1,8-萘啶-2-丁酸 | 886362-95-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 中文名称: 1,8-萘啶-2-丁酸
• 英文名称: 4-(1,8-Naphthyridin-2-yl)butanoic acid
• CAS: 886362-95-4
• 化学式: C₁₂H₁₂N₂O₂
• mdl: MFCD04115352
• 分子量: 216.239
• InChiKey: HFBITYXPNVQAGU-UHFFFAOYSA-N

物化性质

• 沸点：
  400.1±30.0 °C(Predicted)
• 密度：
  1.268±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  63.1
• 氢给体数：
  1
• 氢受体数：
  4

安全信息

• 海关编码：
  2915900090

反应信息

• 作为反应物：
  描述：

  1,8-萘啶-2-丁酸 在 劳森试剂 、 mercury(II) diacetate 、 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 四氢呋喃 、 N-甲基吡咯烷酮 、 N,N-二甲基甲酰胺 为溶剂， 反应 36.0h， 生成
  参考文献：
  名称：

  Discovery of a potent and selective small molecule hGPR91 antagonist

  摘要：

  GPR91, a 7TM G-Protein-Coupled Receptor, has been recently deorphanized with succinic acid as its endogenous ligand. Current literature indicates that GPR91 plays role in various pathophysiology including renal hypertension, autoimmune disease and retinal angiogenesis. Starting from a small molecule high-throughput screening hit 1 (hGPR91 IC(50): 0.8 mu M)-originally synthesized in Merck for Bradykinin B(1) Receptor (BK(1)R) program, systematic structure-activity relationship study led us to discover potent and selective hGPR91 antagonists e.g. 2c, 4c, and 5g (IC(50): 7-35 nM; >1000 fold selective against hGPR99, a closest related GPCR; > 100 fold selective in Drug Matrix screening). This initial work also led to identification of two structurally distinct and orally bio-available lead compounds: 5g (%F: 26) and 7e (IC(50): 180 nM; > 100 fold selective against hGPR99; %F: 87). A rat pharmacodynamic assay was developed to characterize the antagonists in vivo using succinate induced increase in blood pressure. Using two representative antagonists, 2c and 4c, the GPR91 target engagement was subsequently demonstrated using the designed pharmacodynamic assay. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.04.091
• 作为产物：
  描述：

  4-乙酰基丁酸乙酯 在 lithium hydroxide monohydrate 、 水 、 L-脯氨酸 作用下， 以 四氢呋喃 、 乙醇 为溶剂， 反应 36.0h， 生成 1,8-萘啶-2-丁酸
  参考文献：
  名称：

  Discovery of a potent and selective small molecule hGPR91 antagonist

  摘要：

  GPR91, a 7TM G-Protein-Coupled Receptor, has been recently deorphanized with succinic acid as its endogenous ligand. Current literature indicates that GPR91 plays role in various pathophysiology including renal hypertension, autoimmune disease and retinal angiogenesis. Starting from a small molecule high-throughput screening hit 1 (hGPR91 IC(50): 0.8 mu M)-originally synthesized in Merck for Bradykinin B(1) Receptor (BK(1)R) program, systematic structure-activity relationship study led us to discover potent and selective hGPR91 antagonists e.g. 2c, 4c, and 5g (IC(50): 7-35 nM; >1000 fold selective against hGPR99, a closest related GPCR; > 100 fold selective in Drug Matrix screening). This initial work also led to identification of two structurally distinct and orally bio-available lead compounds: 5g (%F: 26) and 7e (IC(50): 180 nM; > 100 fold selective against hGPR99; %F: 87). A rat pharmacodynamic assay was developed to characterize the antagonists in vivo using succinate induced increase in blood pressure. Using two representative antagonists, 2c and 4c, the GPR91 target engagement was subsequently demonstrated using the designed pharmacodynamic assay. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.04.091

文献信息

• Enzymatic encoding methods for efficient synthesis of large libraries
  申请人：Nuevolution A/S

  公开号：EP2341140A1

  公开（公告）日：2011-07-06

  Disclosed is a method for obtaining a bifunctional complex comprising a molecule linked to a single stranded identifier oligonucleotide, wherein a nascent bifunctional complex comprising a chemical reaction site and a priming site for enzymatic addition of a tag is a) reacted at the chemical reaction site with one or more reactants, and b) reacted enzymatically at the priming site with one or more tag(s) identifying the reactant(s).

  本发明公开了一种获得双功能复合物的方法，该复合物由与单链标识寡核苷酸相连的分子组成，其中包含化学反应位点和用于酶加标记的引物位点的新生双功能复合物 a) 在化学反应位点与一种或多种反应物反应，b) 在引物位点与一种或多种标识反应物的标记进行酶反应。
• COMPOSES BICYCLIQUES ANTAGONISTES DES RECEPTEURS DE LA VITRONECTINE, LEUR PROCEDE DE PREPARATION ET LES COMPOSITIONS QUI LES CONTIENNENT
  申请人：Les Laboratoires Servier

  公开号：EP1268429B1

  公开（公告）日：2004-08-18
• ENZYMATIC ENCODING METHODS FOR EFFICIENT SYNTHESIS OF LARGE LIBRARIES
  申请人：Nuevolution A/S

  公开号：EP1957644B1

  公开（公告）日：2010-12-01
• US9574189B2
  申请人：——

  公开号：US9574189B2

  公开（公告）日：2017-02-21
• [EN] ENZYMATIC ENCODING METHODS FOR EFFICIENT SYNTHESIS OF LARGE LIBRARIES<br/>[FR] PROCEDES DE CODAGE ENZYMATIQUE DESTINES A LA SYNTHESE EFFICACE DE BIBLIOTHEQUES IMPORTANTES
  申请人：NUEVOLUTION AS

  公开号：WO2007062664A2

  公开（公告）日：2007-06-07

  [EN] Disclosed is a method for obtaining a bifunctional complex comprising a molecule linked to a single stranded identifier oligonucleotide, wherein a nascent bifunctional complex comprising a chemical reaction site and a priming site for enzymatic addition of a tag is a) reacted at the chemical reaction site with one or more reactants, and b) reacted enzymatically at the priming site with one or more tag(s) identifying the reactant(s).
  [FR] L'invention concerne un procédé permettant d'obtenir un complexe bifonctionnel comprenant une molécule liée à un oligonucléotide identificateur monocaténaire, un complexe bifonctionnel à l'état naissant comprenant un site de réaction chimique et un site d'amorçage destiné à une addition enzymatique d'une étiquette étant: a) mis à réagir au niveau du site de réaction chimique avec un ou plusieurs réactifs, et b) mis à réagir sur le plan enzymatique au niveau du site d'amorçage avec une ou plusieurs étiquettes identifiant les réactifs.