3-methyl-1-(phenylthio)butan-2-one | 71221-49-3

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 3-methyl-1-(phenylthio)butan-2-one
• 英文别名: Phenylmercaptomethyl-isopropyl-keton；3-Methyl-2-phenylthiobutan-2-on；3-methyl-1-phenylsulfanyl-butan-2-one；3-methyl-1-phenylsulfanylbutan-2-one
• CAS: 71221-49-3
• 化学式: C₁₁H₁₄OS
• mdl: MFCD21105421
• 分子量: 194.298
• InChiKey: MZAUOCRPISRSTQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  13
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.363
• 拓扑面积：
  42.4
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-methyl-1-(phenylthio)butan-2-one 在 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 、 氯苯 为溶剂， 反应 20.0h， 生成 3-isopropylbenzo[b]thiophene-2-carbaldehyde
  参考文献：
  名称：

  The design and synthesis of novel, phosphonate-containing transient receptor potential melastatin 8 (TRPM8) antagonists

  摘要：

  A series of benzothiophene-based phosphonates was synthesized and many analogs within the series were shown to be potent antagonists of the TRPM8 channel. The compounds were obtained as a racemic mixture in 5 synthetic steps, and were tested for TRPM8 antagonist activity in a recombinant, canine TRPM8-expressing cell line using a fluorometric imaging plate reader (FLIPR) assay. Structure-activity relationships were developed initially by modification of the core structure and subsequently by variation of the aromatic substituents and the phosphonate ester. Compound 9l was administered intraperitoneally to rats and demonstrated engagement of the TRPM8 target in both prevention and reversalmodes in an icilin-induced 'wet-dog' shake model. (C) 2012 Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmcl.2012.02.060
• 作为产物：
  描述：

  氯甲基苯硫醚 在 正丁基锂 、 silica gel 、 sodium iodide 作用下， 以 乙腈 为溶剂， 反应 6.5h， 生成 3-methyl-1-(phenylthio)butan-2-one
  参考文献：
  名称：

  Homologation of aldehydes using (phenylthiomethylene) triphenylarsorane: selective preparation of α-thiophenoxyepoxides and phenylthioenol ethers

  摘要：

  DOI：

  10.1016/s0040-4039(01)93844-4

文献信息

• COLD MENTHOL RECEPTOR-1 ANTAGONISTS
  申请人：Colburn Raymond W.

  公开号：US20120053347A1

  公开（公告）日：2012-03-01

  The invention is directed to TRPM8 antagonists of Formula (I). More specifically, the present invention relates to certain novel compounds, methods for preparing compounds, compositions, intermediates and derivatives thereof and methods for treating TRPM8-mediated disorders. Pharmaceutical and veterinary compositions and methods of treating pain and various other disease states or conditions using compounds of the invention are also described.

  这项发明涉及式(I)的TRPM8拮抗剂。更具体地，本发明涉及某些新颖化合物，制备化合物的方法，组合物，中间体及其衍生物，以及治疗TRPM8介导的疾病的方法。还描述了使用本发明化合物治疗疼痛和各种其他疾病状态或病情的药用和兽医组合物及治疗方法。
• Diphenyl Diselenide-Assisted α-Phenylthiolation of Carbonyl Compounds with Diphenyl Disulfide
  作者：Hiroaki Anbou、Rui Umeda、Yutaka Nishiyama

  DOI：10.1246/bcsj.20110127

  日期：2011.11.15

  For the cesium carbonate-catalyzed α-phenylthiolation of carbonyl compounds with diphenyl disulfide, the yields of the α-phenylthio carbonyl compounds were dramatically improved by the addition of ...

  对于碳酸铯催化的羰基化合物与二硫化物的α-苯硫基化反应，α-苯硫基羰基化合物的产率通过加入...
• [EN] SULFONAMIDES AS TRPM8 MODULATORS<br/>[FR] SULFONAMIDES COMME MODULATEURS TRPM8
  申请人：JANSSEN PHARMACEUTICA NV

  公开号：WO2009012430A1

  公开（公告）日：2009-01-22

  ABSTRACT Disclosed are compounds, compositions and methods for treating various diseases, syndromes, conditions and disorders, including pain. Such compounds are represented by Formula (I) as follows: wherein A, B, G, Y, R1, R2, R3, and R4 are defined herein.

  摘要：本文披露了用于治疗各种疾病、综合症、症状和疾病的化合物、组合物和方法，包括疼痛。这些化合物由以下公式（I）表示：其中A、B、G、Y、R1、R2、R3和R4在此处定义。
• SULFONAMIDES AS TRPM8 MODULATORS
  申请人：Branum Shawn T.

  公开号：US20120190674A1

  公开（公告）日：2012-07-26

  Disclosed are compounds, compositions and methods for treating various diseases, syndromes, conditions and disorders, including pain. Such compounds are represented by Formula I as follows: wherein A, B, G, Y, R 1 , R 2 , R 3 , and R 4 are defined herein.

  揭示了用于治疗各种疾病、综合征、症状和疾病的化合物、组合物和方法，包括疼痛。这些化合物由以下的化学式I所代表：其中A、B、G、Y、R1、R2、R3和R4在此处被定义。
• A mild and chemoselective CALB biocatalysed synthesis of sulfoxides exploiting the dual role of AcOEt as solvent and reagent
  作者：Silvia Anselmi、Siyu Liu、Seong-Heun Kim、Sarah M. Barry、Thomas S. Moody、Daniele Castagnolo

  DOI：10.1039/d0ob01966f

  日期：——

  Sulfoxides have been synthesised from various sulfide substrates under mild conditions exploiting CALB biocatalyst in the presence of urea hydrogen peroxide and AcOEt which acts with the dual role of solvent and reagent.

  砜氧化物已经在温和条件下利用CALB生物催化剂从各种硫醚底物合成，利用尿素过氧化氢和乙酸乙酯作为溶剂和试剂具有双重作用。