1-diazo-4-(2-chlorophenyl)butan-2-one | 365553-89-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1-diazo-4-(2-chlorophenyl)butan-2-one
• 英文别名: (1E)-4-(2-chlorophenyl)-1-diazobutan-2-one
• CAS: 365553-89-5
• 化学式: C₁₀H₉ClN₂O
• 分子量: 208.647
• InChiKey: DLJIJDIDJDCWHF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  19.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-diazo-4-(2-chlorophenyl)butan-2-one 在 rhodium(II) acetate dimer 作用下， 以 二氯甲烷 为溶剂， 生成 5-氯-3,4-二氢-1H-2-萘酮
  参考文献：
  名称：

  Structure–Activity relationship of linear peptide Bu-His-DPhe-Arg-Trp-Gly-NH2 at the human melanocortin-1 and -4 receptors: histidine substitution

  摘要：

  Systematic substitution of His(6) residue using non-selective hMC4R pentapeptide agonist (Bu-His(6)-DPhe(7)-Arg(8)-Trp(9)-Gly(10)- NH2) as the template led to the identification of Bu-Atc(6)(2-aminotetraline-2-carboxylic acid)-DPhe(7)-Arg(8)-Trp(9)-Gly(10)-NH2 which showed moderate selectivity towards hMC4R over hMC1R. Further SAR studies resulted in the discovery of Penta-5-BrAtc(6)-DPhe(7)-Arg(8)-Trp(9)-Gly(10)-NH2 and Penta-5-Me(2)NMAtc(6)-DPhe(7)-Arg(8)-Trp(9)-Gly(10)-NH2 which are potent hMC4R agonists and are inactive in hMC1R, hMC3R and hMC5R agonist assays. (C) 2002 Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0960-894x(02)00830-2
• 作为产物：
  描述：

  3-(2-氯苯基)丙酸 在 氯化亚砜 作用下， 以 乙醚 、 甲苯 为溶剂， 生成 1-diazo-4-(2-chlorophenyl)butan-2-one
  参考文献：
  名称：

  Structure–Activity relationship of linear peptide Bu-His-DPhe-Arg-Trp-Gly-NH2 at the human melanocortin-1 and -4 receptors: histidine substitution

  摘要：

  Systematic substitution of His(6) residue using non-selective hMC4R pentapeptide agonist (Bu-His(6)-DPhe(7)-Arg(8)-Trp(9)-Gly(10)- NH2) as the template led to the identification of Bu-Atc(6)(2-aminotetraline-2-carboxylic acid)-DPhe(7)-Arg(8)-Trp(9)-Gly(10)-NH2 which showed moderate selectivity towards hMC4R over hMC1R. Further SAR studies resulted in the discovery of Penta-5-BrAtc(6)-DPhe(7)-Arg(8)-Trp(9)-Gly(10)-NH2 and Penta-5-Me(2)NMAtc(6)-DPhe(7)-Arg(8)-Trp(9)-Gly(10)-NH2 which are potent hMC4R agonists and are inactive in hMC1R, hMC3R and hMC5R agonist assays. (C) 2002 Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0960-894x(02)00830-2

文献信息

• Selective linear peptides with melanocortin-4 receptor (MC4-R) agonist activity
  申请人：——

  公开号：US20010056179A1

  公开（公告）日：2001-12-27

  Peptides of formulae I, II and III selectively activate melanocortin-4 (MC-4) receptor activity. 1

  公式I、II和III的肽选择性地激活黑色素皮质素-4（MC-4）受体活性。
• Selective cyclic peptides with melanocortin-4 receptor (MC4-R) agonist activity
  申请人：——

  公开号：US20020143141A1

  公开（公告）日：2002-10-03

  Peptides cyclized via disulfide or lactam bridges having melanocortin-4 receptor (MC4-R) agonist activity useful for treatment of obesity.

  经过二硫键或内酰胺桥环化的肽具有黑色素皮质激素受体（MC4-R）激动剂活性，适用于治疗肥胖症。
• Selective linear peptides with melanocor tin-4 receptor (MC4-R) agonist activity
  申请人：——

  公开号：US20030229200A1

  公开（公告）日：2003-12-11

  Peptides of formulae I, II and III that selectively activate melanocortin-4 (MC-4) receptor activity. 1

  化学式为I、II和III的多肽，可选择性激活黑色素细胞激素-4（MC-4）受体活性。
• Selective Linear Peptides with Melanocortin-4 Receptor (MC4-R) Agonist Activity
  申请人：Chen Li

  公开号：US20080177036A1

  公开（公告）日：2008-07-24

  Peptides of formulae I, II and III that selectively activate melanocortin-4 (MC-4) receptor activity.

  化学式为I、II和III的肽，可选择性地激活黑色素细胞激素受体-4（MC-4）的活性。
• SELECTIVE LINEAR PEPTIDES WITH MELANOCORTIN-4 RECEPTOR (MC4-R) AGONIST ACTIVITY
  申请人：F. Hoffmann-La Roche AG

  公开号：EP1272516B1

  公开（公告）日：2008-04-23