2-(3-甲基咪唑-4-基)乙酸 | 4200-48-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 中文名称: 2-(3-甲基咪唑-4-基)乙酸
• 中文别名: 4-[(1-硝基吖啶-9-基)氨基]丁烷-1-醇盐酸(1:1)
• 英文名称: 1-Methylimidazole-acetic acid
• 英文别名: 1-methyl-5-imidazoleacetic acid；(3-methyl-3H-imidazol-4-yl)-acetic acid；(3-Methyl-3H-imidazol-4-yl)-essigsaeure；1-Methyl-imidazolyl-5-essigsaeure；2-(1-methyl-1H-imidazol-5-yl)acetic acid；2-(3-methylimidazol-4-yl)acetic acid
• CAS: 4200-48-0
• 化学式: C₆H₈N₂O₂
• 分子量: 140.142
• InChiKey: UJCGYTCAMOHYCG-UHFFFAOYSA-N

物化性质

• 熔点：
  180-181 °C
• 沸点：
  384.4±17.0 °C(Predicted)
• 密度：
  1.27±0.1 g/cm3(Predicted)
• 溶解度：
  溶于二甲基亚砜
• 物理描述：
  Solid

计算性质

• 辛醇/水分配系数(LogP)：
  -0.5
• 重原子数：
  10
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  55.1
• 氢给体数：
  1
• 氢受体数：
  3

安全信息

• 海关编码：
  2933290090

制备方法与用途

生物活性方面，Pi-Methylimidazoleacetic acid 是一种潜在的神经毒素。靶点为：

• 人类内源性代谢物

反应信息

• 作为反应物：
  描述：

  2-(3-甲基咪唑-4-基)乙酸 在 三氯氧磷 作用下， 生成
  参考文献：
  名称：

  Identification of indole inhibitors of human hematopoietic prostaglandin D2 synthase (hH-PGDS)

  摘要：

  Human H-PGDS has shown promise as a potential target for anti-allergic and anti-inflammatory drugs. Here we describe the discovery of a novel class of indole inhibitors, identified through focused screening of 42,000 compounds and evaluated using a series of hit validation assays that included fluorescence polarization binding, 1D NMR, ITC and chromogenic enzymatic assays. Compounds with low nanomolar potency, favorable physico-chemical properties and inhibitory activity in human mast cells have been identified. In addition, our studies suggest that the active site of hH-PGDS can accommodate larger structural diversity than previously thought, such as the introduction of polar groups in the inner part of the binding pocket. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2015.04.065
• 作为产物：
  描述：

  alkaline earth salt of/the/ methylsulfuric acid 在 sodium hydroxide 作用下， 生成 2-(3-甲基咪唑-4-基)乙酸
  参考文献：
  名称：

  Pyman, Journal of the Chemical Society, 1911, vol. 99, p. 2181

  摘要：

  DOI：

文献信息

• Inhibitors of protein isoprenyl transferases
  申请人：University of Pittsburgh

  公开号：US20020193596A1

  公开（公告）日：2002-12-19

  Compounds having the formula 1 or a pharmaceutically acceptable salt thereof wherein R 1 is (a) hydrogen, (b) loweralkyl, (c) alkenyl, (d) alkoxy, (e) thioalkoxy, (f) halo, (g) haloalkyl, (h) aryl-L 2 —, and (i) heterocyclic-L 2 —; R 2 is selected from (a) 2 (b) —C(O)NH—CH(R 14 )—C(O)OR 15 , (c) 3 (d) —C(O)NH—CH(R 14 )—C(O)NHSO 2 R 16 (e) —C(O)NH—CH(R 14 )-tetrazolyl, (f) —C(O)NH-heterocyclic, and (g) —C(O)NH—CH(R 14 )—C(O)NR 17 R 18 ; R 3 is heterocyclic, aryl, substituted or unsubstituted cycloalkyl; R 4 is hydrogen, lower alkyl, haloalkyl, halogen, aryl, arylakyl, heterocyclic, or (heterocyclic)alkyl; L 1 is absent or is selected from (a) —L 4 —N(R 5 )—L 5 —, (b) —L 4 —O—L 5 —, (c) —L 4 —S(O) n —L 5 — (d) —L 4 -L 6 —C(W)—N(R 5 )—L 5 —, (e) —L 4 -L 6 —S(O) m —N(R 5 )—L 5 —, (f) —L 4 —N(R 5 )—C(W)—L 7 -L 5 —, (g) —L 4 —N(R 5 )—S(O) p —L 7 —L 5 —, (h) optionally substituted alkylene, (i) optionally substituted alkenylene, and (j) optionally substituted alkynylene are inhibitors of protein isoprenyl transferases. Also disclosed are protein isoprenyl transferase inhibiting compositions and a method of inhibiting protein isoprenyl transferases.

  具有以下公式的化合物或其药学上可接受的盐，其中R1为(a)氢，(b)较低的烷基，(c)烯基，(d)烷氧基，(e)硫代烷氧基，(f)卤素，(g)卤代烷基，(h)芳基-L2—，以及(i)杂环-L2—；R2从(a)中选择，(b) -C(O)NH-CH(R14)-C(O)OR15，(c)中选择，(d) -C(O)NH-CH(R14)-C(O)NHSO2R16，(e) -C(O)NH-CH(R14)-四唑基，(f) -C(O)NH-杂环，以及(g) -C(O)NH-CH(R14)-C(O)NR17R18；R3为杂环，芳基，取代或未取代的环烷基；R4为氢，较低烷基，卤代烷基，卤素，芳基，芳基烷基，杂环基，或(杂环)烷基；L1为空缺或从(a) -L4-N(R5)-L5-，(b) -L4-O-L5-，(c) -L4-S(O)n-L5-，(d) -L4-L6-C(W)-N(R5)-L5-，(e) -L4-L6-S(O)m-N(R5)-L5-，(f) -L4-N(R5)-C(W)-L7-L5-，(g) -L4-N(R5)-S(O)p-L7-L5-，(h)可选择取代的烷基，(i)可选择取代的烯基，以及(j)可选择取代的炔基是蛋白异戊二烯转移酶的抑制剂。还公开了蛋白异戊二烯转移酶抑制组合物和抑制蛋白异戊二烯转移酶的方法。
• [EN] HETEROCYCLIC KINASE INHIBITORS<br/>[FR] INHIBITEURS DE KINASE HETEROCYCLIQUE
  申请人：ABBOTT LAB

  公开号：WO2004076424A1

  公开（公告）日：2004-09-10

  Compounds having the formula (I) are useful for inhibiting protein kinases. Also disclosed are methods of making the compounds, compositions containing the compounds, and methods of treatment using the compounds.

  具有公式(I)的化合物对于抑制蛋白激酶是有用的。还公开了制造这些化合物的方法、包含这些化合物的组合物以及使用这些化合物的治疗方法。
• Nanomolar-affinity, non-peptide oxytocin receptor antagonists
  作者：Ben E. Evans、George F. Lundell、Kevin F. Gilbert、Mark G. Bock、Kenneth E. Rittle、Leigh Anne Carroll、Peter D. Williams、Joseph M. Pawluczyk、James L. Leighton

  DOI：10.1021/jm00077a002

  日期：1993.12

  Non-peptide antagonists of the peptide hormone oxytocin (OT) with nanomolar OT receptor affinities are described. These compounds incorporate novel amido- and amidoalkylcamphor variations to the lead structure L-366,509 (1) to achieve receptor affinity enhancements of 2-3 orders of magnitude over that compound. The new OT antagonist L-367,773 (35) is shown to be an orally bioavailable agent with good

  描述了具有纳摩尔OT受体亲和力的肽激素催产素（OT）的非肽拮抗剂。这些化合物在前导结构L-366,509（1）中引入了新的酰胺基和酰胺基烷基樟脑，从而使该化合物的受体亲和力提高了2-3个数量级。新的OT拮抗剂L-367,773（35）被证明是一种口服生物利用剂，在体内具有良好的持续时间，并且可以在多种体外和体内模型中有效抑制OT刺激的子宫收缩。
• Imidazoles, their preparation and their use as fungicides
  申请人：SHELL INTERNATIONALE RESEARCH MAATSCHAPPIJ B.V.

  公开号：EP0216424A1

  公开（公告）日：1987-04-01

  The invention provides imidazoles of general formula and acid-addition salts thereof, wherein R represents an optionally substituted phenyl group, R¹ represents an optionally substituted alkyl, cycloalkyl, alkenyl, aryl or aralkyl group, R² represents a hydrogen atom, a cyano group, a -CONH₂ group, or an optionally substituted alkyl group, and X represents an oxygen atom or a =NOR³ moiety where R³ is a hydrogen atom or an optionally substituted alkyl, cycloalkyl, alkenyl, alkylcarbonyl, aryl or aralkyl group; processes for their preparation, and their use as fungicides.

  该发明提供了通式imidazoles及其酸加成盐，其中R代表一个可选取代的苯基，R¹代表一个可选取代的烷基、环烷基、烯基、芳基或芳基烷基，R²代表一个氢原子、一个氰基、一个-CONH₂基团，或一个可选的取代烷基，X代表一个氧原子或一个=NOR³基团，其中R³是一个氢原子或一个可选的取代烷基、环烷基、烯基、烷基羰基、芳基或芳基烷基；它们的制备方法以及它们作为杀菌剂的用途。
• Heterocyclic kinase inhibitors
  申请人：——

  公开号：US20040254159A1

  公开（公告）日：2004-12-16

  Compounds having the formula 1 are useful for inhibiting protein kinases. Also disclosed are methods of making the compounds, compositions containing the compounds, and methods of treatment using the compounds.

  具有1式的化合物对于抑制蛋白激酶非常有用。还揭示了制备该化合物的方法，含有该化合物的组合物，以及使用该化合物进行治疗的方法。