Reticuline

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Names

[ CAS No. ]:
485-19-8

[ Name ]:
Reticuline

[Synonym ]:
1-(3-Hydroxy-4-methoxybenzyl)-6-methoxy-2-methyl-1,2,3,4-tetrahydroisoquinolin-7-ol
Reticuline
1,2,3,4-Tetrahydro-1-[(3-hydroxy-4-methoxyphenyl)methyl]-6-methoxy-2-methyl-7-isoquinolinol
2-Methyl-7-hydroxy-6-methoxy-1-(3-hydroxy-4-methoxybenzyl)-1,2,3,4-tetrahydroisoquinoline
1-(3-Hydroxy-4-methoxybenzyl)-6-methoxy-2-methyl-1,2,3,4-tetrahydro-7-isoquinolinol
Coclanoline
(±)-Reticuline
7-Isoquinolinol, 1,2,3,4-tetrahydro-1-[(3-hydroxy-4-methoxyphenyl)methyl]-6-methoxy-2-methyl-

Chemical & Physical Properties

[ Density]:
1.2±0.1 g/cm3

[ Boiling Point ]:
504.9±50.0 °C at 760 mmHg

[ Melting Point ]:
125-126ºC

[ Molecular Formula ]:
C19H23NO4

[ Molecular Weight ]:
329.390

[ Flash Point ]:
259.2±30.1 °C

[ Exact Mass ]:
329.162720

[ PSA ]:
62.16000

[ LogP ]:
2.09

[ Vapour Pressure ]:
0.0±1.3 mmHg at 25°C

[ Index of Refraction ]:
1.604

[ Storage condition ]:
-20?C Freezer

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
NX5993000
CHEMICAL NAME :
7-Isoquinolinol, 1,2,3,4-tetrahydro-1-((3-hydroxy-4-methoxyphenyl)meth yl)-6-methoxy-2-methy l-,(S)-
CAS REGISTRY NUMBER :
485-19-8
BEILSTEIN REFERENCE NO. :
4299976
LAST UPDATED :
199612
DATA ITEMS CITED :
1
MOLECULAR FORMULA :
C19-H23-N-O4
MOLECULAR WEIGHT :
329.43

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
56 mg/kg
TOXIC EFFECTS :
Sense Organs and Special Senses (Eye) - ptosis Behavioral - somnolence (general depressed activity) Behavioral - convulsions or effect on seizure threshold
REFERENCE :
JNPRDF Journal of Natural Products. (Spahr & Glenn Co., 225 E. Spring St., Columbus, OH 43215) V.42- 1979- Volume(issue)/page/year: 42,399,1979

Safety Information

[ Hazard Codes ]:
Xi

Synthetic Route

Precursor & DownStream

Precursor

  • Isovanillin
  • 4-(Benzyloxy)-3-methoxybenzaldehyde
  • 2-(4-(Benzyloxy)-3-methoxyphenyl)ethanamine
  • Benzenemethanol,4-methoxy-3-(phenylmethoxy)-
  • 4-benzyloxy-3-methoxy-omega-nitrostyrene
  • 2-(BENZYLOXY)-4-(BROMOMETHYL)-1-METHOXYBENZENE
  • Vanillin

DownStream

  • columbamine
  • Isoboldine
  • Salutaridine
  • (S)-corytuberine
  • (9α,13α)-5,6,8,14-Tetradehydro-2-hydroxy-3,6-dimethoxy-17-methylmorphinan-7-one
  • [13aS,(-)]-5,8,13,13a-Tetrahydro-3,10-dimethoxy-6H-dibenzo[a,g]quinolizine-2,11-diol
  • discretamine
  • 6',7'-dimethoxy-2'-methyl-6,8,3',4'-tetrahydro-2'H-(7rN)-spiro[indeno[4,5-d][1,3]dioxole-7,1'-isoquinoline]-6t,8t-diol
  • Cavidine
  • [6S,(+)]-6-[(1S)-1,2,3,4-Tetrahydro-6,7-dimethoxy-2-methylisoquinolin-1-yl]furo[3,4-e]-1,3-benzodioxol-8(6H)-one

Related Compounds

  • Reticuline
  • Reticuline
  • Reticuline-d3
  • (+)-reticuline
  • (R)-Reticuline-d3
  • (+)-Norreticuline