2-(3-methoxyphenylthio)benzaldehyde | 127905-37-7

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 2-(3-methoxyphenylthio)benzaldehyde
• 英文别名: 2-[(3-Methoxyphenyl)thio]benzaldehyde；2-(3-methoxyphenyl)sulfanylbenzaldehyde
• CAS: 127905-37-7
• 化学式: C₁₄H₁₂O₂S
• 分子量: 244.314
• InChiKey: SOOXPJFTYXYFPE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  51.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-(3-methoxyphenylthio)benzaldehyde 在 sodium hydroxide 、 sodium tetrahydroborate 作用下， 以 乙醇 、 水 为溶剂， 反应 6.0h， 以98%的产率得到2-(3-methoxyphenylthio)benzyl alcohol
  参考文献：
  名称：

  Urban, Jiri; Sedivy, Zdenek; Holubek, Jiri, Collection of Czechoslovak Chemical Communications, 1990, vol. 55, # 4, p. 1077 - 1098

  摘要：

  DOI：
• 作为产物：
  描述：

  3-甲氧基苯硫酚 、 alkaline earth salt of/the/ methylsulfuric acid 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 2-(3-methoxyphenylthio)benzaldehyde
  参考文献：
  名称：

  A concise synthesis of ortho-substituted aryl-acrylamides—potent activators of soluble guanylyl cyclase

  摘要：

  Horner-Emmons reaction of phosphonate amides with aldehydes leads to generation of o-substituted aryl-acrylamides. These compounds have been shown to be useful to quickly establish structure-activity relationships (SAR) for soluble guanylyl cyclase (sGC) activator drug discovery. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2003.09.161

文献信息

• New CRTH2 Antagonists
  申请人：Almirall, S.A.

  公开号：EP2526945A1

  公开（公告）日：2012-11-28

  The present invention relates to a compound of formula (I), to the process for preparing such compounds and to their use in the treatment of a pathological condition or disease susceptible to amelioration by CRTh2 antagonist activity.

  本发明涉及一种式(I)的化合物，以及制备这种化合物的方法，以及它们在治疗通过CRTh2拮抗活性可改善的病理状况或疾病中的应用。
• Novel amides that activate soluble guanylate cyclase
  申请人：——

  公开号：US20040121994A1

  公开（公告）日：2004-06-24

  Compounds of formula (I) 1 are useful for increasing cGMP levels in a mammal.

  式(I)1的化合物对于增加哺乳动物体内cGMP水平是有用的。
• 2-Phenylthiobenzylamine dervivatives and acid addition salts thereof
  申请人：SPOFA Spojené Podniky Pro Zdravotnickou Vyrobu

  公开号：EP0396827A1

  公开（公告）日：1990-11-14

  N,N-Dimethyl-2-(3-hydroxyphenylthio)benzylamine and its acid addition salts possess properties of highly selective inhibitors of 5-hydroxytryptamine re-uptake in mammalian brain structures and are expected to find therapeutic use as potent central antidepressants. This novel compound and its intermediate, the 3-methoxyphenylthio analog, are available by per se known preparative routes, especially by reduction of the corresponding amides with hydride agents, by Leuckart reaction of 2-arylthiobenzaldehydes with dimethylformamide and formic acid, or by demethylation of the respective methoxy compound by means of e.g. pyridine hydrochloride or hydrobromic acid.

  N,N-二甲基-2-(3-羟基苯硫基)苯乙胺及其酸盐加合物具有高度选择性地抑制哺乳动物脑结构中的5-羟色胺再摄取的特性，预计可作为有效的中枢抗抑郁剂用于治疗。这种新型化合物及其中间体，即3-甲氧基苯硫基类似物，可通过已知的制备路线制备，特别是通过用氢化剂还原相应的酰胺，通过Leuckart反应将2-芳基硫代苯甲醛与二甲基甲酰胺和甲酸反应，或通过使用吡啶盐酸盐或氢溴酸对相应的甲氧基化合物进行脱甲基化制备。
• Discovery and structure–activity relationships of (2-(arylthio)benzylideneamino)guanidines as a novel series of potent apoptosis inducers
  作者：Han-Zhong Zhang、Candace Crogan-Grundy、Chris May、John Drewe、Ben Tseng、Sui Xiong Cai

  DOI：10.1016/j.bmc.2009.02.029

  日期：2009.4

  1-(2-(2,5-Dimethoxyphenylthio)benzylidene)semicarbazide (2a) was discovered as a potent apoptosis inducer through our cell based HTS assay. SAR study led to the discovery of a more aqueous soluble analog (2-(2,5-dimethoxyphenylthio)-6-methoxybenzylideneamino)guanidine (5e) with EC50 value of 60 nM in the caspase activation assay and GI50 value of 62 nM in the growth inhibition assay in T47D cells.

  通过我们基于细胞的HTS分析，发现了1-（2-（2,5-二甲氧基苯硫基）亚苄基）氨基脲（2a）作为有效的细胞凋亡诱导剂。SAR研究导致发现了一种水溶性更强的类似物（2-（2,5-二甲氧基苯硫基）-6-甲氧基亚苄基氨基）胍（5e）在半胱天冬酶激活试验中的EC 50值为60 nM，GI 50的GI 50值为62 nM。在T47D细胞中的生长抑制试验中 发现化合物5e是微管蛋白聚合的抑制剂，并且在MX-1乳腺肿瘤模型中有效。
• Aminoalcohol derivatives
  申请人：——

  公开号：US20040138462A1

  公开（公告）日：2004-07-15

  The present invention relates to a compound formula wherein R 1 is phenyl, pyridyl, etc., each of which may be substituted with one or two substituent(s); R 2 is hydrogen, an amino protective group, etc.; R 3 and R 4 are each independently hydrogen, lower alkyl or hydroxy(lower)alkyl; R 5 is aryl, ar(lower)alkyl, etc., each of which may be substituted with one, two or three substituent(s); R 8 is hydrogen or halogen, X is a single bond or O—CH 2 —, and n is 0, 1 or 2, or a salt thereof. The compound [I] of the present invention and pharmaceutically acceptable salts thereof are useful for the prophylactic and/or the therapeutic treatment of pollakiurea or urinary incontinence. 1

  本发明涉及一种化合物配方，其中R1是苯基，吡啶基等，每个基团可以用一个或两个取代基取代；R2是氢，氨基保护基等；R3和R4各自独立地是氢，低碳基或羟基（低）碳基；R5是芳基，芳（低）碳基等，每个基团可以用一个、两个或三个取代基取代；R8是氢或卤素，X是单键或O-CH2-，n为0、1或2，或其盐。本发明的化合物[I]及其药学上可接受的盐对预防和/或治疗多尿或尿失禁非常有用。