Higenamine

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Names

[ CAS No. ]:
5843-65-2

[ Name ]:
Higenamine

[Synonym ]:
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)-,(+-)

Chemical & Physical Properties

[ 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

Toxicological Information

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

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

  • dopamine
  • 2-(4-HYDROXYPHENYL)ACETALDEHYDE
  • (1S)-6,7-dimethoxy-1-[(4-methoxyphenyl)methyl]-2-((1S)-1-phenylethyl)-1,2,3,4-tetrahydroisoquinoline
  • 3,4-Dimethoxyphenylacetic acid
  • (S)-(+)-2-(3,4-dimethoxyphenyl)-N-(1-phenylethyl)acetamide
  • (S)-(-)-[2-(3,4-dimethoxyphenyl)ethyl](1-phenylethyl)amine
  • N-[2-(3,4-dimethoxyphenyl)ethyl]-N-[1-((1S)-phenyl)ethyl]-2-(4-methoxyphenyl)acetamide

DownStream

Related Compounds

  • Higenamine-d4
  • Higenamine HCl
  • (S)-Higenamine
  • (S)-Higenamine hydrobromide
  • Higenamine Hydrobromide Salt
  • Higenamine-1-carboxylic acid
  • 4-((Cyclohexylamino)methyl)benzoic acid hydrochloride
  • 1-[(2,4-Dichlorophenyl)methyl]-N-(1,1-dimethylethyl)-2-methyl-1H-indole-3-methanamine
  • 2-Methoxy-6-(pyrazol-1-yl)-benzonitrile
  • 2-Amino-3-methylhexan-1-ol
  • 1H-3-Benzazepin-7-ol, 8-chloro-2,3,4,5-tetrahydro-5-(3-iodophenyl)-3-methyl-, (S)-
  • (4-Methyl-tetrahydro-furan-2-yl)-methanol
  • Pentanoic acid, 3-hydroxy-, ethyl ester, (3S)-
  • N-(1-cyanocyclopentyl)-2-[4-(4-fluorobenzenesulfonyl)-1,4-diazepan-1-yl]acetamide
  • 4,5,6,7-Tetrahydrobenzo[d]isoxazole-3-carbaldehyde
  • tert-Butyl-DL-alanine