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477-27-0

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Basic Information
CAS No.: 477-27-0
Name: colchiceine
Article Data: 24
Molecular Structure:
Molecular Structure of 477-27-0 (colchiceine)
Formula: C21H23 N O6
Molecular Weight: 385.417
Synonyms: Acetamide,N-(5,6,7,9-tetrahydro-10-hydroxy-1,2,3-trimethoxy-9-oxobenzo[a]heptalen-7-yl)-,(S)-; Colchiceine (6CI,7CI,8CI); Benzo[a]heptalene, acetamide deriv.; NSC33411; O10-Demethylcolchicine
EINECS: 207-512-5
Density: 1.31g/cm3
Melting Point: 172-1740C
Boiling Point: 731.5°Cat760mmHg
Flash Point: 396.2°C
Safety: A deadly human poison by ingestion. An experimental poison by intravenous, intraperitoneal and possibly other routes. Mutation data reported. When heated to decomposition it emits toxic fumes of NOx. See also COLCHICINE.
PSA: 94.09000
LogP: 2.95950
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Chemistry

Product Name: Colchiceine (CAS NO.477-27-0)


Molecular Formula: C21H23NO6
Molecular Weight: 385.45g/mol
Mol File: 477-27-0.mol
Einecs: 207-512-5
Appearance: Off- White to Pale Yellow Solid
Boiling point: 731.5 °C at 760 mmHg
Flash Point: 396.2 °C
Density: 1.31 g/cm3
Surface Tension: 56.7 dyne/cm
Enthalpy of Vaporization: 112.07 kJ/mol
Vapour Pressure: 1.83E-22 mmHg at 25°C
XLogP3-AA: 1.2
H-Bond Donor: 2
H-Bond Acceptor: 6
Structure Descriptors of Colchiceine (CAS NO.477-27-0):
  IUPAC Name: N-[(7S)-10-hydroxy-1,2,3-trimethoxy-9-oxo-6,7-dihydro-5H-benzo[a]heptalen-7-yl]acetamide
  Canonical SMILES: CC(=O)NC1CCC2=CC(=C(C(=C2C3=CC=C(C(=O)C=C13)O)OC)OC)OC
  Isomeric SMILES: CC(=O)N[C@H]1CCC2=CC(=C(C(=C2C3=CC=C(C(=O)C=C13)O)OC)OC)OC
  InChI: InChI=1S/C21H23NO6/c1-11(23)22-15-7-5-12-9-18(26-2)20(27-3)21(28-4)19(12)13-6-8-16(24)17(25)10-14(13)15/h6,8-10,15H,5,7H2,1-4H3,(H,22,23)(H,24,25)/t15-/m0/s1 
  InChIKey: PRGILOMAMBLWNG-HNNXBMFYSA-N
Product Categories: Various Metabolites and Impurities; Intermediates & Fine Chemicals; Metabolites & Impurities; Pharmaceuticals

Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
human LDLo oral 43ug/kg (0.043mg/kg)   Pesticide Chemicals Official Compendium, Association of the American Pesticide Control Officials, Inc., 1966. Vol. -, Pg. 250, 1966.
man LDLo oral 714mg/kg (714mg/kg) LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION

KIDNEY, URETER, AND BLADDER: RENAL FUNCTION TESTS DEPRESSED

BLOOD: CHANGES IN BONE MARROW NOT INCLUDED ABOVE		 Medical Journal of Australia. Vol. 158, Pg. 28, 1993.
mouse LD50 intraperitoneal 84mg/kg (84mg/kg) BLOOD: HEMORRHAGE Cancer Vol. 3, Pg. 124, 1950.
mouse LD50 intravenous 1mg/kg (1mg/kg)   Comptes Rendus Hebdomadaires des Seances, Academie des Sciences. Vol. 241, Pg. 1889, 1955.
rat LD50 intravenous 2500ug/kg (2.5mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: MUSCLE WEAKNESS

GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"		 Pharmacology and Toxicology. English translation of FATOAO. Vol. 20, Pg. 284, 1957.
rat LDLo subcutaneous 75mg/kg (75mg/kg)   Helvetica Chimica Acta. Vol. 33, Pg. 1606, 1950.
rat LDLo unreported 30mg/kg (30mg/kg)   Cancer Vol. 3, Pg. 124, 1950.

Safety Profile

A deadly human poison by ingestion. An experimental poison by intravenous, intraperitoneal and possibly other routes. Mutation data reported. When heated to decomposition it emits toxic fumes of NOx. See also COLCHICINE.

Specification

 Colchiceine ,its CAS NO. is 477-27-0,the synonyms is 4-14-00-00943 (Beilstein Handbook Reference) ; 7-Acetamido-10-hydroxy-1,2,3-trimethoxy-6,7-dihydrobenzo(a)heptalen-9(5H)-one ; BRN 2824078 ; Benzo(a)heptalen-10(5H)-one, 7-acetamido-6,7-dihydro-9-hydroxy-1,2,3-trimethoxy- ; Benzo(a)heptalen-9(5H)-one, 7-acetamido-6,7-dihydro-10-hydroxy-1,2,3-trimethoxy- ; EINECS 207-512-5 ; N-Acetyl trimethylcolchicinic acid ; NSC 123396 ; NSC 33411 ; O(sup 10)-Demethylcolchicine ; O10-Demethylcolchicine ; Acetamide, N-(5,6,7,9-tetrahydro-10-hydroxy-1,2,3-trimethoxy-9-oxobenzo(a)heptalen-7-yl)-, (S)- (9CI) .