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Substance Name: Trimethylcolchicinic acid methyl ether
RN: 3476-50-4
UNII: 2IAP3WIO1P
InChIKey: HFPMXDMZJUJZBX-AWEZNQCLSA-N

Classification Codes

  • Drug / Therapeutic Agent
  • Mutation Data

Molecular Formula

  • C20-H23-N-O5

Molecular Weight

  • 357.4037
 
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Names and Synonyms

Name of Substance

  • Trimethylcolchicinic acid methyl ether

Synonyms

  • 4-14-00-00938 (Beilstein Handbook Reference)
  • BRN 2822162
  • Colchinic acid trimethyl
  • Deacetylcolchicine
  • Desacetylcolchicine
  • N-Deacetylcolchicine
  • N-Desacetylcolchicine
  • NSC 201400
  • Tmca methyl ether
  • Trimethylcolchicinic acid methyl ether
  • Trimethylcolchicinsaeuremethyl ester
  • Trimethylcolchicinsaeuremethyl ester [German]
  • UNII-2IAP3WIO1P

Systematic Names

  • (S)-7-Amino-6,7-dihydro-1,2,3,10-tetramethoxybenzo(a)heptalen-9(5H)-one
  • Benzo(a)heptalen-9(5H)-one, 7-amino-6,7-dihydro-1,2,3,10-tetramethoxy-, (S)- (9CI)
  • Colchicine, N-deacetyl-

Registry Numbers

CAS Registry Number

  • 3476-50-4

FDA UNII

  • 2IAP3WIO1P

System Generated Number

  • 0003476504

Structure Descriptors

InChI

1S/C20H23NO5/c1-23-16-8-6-12-13(10-15(16)22)14(21)7-5-11-9-17(24-2)19(25-3)20(26-4)18(11)12/h6,8-10,14H,5,7,21H2,1-4H3/t14-/m0/s1

InChIKey

HFPMXDMZJUJZBX-AWEZNQCLSA-N

Smiles

COC1=CC=C2C(=CC1=O)[C@@H](N)CCc3cc(OC)c(OC)c(OC)c23

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
cat LDLo unreported 5mg/kg (5mg/kg)   Cancer Vol. 3, Pg. 124, 1950.
mouse LD50 intramuscular 49mg/kg (49mg/kg)   Journal of Medicinal Chemistry. Vol. 24, Pg. 257, 1981.
mouse LD50 intraperitoneal 46mg/kg (46mg/kg)   U.S. Army, Chemical Corps Medical Division Reports. Vol. #204, Pg. 1949,
mouse LD50 intravenous 35mg/kg (35mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"

BEHAVIORAL: MUSCLE WEAKNESS
Pharmacology and Toxicology. English translation of FATOAO. Vol. 20, Pg. 284, 1957.
rat LD50 intravenous 20mg/kg (20mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: MUSCLE WEAKNESS

GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"
Pharmacology and Toxicology. English translation of FATOAO. Vol. 20, Pg. 284, 1957.

Physical Properties

Physical Property Value Units Temp (deg C) Source
log P (octanol-water) 1.1 (none)   EXP
Water Solubility 6540 mg/L 25 EST
Vapor Pressure 1.77E-09 mm Hg 25 EST
Henry's Law Constant 5.53E-15 atm-m3/mole 25 EST
Atmospheric OH Rate Constant 3.60E-10 cm3/molecule-sec 25 EST

Physical property data is provided to ChemIDplus by SRC, Inc.