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Merck

D7385

Demecolcine

≥98% (HPLC)

Synonym(s):

N-Deacetyl-N-methylcolchicine

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About This Item

Empirical Formula (Hill Notation):
C21H25NO5
CAS Number:
477-30-5
Molecular Weight:
371.43
UNSPSC Code:
12171500
NACRES:
NA.47
PubChem Substance ID:
24894128
EC Number:
207-514-6
Beilstein/REAXYS Number:
2822892
MDL number:
MFCD00075459

Key Documents

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Quality Level

200

assay

≥98% (HPLC)

form

powder

mp

184 °C

solubility

chloroform: 10 mg/mL, ethanol: soluble

application(s)

diagnostic assay manufacturing
hematology
histology

storage temp.

2-8°C

SMILES string

CN[C@H]1CCc2cc(OC)c(OC)c(OC)c2C3=CC=C(OC)C(=O)C=C13

InChI

1S/C21H25NO5/c1-22-15-8-6-12-10-18(25-3)20(26-4)21(27-5)19(12)13-7-9-17(24-2)16(23)11-14(13)15/h7,9-11,15,22H,6,8H2,1-5H3/t15-/m0/s1

InChI key

NNJPGOLRFBJNIW-HNNXBMFYSA-N

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Show Differences

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This Item
M9440K1385A6251
Demecolcine ≥98% (HPLC)

Sigma-Aldrich

D7385

Demecolcine

Methyl-3,4-dephostatin >98% (HPLC), powder

Sigma-Aldrich

M9440

Methyl-3,4-dephostatin

KN-93 ≥98% (HPLC)

Sigma-Aldrich

K1385

KN-93

N-Acetyl-DL-tryptophan

Sigma-Aldrich

A6251

N-Acetyl-DL-tryptophan

assay

≥98% (HPLC)

assay

>98% (HPLC)

assay

≥98% (HPLC)

assay

≥98% (TLC)

Quality Level

200

Quality Level

100

Quality Level

200

Quality Level

200

form

powder

form

powder

form

powder

form

powder

solubility

chloroform: 10 mg/mL, ethanol: soluble

solubility

DMSO: soluble 18 mg/mL, H2O: insoluble

solubility

DMSO: 1 mg/mL, H2O: soluble

solubility

-

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

2-8°C

mp

184 °C

mp

-

mp

-

mp

204-206 °C (dec.) (lit.)

Application

Demecolcine has been used as a microtubule depolymerizing agent. It has also been used to inhibit mitotic division.

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.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

pictograms

Skull and crossbones
GHS06

signalword

Danger

hcodes

H300

Hazard Classifications

Acute Tox. 2 Oral

Storage Class

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges

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Certificates of Analysis (COA)

Lot/Batch Number
BCCP5450
BCCM7914
BCCL8310
BCCM4224
BCCL4499

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Flow cytometric discrimination of mitotic nuclei by right-angle light scatter.
Zucker RM, et al.
Cytometry, 9, 226-231 (1988)
The Drosophila microtubule-associated protein mars stabilizes mitotic spindles by crosslinking microtubules through its N-terminal region.
Zhang G, et al.
PLoS ONE, 8, e60596-e60596 (2013)
Gang Zhang et al.
Journal of cell science, 122(Pt 4), 535-545 (2009-01-29)
The formation of the mitotic spindle is controlled by the microtubule organizing activity of the centrosomes and by the effects of chromatin-associated Ran-GTP on the activities of spindle assembly factors. In this study we show that Mars, a Drosophila protein
Hailing Yang et al.
The Journal of biological chemistry, 285(42), 32242-32250 (2010-08-11)
Drugs that target microtubules are thought to inhibit cell division and cell migration by suppressing dynamic instability, a "search and capture" behavior that allows microtubules to probe their environment. Here, we report that subtoxic drug concentrations are sufficient to inhibit
Nuno Costa-Borges et al.
Theriogenology, 75(3), 527-541 (2010-11-16)
Treatment of pre-activated oocytes with demecolcine (DEM) has been shown to induce the extrusion of all oocyte chromosomes within the second polar body (PB2). However, induced enucleation (IE) rates are generally low and the competence of these cytoplasts to support
View All Related Papers

Global Trade Item Number

SKUGTIN
D7385-5MG04061838590732
D7385-10MG04061835347537
D7385-50MG04061832342641

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