| Identification | Back Directory | [Name]
DEMECOLCINE | [CAS]
477-30-5 | [Synonyms]
omain
omaine
Osamin
C-12669
nsc3096
COLCEMID
Colcemide
kolchamin
kolchicin
ColchaMin
substancef
COLCHAMINE
DEMECOLCIN
ciba12669a
COLCEMID(R)
DEMECOLCINE
COLCEMIDE(R)
desmecolcine
reichstein’sf
santavy’ssubstancef
Demecolcine solution
Colcemid, Demecolcine
DEMECOLCINE HYBRI-MAXR
deacetylmethylcolchicine
Colcemid-D3=Demecolcine-D3
deacetyl-n-methyl-colchicin
deacetyl-n-methylcolchicine
n-desacetylmethylcolchicine
n-deacetyl-n-methyl-colchicin
DEMECOLCINE SOLUTION 10 UG/ML
N-DEACETYL-N-METHYLCOLCHICINE
N-DESACETYL-N-METHYLCOLCHICINE
N-METHYL-N-DEACETYL-COLCHICINE
n-methyl-n-desacetylcolchicine
COLCHICINE,N-DEACETYL-N-METHYL-
DEMECOLCINE/COLCEMIDE/COLCHICINE
alkaloidh3,fromcolchicumantumnale
N-Deacetyl-N-methyl(deutero)colchicine
7-deacetamido-7-(methylamino)-colchicin
N-Deacetyl-N-methylcolchicine, Colcemid
Demecolcine,N-Deacetyl-N-methylcolchicine
ColcemidTM solution, N-Deacetyl-N-methylcolchicine solution
benzo(a)heptalen-9(5h)-one,6,7-dihydro-1,2,3,10-tetramethoxy-7-(methylamino)
6,7-dihydro-1,2,3,10-tetramethoxy-7-(methylamino)-benzo(alpha)heptalen-9(5h)
(7S)-6,7-Dihydro-1,2,3,10-tetraMethoxy-7-(MethylaMino)-benzo[a]heptalen-9(5H)-one
Benzoaheptalen-9(5H)-one, 6,7-dihydro-1,2,3,10-tetramethoxy-7-(methylamino)-, (7S)- | [EINECS(EC#)]
207-514-6 | [Molecular Formula]
C21H25NO5 | [MDL Number]
MFCD00075459 | [MOL File]
477-30-5.mol | [Molecular Weight]
371.43 |
| Chemical Properties | Back Directory | [Appearance]
Faintly Yellow Crystalline Powder | [Melting point ]
73-75°C | [alpha ]
D20 -129.0° (c = 1 in chloroform) | [Boiling point ]
501.11°C (rough estimate) | [density ]
1.2350 (rough estimate) | [refractive index ]
1.5614 (estimate) | [storage temp. ]
2-8°C
| [solubility ]
DMSO: 10 mg/mL
| [form ]
powder
| [pka]
8.48±0.40(Predicted) | [color ]
White to off-white | [Sensitive ]
Air & Light Sensitive | [BRN ]
2822892 | [Stability:]
Hygroscopic |
| Hazard Information | Back Directory | [Chemical Properties]
Faintly Yellow Crystalline Powder | [Uses]
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 signaling pathway. | [Uses]
Inhibitor of spindle fiber formation | [Definition]
ChEBI: A secondary amino compound that is (S)-colchicine in which the N-acetyl group is replaced by an N-methyl group. Isolable from the autumn crocus, Colchicum autumnale, it is less toxic than
olchicine and is used as an antineoplastic. | [Uses]
Cell synchronization agent; for chromosome visualization; to induce oocyte enucleation for somatic cell cloning. | [Description]
Colcemid is a colchicine (Item No. 9000760) derivative that inhibits tubulin polymerization as potently as colchicine (IC50 = 2.1 and 2.4 μM, respectively) but is less toxic.1,2,3 At very low (nanomolar) concentrations, colcemid suppresses microtubule dynamicity and inhibits cell migration, while at micromolar levels it blocks microtubule assembly, arresting cells in metaphase.3,4,5 Mitotic block by colcemid is used to synchronize cells and for karyotyping in cytogenetic studies.4,6 Prolonged exposure to colcemid can activate p53, leading to apoptosis.7 | [General Description]
Colcemid is also known as demecolcine. Its generic name is N-methyl-N-deacetyl-colchicine. Colcemid depolymerizes microtubules and blocks mitosis at metaphase. | [Biochem/physiol Actions]
Often in karyotyping and cell cycle research it is desirable to increase the yield of mitotic cells in a particular phase of the cell cycle. This can be achieved in a variety of ways with the most popular being the use of a cell cycle synchronizing agent such as demecolcine. Demecolcine will arrest cells in metaphase with no remarkable effect on the biochemical events in mitotic cells or in synchronized G1 and S phase cells. White blood cells are often treated with demecolcine to arrest cells in metaphase. | [storage]
Store at -20°C | [Purification Methods]
Colcemide is purified by chromatography on silica and eluting with CHCl3/MeOH (9:1), and by recrystallisation from EtOAc/Et2O to form yellow prisms. UV in EtOH has max 243nm ( 30,200) and 350nm ( 16,3000). [Synthesis, IR, NMR, MS: Capraro & Brossi Helv Chim Acta 62 965 1979, Beilstein 8 IV 3319.] |
| Safety Data | Back Directory | [Hazard Codes ]
T,T+ | [Risk Statements ]
25-26/27/28 | [Safety Statements ]
22-24/25-45-36/37/39 | [RIDADR ]
UN 2811 6.1/PG 2
| [WGK Germany ]
3
| [RTECS ]
GH0800000
| [F ]
8-10-23 | [HazardClass ]
6.1(a) | [PackingGroup ]
II | [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. | [Toxicity]
LD50 oral in mouse: 25530ug/kg |
|
| Company Name: |
LGM Pharma
|
| Tel: |
1-(800)-881-8210 |
| Website: |
www.lgmpharma.com |
|