4-氯-5氢-吡咯并[3,2-D]嘧啶-7-甲酸乙酯 | 853058-42-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯并嘧啶类
• 中文名称: 4-氯-5氢-吡咯并[3,2-D]嘧啶-7-甲酸乙酯
• 中文别名: 4-氯-5H-吡咯并[3,2-d]嘧啶-7-羧酸乙酯
• 英文名称: ethyl 4-chloro-5H-pyrrolo[3,2-d]pyrimidine-7-carboxylate
• 英文别名: 4-chloro-5H-pyrrolo[3,2-d]pyrimidine-7-carboxylic acid ethyl ester
• CAS: 853058-42-1
• 化学式: C₉H₈ClN₃O₂
• 分子量: 225.634
• InChiKey: RJYXGAURZSGDON-UHFFFAOYSA-N

物化性质

• 沸点：
  397.1±37.0 °C(Predicted)
• 密度：
  1.458±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  67.9
• 氢给体数：
  1
• 氢受体数：
  4

安全信息

• 危险等级：
  IRRITANT
• 海关编码：
  2933990090

反应信息

• 作为反应物：
  描述：

  4-氯-5氢-吡咯并[3,2-D]嘧啶-7-甲酸乙酯 在 氯化亚砜 、 水 、 lithium hydroxide 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 反应 3.0h， 生成 4-chloro-5H-pyrrolo[3,2-d]pyrimidine-7-carbonyl chloride
  参考文献：
  名称：

  [EN] BICYCLIC HETEROARYL BORONATE DERIVATIVES AS ECTONUCLEOTIDE PYROPHOSPHATASE PHOSPHODIESTERASE 1 INHIBITORS
  [FR] DÉRIVÉS DE BORONATE HÉTÉROARYLE BICYCLIQUES UTILISÉS COMME INHIBITEURS DE L'ECTO-NUCLÉOTIDE PYROPHOSPHATASE/PHOSPHODIESTÉRASE 1

  摘要：

  The present disclosure provides certain bicyclic heteroaryl boronate compounds that inhibit ectonucleotide pyrophosphatase/phosphodiesterase 1 (ENPP1) enzymatic activity and are therefore useful for the treatment of diseases and conditions modulated at least in part by ENPP1. In some embodiments, the bicyclic heteroaryl compounds includes those of Formula (I). Also provided herein are pharmaceutical compositions containing such compounds and processes for preparing such compounds.

  公开号：

  WO2022197734A1
• 作为产物：
  描述：

  2-氰基-3-乙氧基丙烯酸乙酯 在 sodium ethanolate 作用下， 以 乙醇 为溶剂， 生成 4-氯-5氢-吡咯并[3,2-D]嘧啶-7-甲酸乙酯
  参考文献：
  名称：

  Inhibitors of HIV-1 attachment. Part 11: The discovery and structure–activity relationships associated with 4,6-diazaindole cores

  摘要：

  A series of HIV-1 attachment inhibitors containing a 4,6-diazaindole core were examined in an effort to identify a compound which improved upon the potency and oral exposure of BMS-488043 (2). BMS-488043 (2) is a 6-azaindole-based HIV-1 attachment inhibitor which established proof-of-concept for this mechanism in human clinical studies but required high doses and concomitant administration of a high fat meal to achieve efficacious exposures. Based on previous studies in indole and azaindole scaffolds, SAR investigation was concentrated around the key 7-position in the 4,6-diazaindole series and led to the discovery of molecules with 5- to 20-fold increases in potency and three-to seven-fold increases in exposure over 2 in a rat PK studies. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.10.118

文献信息

• [EN] RAF INHIBITOR COMPOUNDS AND METHODS OF USE THEREOF<br/>[FR] COMPOSÉS INHIBITEURS DE RAF ET LEURS PROCÉDÉS D'UTILISATION
  申请人：ARRAY BIOPHARMA INC

  公开号：WO2011025940A1

  公开（公告）日：2011-03-03

  Compounds of Formula I are useful for inhibition of Raf kinases. Methods of using compounds of Formula I and stereoisomers, tautomers, prodrugs and pharmaceutically acceptable salts thereof, for in vitro, in situ, and in vivo diagnosis, prevention or treatment of such disorders in mammalian cells, or associated pathological conditions are disclosed.

  公式I的化合物对于抑制Raf激酶是有用的。本文披露了利用公式I的化合物及其立体异构体、互变异构体、前药和药学上可接受的盐，在哺乳动物细胞中进行体外、体内和体内诊断、预防或治疗此类疾病或相关病理条件的方法。
• Diazaindole-dicarbonyl-piperazinyl antiviral agents
  申请人：Bender A. John

  公开号：US20050124623A1

  公开（公告）日：2005-06-09

  The invention comprises substituted diazaindole-dicarbonyl-piperazinyl derivatives of general Formula I wherein: Q is selected from the group consisting of — may represent a bond; T is —C(O)— or —CH(CN)—; and —Y— is selected from the group consisting of compositions thereof and their use for treating HIV infection.

  这项发明包括通式I的替代二氮杂吲哚-二羰基-哌嗪基衍生物，其中：Q选自由一组，可以表示成键；T为—C(O)—或—CH(CN)—；以及—Y—选自由一组，包括其组成物及其用于治疗HIV感染的用途。
• The efficient one-step chlorination of methylsulfanyl group on pyrimidine ring system with sulfuryl chloride
  作者：Young Jin Ham、Duck-Hyung Lee、Hwan Geun Choi、Jung-Mi Hah、Taebo Sim

  DOI：10.1016/j.tetlet.2010.06.056

  日期：2010.9

  A facile one-step transformation of methylsulfanyl and arylsulfanyl groups on pyrimidine ring system into the corresponding chloride group was achieved using sulfuryl chloride in acetonitrile/dichloromethane.

  使用乙腈/二氯甲烷中的硫酰氯，可轻松实现嘧啶环系统上甲基硫烷基和芳基硫烷基的一步式转化为相应的氯基。
• [EN] PYRROLOPYRIMIDINECARBOXAMIDES<br/>[FR] PYRROLOPYRIMIDINE CARBOXAMIDES
  申请人：NYCOMED GMBH

  公开号：WO2009106531A1

  公开（公告）日：2009-09-03

  The compounds of Formula (I) wherein R1, R21, R22, R23, R24, Y and R3 have the meanings as given in the description, the salts thereof, the N-oxides of the compounds and the salts thereof and the stereoisomers of the compounds, the salts, the N-oxides of the compounds and the N-oxides of the salts thereof are effective inhibitors of the type 5 phosphodiesterase.

  Formula（I）中的化合物，其中R1、R21、R22、R23、R24、Y和R3的含义如描述中所述，其盐，化合物的N-氧化物及其盐，化合物的立体异构体，盐，化合物的N-氧化物及其盐的N-氧化物是有效的第5型磷酸二酯酶抑制剂。
• DIAZAINDOLE-DICARBONYL-PIPERAZINYL ANTIVIRAL AGENTS
  申请人：Bender John A.

  公开号：US20080125439A1

  公开（公告）日：2008-05-29

  The invention comprises substituted diazaindole-dicarbonyl-piperazinyl derivatives of general Formula I wherein: Q is selected from the group consisting of -- may represent a bond; T is —C(O)— or —CH(CN)—; and —Y— is selected from the group consisting of compositions thereof and their use for treating HIV infection.

  该发明涉及一种一般式I的取代的二氮杂吲哌唑-二羧酰基-哌嗪基衍生物，其中：Q选自由以下组成的群：-可能代表键；T为-C（O）-或-CH（CN）-；和-Y-选自由以下组成的群：其组成物及其用于治疗HIV感染的用途。