5-phenyl-3-methyl-2-pentanoic acid | 2939-13-1

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: 5-phenyl-3-methyl-2-pentanoic acid
• 英文别名: 3-methyl-5-phenylpentanoic acid；3-methyl-5-phenylvaleric acid；(+/-)-3-methyl-5-phenyl-valeric acid；3-methyl-5-phenyl-valeric acid；3-Methyl-5-phenyl-valeriansaeure；(+/-)-3-Methyl-5-phenyl-valeriansaeure
• CAS: 2939-13-1
• 化学式: C₁₂H₁₆O₂
• mdl: MFCD11172878
• 分子量: 192.258
• InChiKey: PLKOKNXTRCQIJG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  14
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.416
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  5-phenyl-3-methyl-2-pentanoic acid 在 盐酸 、 lithium aluminium tetrahydride 、 PPA 作用下， 以 乙醚 、 乙醇 为溶剂， 生成 7-methyl-8,9-dihydro-7H-benzo[7]annulene
  参考文献：
  名称：

  The Synthesis and Study of Pseudo-Aromatic Compounds. V. The Synthesis of 3,4-Benzoheptafulvene, 1,2-Benzoheptafulvene, and 8-Phenyl-1,2-benzoheptafulvene¹

  摘要：

  DOI：

  10.1021/ja01094a033
• 作为产物：
  描述：

  4-苯甲酰基-3-甲基丁酸 在 盐酸 、 汞 、 锌 作用下， 生成 5-phenyl-3-methyl-2-pentanoic acid
  参考文献：
  名称：

  Sen Gupta,S.C.; Sen,P.K., Journal of the Indian Chemical Society, 1962, vol. 39, # 10, p. 653 - 659

  摘要：

  DOI：

文献信息

• Substituted guanidine derivatives and process for producing the same
  申请人：Sumitomo Pharmaceuticals Company

  公开号：US06369110B1

  公开（公告）日：2002-04-09

  A compound represented by the general formula (1): wherein each of R1, R2, R3, R4 and R5 is a hydrogen atom, an alkyl group, a substituted alkyl group, an alkenyl group, an alkynyl group, a cycloalkyl group, a cycloalkenyl group, a saturated heterocyclic group, an aromatic group, an acyl group or the like; each of Y1, Y2, Y3 and Y4 is a single bond, —CH2—, —O—, —CO— or the like, provided that at least two of Y1 through Y4 are independently a group other than a single bond; and Z may be absent, or one or more Zs may be present and are independently an alkyl group, a substituted alkyl group, an alkenyl group, an alkynyl group, a cycloalkyl group, a cycloalkenyl group, a saturated heterocyclic group, a halogen atom, a carboxyl group, an alkoxycarbonyl group, an aromatic group, an acyl group or the like, is useful as a therapeutic or prophylactic agent for diseases caused by the acceleration of the sodium/proton exchange transport system.

  通式（1）所代表的化合物： 其中R1、R2、R3、R4和R5中的每一个是氢原子、烷基、取代烷基、烯基、炔基、环烷基、环烯基、饱和杂环基、芳香基、酰基或类似物；Y1、Y2、Y3和Y4中的每一个是单键、—CH2—、—O—、—CO—或类似物，前提是至少两个Y1到Y4中的独立团是单键以外的团；以及Z可以不存在，或者一个或多个Z可以存在且独立地是烷基、取代烷基、烯基、炔基、环烷基、环烯基、饱和杂环基、卤素原子、羧基、烷氧羰基、芳香基、酰基或类似物，对于由于钠/质子交换传输系统加速而引起的疾病，具有治疗或预防作用。
• Conjugate addition of a primary carbon radical to α,β-unsaturated carboxylic acids
  作者：Baogen Wu、Bonnie A Avery、Mitchell A Avery

  DOI：10.1016/s0040-4039(00)00528-1

  日期：2000.5

  Triethylborane in the presence of trace oxygen was employed simultaneously as a radical initiator and carboxyl protecting group to promote the conjugate radical addition of 2-phenethyl iodide to α,β-unsaturated carboxylic acids in good yields.

  在痕量氧存在下，三乙基硼烷同时用作自由基引发剂和羧基保护基团，以良好的收率促进2-苯乙基碘化物与α，β-不饱和羧酸的共轭自由基加成。
• The reaction of diazomethane with double bonds—I
  作者：M. Algueró、J. Bosch、J. Castañer、J. Castellá、J. Castells、R. Mestres、J. Pascual、F. Serratosa

  DOI：10.1016/s0040-4020(01)99293-2

  日期：1962.1

  The reaction of α-carbomethoxy-γ-benzylidenebutenolide with diazomethane has been studied, and the β-methylbutenolide structure of the resulting product established through degradative and synthetic work. Extension of this direct C-methylation to other related butenolides is presented. Hydrogenation of enol lactones is discussed in some detail.

  研究了α-碳甲氧基-γ-亚苄基丁烯内酯与重氮甲烷的反应，并通过降解和合成方法建立了所得产物的β-甲基丁烯内酯结构。提出了将该直接的C-甲基化扩展至其他相关的丁烯内酯的方法。烯醇内酯的氢化被更详细地讨论。
• Silyl Phosphites. XVIII. Versatile Utility of α-(Trimethylsilyloxy)alkylphosphonates as Key Intermediates for Transformation of Aldehydes into Several Carbonyl Derivatives
  作者：Mitsuo Sekine、Masashi Nakajima、Akiko Kume、Akio Hashizume、Tsujiaki Hata

  DOI：10.1246/bcsj.55.224

  日期：1982.1

  trimethylsilyl phosphite (DTMSP) with aldehydes were converted, by treatment with lithium diisopropylamide (LDA) followed by the successive alkylation and alkaline hydrolysis, to carbonyl derivatives involving aldehydes, unsymmetrical ketones, β,γ-unsaturated ketones, and carboxylic acids. β-Substituted carboxylic esters and γ-substituted lactones were prepared by use of the carbonyl addition compounds of DTMSP

  通过用二异丙基氨基锂 (LDA) 处理，然后连续烷基化和碱水解，将二乙基三甲基甲硅烷基亚磷酸酯 (DTMSP) 与醛的羰基加成化合物转化为涉及醛、不对称酮、β,γ-不饱和酮和羧酸的羰基衍生物酸。利用DTMSP的羰基加成化合物与α,β-不饱和醛制备β-取代羧酸酯和γ-取代内酯。
• Pharmacological characterization of a new series of carbamoylguanidines reveals potent agonism at the H2R and D3R
  作者：Sabrina Biselli、Merlin Bresinsky、Katharina Tropmann、Lisa Forster、Claudia Honisch、Armin Buschauer、Günther Bernhardt、Steffen Pockes

  DOI：10.1016/j.ejmech.2021.113190

  日期：2021.3

  selectivity profile towards the hH2R, e.g. 157 being at least 3800-fold selective within the histamine receptor family. The structural similarities of our monomeric ligands to pramipexole (6), a dopamine receptor agonist, suggested an investigation of the binding behavior at those receptors. The target compounds were (partial) agonists with moderate affinity at the hD2longR and agonists with high affinity

  即使在今天，组胺H 2受体（H 2 R）在中枢神经系统（CNS）中的作用仍然广为人知。在先前的研究中，许多二聚体，高亲和力和亚型选择性的氨基甲酰基胍型配体，例如UR-NK22（5，p K i  = 8.07）被报道为H 2 R激动剂。但是，它们在中枢神经系统中研究H 2 R的适用性因其分子和药代动力学特性（例如高分子量）而受到限制，因此其生物利用度有限。满足对更多类似毒品的H 2的需求R激动剂具有高亲和力，我们合成了一系列含有各种间隔基和侧链部分的单体（硫代）氨基甲酰基胍型配体。这种结构上的简化导致了有效的（部分）激动剂（豚鼠右心房，[ 35 S]GTPγS和β-arrestin2募集试验），其人类（h）H 2 R亲和力在一位纳摩尔范围内（p K i（139，UR-KAT523）：8.35； p K i（157，UR-MB-69）：8.69）。本文介绍的大多数化合物对hH 2 R表现出出色