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化合物简介
Bifemelane (INN) (Alnert, Celeport), or bifemelane hydrochloride (JAN), also known as 4-(O-benzylphenoxy)-N-methylbutylamine, is an antidepressant and cerebral activator that is widely used in the treatment of cerebral infarction patients with depressive symptoms in Japan, and in the treatment of senile dementia as well. It also appears to be useful in the treatment of glaucoma. Bifemelane acts as a monoamine oxidase inhibitor (MAOI) of both isoenzymes, with competitive (reversible) inhibition of MAO-A (Ki = 4.20 μM) (making it a reversible inhibitor of MAO-A (RIMA)) and non-competitive (irreversible) inhibition of MAO-B (Ki = 46.0 μM), and also acts (weakly) as a norepinephrine reuptake inhibitor. The drug has nootropic, neuroprotective, and antidepressant-like effects in animal models, and appears to enhance the cholinergic system in the brain.
基本信息
CAS:90293-01-9
中文别名:4-(邻苄基苯氧基)-N-甲基丁胺;二苯美仑;
英文别名:Bifemelanum [Latin];Bifemelano [Spanish];Bifemelane;2-(4-N-methylaminobutoxy)diphenylmethane;4-(o-benzylphenoxy)-n-methylbutylamine;2-(4-methylaminobutoxy)diphenylmethane;Bifemelane [INN];
分子式:C18H23NO
分子量:269.381
精确质量:269.178
Psa:21.26
Logp:4.0467
中文别名:4-(邻苄基苯氧基)-N-甲基丁胺;二苯美仑;
英文别名:Bifemelanum [Latin];Bifemelano [Spanish];Bifemelane;2-(4-N-methylaminobutoxy)diphenylmethane;4-(o-benzylphenoxy)-n-methylbutylamine;2-(4-methylaminobutoxy)diphenylmethane;Bifemelane [INN];
分子式:C18H23NO
分子量:269.381
精确质量:269.178
Psa:21.26
Logp:4.0467
编号系统
UNII:Z4501GN13G
物化性质
密度:1.006g/cm3
沸点:395.4ºC at 760mmHg
闪点:169.2ºC
折射率:1.542
储存条件:Desiccate at RT
沸点:395.4ºC at 760mmHg
闪点:169.2ºC
折射率:1.542
储存条件:Desiccate at RT
安全信息
海关编码:2922299090
生产方法及用途
生产方法
36.8g邻苄基苯酚、13.2g氢氧化钾、200ml甲苯和90.0g 1,4-二溴丁烷,回流12h,处理得40.0g化合物(Ⅱ),收率62%。5g化合物(Ⅱ)、20ml 40%甲胺水溶液溶于乙醇,在室温反应8h。用盐酸处理后,得盐酸二苯美伦,收率96%。 脑代谢赋活剂。有激活脑能量代谢、扩张脑血管、增加脑血流量和改善脑神经传导等作用。用于改善脑梗死后遗症、脑出血后遗症伴随的意识低下及情绪障碍。
用途
脑代谢赋活剂。有激活脑能量代谢、扩张脑血管、增加脑血流量和改善脑神经传导等作用。用于改善脑梗死后遗症、脑出血后遗症伴随的意识低下及情绪障碍。
36.8g邻苄基苯酚、13.2g氢氧化钾、200ml甲苯和90.0g 1,4-二溴丁烷,回流12h,处理得40.0g化合物(Ⅱ),收率62%。5g化合物(Ⅱ)、20ml 40%甲胺水溶液溶于乙醇,在室温反应8h。用盐酸处理后,得盐酸二苯美伦,收率96%。 脑代谢赋活剂。有激活脑能量代谢、扩张脑血管、增加脑血流量和改善脑神经传导等作用。用于改善脑梗死后遗症、脑出血后遗症伴随的意识低下及情绪障碍。
用途
脑代谢赋活剂。有激活脑能量代谢、扩张脑血管、增加脑血流量和改善脑神经传导等作用。用于改善脑梗死后遗症、脑出血后遗症伴随的意识低下及情绪障碍。
合成路线
上游原料
下游产品
图谱
Predict 1H proton NMR

13C NMR : Predict

1H NMR : Predict
