N-Methylcolchicine

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Names

[ CAS No. ]:
7336-40-5

[ Name ]:
N-Methylcolchicine

[Synonym ]:
N-Methylcolchicine
COLCHICINE,N-METHYL
Desacetylamino-N-methylcolchiceinamid
N-Acetyldemecolcine
N-methyl-N-((S)-1,2,3,10-tetramethoxy-9-oxo-5,6,7,9-tetrahydro-benzo[a]heptalen-7-yl)-acetamide
N-acetyldemecoline
N-Methyl-N-((S)-1,2,3,10-tetramethoxy-9-oxo-5,6,7,9-tetrahydro-benzo[a]heptalen-7-yl)-acetamid
N-Methyl-colchicin
N-Acetylcolchamine
Acetamide,N-methyl-N-(5,6,7,9-tetrahydro-1,2,3,10-tetramethoxy-9-oxobenzo(a)heptalen-7-yl)
N-Acetylcolcemid

Chemical & Physical Properties

[ Density]:
1.24g/cm3

[ Boiling Point ]:
683.2ºC at 760 mmHg

[ Molecular Formula ]:
C15H16O4

[ Molecular Weight ]:
260.29

[ Flash Point ]:
367ºC

[ Exact Mass ]:
413.18400

[ PSA ]:
74.30000

[ LogP ]:
3.21380

[ Index of Refraction ]:
1.583

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
GH0890000
CHEMICAL NAME :
Colchicine, N-methyl-
CAS REGISTRY NUMBER :
7336-40-5
BEILSTEIN REFERENCE NO. :
2825013
LAST UPDATED :
199612
DATA ITEMS CITED :
3
MOLECULAR FORMULA :
C23-H27-N-O6
MOLECULAR WEIGHT :
413.51
WISWESSER LINE NOTATION :
L B677 MV&T&J CO1 DO1 EO1 JN1&V1 NO1

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
3400 ug/kg
TOXIC EFFECTS :
Behavioral - somnolence (general depressed activity) Behavioral - muscle weakness Gastrointestinal - hypermotility, diarrhea
REFERENCE :
PHTXA6 Pharmacology and Toxicology. English translation of FATOAO. (New York, NY) V.20-22, 1957-59. Discontinued. Volume(issue)/page/year: 20,284,1957
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
2900 ug/kg
TOXIC EFFECTS :
Behavioral - somnolence (general depressed activity) Behavioral - muscle weakness Gastrointestinal - hypermotility, diarrhea
REFERENCE :
PHTXA6 Pharmacology and Toxicology. English translation of FATOAO. (New York, NY) V.20-22, 1957-59. Discontinued. Volume(issue)/page/year: 20,284,1957
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intramuscular
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
1445 ug/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

Safety Information

[ Hazard Codes ]:
Xi

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

  • (-)-Demecolcine
  • Ethanoic anhydride
  • (7S)-2-hydroxy-1,3,10-trimethoxy-7-(methylamino)-6,7-dihydro-5H-benzo[a]heptalen-9-one
  • diazomethane
  • Methanol
  • Colchiceine
  • Sodium Methylate
  • methyl iodide

DownStream

Related Compounds

  • N-Deacetyl-N-methylcolchicine
  • N-Desacetyl-N-methylcolchicine Hydrobromide Salt
  • N-tert-butyl-3-nitroaniline
  • N-octanoyl benzotriazole
  • N,N-Dimethylcarbamic acid m-isopropylphenyl ester
  • N-(diaminomethylidene)pyrrolidine-1-carboximidamide,hydrochloride
  • 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
  • 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
  • 4-Hydroxy-2-methyl-5-trifluoromethylbenzoic acid methyl ester
  • Octahydrocyclopenta[c]pyrrol-1-one
  • 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