Demecolcine, N-methyl-

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Names

[ Name ]:
Demecolcine, N-methyl-

[Synonym ]:
N,N-dimethyldeacetylcolchicine
N-Methyldemecolcine
N-Deacetyl-N,N-dimethylcolchicine
Demecolcine,N-methyl
N,N-Dimethyl-desacetyl-colchicin
N-Methyl-demecolcin
Methylademecolcine,N
N-methyldemocolcine
COLCHICINE,N-DEACETYL-N,N-DIMETHYL
N-Methylcolchamine

Chemical & Physical Properties

[ Density]:
1.2g/cm3

[ Boiling Point ]:
619.7ºC at 760 mmHg

[ Molecular Formula ]:
C₂₂H₂₇NO₅

[ Molecular Weight ]:
385.45300

[ Flash Point ]:
328.6ºC

[ Exact Mass ]:
385.18900

[ PSA ]:
57.23000

[ LogP ]:
3.29710

[ Index of Refraction ]:
1.581

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: GH0792000

CHEMICAL NAME :: Colchicine, N-deacetyl-N,N-dimethyl-

CAS REGISTRY NUMBER :: 7336-44-9

LAST UPDATED :: 198706

DATA ITEMS CITED :: 4

MOLECULAR FORMULA :: C22-H27-N-O5

MOLECULAR WEIGHT :: 385.50

WISWESSER LINE NOTATION :: L B677 MV&T&J CO1 DO1 EO1 JN1&1 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 :: 27 mg/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 :: Intraperitoneal

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 24 mg/kg

TOXIC EFFECTS :: Tumorigenic - active as anti-cancer agent

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: 24,636,1981

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 45 mg/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 :: 200 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

Click to get detail synthetic route

Precursor & DownStream

Precursor

(-)-Demecolcine
methyl iodide
Formaldehyde
Formic Acid
Trimethylcolchicinic acid methyl ether

DownStream

Related Compounds

2-[N-methyl-N-(5-nitro-2-pyridyl)amino]ethanol
6-N-methyl-7H-purine-2,6-diamine
Glycine, N-methyl-, N-tallow acyl derivs.
Indiplon
Glycine, N-methyl-, N-tallow acyl derivs., sodium salts
Fmoc-N-Methyl-L-Phenylglycine
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
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
4-amino-N-[2-tert-butyl-1-(tetrahydro-2H-pyran-4-ylmethyl)-1H-benzimidazol-5-yl]-N-ethylbenzenesulfonamide
N-[3-(Aminooxy)propyl]-N-butyl-1-butanamine