1-[氯(苯基)甲基]-3-(三氟甲基)苯 | 67240-79-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 1-[氯(苯基)甲基]-3-(三氟甲基)苯
• 中文别名: 1-(氯(苯基)甲基)-3-(三氟甲基)苯
• 英文名称: 1-(chloro(phenyl)methyl)-3-(trifluoromethyl)benzene
• 英文别名: 1-(chlorophenylmethyl)-3-(trifluoromethyl)benzene；3-Trifluoromethylbenzhydryl chloride；1-[chloro(phenyl)methyl]-3-(trifluoromethyl)benzene
• CAS: 67240-79-3
• 化学式: C₁₄H₁₀ClF₃
• mdl: MFCD18575867
• 分子量: 270.682
• InChiKey: SCEHBHXYJOTSCH-UHFFFAOYSA-N

物化性质

• 沸点：
  290.4±35.0 °C(Predicted)
• 密度：
  1.262±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.142
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-[氯(苯基)甲基]-3-(三氟甲基)苯 以85的产率得到N-甲硫脲
  参考文献：
  名称：

  Glycine transporter-1 inhibitors

  摘要：

  本发明提供了一种能够抑制甘氨酸转运体1（以下简称GlyT-1）的化合物，因此可用于治疗可通过抑制GlyT1来治疗的疾病，如与精神分裂症、注意力缺陷多动障碍（ADHD）、轻度认知障碍（MCI）等相关的认知障碍。同时提供了含有这种化合物的药物组合物和制备这种化合物的方法。

  公开号：

  US08183244B2
• 作为产物：
  描述：

  3-(三氟甲基)苯甲酮 在 sodium tetrahydroborate 、 氯化亚砜 作用下， 以 乙醇 为溶剂， 生成 1-[氯(苯基)甲基]-3-(三氟甲基)苯
  参考文献：
  名称：

  3'-Chloro-3α-（二苯基甲氧基）托烷，而不是4'-chloro-3α-（二苯基甲氧基）托烷产生可卡因样的行为特征。

  摘要：

  通常，邻位取代的类似物在结合和抑制多巴胺转运蛋白上的作用均不如苄索平或其他被芳基取代的同系物强。还测试了类似物在去甲肾上腺素和血清素转运蛋白以及毒蕈碱m1受体上的结合。本研究中没有化合物与去甲肾上腺素或5-羟色胺转运蛋白具有高亲和力，但均与毒蕈碱型m1受体具有高亲和力（K1 = 0.41-2.52 nM）。有趣的是，3'-chloro-3α-（二苯基甲氧基）托烷（5c）在受过训练可从盐水中区分10 mg / kg可卡因的动物中产生类似可卡因的作用，不像其4'-Cl同系物和所有先前评估过的苄索平类似物。

  DOI：

  10.1021/jm950782k

文献信息

• 1-[(Diarylmethyl)aminoalkyl]piperidimes
  申请人：Janssen Pharmaceutica N.V.

  公开号：US04082755A1

  公开（公告）日：1978-04-04

  Novel compounds of the class of 1-[(diarylmethyl)aminoalkyl]piperidines having neuroleptic activity.

  这类化合物属于1-[(二芳基甲基)氨基烷基]哌啶类化合物，具有神经阻滞活性。
• GLYCINE TRANSPORTER-1 INHIBITORS
  申请人：Hitchcock Stephen

  公开号：US20090227595A1

  公开（公告）日：2009-09-10

  The present invention provides compounds that are glycine transporter 1 (hereinafter referred to as GlyT-1) inhibitors and are therefore useful for the treatment of diseases treatable by inhibition of GlyT1 such as cognitive disorders associated with Schizophrenia, ADHD (attention deficit hyperactivity disorder), MCI (mild cognitive impairment), and the like. Also provided are pharmaceutical compositions containing such compounds and processes for preparing such compounds.

  本发明提供了一种甘氨酸转运体1（以下简称GlyT-1）抑制剂化合物，因此可用于治疗通过抑制GlyT1可治疗的疾病，如与精神分裂症、注意力缺陷多动障碍（ADHD）、轻度认知障碍（MCI）等相关的认知障碍。还提供了含有这些化合物的制药组合物和制备这些化合物的方法。
• Structure–activity relationships of diphenylpiperazine N-type calcium channel inhibitors
  作者：Hassan Pajouhesh、Zhong-Ping Feng、Yanbing Ding、Lingyun Zhang、Hossein Pajouhesh、Jerrie-Lynn Morrison、Francesco Belardetti、Elizabeth Tringham、Eric Simonson、Todd W. Vanderah、Frank Porreca、Gerald W. Zamponi、Lester A. Mitscher、Terrance P. Snutch

  DOI：10.1016/j.bmcl.2010.01.008

  日期：2010.2

  A novel series of compounds derived from the previously reported N-type calcium channel blocker NP118809 (1-(4-benzhydrylpiperazin-1-yl)-3,3-diphenylpropan-1-one) is described. Extensive SAR studies resulted in compounds with IC50 values in the range of 10-150 nM and selectivity over the L-type channels up to nearly 1200-fold. Orally administered compounds 5 and 21 exhibited both anti-allodynic and anti-hyperalgesic activity in the spinal nerve ligation model of neuropathic pain. (C) 2010 Elsevier Ltd. All rights reserved.
• Solvolysis of benzylic chlorides with extended charge delocalization. ?-tert-butyl(2-naphthyl)methyl, 9-fluorenyl and monosubstituted benzhydryl chlorides
  作者：Kwang-Ting Liu、Yen-Shyi Lin、Meng-Lin Tsao

  DOI：10.1002/(sici)1099-1395(199803)11:3<223::aid-poc986>3.0.co;2-6

  日期：1998.3

  Rate constants of solvolysis of alpha-tert-butyl(2-naphthyl)methyl chloride (1), 9-fluorenyl chloride (2) and a series of monosubstituted benzhydryl chlorides (3) in a wide range of solvents were measured. Grunwald-Winstein-type correlation analysis of log k for 2 and 3 against Y-BnCl, with or without nucleophilicity N, yielded less satisfactory linear correlations than that against log k(1). A new scale of solvent ionizing power, Y-xBnCl, for the correlation of solvolytic reactivities of benzylic chlorides with extended charge delocalization based on log k(1) was developed. Application to the mechanistic study suggested the solvolysis of 2 and 4-nitrobenzhydryl chloride were non-limiting. Hammett plots against sigma(+) constants exhibited more negative rho values in less nucleophilic solvents. In a benzhydryl chloride containing a strong deactivating substituent, such as 4-nitro, the positive charge delocalizes mainly over the unsubstituted ring in the cationic transition state. The uneven charge distribution was also confirmed by Mulliken population analysis at the level of the RHF/6-31G*//RHF/3-21G((*)) basis set for cations. Comparison of the results of correlation analysis using the equation log(k/k(0)) = mY vs the equation log(k/k(0)) = mY + hI, and using the equation log(k/k(0)) = mY + IN vs the equation log(k/k(0)) = mY + IN + hI indicated the use of Y-BnCl or Y-xBnCl could give a better understanding of solvolytic mechanisms than the combinatorial use of Y-Cl and I. (C) 1998 John Wiley & Sons, Ltd.
• MAURI, J. M.;NOVEROLA, A. V.;SOTO, J. M. P.;SPICKETT, R. G. W.
  作者：MAURI, J. M.、NOVEROLA, A. V.、SOTO, J. M. P.、SPICKETT, R. G. W.

  DOI：——

  日期：——