N-(2-heptyl)-N-methylpropargylamine | 7665-88-5

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: N-(2-heptyl)-N-methylpropargylamine
• 英文别名: Methyl-(1-methyl-hexyl)-propargyl-amin；Hexylamine, N,1-dimethyl-N-2-propynyl-；N-methyl-N-prop-2-ynylheptan-2-amine
• CAS: 7665-88-5
• 化学式: C₁₁H₂₁N
• 分子量: 167.294
• InChiKey: VNEMYKBWMWWZIU-UHFFFAOYSA-N

物化性质

• 沸点：
  219.2±13.0 °C(Predicted)
• 密度：
  0.830±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  12
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.82
• 拓扑面积：
  3.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  N-甲基炔丙基胺 、 2-溴庚烷 以 乙醇 为溶剂， 反应 48.0h， 生成 N-(2-heptyl)-N-methylpropargylamine
  参考文献：
  名称：

  Aliphatic propargylamines: potent, selective, irreversible monoamine oxidase B inhibitors

  摘要：

  A series of aliphatic propargylamine derivatives has been synthesized. Some of them possess highly potent, irreversible, selective, inhibitory activity toward monoamine oxidase B (MAO-B). The potency of the inhibitors is related to chain length and substitution of a hydrogen on the terminal carbon of the aliphatic chain. MAO inhibitory activity as assessed in vitro increased as the aliphatic carbon chain length increased. Substitution of a hydrogen by hydroxyl, carboxyl, or carbethoxyl groups at the aliphatic chain terminal or replacement of the methyl group on the nitrogen atom by an ethyl group considerably reduced the inhibitory activity. Stereospecific effects were observed with the R-(-)-enantiomer being 20-fold more active than the S-(+)-enantiomer. Inhibitors with relatively short carbon chain lengths (i.e. four to six carbons) were found to be more potent than those with longer chains in inhibiting brain MAO-B activity in vivo especially after oral administration. Chronic administration of low doses of the aliphatic propargylamines caused a slight cumulative inhibition of MAO-A activity in the mouse brain. These MAO-B inhibitors appear to be nontoxic, and they do not possess an amphetamine-like moiety in their structure as is the case for deprenyl. We expect that these aliphatic propargylamines may be useful in the treatment in certain neuropsychiatric disorders.

  DOI：

  10.1021/jm00098a017

文献信息

• [EN] COUMPOUNDS MODULATING THE ACTIVITY OF GAPDH AND/OR IAMT<br/>[FR] COMPOSES MODULANT L'ACTIVITE DE GAPDH ET/OU DE L'IAMT
  申请人：NORDIC BIOSCIENCE AS

  公开号：WO2004039773A2

  公开（公告）日：2004-05-13

  Novel compounds and their use for modulationof L-Isoaspartyl (D-Aspartyl) 0-Metyltransferase and/or glyceraldehyde-3-phosphate dehydrogenase activity enable the prevention treatment or alleviation of diabetes, autoimmune diseases and neuro-degenerative diseases.. Compounds are of any of the formulae I - IV below:

  小说化合物及其用于调节L-异天冬氨酸(D-天冬氨酸) 0-甲基转移酶和/或甘油醛-3-磷酸脱氢酶活性，可预防、治疗或缓解糖尿病、自身免疫疾病和神经退行性疾病。化合物可为以下任一式I - IV：
• Compositions and Methods for Treatment of Cardiovascular Disorders and Diseases
  申请人：Technion Research & Development Foundation Ltd.

  公开号：EP2433626A1

  公开（公告）日：2012-03-28

  The present invention is directed to the use of S-(-)-N-propargyl-1-aminoindan or a pharmaceutically acceptable salt thereof for the preparation of a pharmaceutical composition for prevention and/or treatment of a cardiovascular disease or disorder.

  本发明涉及 S-(-)-N-丙炔基-1-氨基茚满或其药学上可接受的盐用于制备预防和/或治疗心血管疾病或紊乱的药物组合物。
• Use of propargylamine as neuroprotective agent
  申请人：Youdim B.H. Moussa

  公开号：US20050191348A1

  公开（公告）日：2005-09-01

  Propargylamine and pharmaceutically acceptable salts thereof are useful for treating a disease, disorder or condition selected from the group consisting of: (i) a neurodegenerative disease, (ii) a dementia; (iii) an affective or mood disorder; (iv) drug use and dependence; (v) a memory loss disorder; (vi) an acute neurological traumatic disorder or neurotrauma; (vii) a demyelinating disease; (viii) a seizure disorder; (ix) a cerebrovascular disorder; (x) a behavior disorder; and (xi) a neurotoxic injury.

  丙炔胺及其药学上可接受的盐类可用于治疗选自以下组别的疾病、失调或病症(i) 神经退行性疾病；(ii) 痴呆症；(iii) 情感或情绪障碍；(iv) 药物使用和依赖；(v) 失忆症；(vi) 急性神经创伤性疾病或神经创伤；(vii) 脱髓鞘疾病；(viii) 癫痫发作；(ix) 脑血管疾病；(x) 行为障碍；以及 (xi) 神经毒性损伤。
• Boissier,J.R. et al., Chimica Therapeutica, 1966, vol. 1, p. 320 - 326
  作者：Boissier,J.R. et al.

  DOI：——

  日期：——
• ALIPHATIC PROPARGYLAMINES AS CELLULAR RESCUE AGENTS
  申请人：University of Saskatchewan Technologies Inc.

  公开号：EP0996612B1

  公开（公告）日：2003-04-09