4-pentylcyclohexane-1-carbonyl chloride | 67589-90-6

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 酰卤
• 英文名称: 4-pentylcyclohexane-1-carbonyl chloride
• 英文别名: trans-4-pentylcyclohexane-1-carboxylic acid chloride；4-trans-pentylcyclohexane-1-carboxylic acid chloride；trans-4-pentylcyclohexane-1-carbonyl chloride；trans-4-pentylcyclohexane-1-carboxyl chloride；trans-4-n-pentylcyclohexanecarbonyl chloride；trans-4-Pentylcyclohexanoylchlorid；trans-4-n-pentylcyclohexane-carboxylic acid chloride
• CAS: 67589-90-6
• 化学式: C₁₂H₂₁ClO
• 分子量: 216.751
• InChiKey: PPWKQEDYUMJFNK-XYPYZODXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.14
• 重原子数：
  14.0
• 可旋转键数：
  5.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.92
• 拓扑面积：
  17.07
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  4-pentylcyclohexane-1-carbonyl chloride 在 高氯酸 、 锌 作用下， 以 四氢呋喃 、 溶剂黄146 、 苯 为溶剂， 生成 8-Pentyl-4-(4-propyl-benzyl)-1-oxa-spiro[4.5]decan-2-one
  参考文献：
  名称：

  2,6-二取代的Tetralins的合成和介晶性质†

  摘要：

  据报道，两类6-苯基和2-苯基四氢萘酚中的九种成员和2-反式-环己基四氢萘酚中的五种成员的合成和同构行为。详细描述每个类别的一个成员。除目标化合物外，还有二十多种中间体表现出液晶性质。记录它们的转变温度（参见表1-6）。

  DOI：

  10.1002/hlca.19820650423
• 作为产物：
  描述：

  4-正戊基苯甲酸 在 sodium hydroxide 、 氯化亚砜 、 氢气 作用下， 以 水 、 苯 为溶剂， 140.0~280.0 ℃ 、4.0 MPa 条件下， 反应 3.0h， 生成 4-pentylcyclohexane-1-carbonyl chloride
  参考文献：
  名称：

  Improved synthesis of trans-4-alkylcyclohexane carboxylic acids

  摘要：

  Several stereomerically pure amino acid derivatives containing the N-terminal trans-4-alkylcyclohexanoyl fragment were obtained. Hydrogenation of 4-alkylbenzoic acids in the presence of a special Ru-Ni/C catalytic system and isomerization of the resulting mixture of trans- and cis-isomers of 4-alkylcyclohexanecarboxylic acids were used as the key steps. The stereomeric configuration of all compounds was confirmed by H-1 NMR spectroscopy. The compounds obtained possess a broad biological activity potential and are useful intermediates in the synthesis of stereomerically pure modified peptides. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2004.06.117

文献信息

• Potent Inhibitors of Secretory Phospholipase A2:  Synthesis and Inhibitory Activities of Indolizine and Indene Derivatives
  作者：Sanji Hagishita、Masaaki Yamada、Kazuhiro Shirahase、Toshihiko Okada、Yasushi Murakami、Yuji Ito、Takaharu Matsuura、Masaaki Wada、Toshiyuki Kato、Masahiko Ueno、Yukiko Chikazawa、Katsutoshi Yamada、Takashi Ono、Isao Teshirogi、Mitsuaki Ohtani

  DOI：10.1021/jm960395q

  日期：1996.1.1

  various biologically active products. As human nonpancreatic sPLA2 is present in high levels in the blood of patients in several pathological conditions, the potent sPLA2 inhibitors have been suggested to be useful drugs. Here we describe the synthesis, structure-activity relationship, and inhibitory activities of indolizine and indene derivatives. 1-(Carbamoylmethyl)indolizine derivatives and 1-oxamoylindolizine

  磷脂酶A2是一种水解某些细胞磷脂的sn-2位的酶。释放的溶血磷脂和花生四烯酸是各种生物活性产物生物合成中的前体。由于人类非胰腺sPLA2在几种病理状况下都以高水平存在于患者的血液中，因此有力的sPLA2抑制剂被认为是有用的药物。在这里，我们描述了吲哚嗪和茚衍生物的合成，构效关系以及抑制活性。1-（氨基甲酰基甲基）吲哚并嗪衍生物和1-氧肟基吗啉衍生物表现出非常强的抑制活性。前者对空气氧化不稳定，但后者在稳定性和效能上均表现出改善。一些化合物接近发色测定的化学计量极限。
• Design, synthesis and structure-activity relationship studies of novel 4,4-bis(trifluoromethyl)imidazolines as acyl-CoA: Cholesterol acyltransferase (ACAT) inhibitors and antihypercholesterolemic agents
  作者：Hui-Yin Li、Indawati DeLucca、George A. Boswell、Jeffrey T. Billheimer、Spencer Drummond、Peter J. Gillies、Candy Robinson

  DOI：10.1016/s0968-0896(97)00058-8

  日期：1997.7

  Novel 4,4-bis(trifluoromethyl)imidazolines have been found to be the potent acyl-CoA cholesterol acyltransferase (ACAT) inhibitors. ACAT is responsible for cholesterol esterification in the intestine, liver, and the arterial wall. These novel imidazolines also inhibit cholesterol ester formation in the macrophage. Several compounds have shown potent serum cholesterol-lowering activity in several animal

  已经发现新型的4，4-双（三氟甲基）咪唑啉是有效的酰基-CoA胆固醇酰基转移酶（ACAT）抑制剂。ACAT负责肠，肝和动脉壁中的胆固醇酯化。这些新型咪唑啉还抑制巨噬细胞中胆固醇酯的形成。几种化合物在几种动物模型中均显示出有效的降低血清胆固醇的活性。2-苯基的对位取代对于体外和体内活性至关重要。具有2-苯基上的对氰基和4-烷基环己基酰胺作为侧链的5-位的4,4-双（三氟甲基）咪唑啉在该系列中具有最有效的抑制活性。基于生化研究，该系列在胆固醇与酶的结合方面起着竞争性抑制剂的作用，这与迄今为止发现的大多数ACAT抑制剂不同。初步的生物学研究得到X射线晶体结构，分子模型和结构-活性关系（SAR）研究的支持，表明该系列可能是胆固醇的模拟物。
• COMPOUND HAVING A TRIPTYCENE MOIETY
  申请人：TANAKA Satoshi

  公开号：US20110237804A1

  公开（公告）日：2011-09-29

  A compound having a triptycene moiety represented by formula (1) is disclosed. In the formula, A 1 and A 2 represent —S—, —O—, —CO—, or —NR—; R 1 and R 3 represent a substituent; n is an integer from 0 to 2; R 4 and R 5 an electron-withdrawing group having a Hammett's substituent constant σ p of equal to or more than 0; L 11 , L 12 , L 21 and L 22 represent a single bond or a divalent group selected from the group consisting of —O—, —S—, —S(═O) 2 —, —CO—, —OCO—, —COO—, —OCOO— and —NR A — where R A represents a C 1-7 alkyl group or hydrogen atom, —CH 2 — and any combinations thereof; Z 1 and Z 2 represent a divalent 5- or 6-membered cyclic linking group; R 21 and R 22 represent a hydrogen atom or substituted or non-substituted alkyl group; and m1 and m2 each respectively represent an integer of from 0 to 2.

  所披露的一种具有由式（1）表示的三萜骨架的化合物。在该式中，A1和A2代表—S—，—O—，—CO—或—NR—；R1和R3代表取代基；n是从0到2的整数；R4和R5是具有Hammett取代常数σp大于或等于0的电子吸引基团；L11、L12、L21和L22代表选自—O—，—S—，—S(═O)2—，—CO—，—OCO—，—COO—，—OCOO—和—NRA—的单键或二价基团，其中RA代表C1-7烷基或氢原子，—CH2—和其任意组合；Z1和Z2代表二价的5-或6-成员环链连接基团；R21和R22代表氢原子或取代或未取代的烷基基团；m1和m2各自分别表示从0到2的整数。
• Ketones-Nematogens with Moderate Negative Dielectric Anisotropy and High Clearing Points
  作者：Maged A. Osman、T. Huynh-ba

  DOI：10.1080/00268948408072502

  日期：1984.12

  with their chemical structure. The l-(4-alkanoylphenyl)-4-trans-alkylcyclohexanes as well as the l-(4-alkanoylphenyl)-4-(rani-alkan-oylcyclohexanes show nematic phases. In contrast to laterally substituted compounds, these ketones have clearing points which are higher than those of the corresponding hydrocarbons. Another advantage of these nematogens is the ease of synthesis.

  摘要 合成了刚性核含有苯基和环己基单元的各向异性酮。羰基结合在末端取代基或核心单元之间的连接中。这些酮的介晶行为被描述并与其化学结构相关。L-(4-烷酰基苯基)-4-反式烷基环己烷以及 L-(4-烷酰基苯基)-4-(rani-烷酰基环己烷显示向列相。与横向取代的化合物相比，这些酮具有清除点高于相应的碳氢化合物。这些线虫剂的另一个优点是易于合成。
• Nematic compounds
  申请人：Merck Patent Gesellschaft mit beschrankter Haftung

  公开号：US04637897A1

  公开（公告）日：1987-01-20

  Nematic compounds with a negative DC antisotropy, characterized by the formula I ##STR1## in which m=1 or 2, r is zero or 1 and m+r=1 or 2, and R.sup.1 and R.sup.2 are identical or different and are selected from alkyl and alkoxy groups each having 1-12 carbon atoms in a straight or branched chain, which may be chiral, Z is a bridge member selected from a single bond and the groups of the formulae --CH.sub.2 CH.sub.2 --, --OCH.sub.2 --, --O--CO-- or --CO--O--, one of the groups X and Y is selected from fluorine, chlorine, bromine and cyano and the other of the groups X and Y is selected from hydrogen, fluorine, chlorine, bromine and cyano, with the proviso that m=r=1 if X and Y are both cyano, are suitable as components for liquid crystal mixtures having an overall negative DC anisotropy, such as are required in particular for electro-optical displays of the type of guest/host displays or homotropic-nematic displays.

  呈现公式 I 的负直流反各向异性的向列相化合物，其中 m=1 或 2，r 为零或 1，且 m+r=1 或 2，R.sup.1 和 R.sup.2 相同或不同，选择自具有 1-12 个碳原子的直链或支链烷基和烷氧基，可能手性，Z 为从单键和公式 --CH.sub.2 CH.sub.2 --、--OCH.sub.2 --、--O--CO-- 或 --CO--O-- 的基团中选择的桥接成员，X 和 Y 中的一个选择自氟、氯、溴和氰，另一个选择自氢、氟、氯、溴和氰，条件是如果 X 和 Y 都是氰，则 m=r=1，适用作具有整体负直流各向异性的液晶混合物的组分，特别适用于需要这种性质的电光显示，如客体/宿主显示或同向向列相显示。