N-Methylcolchicine

Modify Date: 2026-07-03 16:38:58

N-Methylcolchicine Structure
N-Methylcolchicine structure
 Common Name N-Methylcolchicine
CAS Number 7336-40-5 Molecular Weight 413.5
Density 1.24g/cm3 Boiling Point 683.2ºC at 760 mmHg
Molecular Formula C23H27NO6 Melting Point N/A
MSDS N/A Flash Point 367ºC

 Use of N-Methylcolchicine


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].

 Names

Name N-methyl-N-[(7S)-1,2,3,10-tetramethoxy-9-oxo-6,7-dihydro-5H-benzo[a]heptalen-7-yl]acetamide
Synonym More Synonyms

 N-Methylcolchicine 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
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 C23H27NO6
Molecular Weight 413.5
Flash Point 367ºC
Exact Mass 413.18383758
PSA 74.30000
LogP 3.21380
Index of Refraction 1.583
InChIKey AHZFWPXTSZCLDJ-KRWDZBQOSA-N
SMILES CC(=O)N(C)[C@H]1CCC2=CC(=C(C(=C2C3=CC=C(C(=O)C=C13)OC)OC)OC)OC

 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

(-)-Demecolcine structure

(-)-Demecolcine

CAS#:477-30-5

Ethanoic anhydride structure

Ethanoic anhydride

CAS#:108-24-7

~95%

N-Methylcolchicine Structure

N-Methylcolchicine

CAS#:7336-40-5

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Literature: Hufford; Capraro; Brossi Helvetica Chimica Acta, 1980 , vol. 63, # 1 p. 50 - 56
(7S)-2-hydroxy-1,3,10-trimethoxy-7-(methylamino)-6,7-dihydro-5H-benzo[a]heptalen-9-one structure

(7S)-2-hydroxy-...

CAS#:7359-91-3

~%

N-Methylcolchicine Structure

N-Methylcolchicine

CAS#:7336-40-5

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Literature: Santavy Collection of Czechoslovak Chemical Communications, 1959 , vol. 24, p. 2237,2242
diazomethane structure

diazomethane

CAS#:186581-53-3

~%

N-Methylcolchicine Structure

N-Methylcolchicine

CAS#:7336-40-5

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Literature: Uffer et al. Helvetica Chimica Acta, 1954 , vol. 37, p. 18,29
diazomethane structure

diazomethane

CAS#:186581-53-3

~%

N-Methylisocolchicine structure

N-Methylisocolc...

CAS#:7404-91-3

N-Methylcolchicine Structure

N-Methylcolchicine

CAS#:7336-40-5

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Literature: Uffer et al. Helvetica Chimica Acta, 1954 , vol. 37, p. 18,29
Methanol structure

Methanol

CAS#:67-56-1

Colchiceine structure

Colchiceine

CAS#:477-27-0

Sodium Methylate structure

Sodium Methylate

CAS#:124-41-4

methyl iodide structure

methyl iodide

CAS#:74-88-4

~%

Detail Learn More
Literature: Uffer et al. Helvetica Chimica Acta, 1954 , vol. 37, p. 18,29

 N-MethylcolchicineBioassay

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: CHEMBL728139
Name: Inhibition of [3H]colchicine binding to microtubule protein tubulin
Source: ChEMBL
Target: Tubulin alpha-3C chain
External Id: CHEMBL820637
Name: The compound was tested for its potency against lymphocytic leukemia P388 screen in m...
Source: ChEMBL
Target: P388
External Id: CHEMBL761216
Name: Toxicity found after a single im injection. The total number of deaths were counted a...
Source: ChEMBL
Target: Mus musculus
External Id: CHEMBL727953
Total 4, Current Page 1 of 1
1

 Synonyms

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
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