N-Methylcolchicine

Names

[ 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

Biological Activity

[Description]:

Micromarin F (compound 9) is synthesized from osthole. Micromarin F against Balanus albicostatus and Bugula neritina with EC50 values of 10.93 and 12.38 μM[1].

[Related Catalog]:

Research Areas >> Others

Signaling Pathways >> Others >> Others

[References]

[1]. Zhan-Chang Wang, et al. Coumarins from the Herb Cnidium monnieri and Chemically Modified Derivatives as Antifoulants against Balanus albicostatus and Bugula neritina Larvae. Int. J. Mol. Sci. 2013, 14.

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

DownStream

Related Compounds

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