3-<(4-Methoxyphenyl)hydroxymethyl>thiophene | 4834-74-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 3-<(4-Methoxyphenyl)hydroxymethyl>thiophene
• 英文别名: (+/-)-4-Methoxy-α-<3>thienyl-benzylalkohol；(4-methoxy-phenyl)-thiophen-3-yl-methanol；4-Methoxyphenyl-(3-thienyl)methanol；(4-methoxyphenyl)-thiophen-3-ylmethanol
• CAS: 4834-74-6
• 化学式: C₁₂H₁₂O₂S
• 分子量: 220.292
• InChiKey: IQZGOXGIPIDPKC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  57.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-<(4-Methoxyphenyl)hydroxymethyl>thiophene 在 硫酸 、 potassium carbonate 作用下， 以 丙酮 、 苯 为溶剂， 生成 N-isopropyl-N-(2-(4-((4-methoxyphenyl)(thiophen-3-yl)methyl)phenoxy)ethyl)propan-2-amine
  参考文献：
  名称：

  Thiophene containing trisubstituted methanes [TRSMs] as identified lead against Mycobacterium tuberculosis

  摘要：

  Triarylmethanes (TRAMs) and thiophene containing trisubstituted methanes (TRSMs) have been reported by us, having potential against Mycobacterium tuberculosis and Mycobacterium fortuitum strains, respectively. Further, extension through synthesis and biological evaluation of novel TRSMs resulted into an identified lead 36 (S006-830) [(diisopropyl-(2-{4-[(4-methoxy-phenyl)- thiophen-2-yl-methyll-phenoxy}-ethyl)-amine)] with MIC: 1.33 mg/L, non-toxic against Vero C-1008 cell line with selectivity index >10, ex vivo efficacy equivalent to first line TB drugs-isoniazid (INH), rifampicin (RFM) and pyrazinamide (PZA) in the mouse and human macrophages, and lung CFU count of 2.2 x 10(7) (approximately 15 fold lesser than untreated mice, 31 x 10(7)) with efficacies comparable to ethambutol (EMB) (1.27 x 10(7)) and PZA (1.9 x 10(7)). Further, S006-830 also showed potent bactericidal activity against multi-drug resistant and single-drug resistant clinical isolates of M. tuberculosis. (C) 2015 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2015.03.036
• 作为产物：
  描述：

  3-噻吩甲醛 、 4-溴苯甲醚 在 lithium sodium 、 氨 、 lithium 作用下， 生成 3-<(4-Methoxyphenyl)hydroxymethyl>thiophene
  参考文献：
  名称：

  酰基杂环的串联芳基化还原。方便地合成苄基杂环† ‡

  摘要：

  使用苯基-，4-甲基苯基-和4-甲氧基-苯基锂试剂将一系列酰基杂环进行串联芳基化还原，然后将锂-氨-氯化铵还原，得到相应的苄基杂环。在这项研究中调查的酰基杂环化合物包括呋喃，2,3-二氢-4 H -1-苯并吡喃，4 H -1-苯并吡喃，噻吩，4,5,6,7-四氢苯并[ b ]噻吩，2,3-二氢-4 H -1-苯并噻喃和吡啶核。除了2，3-二氢-4 H -1-苯并噻吩并-4-酮外，所有酰基杂环均产生相应的苄基杂环，其在还原过程中选择性裂解，得到相应的2-（1-芳基丙基）苯硫醇。

  DOI：

  10.1002/jhet.5570240453

文献信息

• [EN] PIPERIDINE-DIONE DERIVATIVES<br/>[FR] DÉRIVÉS DE PIPÉRIDINE-DIONE
  申请人：HOFFMANN LA ROCHE

  公开号：WO2015140133A1

  公开（公告）日：2015-09-24

  The invention provides novel compounds having the general formula (I) and tautomers and pharmaceutically acceptable salts thereof, wherein A1, A2, A3, A4, R1, R4, R5, R6, R7 and R8 are as defined herein, compositions including the compounds and methods of using the compounds.

  这项发明提供了具有通式（I）及其互变异构体和药学上可接受的盐的新化合物，其中A1、A2、A3、A4、R1、R4、R5、R6、R7和R8如本文所定义，包括这些化合物的组合物和使用这些化合物的方法。
• HALL, STAN S.;FARAHAT, SAMI E., J. HETEROCYCL. CHEM., 24,(1987) N 4, 1205-1213
  作者：HALL, STAN S.、FARAHAT, SAMI E.

  DOI：——

  日期：——
• PIPERIDINE-DIONE DERIVATIVES
  申请人：Genentech, Inc.

  公开号：US20170001990A1

  公开（公告）日：2017-01-05

  The invention provides novel compounds having the general formula: and tautomers and pharmaceutically acceptable salts thereof, wherein A 1 , A 2 , A 3 , A 4 , R 1 , R 4 , R 5 , R 6 , R 7 and R 8 are as defined herein, compositions including the compounds and methods of using the compounds.
• [EN] METHOD OF CONTROLLING LACTATE PRODUCTION WITH PIPERDINE-DIONE DERIVATIVES<br/>[FR] PROCÉDÉ POUR RÉGULER LA PRODUCTION DE LACTATE À L'AIDE DE DÉRIVÉS DE PIPÉRIDINE-DIONE
  申请人：GENENTECH INC

  公开号：WO2015142903A2

  公开（公告）日：2015-09-24

  The invention provides novel compounds having the general formula: and tautomers and pharmaceutically acceptable salts thereof, wherein A1, A2, A3, A4, R1, R4, R5, R6, R7 and R8 are as defined herein, compositions including the compounds and methods of using the compounds.