4-[(5S)-1,5-dimethyl-2,5-dihydro-1H-pyrrol-3-yl]-1,3-thiazole-2-thiol | 426255-08-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 4-[(5S)-1,5-dimethyl-2,5-dihydro-1H-pyrrol-3-yl]-1,3-thiazole-2-thiol
• 英文别名: ((5S)-1,5-dimethyl-2,5-dihydro-1H-pyrrol-3-yl]-1,3-thiazole-2-thiol；4-[(5S)-1,5-dimethyl-2,5-dihydropyrrol-3-yl]-3H-1,3-thiazole-2-thione
• CAS: 426255-08-5
• 化学式: C₉H₁₂N₂S₂
• 分子量: 212.34
• InChiKey: WZFRFHRVKSKAHL-LURJTMIESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  72.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  allyl (2S)-4-(2-mercapto-1,3-thiazol-4-yl)-2-methyl-2,5-dihydro-1H-pyrrole-1-carboxylate 、 allyl (2S)-4-(chloroacetyl)-2-methyl-2,5-dihydro-1H-pyrrole-1-carboxylate 、 Lithium aluminium hydride 、 甲醇 在 silica gel 作用下， 以 四氢呋喃 为溶剂， 反应 0.17h， 以to give 4-[((5S)-1,5-dimethyl-2,5-dihydro-1H-pyrrol-3-yl]-1,3-thiazole-2-thiol (224 mg, 77%)的产率得到4-[(5S)-1,5-dimethyl-2,5-dihydro-1H-pyrrol-3-yl]-1,3-thiazole-2-thiol
  参考文献：
  名称：

  β-lactam compounds and process for producing the same

  摘要：

  一种β-内酰胺化合物，其化学式为[1]；其中R1为较低的烷基，一种被羟基取代的较低烷基；R2为氢，较低的烷基；X为O、S、NH；m和n为0至4，Y1为卤素、氰基、羟基、氨基、较低的烷氧基、较低的烷基氨基、羧基、氨基甲酰基、较低的烷基等；Y2为氢、烷基、氰基、—C(R3)═NR4（其中R3和R4为氢、氨基、烷基等，或R3和R4可能互相结合形成一个5至7元杂环基），或其药学上可接受的盐或非毒性酯，对革兰氏阳性菌，特别是MRSA和MRCNS具有优异的抗菌活性。

  公开号：

  US07163936B2

文献信息

• Novel beta-lactam compounds and process for producing the same
  申请人：——

  公开号：US20040102433A1

  公开（公告）日：2004-05-27

  1. A &bgr;-lactam compound of the formula [1]; 1 wherein R 1 is a lower alkyl, a lower alkyl substituted by a hydroxy; R 2 is a hydrogen, a lower alkyl; X is O, S, NH; m and n are 0 to 4, Y 1 is a halogen, cyano, a hydroxy, an amino, a lower alkyloxy, a lower alkylamino, a carboxy, a carbamoyl, a lower alkyl, etc., Y 2 is hydrogen, an alkyl, cyano, —C(R 3 )═NR 4 (wherein R 3 and R 4 are hydrogen, an amino, an alkyl, etc., or R 3 and R 4 may combine each other together with the nitrogen atom to form a 5- to 7-membered heterocyclic group), or a pharmaceutically acceptable salt thereof, or a non-toxic ester thereof, which has an excellent antibacterial activity against Gram-positive bacteria, especially against MRSA and MRCNS.

  一种化学式为[1]的A &bgr;-内酰胺化合物，其中R1是低碳基，被羟基取代的低碳基; R2是氢，低碳基; X是O，S，NH; m和n为0至4，Y1是卤素，氰基，羟基，氨基，低碳基氧基，低碳基氨基，羧基，氨基甲酰基，低碳基等，Y2是氢，烷基，氰基，—C(R3)═NR4（其中R3和R4是氢，氨基，烷基等，或R3和R4可以相互结合形成5-至7成员杂环基的氮原子），或其药学上可接受的盐，或其非毒性酯，对革兰氏阳性菌，特别是对MRSA和MRCNS具有出色的抗菌活性。
• NOVEL BETA-LACTAM COMPOUNDS AND PROECSS FOR PRODUCING THE SAME
  申请人：Sumitomo Pharmaceuticals Company, Limited

  公开号：EP1340756A1

  公开（公告）日：2003-09-03

  1. A β-lactam compound of the formula [1];    wherein R1 is a lower alkyl, a lower alkyl substituted by a hydroxy; R2 is a hydrogen, a lower alkyl; X is O, S, NH; m and n are 0 to 4, Y1 is a halogen, cyano, a hydroxy, an amino, a lower alkyloxy, a lower alkylamino, a carboxy, a carbamoyl, a lower alkyl, etc., Y2 is hydrogen, an alkyl, cyano, -C(R3)=NR4 (wherein R3 and R4 are hydrogen, an amino, an alkyl, etc., or R3 and R4 may combine each other together with the nitrogen atom to form a 5- to 7-membered heterocyclic group), or a pharmaceutically acceptable salt thereof, or a non-toxic ester thereof, which has an excellent antibacterial activity against Gram-positive bacteria, especially against MRSA and MRCNS.

  1.一种式[1]的β-内酰胺化合物； 其中 R1 是低级烷基、被羟基取代的低级烷基；R2 是氢、低级烷基；X 是 O、S、NH；m 和 n 是 0 至 4；Y1 是卤素、氰基、羟基、氨基、低级烷氧基、低级烷氨基、羧基、氨基甲酰基、低级烷基等；Y2 是氢、烷基、氰基、-C(R3)＝NR4（其中 R3 和 R4 是氢、氨基、烷基等、或 R3 和 R4 可与氮原子相互结合形成 5 至 7 元杂环基团），或其药学上可接受的盐，或其无毒酯，对革兰氏阳性菌，尤其是 MRSA 和 MRCNS 具有优异的抗菌活性。
• NOVEL BETA-LACTAM COMPOUNDS AND PROCESS FOR PRODUCING THE SAME
  申请人：Dainippon Sumitomo Pharma Co., Ltd.

  公开号：EP1340756B1

  公开（公告）日：2007-10-10
• US7163936B2
  申请人：——

  公开号：US7163936B2

  公开（公告）日：2007-01-16
• β-lactam compounds and process for producing the same
  申请人：Dainippon Sumitomo Pharma Co., Ltd.

  公开号：US07163936B2

  公开（公告）日：2007-01-16

  1. A β-lactam compound of the formula [1]; wherein R1 is a lower alkyl, a lower alkyl substituted by a hydroxy; R2 is a hydrogen, a lower alkyl; X is O, S, NH; m and n are 0 to 4, Y1 is a halogen, cyano, a hydroxy, an amino, a lower alkyloxy, a lower alkylamino, a carboxy, a carbamoyl, a lower alkyl, etc., Y2 is hydrogen, an alkyl, cyano, —C(R3)═NR4 (wherein R3 and R4 are hydrogen, an amino, an alkyl, etc., or R3 and R4 may combine each other together with the nitrogen atom to form a 5- to 7-membered heterocyclic group), or a pharmaceutically acceptable salt thereof, or a non-toxic ester thereof, which has an excellent antibacterial activity against Gram-positive bacteria, especially against MRSA and MRCNS.

  一种β-内酰胺化合物，其化学式为[1]；其中R1为较低的烷基，一种被羟基取代的较低烷基；R2为氢，较低的烷基；X为O、S、NH；m和n为0至4，Y1为卤素、氰基、羟基、氨基、较低的烷氧基、较低的烷基氨基、羧基、氨基甲酰基、较低的烷基等；Y2为氢、烷基、氰基、—C(R3)═NR4（其中R3和R4为氢、氨基、烷基等，或R3和R4可能互相结合形成一个5至7元杂环基），或其药学上可接受的盐或非毒性酯，对革兰氏阳性菌，特别是MRSA和MRCNS具有优异的抗菌活性。