Trimethylcolchicinic acid methyl ether

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Names

[ CAS No. ]:
3476-50-4

[ Name ]:
Trimethylcolchicinic acid methyl ether

[Synonym ]:
N-deacethylcolchicine
N-deacetylcolchicine
trimethylcolchicinic acid methyl ether
deacetylcolchicine
Desacetylcolchicine

Chemical & Physical Properties

[ Density]:
1.25g/cm3

[ Boiling Point ]:
626.6ºC at 760mmHg

[ Molecular Formula ]:
C20H23NO5

[ Molecular Weight ]:
357.40000

[ Flash Point ]:
287ºC

[ Exact Mass ]:
357.15800

[ PSA ]:
80.01000

[ LogP ]:
3.39450

[ Index of Refraction ]:
1.597

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
GH0785000
CHEMICAL NAME :
Colchicine, N-deacetyl-
CAS REGISTRY NUMBER :
3476-50-4
BEILSTEIN REFERENCE NO. :
2822162
LAST UPDATED :
199707
DATA ITEMS CITED :
8
MOLECULAR FORMULA :
C20-H23-N-O5
MOLECULAR WEIGHT :
357.44
WISWESSER LINE NOTATION :
L B677 MV&T&J CO1 DO1 EO1 JZ 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 :
20 mg/kg
TOXIC EFFECTS :
Behavioral - somnolence (general depressed activity) Behavioral - muscle weakness Gastrointestinal - hypermotility, diarrhea
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
46 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 :
Intravenous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
35 mg/kg
TOXIC EFFECTS :
Behavioral - somnolence (general depressed activity) Behavioral - muscle weakness Gastrointestinal - hypermotility, diarrhea
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intramuscular
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
49 mg/kg
TOXIC EFFECTS :
Nutritional and Gross Metabolic - weight loss or decreased weight gain
TYPE OF TEST :
LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE :
Unreported
SPECIES OBSERVED :
Mammal - cat
DOSE/DURATION :
5 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
Mutation test systems - not otherwise specified
TYPE OF TEST :
Mutation test systems - not otherwise specified

MUTATION DATA

TEST SYSTEM :
Rodent - mouse
DOSE/DURATION :
46 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

[ WGK Germany ]:
3

[ HS Code ]:
2922509090

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

  • Colchicine
  • N-Boc-colchicine
  • diazomethane
  • Trimethylcolchicinic acid
  • 3-(3,4,5-TRIMETHOXY-PHENYL)-PROPAN-1-OL
  • triisopropyl(3-(3,4,5-trimethoxyphenyl)propoxy)silane
  • 5-(3-triisopropylsiloxypropyl)-4-iodo-1,2,3-trimethoxybenzene
  • 3-(2-ethynyl-3,4,5-trimethoxyphenyl)propanal
  • 3-(2-ethynyl-3,4,5-trimethoxyphenyl)propan-1-ol

DownStream

  • (-)-Demecolcine
  • 5,6-Dihydro-1,2,3,10-tetramethoxybenzo(a)heptalene-7,9-dione
  • Colchicine
  • COLCHICEINE, N-DEACETYL-N-METHYL-
  • Demecolcine, N-methyl-
  • Formamide,N-[(7S)-5,6,7,9-tetrahydro-1,2,3,10-tetramethoxy-9-oxobenzo[a]heptalen-7-yl]-
  • Acetamide,2-hydroxy-N-[(7S)-5,6,7,9-tetrahydro-1,2,3,10-tetramethoxy-9-oxobenzo[a]heptalen-7-yl]-
  • Benzamide, 4-nitro-N-(5,6,7,9-tetrahydro-1,2,3, 10-tetramethoxy-9-oxobenzo[a]heptalen-7-yl)-, (S)-
  • Butanamide, N-(5,6,7,9-tetrahydro-1,2,3, 10-tetramethyloxy-9-oxobenzo[a]heptalen-7-yl)-, (S)-
  • 2,2-Dimethyl-N-[(S)-5,6,7,9-tetrahydro-9-oxo-1,2,3,10-tetramethoxybenzo[a]heptalen-7-yl]propionamide

Customs

[ HS Code ]: 2922509090

[ Summary ]:
2922509090. other amino-alcohol-phenols, amino-acid-phenols and other amino-compounds with oxygen function. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:30.0%

Related Compounds

  • DESACETYLCOLCHICINE-d-TARTRATE
  • 3-(1-butenyl)-2,2-dimethylcyclo-propanoic acid methyl ether
  • (4S,5S)-4-benzyl-2-oxo-oxazolidine-5-carboxylic acid methyl ether
  • Methyl 4-(1H-pyrazol-5-yl)benzoate
  • Benzamide,N-[(7S)-5,6,7,9-tetrahydro-1,2,3,10-tetramethoxy-9-oxobenzo[a]heptalen-7-yl]-
  • Maleic acid-methyl vinyl ether polymer
  • 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
  • 7-methyl-3-(2-oxo-2-(5H-pyrrolo[3,4-d]pyrimidin-6(7H)-yl)ethyl)-2H-thiazolo[3,2-a]pyrimidin-5(3H)-one
  • 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