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Demecolcine

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Demecolcine

EINECS 207-514-6
CAS No. 477-30-5 Density 1.21g/cm3
PSA 66.02000 LogP 3.34580
Solubility N/A Melting Point 73-75°C
Formula C21H25 N O5 Boiling Point 625.5°Cat760mmHg
Molecular Weight 371.433 Flash Point 332.1°C
Transport Information UN 2811 Appearance N/A
Safety Poison by ingestion, intraperitoneal, parenteral, intravenous, and intramuscular routes. Human systemic effects by ingestion: (skin and appendages) hair effects. Human mutation data reported. An experimental teratogen. Experimental reproductive effects. When heated to decomposition it emits toxic fumes of NOx. Risk Codes R25   
Molecular Structure Molecular Structure of 477-30-5 (DEMECOLCINE) Hazard Symbols
Synonyms

Benzo[a]heptalen-9(5H)-one,6,7-dihydro-1,2,3,10-tetramethoxy-7-(methylamino)-, (S)-; Colchamine (6CI,7CI);Colchicine, N-deacetyl-N-methyl- (8CI); Colchicine, N-deacetyl-N-methyl-, (-)-(7CI); (-)-Colchamine; (-)-Demecolcine; Alkaloid H 3, from Colchicum antumnale;C 12669; Ciba 12669A; Colcemid; Colchamin; Deacetyl-N-methylcolchicine;Deacetylmethylcolchicine; Demecolcin; Demecolcine; Desacetylmethylcolchicine;Desmecolcine; Kolchamin; N-Deacetyl-N-methylcolchicine;N-Desacetyl-N-methylcolchicine; N-Methyl-N-deacetylcolchicine;N-Methyl-N-desacetylcolchicine; N-Methyltri-O-methylcolchicinic acid; NSC 3096;Omain; Omaine; Reichstein's F; Santavy's substance F; Substance F

Article Data 5

Demecolcine Chemical Properties

Chemistry informtion about N-Methyl-N-Desacetylcolchicine (CAS NO.477-30-5) is:
IUPAC Name: 1,2,3,10-Tetramethoxy-7-(Methylamino)-6,7-Dihydro-5h-Benzo[A]Heptalen-9-One ; (7s)-1,2,3,10-Tetramethoxy-7-(Methylamino)-6,7-Dihydro-5h-Benzo[A]Heptalen-9-One
Synonyms: N-Deacetyl-N-Methylcolchicine ; N-Desacetyl-N-Methylcolchicine ; N-Methyl-N-Deacetyl-Colchicine ; Colcemid ; Colcemide(R) ; Colcemid(R) ; Colchamine ; Demecolcin
Product Categories: All Inhibitors ; Inhibitors
MF: C21H25NO5
MW: 371.43
EINECS: 207-514-6
Melting Point: 73-75°C
Density: 1.21 g/cm3
Flash Point: 332.1 °C
Boiling Point: 625.5 °C at 760 mmHg
Vapour Pressure: 1.46E-15 mmHg at 25°C 
Enthalpy of Vaporization: 92.6 kJ/mol
Storage temp.: 2-8°C
Following is the molecular structure of N-Methyl-N-Desacetylcolchicine (CAS NO.477-30-5) is:

Demecolcine Uses

 N-Methyl-N-Desacetylcolchicine (CAS NO.477-30-5) can be used as an antimitotic agent that disrupts microtubles by binding to tubulin and preventing its polymerization. Stimulates the intrinsic GTPase activity of tubulin. Induces apoptosis in several normal and tumor cell lines and activates the JNK/SAPK signal.

Demecolcine Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
human TDLo oral 200ug/kg (0.2mg/kg) skin and appendages (skin): hair: other "Toxicology of Drugs and Chemicals," Deichmann, W.B., New York, Academic Press, Inc., 1969Vol. -, Pg. 184, 1969.
mouse LD50 intramuscular 87mg/kg (87mg/kg)   Journal of Medicinal Chemistry. Vol. 24, Pg. 257, 1981.
mouse LD50 intraperitoneal 35mg/kg (35mg/kg)   Naunyn-Schmiedeberg's Archiv fuer Experimentelle Pathologie und Pharmakologie. Vol. 230, Pg. 559, 1957.
mouse LD50 intravenous 56mg/kg (56mg/kg)

behavioral: somnolence (general depressed activity) behavioral: muscle weakness gastrointestinal: "hypermotility, diarrhea"

Pharmacology and Toxicology. English translation of FATOAO. Vol. 20, Pg. 284, 1957.
mouse LD50 oral 25530ug/kg (25.53mg/kg)   National Cancer Institute Screening Program Data Summary, Developmental Therapeutics Program. Vol. JAN1986,
rat LD50 intravenous 1700ug/kg (1.7mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 20, Pg. 1467, 1970.
rat LD50 parenteral 1700ug/kg (1.7mg/kg)   Recent Results in Cancer Research. Vol. 52, Pg. 76, 1975.

Demecolcine Consensus Reports

EPA Genetic Toxicology Program.

Demecolcine Safety Profile

Poison by ingestion, intraperitoneal, parenteral, intravenous, and intramuscular routes. Human systemic effects by ingestion: (skin and appendages) hair effects. Human mutation data reported. An experimental teratogen. Experimental reproductive effects. When heated to decomposition it emits toxic fumes of NOx.
Hazard Codes:
ToxicT
VeryT+
Risk Statements:
R25 :Toxic if swallowed. 
R26/27/28:Very toxic by inhalation, in contact with skin and if swallowed.
Safety Statements:
S22:Do not breathe dust. 
S24/25:Avoid contact with skin and eyes. 
S45:In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) 
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection.
RIDADR: UN 2811 6.1/PG 2
WGK Germany: 3
RTECS: GH0800000
F:
F 8: Photosensitive.
F 10: Keep under argon.
F 23 Sensitive to air.
HazardClass: 6.1(a)
PackingGroup: II

Demecolcine Specification

 N-Methyl-N-Desacetylcolchicine (CAS NO.477-30-5) is a faintly yellow crystalline powder.

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