6-methyl-4,5,6,7-tetrahydro-thieno[3,2-c]pyridine | 62539-82-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 噻吩并吡啶类
• 英文名称: 6-methyl-4,5,6,7-tetrahydro-thieno[3,2-c]pyridine
• 英文别名: 4,5,6,7-tetrahydro-6-methyl-thieno[3,2-c]pyridine；6-Methyl-4,5,6,7-tetrahydrothieno[3,2-c]pyridine
• CAS: 62539-82-6
• 化学式: C₈H₁₁NS
• 分子量: 153.248
• InChiKey: QKVPIYNGWXJVJC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  10
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  40.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  6-methyl-4,5,6,7-tetrahydro-thieno[3,2-c]pyridine 在 溴 、 溶剂黄146 作用下， 反应 3.0h， 生成 2-Bromo-6-methyl-4,5,6,7-tetrahydrothieno[3,2-c]pyridine
  参考文献：
  名称：

  Synthesis of 4,5,6,7-tetrahydrothieno[3,2-c]pyridines and comparison with their isosteric 1,2,3,4-tetrahydroisoquinolines as inhibitors of phenylethanolamine N-methyltransferase

  摘要：

  A series of substituted 4,5,6,7-tetrahydrothieno[3,2-c]pyridines (THTPs) was synthesized and evaluated for their human phenylethanolamine N-methyltransferase (hPNMT) inhibitory potency and affinity for the alpha(2)-adrenoceptor. The THTP nucleus was suggested as an isosteric replacement for the 1,2,3,4-tetrahydroisoquinoline (THIQ) ring system on the basis that 3-thienylmethylamine (18) was more potent as an inhibitor of hPNMT and more selective toward the alpha(2)-adrenoceptor than benzylamine (15). Although the isosterism was confirmed, with similar influence of functional groups and chirality in both systems on hPNMT inhibitory potency and selectivity, the THTP compounds proved, in general, to be less potent as inhibitors of hPNMT than their THIQ counterparts, with the drop in potency being primarily attributed to the electronic properties of the thiophene ring. A hypothesis for the reduced hPNMT inhibitory potency of these compounds has been formed on the basis of molecular modeling and docking studies using the X-ray crystal structures of hPNMT co-crystallized with THIQ-type inhibitors and S-adenosyl-L-homocysteine as a template. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2007.08.066
• 作为产物：
  描述：

  Lithium aluminium hydride 、 6-Methyl-4-oxo-4,5,6,7-tetrahydro-thieno<3,2-c>pyridin 、 盐酸 在 ice 、 silica gel 、 chloroform methanol—0 、 乙醚 作用下， 以 四氢呋喃 、 sodium hydroxide 、 水 为溶剂， 反应 3.58h， 以to give 0.37 g of crystalline compound的产率得到6-methyl-4,5,6,7-tetrahydro-thieno[3,2-c]pyridine
  参考文献：
  名称：

  Substituted pyrazolo[1,5-a]pyrimidines as metabotropic glutamate receptor modulators

  摘要：

  本发明涉及公式（I）的吡唑并嘧啶衍生物，其中：Y1、Y2和Y3独立地为CR10、NH、S或O等；其中至少一个Y1、Y2和Y3代表CR10；R1代表氯或溴；R2、R3、R4、R5、R6和R7代表氢或C1-C6烷基等；R10代表氢、卤素或苯基等；这些衍生物是有效的mGluR5调节剂，例如用于治疗各种神经系统疾病。

  公开号：

  US07947689B2

文献信息

• Quinoline and naphthyridine carboxylic acid antibacterials
  申请人：——

  公开号：US20020049223A1

  公开（公告）日：2002-04-25

  Compounds having formula (I) 1 or pharmaceutically acceptable salts or prodrugs thereof, are useful as antibacterial agents.

  具有化学式(I)1的化合物或其药用可接受的盐或前药，可用作抗菌剂。
• Process for the preparation of tetrahydro-thieno[3,2-c]- and
  申请人：Parcor

  公开号：US04163852A1

  公开（公告）日：1979-08-07

  This invention relates to a process for the preparation of tetrahydro-thieno[3,2-c]pyridine derivatives of the formula ##STR1## AND THEIR ISOMERIC TETRAHYDRO-THIENO[2,3-C]PYRIDINE DERIVATIVES IN WHICH R.sub.1 represents hydrogen, a lower alkyl or alkoxy radical, an aryl radical or an aralkyl radical; R.sub.2 and R.sub.3 represent hydrogen, halogen, a lower alkyl or alkoxy group, a di(loweralkyl)amino, nitro, cyano or acetamido group or, together with the phenyl nucleus to which they are attached, form a polycyclic aromatic ring, comprising reacting a tetrahydrothieno[3,2-c]pyridine derivative of the formula: ##STR2## OR A DERIVATIVE OF ITS ISOMER, TETRAHYDRO[2,3-C]PYRIDINE, WITH FORMALDEHYDE H-CHO and a phenol of the formula: ##STR3##

  该发明涉及一种制备式为##STR1##的四氢噻吩[3,2-c]吡啶衍生物及其同分异构体四氢噻吩[2,3-c]吡啶衍生物的方法，其中R.sub.1代表氢、低碳基或低碳氧基基团、芳基基团或芳基烷基基团；R.sub.2和R.sub.3代表氢、卤素、低碳基或低碳氧基基团、二(低碳基)氨基、硝基、氰基或乙酰胺基团，或者与它们所连接的苯环一起形成多环芳香环，包括将式为##STR2##或其同分异构体四氢[2,3-c]吡啶的衍生物与甲醛H-CHO和式为##STR3##的酚反应。
• Pyrazolopyrimidines, a process for their preparation and their use as medicine
  申请人：Danysz Wojciech

  公开号：US20080039476A1

  公开（公告）日：2008-02-14

  The invention relates to pyrazolopyrimidine derivatives of formula (I) wherein Y 1 , Y 2 and Y 3 independently are e.g. CR 10 , NH, S or O, whereby at least one of Y 1 , Y 2 and Y 3 represents CR 10 ; R 1 represents chloro or bromo; R 2 , R 3 , R 4 , R 5 , R 6 and R 7 represent e.g. hydrogen or C 1 -C 6 -alkyl, and R 10 represents e.g. hydrogen, halogen or phenyl; which are potent mGluR5 modulators and are e.g. useful for the treatment of various neurological disorders.

  本发明涉及式(I)的吡唑并嘧啶衍生物，其中Y1、Y2和Y3独立地是例如CR10、NH、S或O，其中至少一个Y1、Y2和Y3代表CR10；R1代表氯或溴；R2、R3、R4、R5、R6和R7代表例如氢或C1-C6烷基，而R10代表例如氢、卤素或苯基。这些化合物是有效的mGluR5调节剂，例如用于治疗各种神经系统疾病。
• 6-halo-pyrazolo[1,5-a]pyridines, a process for their preparation and their use as metabotropic glutamate receptor (mGluR) modulators
  申请人：Merz Pharma GmbH & Co. KGaA

  公开号：EP2090576A1

  公开（公告）日：2009-08-19

  The invention relates to 6-halo-pyrazolo[1,5-a]pyridines of formula (I) as well as their pharmaceutically acceptable salts. The invention further relates to a process for the preparation of such compounds. The compounds of the invention are mGluR5 modulators and are therefore useful for the control and prevention of acute and/or chronic neurological disorders. wherein A represents -NR3R4 with R3 and R4 as described herein.

  本发明涉及式（I）的6-卤代吡唑并[1,5-a]吡啶以及其药学上可接受的盐。本发明还涉及制备这些化合物的方法。本发明的化合物是mGluR5调节剂，因此对于控制和预防急性和/或慢性神经系统疾病有用。 其中，A表示-NR3R4，其中R3和R4如本文所述。
• Preparation of 2-(2-thienyl) ethylamine and synthesis of thieno [3,2-C] pyridine derivatives therefrom
  申请人：SANOFI

  公开号：EP0522956B1

  公开（公告）日：1997-02-05