5-(pyridin-3-yl)-1H,3H-pyrrolo[1,2-c]-thiazole-7-carbonitrile | 94222-15-8

• 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: 5-(pyridin-3-yl)-1H,3H-pyrrolo[1,2-c]-thiazole-7-carbonitrile
• 英文别名: 5-(3-pyridyl)-1H,3H-pyrrolo[1,2-c]-thiazole-7-carbonitrile；5-(Pyridin-3-yl)-1,3-dihydropyrrolo[1,2-c]thiazole-7-carbonitrile；5-pyridin-3-yl-1,3-dihydropyrrolo[1,2-c][1,3]thiazole-7-carbonitrile
• CAS: 94222-15-8
• 化学式: C₁₂H₉N₃S
• 分子量: 227.29
• InChiKey: MDANVPLVUHKWCY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  66.9
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  5-(pyridin-3-yl)-1H,3H-pyrrolo[1,2-c]-thiazole-7-carbonitrile 生成 5-(pyridin-3-yl)-1H,3H-pyrrolo[1,2-c]thiazole-7-carboxylic acid
  参考文献：
  名称：

  FABRE, J. -L.;FARGE, D.;JAMES, C.;LAVE, D.

  摘要：

  DOI：
• 作为产物：
  描述：

  N-nicotinoylthiazolidine-4-carboxylic acid 生成 5-(pyridin-3-yl)-1H,3H-pyrrolo[1,2-c]-thiazole-7-carbonitrile
  参考文献：
  名称：

  摘要：

  DOI：

文献信息

• Anti-thrombotic ortho-condensed pyrrole derivatives, compositions, and
  申请人：Rhone-Poulenc Sante

  公开号：US04684658A1

  公开（公告）日：1987-08-04

  The invention provides novel pyrrole derivatives of formula: ##STR1## in which R'=H, alkyl or phenyl optionally substituted by halogen, alkyl, alkyloxy or alkylthio, Z=0 or S, p=0 or 1, and either A is a heterocyclic ring such that it forms, with pyrrole, a 1H,3H-pyrrolo[1,2-c]thiazole, 2,3-dihydro-1H-pyrrolizine optionally substituted by OH, 5,6,7,8-tetrahydroindolizine, 1,2-dihydro-4H-pyrrolo[1,2-c]-1,3-thiazine, 2,3-dihydropyrrolo[2,1-b]thiazole, 1H,3H-pyrrolo[1,2-c]oxazole, 1,2-dihydro-4H-pyrrolo]1,2-c]-1,3-oxazine or 2,3-dihydropyrrolo[2,1-b]oxazole ring system, n=0 or 1, Het=3-pyridyl or 5-thiazolyl, and (1) either R=H, halogen, alkyl or phenyl optionally substituted by halogen, alkyloxy or alkylthio and Y=alkyl or phenyl optionally substituted by halogen, alkyl, alkyloxy or alkylthio, or Y=--NR.sub.1 R.sub.2 with: either R.sub.1 =H and R.sub.2 =unsubstituted alkyl, cycloalkyl (C.sub.3 -C.sub.6), alkenyl (C.sub.2 -C.sub.4), alkynyl (C.sub.3 -C.sub.4), benzyl or phenyl radicals optionally substituted by halogen, alkyl, alkyloxy, alkylthio, CF.sub.3 or NO.sub.2, or R.sub.2 =adamantyl, pyridyl or pyridylmethyl, or R.sub.1 and R.sub.2 =both unsubstituted alkyl or R.sub.1 and R.sub.2 from a 4-phenylpiperazin-1-yl radical the phenyl part of which may be substituted by halogen, alkyl, alkyloxy, alkylthio, CF.sub.3 or NO.sub.2 (2) or R=halogen, alkyl or phenyl optionally substituted by halogen, alkyloxy or alkylthio, and Y=NH.sub.2 or A is a heterocyclic ring such that it forms, with pyrrole, a 2,3-dihydro-1H-pyrrolizine substituted by OH, 2,3-dihydropyrrolo[2,1-b]thiazole or 2,3-dihydropyrrolo[2,1-b]oxazole ring system, R=H, Y=NH.sub.2, n=0 or 1 or Het=5-thiazolyl or 3-pyridyl, or A is a heterocyclic ring such that it forms, with pyrrole, a 1H,3H-pyrrolo[1,2-c]thiazole, 2,3-dihydro-1H-pyrrolizine, 5,6,7,8-tetrahydroindolizine, 1,2-dihydro-4H-pyrrolo[1,2-c]-1,3-thiazine, 1H,3H-pyrrolo[1,2-c]oxazole or 1,2-dihydro-4H-pyrrolo[1,2-c]-1,3-oxazine ring system, R=H, Y=NH.sub.2 and either Het=5-thiazolyl and n=0 or 1 or Het=3-pyridyl and n=1, the alkyl containing 1 to 4 C as a straight or branched chain, and their acid addition salts, pharmaceutical compositions containing the said pyrrole derivatives and process for their preparation. These pyrrole derivatives are useful in prophylactic and therapeutic treatment of thrombotic complaints.

  本发明提供了一种新颖的吡咯衍生物，其通式为：##STR1## 其中，R'为H、烷基或苯基，这些基团可选择性地被卤素、烷基、烷氧基或烷硫基取代；Z为O或S；p为0或1；A为杂环，与吡咯形成1H,3H-吡咯并[1,2-c]噻唑、2,3-二氢-1H-吡咯并[1,2-c]噻唑（可选择性地被OH取代）、5,6,7,8-四氢吲哚并[1,2-c]噻唑、1,2-二氢-4H-吡咯并[1,2-c]-1,3-噻嗪、2,3-二氢吡咯并[2,1-b]噻唑、1H,3H-吡咯并[1,2-c]噁唑、1,2-二氢-4H-吡咯并[1,2-c]-1,3-噁嗪或2,3-二氢吡咯并[2,1-b]噁唑环系；n为0或1；Het为3-吡啶基或5-噻唑基；(1) R为H、卤素、烷基或苯基，这些基团可选择性地被卤素、烷氧基或烷硫基取代，Y为烷基或苯基，这些基团可选择性地被卤素、烷基、烷氧基或烷硫基取代，或者Y为--NR1R2，其中：R1为H，R2为未取代的烷基、环烷基（C3-C6）、烯基（C2-C4）、炔基（C3-C4）、苄基或苯基，这些基团可选择性地被卤素、烷基、烷氧基、烷硫基、CF3或NO2取代，或者R2为金刚烷基、吡啶基或吡啶甲基，或者R1和R2均为未取代的烷基，或者R1和R2形成4-苯基哌嗪-1-基，苯基部分可选择性地被卤素、烷基、烷氧基、烷硫基、CF3或NO2取代；(2) 或者R为卤素、烷基或苯基，这些基团可选择性地被卤素、烷氧基或烷硫基取代，Y为NH2；A为杂环，与吡咯形成2,3-二氢-1H-吡咯并[1,2-c]噻唑（被OH取代）、2,3-二氢吡咯并[2,1-b]噻唑或2,3-二氢吡咯并[2,1-b]噁唑环系，R为H，Y为NH2，n为0或1，或者Het为5-噻唑基或3-吡啶基；或者A为杂环，与吡咯形成1H,3H-吡咯并[1,2-c]噻唑、2,3-二氢-1H-吡咯并[1,2-c]噻唑、5,6,7,8-四氢吲哚并[1,2-c]噻唑、1,2-二氢-4H-吡咯并[1,2-c]-1,3-噻嗪、1H,3H-吡咯并[1,2-c]噁唑或1,2-二氢-4H-吡咯并[1,2-c]-1,3-噁嗪环系，R为H，Y为NH2，Het为5-噻唑基且n为0或1，或者Het为3-吡啶基且n为1；烷基为直链或支链，含有1至4个碳原子；及其酸加成盐、含有这些吡咯衍生物的药物组合物以及它们的制备方法。这些吡咯衍生物在预防和治疗血栓性疾病方面具有用途。
• 5,6,7,8 tetrahydroindolizines derivatives
  申请人：Rhona-Poulenc Rorer S.A.

  公开号：US06194426B1

  公开（公告）日：2001-02-27

  A novel therapeutic use of pyrrole derivatives of the folloeing formula: in which the variables are as defined in the specification and their salts thereof for treating conditions in which TNF is involved.

  使用以下式子中的吡咯衍生物进行新型治疗用途：其中变量如规范中定义的那样以及它们的盐，用于治疗涉及TNF的疾病。
• ——
  作者：

  DOI：——

  日期：——
• FABRE, J. L.;FARGE, D.;JAMES, C.;LAVE, D.
  作者：FABRE, J. L.、FARGE, D.、JAMES, C.、LAVE, D.

  DOI：——

  日期：——
• NOUVELLE APPLICATION DE DERIVES DU PYRROLE
  申请人：RHONE-POULENC RORER S.A.

  公开号：EP0833635A1

  公开（公告）日：1998-04-08