Demecolcine, N-methyl

Modify Date: 2026-07-15 19:00:34

Demecolcine, N-methyl Structure
Demecolcine, N-methyl structure
 Common Name Demecolcine, N-methyl
CAS Number 7336-44-9 Molecular Weight 385.45300
Density 1.2g/cm3 Boiling Point 619.7ºC at 760 mmHg
Molecular Formula C22H27NO5 Melting Point N/A
MSDS N/A Flash Point 328.6ºC

 Names

Name (7S)-7-(dimethylamino)-1,2,3,10-tetramethoxy-6,7-dihydro-5H-benzo[a]heptalen-9-one
Synonym More Synonyms

 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
InChIKey NDKXARFZWSQXGE-INIZCTEOSA-N
SMILES COc1cc2c(c(OC)c1OC)-c1ccc(OC)c(=O)cc1C(N(C)C)CC2

 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

(-)-Demecolcine structure

(-)-Demecolcine

CAS#:477-30-5

methyl iodide structure

methyl iodide

CAS#:74-88-4

~%

Demecolcine, N-methyl Structure

Demecolcine, N-...

CAS#:7336-44-9

Learn More
Literature: Kiselew; Men'schikow Doklady Akademii Nauk SSSR, 1953 , vol. 88, p. 825 Chem.Abstr., 1954 , p. 3952 Show Details Santavy Collection of Czechoslovak Chemical Communications, 1951 , vol. 16/17, p. 676,683 Show Details Uffer et al. Helvetica Chimica Acta, 1954 , vol. 37, p. 18,29
Formaldehyde structure

Formaldehyde

CAS#:50-00-0

Formic Acid structure

Formic Acid

CAS#:64-18-6

(-)-Demecolcine structure

(-)-Demecolcine

CAS#:477-30-5

~%

Demecolcine, N-methyl Structure

Demecolcine, N-...

CAS#:7336-44-9

Learn More
Literature: Kiselew; Men'schikow Doklady Akademii Nauk SSSR, 1953 , vol. 88, p. 825 Chem.Abstr., 1954 , p. 3952 Show Details Ueno Yakugaku Zasshi, 1953 , vol. 73, p. 1232,1233 Proceedings of the Japan Academy, 1953 , vol. 29, p. 266,269
Formaldehyde structure

Formaldehyde

CAS#:50-00-0

Formic Acid structure

Formic Acid

CAS#:64-18-6

Trimethylcolchicinic acid methyl ether structure

Trimethylcolchi...

CAS#:3476-50-4

~%

Demecolcine, N-methyl Structure

Demecolcine, N-...

CAS#:7336-44-9

Learn More
Literature: Kiselew Doklady Akademii Nauk SSSR, 1954 , vol. 96, p. 527 Chem.Abstr., 1955 , p. 9005

 Demecolcine, N-methylBioassay

View more

Name: Dose of compound which caused an average weight loss >3g in a set of mice or the deat...
Source: ChEMBL
Target: Mus musculus
External Id: CHEMBL728138
Name: Inhibition of [3H]colchicine binding to microtubule protein tubulin
Source: ChEMBL
Target: Tubulin alpha-3C chain
External Id: CHEMBL820637
Name: Partition coefficient (logP)
Source: ChEMBL
Target: N/A
External Id: CHEMBL634963
Name: Logarithm of toxic activity (1/lethal dose) in mice bearing P388 leukemia on chronic ...
Source: ChEMBL
Target: Mus musculus
External Id: CHEMBL743715
Name: The compound was tested for its potency against lymphocytic leukemia P388 screen in m...
Source: ChEMBL
Target: P388
External Id: CHEMBL761216
Name: Partition coefficient (logP)
Source: ChEMBL
Target: N/A
External Id: CHEMBL633743
Name: Compound was tested for antitumor activity against lymphocytic leukemia P388 cells in...
Source: ChEMBL
Target: P388
External Id: CHEMBL758602
Name: Toxicity found after a single im injection. The total number of deaths were counted a...
Source: ChEMBL
Target: Mus musculus
External Id: CHEMBL727949
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 Synonyms

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
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