Trimethylcolchicinic acid

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Names

[ CAS No. ]:
3482-37-9

[ Name ]:
Trimethylcolchicinic acid

[Synonym ]:
trimethylcolchicinic acid

Chemical & Physical Properties

[ Density]:
1.32g/cm3

[ Boiling Point ]:
629ºC at 760mmHg

[ Melting Point ]:
>230ºC (dec.)

[ Molecular Formula ]:
C19H21NO5

[ Molecular Weight ]:
343.37400

[ Flash Point ]:
334.2ºC

[ Exact Mass ]:
343.14200

[ PSA ]:
91.01000

[ LogP ]:
3.09150

[ Index of Refraction ]:
1.628

[ Storage condition ]:
−20°C

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
GH0960000
CHEMICAL NAME :
Colchicinic acid, trimethyl-
CAS REGISTRY NUMBER :
3482-37-9
BEILSTEIN REFERENCE NO. :
3008992
LAST UPDATED :
199612
DATA ITEMS CITED :
7
MOLECULAR FORMULA :
C19-H21-N-O5
MOLECULAR WEIGHT :
343.41
WISWESSER LINE NOTATION :
L B677 MV&T&J CO1 DO1 EO1 JZ NQ

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 :
23 mg/kg
TOXIC EFFECTS :
Behavioral - somnolence (general depressed activity) Behavioral - muscle weakness Gastrointestinal - hypermotility, diarrhea
TYPE OF TEST :
LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE :
Unreported
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
200 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
200 mg/kg
TOXIC EFFECTS :
Blood - hemorrhage
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
130 mg/kg
TOXIC EFFECTS :
Behavioral - somnolence (general depressed activity) Behavioral - muscle weakness Gastrointestinal - hypermotility, diarrhea
TYPE OF TEST :
LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE :
Unreported
SPECIES OBSERVED :
Amphibian - frog
DOSE/DURATION :
20 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
Mutation test systems - not otherwise specified

MUTATION DATA

TEST SYSTEM :
Rodent - mouse
DOSE/DURATION :
200 mg/kg
REFERENCE :
CANCAR Cancer (Philadelphia). (Lippincott/Harper, Journal Fulfillment Dept., 2350 Virginia Ave., Hagerstown, MD 21740) V.1- 1948- Volume(issue)/page/year: 3,134,1950

Safety Information

[ Symbol ]:

GHS07

[ Signal Word ]:
Warning

[ Hazard Statements ]:
H302-H312-H332

[ Precautionary Statements ]:
P280

[ Hazard Codes ]:
Xn: Harmful;

[ Risk Phrases ]:
20/21/22

[ Safety Phrases ]:
36

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
3

[ RTECS ]:
GH0960000

Precursor & DownStream

Precursor

  • Colchicine
  • Colchiceine
  • (+/-)-N-deacetylcolchiceine
  • 7-(benzylideneamino)-10-hydroxy-1,2,3-trimethoxy-6,7-dihydro-5H-benzo[a]heptalen-9-one
  • Sulfuric acid
  • Hydrochloric acid
  • Methanol

DownStream

  • Trimethylcolchicinic acid methyl ether
  • (7S)-7-amino-1,2,3,9-tetramethoxy-6,7-dihydro-5H-benzo[a]heptalen-10-one
  • Colchiceine
  • (-)-Demecolcine
  • 5,6-Dihydro-1,2,3,10-tetramethoxybenzo(a)heptalene-7,9-dione
  • COLCHICEINE, N-DEACETYL-N-METHYL-
  • (+)-Colchicin

Articles

Resolution of liver fibrosis in chronic CCl4 administration in the rat after discontinuation of treatment: effect of silymarin, silibinin, colchicine and trimethylcolchicinic acid.

Basic Clin Pharmacol Toxicol. 96(5) , 375-80, (2005)

The purpose of this work was to obtain a suitable model of fibrosis, in which spontaneous reversion was minimal, to study the ability of silymarin, silibinin, colchicine and trimethylcolchicinic acid ...

Effect of colchicine and trimethylcolchicinic acid on CCl4-induced cirrhosis in the rat.

Pharmacol. Toxicol. 79(5) , 241-6, (1996)

Colchicine is one of the most promising drugs for the treatment of cirrhosis. However, due to its toxicity, other drugs are being evaluated and colchicine-like molecules may be good alternatives. The ...

The role of microtubules in pinocytosis. Inhibition of fluid-phase pinocytosis in the rat visceral yolk sac by mitoclasic and related agents.

Cell Biol. Int. Rep. 7(8) , 593-602, (1983)

Colchicine, demecolcine and vinblastine all effectively inhibited the pinocytic capture of 125I-labelled poly(vinylpyrrolidone) by rat visceral yolk sacs cultured in vitro. Complete inhibition did not...


More Articles


Related Compounds

  • trimethylcolchicinic acid
  • Trimethylcolchicinic acid methyl ether
  • Trimethylcolchicinic acid,methyl ether,L-tartrate
  • Octanethioic acid S-propyl ester
  • Hexanethioic acid S-decyl ester
  • Thiopropionic acid S-undecyl ester
  • 4-((Cyclohexylamino)methyl)benzoic acid hydrochloride
  • 1-[(2,4-Dichlorophenyl)methyl]-N-(1,1-dimethylethyl)-2-methyl-1H-indole-3-methanamine
  • (2R)-4-(5-methoxy-2-nitrophenyl)butan-2-ol
  • 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
  • N,N-Dimethyl-1-(3-((2R,5S)-5-methylpiperidin-2-yl)phenoxy)propan-2-amine