ChemicalBook > CAS DataBase List > DEMECOLCINE

DEMECOLCINE

Product Name
DEMECOLCINE
CAS No.
477-30-5
Chemical Name
DEMECOLCINE
Synonyms
COLCEMID;COLCHAMINE;(S)-1,2,3,10-Tetramethoxy-7-(methylamino)-6,7-dihydrobenzo[a]heptalen-9(5H)-one;omain;Osamin;omaine;C-12669;nsc3096;Colcemide;ColchaMin
CBNumber
CB3460085
Molecular Formula
C21H25NO5
Formula Weight
371.43
MOL File
477-30-5.mol
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DEMECOLCINE Property

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)
Sensitive 
Air & Light Sensitive
BRN 
2822892
Stability:
Hygroscopic
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Safety

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
8-10-23
HazardClass 
6.1(a)
PackingGroup 
II
Toxicity
LD50 oral in mouse: 25530ug/kg
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H300Fatal if swallowed

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P301+P310IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
D1925
Product name
Demecolcine solution
Purity
10 μg/mL in HBSS, ACF Qualified, BioXtra
Packaging
20ml
Price
$62.7
Updated
2024/03/01
Sigma-Aldrich
Product number
234109-M
Product name
Colcemid - CAS 477-30-5 - Calbiochem
Purity
Cell synchronization agent.
Packaging
5mg
Price
$101
Updated
2024/03/01
Sigma-Aldrich
Product number
10295892001
Product name
Colcemid
Purity
N-methyl-N-deacetyl-colchicine
Packaging
20ml
Price
$60.6
Updated
2024/03/01
Alfa Aesar
Product number
J63900
Product name
Colcemid
Purity
98+%
Packaging
10mg
Price
$222
Updated
2023/06/20
Alfa Aesar
Product number
J63900
Product name
Colcemid
Packaging
50mg
Price
$914
Updated
2023/06/20
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DEMECOLCINE Chemical Properties,Usage,Production

Description

Colcemid is a colchicine derivative that inhibits tubulin polymerization as potently as colchicine (IC50 = 2.1 and 2.4 μM, respectively) but is less toxic. 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. Mitotic block by colcemid is used to synchronize cells and for karyotyping in cytogenetic studies. Prolonged exposure to colcemid can activate p53, leading to apoptosis.

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

Uses

Cell synchronization agent; for chromosome visualization; to induce oocyte enucleation for somatic cell cloning.

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.

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.

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.

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.]

DEMECOLCINE Preparation Products And Raw materials

Raw materials

Preparation Products

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DEMECOLCINE Suppliers

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View Lastest Price from DEMECOLCINE manufacturers

Henan Fengda Chemical Co., Ltd
Product
DEMECOLCINE 477-30-5
Price
US $8.00-1.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
g-kg-tons, free sample is available
Release date
2024-04-09
Wuhan Monad Medicine Tech Co.,LTD
Product
Demecolcine 477-30-5
Price
US $130.00/T
Min. Order
1Kg/Bag
Purity
99.99%
Supply Ability
20 tons/month
Release date
2020-12-24
Dideu Industries Group Limited
Product
DEMECOLCINE 477-30-5
Price
US $1.10/g
Min. Order
1g
Purity
99.9%
Supply Ability
100 Tons Min
Release date
2021-07-02

477-30-5, DEMECOLCINERelated Search:


  • substancef
  • Colcemide
  • DEMECOLCINE HYBRI-MAXR
  • DEMECOLCINE SOLUTION 10 UG/ML
  • Colcemid-D3=Demecolcine-D3
  • N-Deacetyl-N-methyl(deutero)colchicine
  • COLCEMID
  • COLCEMIDE(R)
  • COLCEMID(R)
  • COLCHAMINE
  • DEMECOLCIN
  • DEMECOLCINE
  • Benzoaheptalen-9(5H)-one, 6,7-dihydro-1,2,3,10-tetramethoxy-7-(methylamino)-, (7S)-
  • COLCHICINE,N-DEACETYL-N-METHYL-
  • DEMECOLCINE/COLCEMIDE/COLCHICINE
  • N-Deacetyl-N-methylcolchicine, Colcemid
  • ColcemidTM solution, N-Deacetyl-N-methylcolchicine solution
  • Demecolcine solution
  • C-12669
  • Osamin
  • Demecolcine,N-Deacetyl-N-methylcolchicine
  • Colcemid, Demecolcine
  • (7S)-6,7-Dihydro-1,2,3,10-tetraMethoxy-7-(MethylaMino)-benzo[a]heptalen-9(5H)-one
  • ColchaMin
  • 6,7-dihydro-1,2,3,10-tetramethoxy-7-(methylamino)-benzo(alpha)heptalen-9(5h)
  • 7-deacetamido-7-(methylamino)-colchicin
  • alkaloidh3,fromcolchicumantumnale
  • benzo(a)heptalen-9(5h)-one,6,7-dihydro-1,2,3,10-tetramethoxy-7-(methylamino)
  • ciba12669a
  • deacetylmethylcolchicine
  • deacetyl-n-methyl-colchicin
  • deacetyl-n-methylcolchicine
  • desmecolcine
  • kolchamin
  • kolchicin
  • n-deacetyl-n-methyl-colchicin
  • n-desacetylmethylcolchicine
  • n-methyl-n-desacetylcolchicine
  • nsc3096
  • omain
  • omaine
  • reichstein’sf
  • santavy’ssubstancef
  • N-DEACETYL-N-METHYLCOLCHICINE
  • N-DESACETYL-N-METHYLCOLCHICINE
  • N-METHYL-N-DEACETYL-COLCHICINE
  • Colcemid - CAS 477-30-5 - Calbiochem
  • Colchicine N-Methyl Analog
  • (-)-demecolcine
  • DEMECOLCINE USP/EP/BP
  • Decarbonylation colchicine
  • (S)-1,2,3,10-Tetramethoxy-7-(methylamino)-6,7-dihydrobenzo[a]heptalen-9(5H)-one
  • Demecolcine, ≥98%+
  • Tropisetronum
  • Tropisteron
  • Colchicine Impurity 23
  • Chelidonine Impurity?3
  • 477-30-5