1-nitro-1,1a,2,3,4,8b-hexahydrobenzo[a]cyclopropane[c]cyclohepten-1-carboxylic acid ethyl ester | 856448-65-2

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 1-nitro-1,1a,2,3,4,8b-hexahydrobenzo[a]cyclopropane[c]cyclohepten-1-carboxylic acid ethyl ester
• 英文别名: Ethyl 3-nitrotricyclo[6.4.0.02,4]dodeca-1(12),8,10-triene-3-carboxylate
• CAS: 856448-65-2
• 化学式: C₁₅H₁₇NO₄
• 分子量: 275.304
• InChiKey: QBEBJYIUIOWCKT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  72.1
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-nitro-1,1a,2,3,4,8b-hexahydrobenzo[a]cyclopropane[c]cyclohepten-1-carboxylic acid ethyl ester 在 盐酸 、 锌 作用下， 以 水 、 异丙醇 为溶剂， 反应 4.0h， 以87%的产率得到1-amino-1,1a,2,3,4,8b-hexahydrobenzo[a]cyclopropa[c]cyclohepten-1-carboxylic acid ethyl ester
  参考文献：
  名称：

  [EN] CYCLOPROPANE COMPOUNDS AND PHARMACEUTICAL USE THEREOF
  [FR] COMPOSES DE CYCLOPROPANE ET UTILISATION PHARMACEUTIQUE DE CEUX-CI

  摘要：

  公开号：

  WO2005058884A3

文献信息

• CYCLOPROPANE COMPOUNDS AND PHARMACEUTICAL USE THEREOF
  申请人：INABA Takashi

  公开号：US20080261994A1

  公开（公告）日：2008-10-23

  The present invention provides a compound having aggrecanase inhibitory activity and MMP-13 inhibitory activity, and useful as a therapeutic agent for osteoarthritis, rheumatoid arthritis and the like, more specifically, a cyclopropane compound of formula (1): wherein R 1 is —(CH 2 ) m —X—(CH 2 ) n -A 1 etc., wherein m and n are the same or different and each is 0 to 6, X is a single bond, etc. and A 1 is a substituted C 3-14 hydrocarbon ring group, etc.; R 2 and R 3 are the same or different and each is a hydrogen atom, —(CH 2 ) p —X 1 —(CH 2 ) q -A 2 , etc., wherein p and q are the same or different and each is 0 to 6, X 1 is a single bond, etc. and A 2 is an optionally substituted C 3-14 hydrocarbon ring group, etc.; R 4 is —CO 2 R 9 , etc., wherein R 9 is a hydrogen atom, etc.; and R 20 and R 21 are the same or different and each is a hydrogen atom, —(CH 2 ) m12 —X 12 —(CH 2 ) m12 —R 30 , etc., wherein m12 and m12 are the same or different and each is 0 to 6, X 12 is a single bond, etc. and R 30 is a hydrogen atom, etc.; or a prodrug thereof or a pharmaceutically acceptable salt thereof.

  本发明提供了一种具有抑制aggrecanase和MMP-13活性的化合物，可用作治疗骨关节炎，类风湿性关节炎等疾病的治疗剂，更具体地说，是式（1）的环丙烷化合物：其中，R1为—（CH2）m—X—（CH2）n-A1等，其中m和n相同或不同，每个为0至6，X为单键等，A1为取代的C3-14烃环基等；R2和R3相同或不同，每个为氢原子，—（CH2）p—X1—（CH2）q-A2等，其中p和q相同或不同，每个为0至6，X1为单键等，A2为可选取代的C3-14烃环基等；R4为—CO2R9等，其中R9为氢原子等；以及R20和R21相同或不同，每个为氢原子，—（CH2）m12—X12—（CH2）m12—R30等，其中m12和m12相同或不同，每个为0至6，X12为单键等，R30为氢原子等；或其前药或其药学上可接受的盐。
• Cyclopropane compounds and pharmaceutical use thereof
  申请人：Inaba Takashi

  公开号：US20080306258A1

  公开（公告）日：2008-12-11

  The present invention provides a compound having aggrecanase inhibitory activity and MMP-13 inhibitory activity, and useful as a therapeutic agent for osteoarthritis, rheumatoid arthritis and the like, more specifically, a cyclopropane compound of formula (1): wherein R 1 is —(CH 2 ) m —X—(CH 2 ) n -A 1 etc., wherein m and n are the same or different and each is 0 to 6, X is a single bond, etc. and A 1 is a substituted C 3-14 hydrocarbon ring group, etc.; R 2 and R 3 are the same or different and each is a hydrogen atom, —(CH 2 ) p —X 1 —(CH 2 ) q -A 2 , etc., wherein p and q are the same or different and each is 0 to 6, X 1 is a single bond, etc. and A 2 is an optionally substituted C 3-14 hydrocarbon ring group, etc.; R 4 is —CO 2 R 9 , etc., wherein R 9 is a hydrogen atom, etc.; and R 20 and R 21 are the same or different and each is a hydrogen atom, —(CH 2 ) m12 —X 12 —(CH 2 ) m12 —R 30 etc., wherein m12 and m12 are the same or different and each is 0 to 6, X 12 is a single bond, etc. and R 30 is a hydrogen atom, etc.; or a prodrug thereof or a pharmaceutically acceptable salt thereof.

  本发明提供一种具有抑制Aggrecanase和MMP-13活性的化合物，可用作治疗骨关节炎、类风湿性关节炎等疾病的治疗剂，更具体地说，是一种式为（1）的环丙烷化合物：其中R1为—（CH2）m—X—（CH2）n-A1等，其中m和n相同或不同，每个为0至6，X为单键等，A1为取代的C3-14烃基环等；R2和R3相同或不同，每个为氢原子，—（CH2）p—X1—（CH2）q-A2等，其中p和q相同或不同，每个为0至6，X1为单键等，A2为可选择取代的C3-14烃基环等；R4为—CO2R9等，其中R9为氢原子等；R20和R21相同或不同，每个为氢原子，—（CH2）m12—X12—（CH2）m12—R30等，其中m12和m12相同或不同，每个为0至6，X12为单键等，R30为氢原子等；或其前药或药学上可接受的盐。
• CYCLOPROPANE DERIVATIVES AND PHARMACEUTICAL USE THEREOF
  申请人：Japan Tobacco, Inc.

  公开号：EP1694410B1

  公开（公告）日：2010-04-14
• US7351825B2
  申请人：——

  公开号：US7351825B2

  公开（公告）日：2008-04-01
• [EN] CYCLOPROPANE COMPOUNDS AND PHARMACEUTICAL USE THEREOF<br/>[FR] COMPOSES DE CYCLOPROPANE ET UTILISATION PHARMACEUTIQUE DE CEUX-CI
  申请人：JAPAN TOBACCO INC

  公开号：WO2005058884A3

  公开（公告）日：2005-09-09