CAS 477-30-5|(-)-Demecolcine

Introduction:Basic information about CAS 477-30-5|(-)-Demecolcine, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Common Name(-)-Demecolcine
CAS Number477-30-5Molecular Weight371.427
Density1.2±0.1 g/cm3Boiling Point625.5±55.0 °C at 760 mmHg
Molecular FormulaC21H25NO5Melting Point73-75ºC
MSDSChineseUSAFlash Point332.1±31.5 °C
Symbol
GHS06
Signal WordDanger

Names

Name(-)-demecolcine
SynonymMore Synonyms

(-)-Demecolcine BiologicalActivity

DescriptionColcemid (Demecolcine), a derivative of colchicine, is a potent mitotic inhibitor[1][2]. Colcemid binds to the protein tubulin and arrest cells in metaphase for karyotyping assays. Colcemid incuces cell apoptosis and can be used for cancer research[2].
Related CatalogResearch Areas >>CancerSignaling Pathways >>Cell Cycle/DNA Damage >>Microtubule/TubulinResearch Areas >>Inflammation/ImmunologySignaling Pathways >>Cytoskeleton >>Microtubule/Tubulin
References

[1]. T Tsuchida, et al. Colcemid-induced apoptosis of cultured human glioma: electron microscopic and confocal laser microscopic observation of cells sorted in different phases of cell cycle. Cytometry. 1998 Apr 1;31(4):295-9.

[2]. Ashley M Rozario, et al. Ultra-Low Colcemid Doses Induce Microtubule Dysfunction as Revealed by Super-Resolution Microscopy. Bioexiv.

Chemical & Physical Properties

Density1.2±0.1 g/cm3
Boiling Point625.5±55.0 °C at 760 mmHg
Melting Point73-75ºC
Molecular FormulaC21H25NO5
Molecular Weight371.427
Flash Point332.1±31.5 °C
Exact Mass371.173279
PSA66.02000
LogP1.52
Vapour Pressure0.0±1.8 mmHg at 25°C
Index of Refraction1.582
InChIKeyNNJPGOLRFBJNIW-HNNXBMFYSA-N
SMILESCNC1CCc2cc(OC)c(OC)c(OC)c2-c2ccc(OC)c(=O)cc21

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
GH0800000
CHEMICAL NAME :
Colchicine, N-deacetyl-N-methyl-
CAS REGISTRY NUMBER :
477-30-5
BEILSTEIN REFERENCE NO. :
2822892
LAST UPDATED :
199801
DATA ITEMS CITED :
49
MOLECULAR FORMULA :
C21-H25-N-O5
MOLECULAR WEIGHT :
371.47
WISWESSER LINE NOTATION :
L B677 MV&T&J CO1 DO1 EO1 JM1 NO1

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Human
DOSE/DURATION :
200 ug/kg
TOXIC EFFECTS :
Skin and Appendages - hair
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
1700 ug/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 :
Parenteral
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
1700 ug/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 :
Oral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
25530 ug/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 :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
35 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 :
56 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 :
87 mg/kg
TOXIC EFFECTS :
Nutritional and Gross Metabolic - weight loss or decreased weight gain
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Subcutaneous
DOSE :
3 mg/kg
SEX/DURATION :
female 7-9 day(s) after conception
TOXIC EFFECTS :
Reproductive - Fertility - post-implantation mortality (e.g. dead and/or resorbed implants per total number of implants) Reproductive - Effects on Embryo or Fetus - fetal death
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Intraperitoneal
DOSE :
1800 ug/kg
SEX/DURATION :
female 8 day(s) after conception
TOXIC EFFECTS :
Reproductive - Specific Developmental Abnormalities - Central Nervous System Reproductive - Specific Developmental Abnormalities - eye/ear Reproductive - Specific Developmental Abnormalities - body wall
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Intraperitoneal
DOSE :
1800 ug/kg
SEX/DURATION :
female 8 day(s) after conception
TOXIC EFFECTS :
Reproductive - Fertility - post-implantation mortality (e.g. dead and/or resorbed implants per total number of implants)
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Subcutaneous
DOSE :
500 ug/kg
SEX/DURATION :
female 12 day(s) after conception
TOXIC EFFECTS :
Reproductive - Effects on Embryo or Fetus - fetal death
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Unreported
DOSE :
2500 ug/kg
SEX/DURATION :
female 2-26 day(s) after conception
TOXIC EFFECTS :
Reproductive - Effects on Embryo or Fetus - fetotoxicity (except death, e.g., stunted fetus)
TYPE OF TEST :
Sex chromosome loss and nondisjunction
TYPE OF TEST :
Sperm Morphology
TYPE OF TEST :
Micronucleus test
TYPE OF TEST :
Cytogenetic analysis
TYPE OF TEST :
Sex chromosome loss and nondisjunction

MUTATION DATA

TYPE OF TEST :
Sex chromosome loss and nondisjunction
TEST SYSTEM :
Mammal - species unspecified
DOSE/DURATION :
2 ug/L
REFERENCE :
MUREAV Mutation Research. (Elsevier Science Pub. B.V., POB 211, 1000 AE Amsterdam, Netherlands) V.1- 1964- Volume(issue)/page/year: 201,423,1988 *** REVIEWS *** TOXICOLOGY REVIEW JAMAAP JAMA, Journal of the American Medical Association. (AMA, 535 N. Dearborn St., Chicago, IL 60610) V.1- 1883- Volume(issue)/page/year: 172,1765,1960 *** NIOSH STANDARDS DEVELOPMENT AND SURVEILLANCE DATA *** NIOSH OCCUPATIONAL EXPOSURE SURVEY DATA : NOES - National Occupational Exposure Survey (1983) NOES Hazard Code - X3189 No. of Facilities: 105 (estimated) No. of Industries: 2 No. of Occupations: 2 No. of Employees: 412 (estimated) No. of Female Employees: 287 (estimated)

Safety Information

Symbol
GHS06
Signal WordDanger
Hazard StatementsH300
Precautionary StatementsP264-P301 + P310
Personal Protective EquipmentEyeshields;Gloves;half-mask respirator (US);multi-purpose combination respirator cartridge (US)
Hazard CodesT: Toxic;
Risk PhrasesR25
Safety Phrases22-24/25-45-36/37/39
RIDADRUN 2811
WGK Germany3
RTECSGH0800000
Packaging GroupII
Hazard Class6.1(a)

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Synonyms

Benzo[a]heptalen-9(5H)-one, 6,7-dihydro-1,2,3,10-tetramethoxy-7-(methylamino)-, (7S)-
Benzo[a]heptalen-9(5H)-one, 6,7-dihydro-1,2,3,10-tetramethoxy-7-(methylamino)-, (S)-
Demecolcine
Benzo(a)heptalen-9(5H)-one, 6,7-dihydro-1,2,3,10-tetramethoxy-7-(methylamino)-, (S)-
(7S)-1,2,3,10-Tetramethoxy-7-(methylamino)-6,7-dihydrobenzo[a]heptalen-9(5H)-one
demecolcinum
Colcemid
EINECS 207-514-6
demecolcina
N-Deacetyl-N-methylcolchicine
MFCD00075459
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