[4-(1H-吡唑-1-基)苯基]乙酸 | 65476-24-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 中文名称: [4-(1H-吡唑-1-基)苯基]乙酸
• 中文别名: [4 - (1H - 吡唑 - 1 - 基)苯基]乙酸
• 英文名称: 2-(4-(1H-pyrazol-1-yl)phenyl)acetic acid
• 英文别名: [4-(1H-pyrazol-1-yl)phenyl]acetic acid；4-(pyrazol-1-yl)phenylacetic acid；2-(4-pyrazol-1-ylphenyl)acetic acid
• CAS: 65476-24-6
• 化学式: C₁₁H₁₀N₂O₂
• mdl: MFCD11100034
• 分子量: 202.213
• InChiKey: LFSKFPXFMVLNGR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  55.1
• 氢给体数：
  1
• 氢受体数：
  3

安全信息

• 海关编码：
  2933199090

反应信息

• 作为反应物：
  描述：

  [4-(1H-吡唑-1-基)苯基]乙酸 在 草酰氯 、 N,N-二甲基甲酰胺 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 生成 C₁₁H₉ClN₂O
  参考文献：
  名称：

  Identification of BR102910 as a selective fibroblast activation protein (FAP) inhibitor

  摘要：

  DOI：

  10.1016/j.bmcl.2021.127846
• 作为产物：
  描述：

  1-(4-羟甲基苯基)吡唑 在 盐酸 、 氯化亚砜 作用下， 以 乙腈 为溶剂， 反应 53.0h， 生成 [4-(1H-吡唑-1-基)苯基]乙酸
  参考文献：
  名称：

  Aromatic hydrazides as specific inhibitors of bovine serum amine oxidase

  摘要：

  New hydrazides were synthesized in search for specific inhibitors of bovine serum amine oxidase: a series of benzoic and phenylacetic acid hydrazides containing the 1H-imidazol-1-yl or the 1H-imidazol-1-ylmethyl group as (o, m, p)-substituent in the phenyl ring; an analogous series of p-substituted phenylhydrazides with 5 or 6-membered heterocyclic ring as substituent, and a series of similar phenylpropionic hydrazides. The longer and more flexible phenylacetic hydrazides, and to a somewhat lesser extent the phenylpropionic ones, were better specific inhibitors of bovine serum amine oxidase than the benzoic hydrazides, which were also bound by the enzyme with high affinity, but at a slow rate. Derivatives with p- and m -substituents were more reactive than the o-substituted ones. The chemical nature of the substituent was less important than its position in the phenyl ring and the presence of methylene spacers. These data point to the presence of a hydrophobic site at short distance from the protein carbonyl cofactor, so that simultaneous interaction of the 2 ends of the inhibitor molecule can occur at the 2 sites. The presence of the hydrophobic site was confirmed by the capability of some molecule deprived of the hydrazidic group to act as mild inhibitors. All hydrazides were less reactive by 2-3 orders of magnitude towards pig kidney diamine oxidase and FAD-dependent monoamine oxidase from rat brain mitochondria, while the other compounds showed similar inhibition power against all proteins. The specificity for the bovine enzyme seems therefore to be related to the concerted action of the 2 moieties of the inhibitor molecule.

  DOI：

  10.1016/0223-5234(92)90005-l

文献信息

• Thiazolyl amide derivatives
  申请人：——

  公开号：US20040006076A1

  公开（公告）日：2004-01-08

  The present invention relates to novel compounds, to a process for their preparation and to their use as medicaments, in particular as antiviral medicaments.

  本发明涉及新化合物，以及它们的制备方法和它们作为药物的用途，特别是作为抗病毒药物。
• Pyrazol-1-ylphenylacetic acids
  申请人：Byk Gulden Lomberg Chemische Fabrik GmbH

  公开号：US04239901A1

  公开（公告）日：1980-12-16

  Pyrazol-1-ylphenylacetic acids of the formula ##STR1## wherein R.sup.1, R.sup.2 and R.sup.3 are the same or different and denote a hydrogen atom or a halogen atom, R.sup.4 denotes a hydrogen atom or an alkyl group, A B denotes a carbon-carbon single or double bond, and their salts are pharmacologically active and are useful as medicaments. Medicament compositions are produced therefrom. Their functional carboxylic acid derivatives and other new intermediates are used in their preparation.

  Pyrazol-1-ylphenylacetic acids的中文翻译为：吡唑-1-基苯乙酸。其中R.sup.1，R.sup.2和R.sup.3相同或不同，表示氢原子或卤素原子，R.sup.4表示氢原子或烷基，AB表示碳-碳单键或双键，它们的盐具有药理活性，并且可用作药物。从中制备药物组合物。它们的功能性羧酸衍生物和其他新中间体用于它们的制备。
• [EN] GLYCINE B ANTAGONISTS<br/>[FR] ANTAGONISTES DE LA GLYCINE B
  申请人：MERZ PHARMA GMBH & CO KGAA

  公开号：WO2012164085A1

  公开（公告）日：2012-12-06

  The invention relates to 2(1H)-quinolinone derivatives of formula (I) as well as their pharmaceutically acceptable salts. The invention further relates to a process for the preparation of such compounds. The compounds of the invention are glycine B antagonists and are therefore useful for the control and prevention of various disorders, including neurological disorders.

  该发明涉及公式（I）的2（1H）-喹啉酮衍生物及其药用可接受的盐。该发明还涉及一种制备此类化合物的方法。该发明的化合物是甘氨酸B拮抗剂，因此对于控制和预防各种疾病，包括神经系统疾病，具有用途。
• Lead Development of Thiazolylsulfonamides with Carbonic Anhydrase Inhibitory Action
  作者：Fabrizio Carta、Alexander Birkmann、Tamara Pfaff、Helmut Buschmann、Wilfried Schwab、Holger Zimmermann、Alfonso Maresca、Claudiu T. Supuran

  DOI：10.1021/acs.jmedchem.7b00183

  日期：2017.4.13

  herpes simplex virus infections, was prepared. The synthesized primary and secondary sulfonamides were investigated as inhibitors of six physiologically and pharmacologically relevant human (h) carbonic anhydrase (hCA, EC 4.2.1.1) isoforms, the cytosolic enzymes hCA I and II, the mitochondrial ones hCA VA and VB, and the transmembrane, tumor associated hCA IX and XII. Low nanomolar inhibition KI values

  与pritelivir结构相关的一系列同类物，N- [5-（氨基磺酰基）-4-甲基-1,3-噻唑-2-基] -N-甲基-2- [4-（2-吡啶基）苯基]乙酰胺制备了用于治疗单纯疱疹病毒感染的解旋酶-引发酶抑制剂。研究了合成的伯磺酰胺和仲磺酰胺作为六种生理和药理相关的人（h）碳酸酐酶（hCA，EC 4.2.1.1）亚型，胞质酶hCA I和II，线粒体hCA VA和VB以及它们的抑制剂的抑制剂。跨膜，与肿瘤相关的hCA IX和XII。低纳摩尔抑制K I检测到所有这些元素的值，并具有非常有趣且定义明确的结构-活性关系。由于许多CA都参与了严重的病理，包括癌症，肥胖，癫痫，青光眼等，因此，这里报道的磺酰胺抑制剂可能会成为候选药物。此外，吡咯韦尔本身是某些CA的有效抑制剂，也抑制了几种哺乳动物的全血酶，这可能是该药物的有利药代动力学特征，可以与血液CA I和II结合转运到全身。
• [DE] THIAZOLYLAMID-DERIVATE<br/>[EN] THIAZOLYL AMIDE DERIVATIVES<br/>[FR] DERIVES DU TYPE THIAZOLYLAMIDE
  申请人：BAYER AG

  公开号：WO2001047904A1

  公开（公告）日：2001-07-05

  Die vorliegende Erfindung betrifft neue Thiazolylamid-Derivate, ein Verfahren zu ihrer Herstellung sowie ihre Verwendung als Arzneimittel, insbesondere als antivirale Arzneimittel.

  这项发明涉及新的噻唑酰胺衍生物、其制备方法以及其作为药物的用途，特别是作为抗病毒药物的用途。