3-cyclohexyl-acryloyl chloride | 52331-62-1

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 酰卤
• 英文名称: 3-cyclohexyl-acryloyl chloride
• 英文别名: 3-Cyclohexyl-acryloylchlorid；3-cyclohexyl-2-propenoyl chloride；3-cyclohexylacryloyl chloride；β-Cyclohexylacrylsaeurechlorid；3-Cyclohexylprop-2-enoyl chloride
• CAS: 52331-62-1
• 化学式: C₉H₁₃ClO
• 分子量: 172.655
• InChiKey: VJVPSTRMLUOUCV-UHFFFAOYSA-N

物化性质

• 沸点：
  135 °C(Press: 10 Torr)
• 密度：
  1.144±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  3-cyclohexyl-acryloyl chloride 在 (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride 、 sodium carbonate 、 对甲苯磺酸 、 三乙胺 作用下， 以 乙二醇二甲醚 、 甲苯 为溶剂， 生成 6-(2-chlorophenyl)-2-(2-cyclohexylethenyl)-1H-benzimidazole
  参考文献：
  名称：

  Discovery of vinylcycloalkyl-substituted benzimidazole TRPM8 antagonists effective in the treatment of cold allodynia

  摘要：

  Thermosensitive transient receptor potential melastatin 8 (TRPM8) antagonists are considered to be potential therapeutic agents for the treatment of cold hypersensitivity. The discovery of a new class of TRPM8 antagonists that shows in vivo efficacy in the rat chronic constriction injury (CCI)-induced model of neuropathic pain is described. (c) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.01.060
• 作为产物：
  描述：

  3-cyclohexylacrylic acid 在 氯化亚砜 作用下， 反应 3.0h， 生成 3-cyclohexyl-acryloyl chloride
  参考文献：
  名称：

  Phenylalanine derivatives enhancing intestinal absorption of insulin in mice.

  摘要：

  研究了N-酰基-L-和D-苯丙氨酸衍生物对正常小鼠胰岛素肠道吸收的辅助效应。根据小鼠口服胰岛素和辅料联合给药后的血糖浓度和胰岛素水平，推测了N-酰基部分的化学结构性质与促吸收活性之间的相关性。N-酰基-苯丙氨酸衍生物对胰岛素肠道吸收具有辅效应的化学结构性质如下：1. 芳环存在，与酰基羰基相隔两个原子。2. 图2中的X或Y之一为氧，或者X-Y是双键。3. N-酰基部分具有较小的疏水取代基，如F、Cl或Me在Rα、Rβ、Rη位置，并且整个分子具有适当的亲水-疏水平衡。利用这些制剂增强胰岛素吸收，为口服胰岛素治疗提供了新的途径。

  DOI：

  10.1248/cpb.36.4426

文献信息

• Phenylalanine derivatives enhancing intestinal absorption of insulin in mice.
  作者：YUSUKE AMINO、KAZUHIRO KAWADA、KOJI TOI、IZUMI KUMASHIRO、KOJI FUKUSHIMA

  DOI：10.1248/cpb.36.4426

  日期：——

  The adjuvant effect of N-acyl-L-and D-phenylalanine derivatives on intestinal absorption of insulin was investigated in normal mice. The correlation between the chemical structural properties of the N-acyl moiety and the absorption-promoting activity was estimated from the glucose concentrations and the insulin levels in the blood of mice after oral combined administration of insulin and adjuvant. The chemical structural properties of N-acyl-phenylalanine derivatives necessary for adjuvant effect on intestinal absorption of insulin were as follows. 1. An aromatic ring is present, separated by two atoms from the acyl carbonyl group. 2. Either of X or Y is oxygen or X-Y is a double bond in Fig.2. 3. The N-acyl moiety has small hydrophobic substituents, such as F, Cl, or Me at Rα, Rβ, Rη and has an appropriate hydrophilic-hydrophobic balance of the overall molecule. The use of these agents to enhance insulin absorption offers the possibility of a new approach to oral insulin therapy.

  研究了N-酰基-L-和D-苯丙氨酸衍生物对正常小鼠胰岛素肠道吸收的辅助效应。根据小鼠口服胰岛素和辅料联合给药后的血糖浓度和胰岛素水平，推测了N-酰基部分的化学结构性质与促吸收活性之间的相关性。N-酰基-苯丙氨酸衍生物对胰岛素肠道吸收具有辅效应的化学结构性质如下：1. 芳环存在，与酰基羰基相隔两个原子。2. 图2中的X或Y之一为氧，或者X-Y是双键。3. N-酰基部分具有较小的疏水取代基，如F、Cl或Me在Rα、Rβ、Rη位置，并且整个分子具有适当的亲水-疏水平衡。利用这些制剂增强胰岛素吸收，为口服胰岛素治疗提供了新的途径。
• [EN] BENZIMIDAZOLE DERIVATIVES USEFUL AS TRP M8 RECEPTOR MODULATORS<br/>[FR] DÉRIVÉS DE BENZIMIDAZOLE UTILES EN TANT QUE MODULATEURS DU RÉCEPTEUR TRP M8
  申请人：JANSSEN PHARMACEUTICA NV

  公开号：WO2010132247A1

  公开（公告）日：2010-11-18

  The present invention is directed to benzimidazole derivatives, pharmaceutical compositions containing them and their use in the treatment of disorders and conditions modulated by TRP M8 (transient receptor potential M8 channel). More particularly, the compounds of the present invention are useful in the treatment of inflammatory pain, inflammatory hyperalgesia, inflammatory hypersensitivity condition, neuropathic pain, neuropathic cold allodynia, inflammatory somatic hyperalgesia, inflammatory visceral hyperalgesia, cardiovascular disease aggravated by cold, anxiety and depression.

  本发明涉及苯并咪唑衍生物，含有它们的药物组合物以及它们在治疗由TRP M8（瞬时受体电位M8通道）调节的疾病和症状中的应用。更具体地说，本发明的化合物在治疗炎症性疼痛、炎症性过敏症、炎症性过敏性疾病、神经病性疼痛、神经性寒冷触痛、炎症性体感过敏症、炎症性内脏过敏症、受寒加重的心血管疾病、焦虑和抑郁方面具有用处。
• Curariform activity of some δ-dimethylaminobutyl ester methiodides
  作者：V. P. Agafonova、N. V. Smirnova、V. M. Solov'ev、A. P. Skoldinov、D. A. Kharkevich

  DOI：10.1007/bf00789520

  日期：1979.7

  Russian], 4th Edition, Leningrad (1968). 8. Yu. S. Lyalikov, Physicochemical Methods of Analysis [in Russian], 5th Edition, Moscow (1974). 9. Complexometry [in Russian], Moscow (1958). i0. A. Albert and E. P. Serjeant, The Determination of Ionization Constants, Chapman and Hall, London (1971). ii. R.G. Bates, Determination of pH. Theory and Practice [Russian translation], 2nd Edition, Leningrad (1972)

  解决方案 [俄文]，第 4 版，列宁格勒（1968 年）。8. 于。S. Lyalikov，物理化学分析方法 [俄文]，第 5 版，莫斯科（1974 年）。9. Complexometry [俄语]，莫斯科（1958 年）。0. A. Albert 和 EP Serjeant，电离常数的测定，查普曼和霍尔，伦敦（1971 年）。ii. RG Bates，pH 值的测定。理论与实践 [俄语翻译]，第 2 版，列宁格勒 (1972)。12. AJ Gordon 和 RA Ford, The Chemist's Companion, Wiley, New York (1972)。13. VV Puchkova、EN Gur'yanova、VG Kharchenko 等人，Zh。组织。Khim., 9, No. 7, 1531 (1973)。14. 于。A. Zhdanov 和 VI Minkin，有机化学中的相关性分析
• Antibacterial macrocycles
  申请人：Hinzen Berthold

  公开号：US20050107288A1

  公开（公告）日：2005-05-19

  The present invention relates to compounds of the general formula (I), processes for their preparation, pharmaceutical compositions comprising them, and their use in the treatment of diseases in humans or animals.

  本发明涉及一般式（I）的化合物，其制备方法，包含它们的制药组合物以及它们在治疗人类或动物疾病方面的用途。
• Benzimidazole cyclooxygenase-2 inhibitors
  申请人：——

  公开号：US20030013886A1

  公开（公告）日：2003-01-16

  This invention provides a compound of the following formula: 1 Or the pharmaceutically acceptable salts thereof, wherein Ar is heteroaryl; X 1 and X 2 are independently selected from halo, C 1 -C 4 alkyl, hydroxy, C 1 -C 4 alkoxy, amino, C 1 -C 4 alkanoyl, carboxy, carbamoyl, cyano, nitro, mercapto, (C 1 -C 4 alkyl)thio, (C 1 -C 4 alkyl)sulfinyl, (C 1 -C 4 alkyl)sulfonyl, aminosulfonyl, or the like; R 1 is selected from hydrogen,. straight or branched C 1 -C 4 alkyl, C 3 -C 8 cycloalkyl, C 4 -C 8 cycloalkenyl, phenyl , heteroaryl and the like; R 2 and R 3 are independently selected from hydrogen, halo, C 1 -C 4 alkyl, phenyl and the like; or R 1 and R 2 can form, together with the carbon atom to which they are attached, a C 5 -C 7 cycloalkyl ring; and m and n are independently 0, 1, 2 or 3. These compounds and pharmaceutical compositions containing such compounds are useful as analgesics and anti-inflammatory agents.

  本发明提供以下式的化合物：1或其药学上可接受的盐，其中Ar是杂环芳基；X1和X2分别选自卤素，C1-C4烷基，羟基，C1-C4烷氧基，氨基，C1-C4酰基，羧基，氨基甲酰基，氰基，硝基，巯基，(C1-C4烷基)硫基，(C1-C4烷基)亚砜基，(C1-C4烷基)磺酰基，氨基磺酰基，或类似物；R1选自氢，直链或支链C1-C4烷基，C3-C8环烷基，C4-C8环烯基，苯基，杂环芳基等；R2和R3分别选自氢，卤素，C1-C4烷基，苯基等；或R1和R2可以与它们所连接的碳原子一起形成C5-C7环烷基环；m和n分别独立地为0、1、2或3。这些化合物和含有这些化合物的药物组合物在作为镇痛和抗炎药物方面是有用的。