3-(1-甲基-1H-苯并咪唑-2-基)-丙酸 | 24786-75-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并咪唑类
• 中文名称: 3-(1-甲基-1H-苯并咪唑-2-基)-丙酸
• 英文名称: 3-(1-methyl-1H-benzoimidazol-2-yl)-propionic acid
• 英文别名: 3-(1-methyl-1H-benzo(D)imidazol-2-yl)propanoic acid；3-(1-methyl-1H-benzimidazol-2-yl)propanoic acid；β-(1-Methylbenzimidazol-2-yl)-propionsaeure；3-(1-Methyl-1H-benzoimidazol-2-yl)-propionic acid；3-(1-methylbenzimidazol-2-yl)propanoic acid
• CAS: 24786-75-2
• 化学式: C₁₁H₁₂N₂O₂
• mdl: MFCD00178956
• 分子量: 204.228
• InChiKey: WIKFGRIKIICZOF-UHFFFAOYSA-N

物化性质

• 熔点：
  181-183 °C
• 沸点：
  441.3±28.0 °C(Predicted)
• 密度：
  1.26±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  55.1
• 氢给体数：
  1
• 氢受体数：
  3

安全信息

• 危险等级：
  IRRITANT
• 危险品标志：
  Xi
• 海关编码：
  2933290090

反应信息

• 作为反应物：
  描述：

  N-[2-(1H-pyrrol-1-yl)phenyl]-L-prolinamide hydrochloride 、 3-(1-甲基-1H-苯并咪唑-2-基)-丙酸 在 1-羟基苯并三唑 、 1-(3-二甲基氨基丙基)-3-乙基碳二亚胺 、 三乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 1-[3-(1-methyl-1H-benzimidazol-2-yl)propanoyl]-N-[2-(1H-pyrrol-1-yl)phenyl]-L-prolinamide
  参考文献：
  名称：

  Proline bis-amides as potent dual orexin receptor antagonists

  摘要：

  A series of OX2R/OX1R dual orexin antagonists was prepared based on a proline bis-amide identified as a screening lead. Through a combination of classical and library synthesis, potency enhancing replacements for both amide portions were discovered. N-methylation of the benzimidazole moiety within the lead structure significantly reduced P-gp susceptibility while increasing potency, giving rise to good brain penetration. A compound from this series has demonstrated in vivo central activity when dosed peripherally in a pharmacodynamic model of orexin activity. Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmcl.2008.01.001
• 作为产物：
  描述：

  丙考达唑 、 碘甲烷 在 caesium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 24.0h， 生成 3-(1-甲基-1H-苯并咪唑-2-基)-丙酸
  参考文献：
  名称：

  WO2006/127550

  摘要：

  公开号：

文献信息

• Antagonists of melanin concentrating hormone effects on the melanin concetrating hormone receptor
  申请人：——

  公开号：US20030229119A1

  公开（公告）日：2003-12-11

  The present invention relates to the antagonism of the effects of melanin-concentrating hormone (MCH) through the melanin concentrating hormone receptor which is useful for the prevention or treatment of eating disorders, weight gain, obesity, abnormalities in reproduction and sexual behavior, thyroid hormone secretion, diuresis and water/electrolyte homeostasis, sensory processing, memory, sleeping, arousal, anxiety, depression, seizures, neurodegeneration and psychiatric disorders.

  本发明涉及通过黑素浓缩激素受体对黑素浓缩激素（MCH）效果的拮抗，对于预防或治疗进食障碍、体重增加、肥胖、生殖和性行为异常、甲状腺激素分泌、利尿和水/电解质平衡、感觉处理、记忆、睡眠、觉醒、焦虑、抑郁、癫痫发作、神经退行性疾病和精神疾病是有用的。
• [EN] BRIDGED SPIRO [2.4] HEPTANE DERIVATIVES AS ALX RECEPTOR AND/OR FPRL2 AGONISTS<br/>[FR] DÉRIVÉS DE SPIRO[2.4]HEPTANE PONTÉS UTILES EN TANT QU'AGONISTES DU RÉCEPTEUR DE ALX ET/OU DU RÉCEPTEUR FPRL2
  申请人：ACTELION PHARMACEUTICALS LTD

  公开号：WO2010134014A1

  公开（公告）日：2010-11-25

  The present invention relates to bridged spiro[2.4]heptane derivatives of formula (I), wherein W, Y, Z, R1 and R2 are as defined in the description, their preparation and their use as pharmaceutically active compounds as ALX receptor and/or FPRL2 agonists for the treatment of inflammatory and obstructive airways diseases.

  本发明涉及桥式螺[2.4]庚烷衍生物的化学式(I)，其中W、Y、Z、R1和R2如描述中所定义，它们的制备及其作为药用活性化合物的ALX受体和/或FPRL2激动剂在治疗炎症性和梗阻性气道疾病中的用途。
• 2-SUBSTITUTED PROLINE BIS-AMIDE OREXIN RECEPTOR ANTAGONISTS
  申请人：Cox Christopher D.

  公开号：US20100029736A1

  公开（公告）日：2010-02-04

  The present invention is directed to 2-substituted proline bis-amide compounds which are antagonists of orexin receptors, and which are useful in the treatment or prevention of neurological and psychiatric disorders and diseases in which orexin receptors are involved. The invention is also directed to pharmaceutical compositions comprising these compounds and the use of these compounds and compositions in the prevention or treatment of such diseases in which orexin receptors are involved.

  本发明涉及2-取代脯氨酸双酰胺化合物，它们是促进睡眠的受体拮抗剂，可用于治疗或预防神经和精神障碍以及涉及促进睡眠的疾病。本发明还涉及包含这些化合物的制药组合物以及这些化合物和组合物在预防或治疗涉及促进睡眠的疾病中的使用。
• Proline bis-amide orexin receptor antagonists
  申请人：Bergman Jeffrey M.

  公开号：US20090118200A1

  公开（公告）日：2009-05-07

  The present invention is directed to proline bis-amide compounds which are antagonists of orexin receptors, and which are useful in the treatment or prevention of neurological and psychiatric disorders and diseases in which orexin receptors are involved. The invention is also directed to pharmaceutical compositions comprising these compounds and the use of these compounds and compositions in the prevention or treatment of such diseases in which orexin receptors are involved.

  本发明涉及丙氨酸双酰胺化合物，其为促进素受体拮抗剂，可用于治疗或预防涉及促进素受体的神经和精神障碍和疾病。本发明还涉及包含这些化合物的制药组合物以及利用这些化合物和组合物预防或治疗涉及促进素受体的这些疾病的用途。
• BRIDGED SPIRO [2.4] HEPTANE DERIVATIVES AS ALX RECEPTOR AND/OR FPRL2 AGONISTS
  申请人：Bur Daniel

  公开号：US20120115841A1

  公开（公告）日：2012-05-10

  The present invention relates to bridged spiro[2.4]heptane derivatives of formula (I), wherein W, Y, Z, R 1 and R 2 are as defined in the description, their preparation and their use as pharmaceutically active compounds as ALX receptor and/or FPRL2 agonists for the treatment of inflammatory and obstructive airways diseases.

  本发明涉及桥联螺[2.4]庚烷衍生物，其化学式为（I），其中W、Y、Z、R1和R2如描述中所定义，其制备以及作为药物活性化合物的ALX受体和/或FPRL2激动剂用于治疗炎症和阻塞性呼吸道疾病。