5843-65-2

• 常用中文名：去甲乌头碱
• 常用英文名：Higenamine
• CAS号：5843-65-2
• 分子式：C₁₆H₁₇NO₃
• 分子量：271.311
• 相关类别： 原料药 循环系统用药 抗心律失常药
• 发布时间：2018-04-08 08:00:00
• 更新时间：2024-01-01 19:19:25
• Higenamine (Norcoclaurine) 是一种 β2-AR 激动剂,是东亚国家治疗心力衰竭的中药乌头的关键成分。Higenamine (Norcoclaurine) 具有抗凋亡作用。

名称

• 中文名: 去甲基衡州乌药碱
• 英文名: (RS)-norcoclaurine
• 中文别名: 去甲乌药碱
• 英文别名: Higenamine; 1-(4-Hydroxybenzyl)-1,2,3,4-tetrahydroisochinolin-6,7-diol; (R,S)-norcoclaurine; (+-)-O-Demethylcoclaurine; Coclaurine,O-demethyl-,(+-); 1-(p-hydroxybenzyl)-6,7-dihydroxy-1,2,3,4-tetrahydroisoquinoline; 6,7-Isoquinolinediol, 1,2,3,4-tetrahydro-1-[(4-hydroxyphenyl)methyl]-; (+-)-Demethylcoclaurine; rac-norcoclaurine; 1-(4-Hydroxybenzyl)-1,2,3,4-tetrahydro-6,7-isoquinolinediol; (±)-HIGENAMINE; Norcoclaurine; 1-(4-hydroxybenzyl)-1,2,3,4-tetrahydroisoquinoline-6,7-diol; 1-[(4-hydroxyphenyl)methyl]-1,2,3,4-tetrahydroisoquinoline-6,7-diol; UNII:TBV5O16GAP; Isoquinolin-6,7-diol, 1,2,3,4-tetrahydro-1-[4-hydroxybenzyl]-; 6,7-Isoquinolinediol, 1,2,3,4-tetrahydro-1-((4-hydroxyphenyl)methyl)-, (±)-; 6,7-Isoquinolinediol,1,2,3,4-tetrahydro-1-((4-hydroxyphenyl)methyl)-,(+-)

物化性质

• 密度: 1.3±0.1 g/cm3
• 沸点: 522.4±50.0 °C at 760 mmHg
• 熔点: 208-210℃
• 分子式: C₁₆H₁₇NO₃
• 分子量: 271.311
• 闪点: 209.6±20.7 °C
• 精确质量: 271.120850
• PSA: 72.72000
• LogP: 1.41
• 蒸汽压: 0.0±1.4 mmHg at 25°C
• 折射率: 1.666
• 储存条件: 库房低温,通风,干燥

生物活性

• 描述: Higenamine (Norcoclaurine) 是一种 β2-AR 激动剂,是东亚国家治疗心力衰竭的中药乌头的关键成分。Higenamine (Norcoclaurine) 具有抗凋亡作用。
• 相关类别:
  信号通路 >> 细胞凋亡 >> 细胞凋亡
  研究领域 >> 内分泌
• 靶点:

  β2-AR[1]

• 参考文献:

  [1]. Wu MP, et al. Higenamine protects ischemia/reperfusion induced cardiac injury and myocyte apoptosis through activation of β2-AR/PI3K/AKT signaling pathway. Pharmacol Res. 2016 Feb;104:115-23.

  [2]. Lee SR, et al. Acute oral intake of a higenamine-based dietary supplement increases circulating free fatty acidsand energy expenditure in human subjects. Lipids Health Dis. 2013 Oct 21;12:148.

毒性和生态

CHEMICAL IDENTIFICATION RTECS NUMBER : GG5370000 CHEMICAL NAME : Coclaurine, O-demethyl-, (+-)- CAS REGISTRY NUMBER : 5843-65-2 LAST UPDATED : 199503 DATA ITEMS CITED : 3 MOLECULAR FORMULA : C16-H17-N-O3 MOLECULAR WEIGHT : 271.34 HEALTH HAZARD DATA ACUTE TOXICITY DATA TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Oral SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : 3350 mg/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value REFERENCE : JOETD7 Journal of Ethnopharmacology. (Elsevier Scientific Pub. Ireland Ltd., POB 85, Limerick, Ireland) V.1- 1979- Volume(issue)/page/year: 4,247,1981 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Intraperitoneal SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : 300 mg/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value REFERENCE : JOETD7 Journal of Ethnopharmacology. (Elsevier Scientific Pub. Ireland Ltd., POB 85, Limerick, Ireland) V.1- 1979- Volume(issue)/page/year: 4,247,1981 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Intravenous SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : 58900 ug/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value REFERENCE : JOETD7 Journal of Ethnopharmacology. (Elsevier Scientific Pub. Ireland Ltd., POB 85, Limerick, Ireland) V.1- 1979- Volume(issue)/page/year: 4,247,1981

合成路线

51-61-6 7339-87-9 ~99% 5843-65-2

文献：Pesnot, Thomas; Gershater, Markus C.; Ward, John M.; Hailes, Helen C. Advanced Synthesis and Catalysis, 2012 , vol. 354, # 16 p. 2997 - 3008

1421820-28-1 ~% 106032-53-5 5843-65-2

文献：Advanced Synthesis and Catalysis, , vol. 354, # 16 p. 2997 - 3008

93-40-3 ~% 106032-53-5 5843-65-2

文献：Advanced Synthesis and Catalysis, , vol. 354, # 16 p. 2997 - 3008

114105-64-5 ~% 106032-53-5 5843-65-2

文献：Advanced Synthesis and Catalysis, , vol. 354, # 16 p. 2997 - 3008

114105-51-0 ~% 106032-53-5 5843-65-2

文献：Advanced Synthesis and Catalysis, , vol. 354, # 16 p. 2997 - 3008

1421820-27-0 ~% 106032-53-5 5843-65-2

文献：Advanced Synthesis and Catalysis, , vol. 354, # 16 p. 2997 - 3008

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