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| CAS No.: | 477-30-5 |
|---|---|
| Name: | DEMECOLCINE |
| Molecular Structure: | |
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| Formula: | C21H25 N O5 |
| Molecular Weight: | 371.433 |
| 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 |
| EINECS: | 207-514-6 |
| Density: | 1.21g/cm3 |
| Melting Point: | 73-75°C |
| Boiling Point: | 625.5°Cat760mmHg |
| Flash Point: | 332.1°C |
| Hazard Symbols: |
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| Risk Codes: | R25 |
| 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. |
| Transport Information: | UN 2811 |
| PSA: | 66.02000 |
| LogP: | 3.34580 |
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Chemistry
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:
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.
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. |
Consensus Reports
EPA Genetic Toxicology Program.
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:
T
T+
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
Specification
N-Methyl-N-Desacetylcolchicine (CAS NO.477-30-5) is a faintly yellow crystalline powder.