4,4-Dimethylcyclohexylbromid | 25090-97-5

• 分子结构分类: 有机化合物 - 有机卤素化合物
• 英文名称: 4,4-Dimethylcyclohexylbromid
• 英文别名: 1-Brom-4,4-Dimethyl-cyclohexan；4-Bromo-1,1-dimethylcyclohexane
• CAS: 25090-97-5
• 化学式: C₈H₁₅Br
• mdl: MFCD20319750
• 分子量: 191.111
• InChiKey: UKBCEHVBRSAZMG-UHFFFAOYSA-N

物化性质

• 沸点：
  183.0±9.0 °C(Predicted)
• 密度：
  1.200±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  9
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  2-羟基-6-三氟甲基烟腈 、 4,4-Dimethylcyclohexylbromid 在 18-冠醚-6 、 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 2-(4,4-dimethyl-cyclohexyloxy)-6-trifluoromethyl-nicotinonitrile
  参考文献：
  名称：

  2-(3-Fluoro-4-methylsulfonylaminophenyl)propanamides as potent TRPV1 antagonists: Structure activity relationships of the 2-oxy pyridine C-region

  摘要：

  The structure activity relationships of 2-oxy pyridine derivatives in the C-region of N-(6-trifluoromethylpyridin-3-ylmethyl) 2-(3-fluoro-4-methylsulfonylaminophenyl)propanamides as hTRPV1 antagonists were investigated. The analysis indicated that the lipophilicity of the 2-oxy substituents was critical for potent antagonism and 4 or 5 carbons appeared to be optimal for activity. Multiple compounds proved to have comparable activity to 1, which had been reported as the most potent antagonist for capsaicin activity among the previous series of compounds. Further analysis of compounds 22 (2-isobutyloxy) and 53 (2-benzyloxy) in the formalin test in mice demonstrated strong analgesic activity with full efficacy. Docking analysis of 535 using our hTRPV1 homology model indicated that the A- and B-region 2-(3fluoro-4-methylsulfonylaminophenyl)propanamide made important hydrophobic and hydrogen bonding interactions with Tyr511 and that the C-region 6-trifluoromethyl and 2-benzyloxy groups of pyridine occupied the two hydrophobic binding pockets, respectively. (C) 2013 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2013.04.003
• 作为产物：
  描述：

  Silver; 4,4-dimethyl-cyclohexanecarboxylate 在 溴 作用下， 以 正戊烷 为溶剂， 生成 4,4-Dimethylcyclohexylbromid
  参考文献：
  名称：

  Rigidity to carbanion inversion of four-, five, six-membered cyclic organomagnesium compounds

  摘要：

  DOI：

  10.1021/jo00809a012

文献信息

• [EN] AMIDE COMPOUNDS AS TRYPTOPHAN HYDROXYLASE INHIBITORS<br/>[FR] COMPOSÉS AMIDES UTILISÉS EN TANT QU'INHIBITEURS DE LA TRYPTOPHANE HYDROXYLASE
  申请人：KAROS PHARMACEUTICALS INC

  公开号：WO2016109501A1

  公开（公告）日：2016-07-07

  The present invention is directed to amide compounds which are inhibitors of tryptophan hydroxylase (TPH), particularly isoform 1 (TPH1), that are useful in the treatment or prevention of diseases or disorders associated with peripheral serotonin including, for example, gastrointestinal, cardiovascular, pulmonary, inflammatory, metabolic, fibrotic, and low bone mass diseases, as well as cancer.

  本发明涉及酰胺化合物，这些化合物是色氨酸羟化酶（TPH）的抑制剂，特别是异构体1（TPH1），可用于治疗或预防与外周血清素相关的疾病或紊乱，例如，胃肠道、心血管、肺部、炎症、代谢、纤维化和低骨密度疾病，以及癌症。
• Structural Modification of Noscapine via Photoredox/Nickel Dual Catalysis for the Discovery of S-Phase Arresting Agents
  作者：Defeng Li、Chuanxu Liu、Tingyu Guo、Jiajie Zhu、Jiaqi Guo、Ting Luo、Yuhuan Liu、Wenhao Shen、Biao Jiang、Wei Wang、Qianqian Yin、Yongqiang Zhang

  DOI：10.1021/acsmedchemlett.3c00462

  日期：2024.2.8

  vitro antiproliferative activity screening and SAR study enabled the identification of 6o as a novel, potent, and less-toxic anticancer agent. Furthermore, 6o exerts superior cellular activity via an unexpected S-phase arrest mechanism and could significantly induce cell apoptosis in a dose-dependent manner, thereby further highlighting its potential in drug discovery as a promising lead compound.

  在此，我们公开了一种利用光氧化还原/镍双催化偶联技术对抗肿瘤天然生物碱那斯卡品进行功能化的强大策略。由此合成了 37 个新的 noscapinoids 的小集合，它们具有不同的（杂）烷基和（杂）环烷基基团并增强了 sp 3特性。进一步的体外抗增殖活性筛选和 SAR 研究使6o被鉴定为一种新型、有效且毒性较小的抗癌剂。此外， 6o通过意想不到的 S 期阻滞机制发挥优异的细胞活性，并能以剂量依赖性方式显着诱导细胞凋亡，从而进一步凸显其作为有前途的先导化合物在药物发现中的潜力。
• NOVEL INHIBITORS OF ADENOSINE MONOPHOSPHATE DEAMINASE
  申请人：GENSIA PHARMACEUTICALS, INC.

  公开号：EP0683781A1

  公开（公告）日：1995-11-29
• EP0683781A4
  申请人：——

  公开号：EP0683781A4

  公开（公告）日：1997-05-28
• [EN] NOVEL INHIBITORS OF ADENOSINE MONOPHOSPHATE DEAMINASE<br/>[FR] NOUVEAUX INHIBITEURS DE L'ADENOSINE MONOPHOSPHATE DEAMINASE
  申请人：GENSIA, INC.

  公开号：WO1994018200A1

  公开（公告）日：1994-08-18

  (EN) Novel diazepine derivatives which selectively inhibit adenosine monophosphate deaminase and methods of preparing these compounds are provided. These compounds are useful in treating certain conditions $i(in vivo) which may be ameliorated by increased local concentrations of adenosine.(FR) Des dérivés nouveaux de diazépines inhibent sélectivement l'adénosine monophosphate déaminase et des procédés permettent de préparer ces composés qui sont utiles pour traiter $i(in vivo) certains troubles qu'on peut atténuer grâce à des concentrations locales accrues d'adénosine.