(+)-Colchicin

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Names

[ CAS No. ]:
75520-89-7

[ Name ]:
(+)-Colchicin

[Synonym ]:
(+)-Colchicin
COLCHICINE,(+)
Acetamide,N-(5,6,7,9-tetrahydro-1,2,3,10-tetramethoxy-9-oxobenzo(a)heptalen-7-yl)-,(R)
(R)-7-Acetylamino-1,2,3,10-tetramethoxy-6,7-dihydro-5H-benzo[a]heptalen-9-on
Lopac-C-9754
Colchicine,(R)-Isomer

Chemical & Physical Properties

[ Density]:
1.25g/cm3

[ Boiling Point ]:
726ºC at 760 mmHg

[ Melting Point ]:
106-132ºC

[ Molecular Formula ]:
C22H25NO6

[ Molecular Weight ]:
399.43700

[ Flash Point ]:
392.9ºC

[ Exact Mass ]:
399.16800

[ PSA ]:
83.09000

[ LogP ]:
3.26250

[ Index of Refraction ]:
1.584

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
GH0705000
CHEMICAL NAME :
Colchicine, (+)-
CAS REGISTRY NUMBER :
75520-89-7
LAST UPDATED :
199409
DATA ITEMS CITED :
1
MOLECULAR FORMULA :
C22-H25-N-O6
MOLECULAR WEIGHT :
399.48
WISWESSER LINE NOTATION :
L B677 MV&T&J CO1 DO1 EO1 JMV1 NO1

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intramuscular
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
49 mg/kg
TOXIC EFFECTS :
Nutritional and Gross Metabolic - weight loss or decreased weight gain
REFERENCE :
JMCMAR Journal of Medicinal Chemistry. (American Chemical Soc., Distribution Office Dept. 223, POB POB 57136, West End Stn., Washington, DC 20037) V.6- 1963- Volume(issue)/page/year: 24,257,1981

Synthetic Route

Precursor & DownStream

Precursor

  • (+/-)-N-deacetylcolchiceine
  • N-(1,2,3,10-tetramethoxy-9-oxo-6,7-dihydro-5H-benzo[a]heptalen-7-yl)acetamide
  • 7-amino-1,2,3,10-tetramethoxy-6,7-dihydro-5H-benzo[a]heptalen-9-one
  • (R/S)-N-Deacetyl Colchiceine N-Trifluroracetate
  • (+/-)-N-(trifluoroacetyl)deacetylcolchicine
  • Trimethylcolchicinic acid
  • diazomethane
  • Colchiceine
  • 7-(benzylideneamino)-10-hydroxy-1,2,3-trimethoxy-6,7-dihydro-5H-benzo[a]heptalen-9-one

DownStream


Related Compounds

  • (+)-Colchicin
  • (+/-)-4-(2-furyl)-butan-2-ol acetate
  • (+)-5-methylcyclohex-2-en-1-one
  • (+)-(3R,4S)-4-hydroxy-3-methylnonan-2-one
  • (+/-)-2,5-hexanediol
  • (+/-)-chlorocarbonic acid-(1-methyl-allyl ester)