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5843-65-2

5843-65-2 structure
5843-65-2 structure
  • Name: Higenamine
  • Chemical Name: (RS)-norcoclaurine
  • CAS Number: 5843-65-2
  • Molecular Formula: C16H17NO3
  • Molecular Weight: 271.311
  • Catalog: API Circulatory system medication Antiarrhythmic drug
  • Create Date: 2018-04-08 08:00:00
  • Modify Date: 2024-01-01 19:19:25
  • Higenamine (Norcoclaurine), a β2-AR agonist, is a key component of the Chinese herb aconite root that prescribes for treating symptoms of heart failure in the oriental Asian countries. Higenamine (Norcoclaurine) has anti-apoptotic effects[1][2].

Name (RS)-norcoclaurine
Synonyms 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)-,(+-)
Description Higenamine (Norcoclaurine), a β2-AR agonist, is a key component of the Chinese herb aconite root that prescribes for treating symptoms of heart failure in the oriental Asian countries. Higenamine (Norcoclaurine) has anti-apoptotic effects[1][2].
Related Catalog
Target

β2-AR[1]

References

[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.

Density 1.3±0.1 g/cm3
Boiling Point 522.4±50.0 °C at 760 mmHg
Melting Point 208-210℃
Molecular Formula C16H17NO3
Molecular Weight 271.311
Flash Point 209.6±20.7 °C
Exact Mass 271.120850
PSA 72.72000
LogP 1.41
Vapour Pressure 0.0±1.4 mmHg at 25°C
Index of Refraction 1.666

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