5-phenoxy-valeryl chloride | 214417-36-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 5-phenoxy-valeryl chloride
• 英文别名: 5-Phenoxy-valeriansaeure-chlorid；5-Phenoxy-valerylchlorid；5-Phenoxypentanoyl chloride
• CAS: 214417-36-4
• 化学式: C₁₁H₁₃ClO₂
• 分子量: 212.676
• InChiKey: NVCALBUDRFXKKD-UHFFFAOYSA-N

物化性质

• 沸点：
  307.6±25.0 °C(Predicted)
• 密度：
  1.131±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  14
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  5-phenoxy-valeryl chloride 在 吡啶 、 ammonium hydroxide 、 三氯氧磷 作用下， 反应 2.5h， 生成 4-Chloro-2-(4-phenoxy-butyl)-thieno[3,2-d]pyrimidine
  参考文献：
  名称：

  Design, Synthesis, and Biological Activities of New Thieno[3,2-d]pyrimidines as Selective Type 4 Phosphodiesterase Inhibitors

  摘要：

  A common pharmacophore for compounds structurally related to nitraquazone has been derived. Using this pharmacophore, new structures have been designed, synthesized, and evaluated for their inhibitory potencies against cyclic adenosine 5'-monophosphate (cAMP) specific phosphodiesterase (PDE 4). From these compounds, 4-benzylamino-2-butylthieno[3,2-d]-pyrimidine (4) was selected for optimization. The effects of changes to the lipophilic groups and the amino linkage on the PDE 4 activity have been investigated. As a result, some potent PDE 4 inhibitors, selective with respect to PDE 3, have been identified. A selected group of compounds have been further evaluated for their ability to displace [H-3]rolipram from its binding site and also to potentiate isoprenaline-induced cAMP accumulation in isolated guinea pig eosinophils. Of these, 2-butyl-4-cyclohexylaminothieno[3,2-d]pyrimidine (33) has an interesting profile, with an important improvement in PDE 4/[H-3]rolipram ratio with respect to reference drugs, and good activity in cAMP potentiation, consistent with efficient cell penetration.

  DOI：

  10.1021/jm981012m
• 作为产物：
  描述：

  3-苯氧基溴丙烷 在 氢氧化钾 、 氯化亚砜 、 乙醇 、 sodium ethanolate 作用下， 生成 5-phenoxy-valeryl chloride
  参考文献：
  名称：

  Barger et al., Journal of the Chemical Society, 1937, p. 718,720

  摘要：

  DOI：

文献信息

• Free radical-mediated carboxylation by radical reaction of alkyl iodides with methyl oxalyl chloride
  作者：Sunggak Kim、Sang Yong Jon

  DOI：10.1016/s0040-4039(98)01568-8

  日期：1998.10

  Free radical-mediated carboxylation is achieved by treatment of alkyl iodides with methyl oxalyl chloride and bis(tributyltin) in benzene at 350 nm to afford the corresponding acid chlorides as a major product along with a small amount of the methyl esters.

  自由基介导的羧化反应是通过在350 nm下用甲基乙二酰氯和双（三丁基锡）在苯中处理烷基碘化物而得到的，作为主要产物的相应酰氯以及少量甲酯。
• [DE] SUBSTITUIERTE 1,2,3,4,5,6-HEXAHYDRO-2,6-METHANO-3-BENZAZOCIN-10-OLE, VERFAHREN ZU IHRER HERSTELLUNG UND IHRE VERWENDUNG ALS ARZNEIMITTEL<br/>[EN] SUBSTITUTED 1,2,3,4,5,6-HEXAHYDRO-2,6-METHANO-3-BENZAZOCINE-10-OLES, METHOD FOR THE PRODUCTION AND USE THEREOF AS MEDICAMENTS<br/>[FR] 1,2,3,4,5,6-HEXAHYDRO-2,6-METHANO-3-BENZAZOCINE-1O-OLES SUBSTITUES, PROCEDES PERMETTANT DE LES PREPARER ET LEUR UTILISATION COMME MEDICAMENTS
  申请人：BOEHRINGER INGELHEIM PHARMA KG

  公开号：WO1999014199A1

  公开（公告）日：1999-03-25

  (DE) Die vorliegende Anmeldung betrifft neue, substituierte 1,2,3,4,5,6-Hexahydro-2,6-methano-3-benzazocin-10-ole der allgemeinen Formel (I), Verfahren zu ihrer Herstellung sowie ihre Verwendung als Arzneimittel.(EN) The invention relates to novel substituted 1,2,3,4,5,6-hexahydro-2.6-methano-3-benzazocine-10-oles of general formula (I), and to a method for the production and the use thereof as medicaments.(FR) L'invention concerne de nouveaux 1,2,3,4,5,6-hexahydro-2,6-méthano-3-benzazocine-10-oles de la formule générale (I), des procédés permettant des les préparer et leur utilisation comme médicaments.

  该发明涉及一种新的、替代的通式(I)的1,2,3,4,5,6-六氢-2,6-甲基-3-苯并嗪-10-烯，以及它们的制备方法和作为药物的使用。
• Thienopyrimidine-based P2Y12 platelet aggregation inhibitors
  作者：Steven W. Kortum、Rhonda M. Lachance、Barbara A. Schweitzer、Gopichand Yalamanchili、Hayat Rahman、Michael D. Ennis、Rita M. Huff、Ruth E. TenBrink

  DOI：10.1016/j.bmcl.2009.08.059

  日期：2009.10

  Herein we describe the design and synthesis of a novel series of potent thienopyrimidine P2Y(12) inhibitors and the negative impact protein binding has on the inhibition of platelet aggregation. (C) 2009 Elsevier Ltd. All rights reserved.
• SUBSTITUIERTE 1,2,3,4,5,6-HEXAHYDRO-2,6-METHANO-3-BENZAZOCIN-10-OLE, VERFAHREN ZU IHRER HERSTELLUNG UND IHRE VERWENDUNG ALS ARZNEIMITTEL
  申请人：Boehringer Ingelheim Pharma GmbH & Co.KG

  公开号：EP1015433B1

  公开（公告）日：2004-05-26
• US6455538B1
  申请人：——

  公开号：US6455538B1

  公开（公告）日：2002-09-24