1-氰基-1-(2,4-二甲基苯基)丙烷-2-酮 | 202580-61-8

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 中文名称: 1-氰基-1-(2,4-二甲基苯基)丙烷-2-酮
• 英文名称: 1-cyano-1-(2,4-dimethylphenyl)propan-2-one
• 英文别名: 2-(2,4-dimethylphenyl)-3-oxobutanenitrile
• CAS: 202580-61-8
• 化学式: C₁₂H₁₃NO
• 分子量: 187.241
• InChiKey: PUSVNBDKPAFNMX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  40.9
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-氰基-1-(2,4-二甲基苯基)丙烷-2-酮 在 一水合肼 、 溶剂黄146 、 N,N-二乙基苯胺 、 三氯氧磷 作用下， 以 溶剂黄146 、 甲苯 为溶剂， 生成
  参考文献：
  名称：

  The discovery of 4-(3-pentylamino)-2,7-dimethyl-8-(2-methyl-4-methoxyphenyl)-pyrazolo-[1,5- a ]-pyrimidine: A corticotropin-releasing factor (hCRF 1 ) antagonist

  摘要：

  Structure-activity relationship studies led to the discovery of 4-(3-pentylamino)-2,7-dimethyl-8-(2-methyl-4-methoxyphenyl)-pyrazolo-[1,5-a]-pyrimidine 11-31 (DMP904), whose pharmacological profile strongly supports the hypothesis that hCRF(1) antagonists may be potent anxiolytic drugs. Compound 11-31 (hCRF(1) K-i= 1.0 +/- 0.2 nM (n = 8)) was a potent antagonist of hCRF(1)-coupled adenylate cyclase activity in HEK293 cells (IC50 = 10.0 +/- 0.01 nM versus 10 nM r/hCRF, I? = 8); alpha-helical CRF(9-41) had weaker potency (IC50 = 286 +/- 63 nM, n = 3). Analogue 11-31 had good oral activity in the rat situational anxiety test; the minimum effective dose for 11-31 was 0.3 mg/kg (po). Maximal efficacy (approximately 57% reduction in latency lime in the dark compartment) was observed at this dose. Chlordiazepoxide caused a 72% reduction in latency at 20 mg/kg (po). The literature compound 1 (CP154526-1. 30 mg/kg (po)) was inactive in this lest. Compound 11-31 did not inhibit open-field locomotor activity at 10, 30, and 100 mg/kg (po) in rats. In beagle dogs, this compound (5 mg/kg, iv, po) afforded good plasma levels. The key iv pharmacokinetic parameters were t(1/2), CL and V-d.ss values equal to 46.4 +/- 7.6 h, 0.49 +/- 0.08 L/kg/h and 23.0 +/- 4.2 L/kg, respectively. After oral dosing. the mean C-max, T-max, t(1/2) and bioavailability values were equal to 1260 +/- 290 nM, 0.75 +/- 0.25 h, 45.1 +/- 10.2 h and 33.1%, respectively. The overall rat behavioral profile of this compound suggests that it may be an anxiolytic drug with a low motor side effect Liability. (C) 2000 DuPont Pharmaceuticals Company. Published by Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(99)00271-0
• 作为产物：
  描述：

  2,4-二甲基苄腈 在 盐酸 作用下， 以 水 、 乙酸乙酯 为溶剂， 以74%的产率得到1-氰基-1-(2,4-二甲基苯基)丙烷-2-酮
  参考文献：
  名称：

  Azolo triazines and pyrimidines

  摘要：

  Corticotropin releasing factor (CRF)拮抗剂I或II的公式：以及它们在治疗焦虑，抑郁和其他精神，神经紊乱方面的使用，以及治疗免疫，心血管或心脏相关疾病以及与心理病理障碍和压力相关的结肠过敏反应。

  公开号：

  US06191131B1

文献信息

• Tetrazine bicyclic compounds
  申请人：DuPont Pharmaceuticals Company

  公开号：US06313124B1

  公开（公告）日：2001-11-06

  Corticotropin releasing factor (CRF) antagonists of formula I or II: and their use in treating anxiety, depression, and other psychiatric, neurological disorders as well as treatment of immunological, cardiovascular or heart-related diseases and colonic hypersensitivity associated with psychopathological disturbance and stress.

  Corticotropin releasing factor (CRF)拮抗剂I或II的公式：及其在治疗焦虑、抑郁和其他精神、神经系统疾病以及治疗免疫、心血管或心脏相关疾病和与心理病理障碍和压力相关的结肠过敏性方面的使用。
• Azolo-pyrimidines
  申请人：Bristol-Myers Squibb Pharma Company

  公开号：EP1344779A1

  公开（公告）日：2003-09-17

  Corticotropin releasing factor (CRF) antagonists for formula (I) or (II) and their use in treating anxiety, depression, and other psychiatric, neurological disorders as well as treatment of immunological, cardiovascular or heart-related diseases and colonic hypersensitivity associated with psychopathological disturbance and stress.

  式（I）或（II）的促皮质素释放因子（CRF）拮抗剂及其在治疗焦虑症、抑郁症和其他精神、神经疾病，以及治疗免疫、心血管或心脏相关疾病和与精神病理紊乱和压力相关的结肠超敏反应中的应用。
• AZOLO TRIAZINES AND PYRIMIDINES
  申请人：Du Pont Pharmaceuticals Company

  公开号：EP0915880A1

  公开（公告）日：1999-05-19
• PYRAZOLOTRIAZINES AS CRF ANTAGONISTS
  申请人：Bristol-Myers Squibb Pharma Company

  公开号：EP1049699B1

  公开（公告）日：2004-04-21
• US6060478A
  申请人：——

  公开号：US6060478A

  公开（公告）日：2000-05-09