任选取代的烃环基（3-15 元单环或融合环基）；n 和 m 各代表一个整数，二者之和代表 0-2 的整数；X 和 E 各代表氧。NR'（其中 R'代表氢或 C₁-C₆烷基）、硫、亚苯基、CH＝CH 或 CH₂；A 代表氨基酸或亚胺酸残基（其中官能团可被取代）或甘氨酸残基（其中氨基可被取代）；以及 Y1 代表 C₃-C₈环烷基。
• PYRROLIDINE DERIVATIVE
  申请人：ZAIDAN HOJIN BISEIBUTSU KAGAKU KENKYU KAI

  公开号：EP0709373B1

  公开（公告）日：2001-10-17
• US4880827A
  申请人：——

  公开号：US4880827A

  公开（公告）日：1989-11-14