反式-2-苯基环丙胺盐酸盐

反式-2-苯基环丙胺盐酸盐用途

盐酸环丙氨酸(SKF 385盐酸盐)是赖氨酸特异性脱甲基酶1(LSD1/BHC110)和单胺氧化酶(MAO)的不可逆抑制剂。盐酸特兰西溴胺抑制LSD1、MAO A和MAO B,IC50分别为20.7、2.3和0.95μM。盐酸环丙氨酸可用于抑郁症的研究[1][2][3]。

反式-2-苯基环丙胺盐酸盐名称

[ CAS 号 ]:
1986-47-6

[ 中文名 ]:
反苯环丙胺盐酸盐

[ 英文名 ]:
Tranylcypromine hydrochloride

[中文别名 ]:

[英文别名 ]:

(1R,2S)-tranylcypromine hydrochloride
trans-2-Phenylcyclopropylamine hydrochloride
Tranylcypromine hydrochloride
trans-2-Phenylcyclopropanamine hydrochloride
MFCD00063602

反式-2-苯基环丙胺盐酸盐生物活性

[ 描述 ]:

[ 相关类别 ]:

信号通路 >> 神经信号通路 >> 单胺氧化酶

研究领域 >> 神经疾病

[ 靶点 ]

MAO-A:2.3 μM (IC50)

MAO-B:0.95 μM (IC50)

[体外研究]

氢氯环丙氨酸(50μM-5 mM；1小时或12-14小时)抑制组蛋白和核小体去甲基化[1]。盐酸环丙氨酸(2μM；3 h)显示OCT4转录的特异性去表达[1]。氢氯环丙氨酸(0-100μM；15分钟)显示LSD1、MAO A和MAO B的IC50值分别为20.7、2.3和0.95μM[2]。对于LSD1、MAO A和MAO B,氢氯环丙氨酸(0-800μM)的Ki值分别为242.7、101.9和16μM[2]。Western Blot分析[1]细胞系：Sf21昆虫细胞系浓度：50μM、200μM、1 mM和5 mM培养时间：12-14小时或1小时结果：显示组蛋白H3K4去甲基化和核小体去甲基化的抑制活性。RT-PCR[1]细胞系：P19 EC细胞系浓度：2μM培养时间：3小时结果：Oct4 mRNA水平降低。

[体内研究]

盐酸环丙氨酸(3 mg/kg；每天腹腔注射一次,持续3天)降低野生型小鼠中LPS介导的小胶质细胞活化和促炎细胞因子COX-2和IL-6水平[3]。盐酸特兰尼赛溴胺(3 mg/kg；每天腹腔注射一次,持续7天)下调5xFAD小鼠中Aβ介导的小胶质细胞激活[3]。动物模型：野生型小鼠[3]剂量：3 mg/kg给药：腹腔注射；结果：LPS显著下调了皮层和海马的小胶质细胞激活,LPS仅在皮层诱导星形胶质细胞激活。海马CA1中LPS诱导的COX-2水平降低,皮质和海马CA1的LPS诱发的IL-6水平降低,皮层中LPS介导的IL-1β水平降低。动物模型：5xFAD小鼠[3]剂量：3 mg/kg给药：腹膜内注射；结果：在AD小鼠模型中,小胶质细胞和星形胶质细胞的活化受到不同的调节。

[参考文献]

[1]. Lee MG, et al. Histone H3 lysine 4 demethylation is a target of nonselective antidepressive medications. Chem Biol. 2006 Jun;13(6):563-7.

[2]. Schmidt DM, McCafferty DG. trans-2-Phenylcyclopropylamine is a mechanism-based inactivator of the histone demethylase LSD1. Biochemistry. 2007 Apr 10;46(14):4408-16.

[3]. Park H, et al. The MAO Inhibitor Tranylcypromine Alters LPS- and Aβ-Mediated Neuroinflammatory Responses in Wild-type Mice and a Mouse Model of AD. Cells. 2020 Aug 28;9(9):1982.

反式-2-苯基环丙胺盐酸盐物理化学性质

[ 沸点 ]:
218.3ºC at 760mmHg

[ 熔点 ]:
162-169ºC(lit.)

[ 分子式 ]:
C₉H₁₂ClN

[ 分子量 ]:
169.651

[ 闪点 ]:
90.8ºC

[ 精确质量 ]:
169.065826

[ PSA ]:
26.02000

[ LogP ]:
3.00350

[ 外观性状 ]:
Powder or Chunks | White to light beige

[ 蒸汽压 ]:
0.127mmHg at 25°C

[ 储存条件 ]:
2-8°C

反式-2-苯基环丙胺盐酸盐MSDS

详细MSDS(安全技术说明书)

反式-2-苯基环丙胺盐酸盐安全信息

[ 符号 ]:

GHS07

[ 信号词 ]:
Warning

[ 危害声明 ]:
H302-H315-H319-H335

[ 警示性声明 ]:
P261-P305 + P351 + P338

[ 危害码 (欧洲) ]:
T: Toxic;

[ 风险声明 (欧洲) ]:
R36/37/38

[ 安全声明 (欧洲) ]:
45-36/37/39-26

[ 危险品运输编码 ]:
UN 3249

[ WGK德国 ]:
3

[ 包装等级 ]:
III

[ 危险类别 ]:
6.1(b)

[ 海关编码 ]:
2921499090

反式-2-苯基环丙胺盐酸盐合成路线

详细合成路线

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反式-2-苯基环丙胺盐酸盐下游产品

反式-2-苯基环丙胺盐酸盐海关

[ 海关编码 ]: 2921499090

[ 中文概述 ]:
2921499090 其他芳香单胺及衍生物及它们的盐. 增值税率:17.0% 退税率:9.0% 监管条件:无最惠国关税:6.5% 普通关税:30.0%

[ 申报要素 ]: 品名, 成分含量, 用途

[ Summary ]:
2921499090 other aromatic monoamines and their derivatives; salts thereof VAT:17.0% Tax rebate rate:9.0% Supervision conditions:none MFN tariff:6.5% General tariff:30.0%

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