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Demecolcine

Demecolcine structure

CAS No:
477-30-5
Formula:
C21H25NO5
Chemical Name:
Demecolcine
Synonyms:
Benzo[a]heptalen-9(5H)-one,6,7-dihydro-1,2,3,10-tetramethoxy-7-(methylamino)-,(7S)-;Colchamine;Colchicine,N-deacetyl-N-methyl-;Benzo[a]heptalen-9(5H)-one,6,7-dihydro-1,2,3,10-tetramethoxy-7-(methylamino)-,(S)-;Colchicine,N-deacetyl-N-methyl-,(-)-;(7S)-6,7-Dihydro-1,2,3,10-tetramethoxy-7-(methylamino)benzo[a]heptalen-9(5H)-one;Colcemid;Deacetylmethylcolchicine;N-Deacetyl-N-methylcolchicine;Demecolcin;Demecolcine;Deacetyl-N-methylcolchicine;N-Desacetyl-N-methylcolchicine;Desmecolcine;N-Methyl-N-desacetylcolchicine;Santavy's substance F;Substance F;Omaine;N-Methyl-N-deacetylcolchicine;Alkaloid H 3,from Colchicumantumnale;Desacetylmethylcolchicine;Kolchamin;Colchamin;Ciba 12669A;NSC 3096;Omain;N-Methyltri-O-methylcolchicinic acid;(-)-Colchamine;(-)-Demecolcine;C 12669;Reichstein's F;(7S)-1,2,3,10-Tetramethoxy-7-(methylamino)-6,7-dihydro-5H-benzo[a]heptalen-9-one
Categories:
Active Pharmaceutical Ingredients > Antineoplastic Agents

Description

Faintly Yellow Crystalline Powder

(-)-demecolcine is 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 colchicine and is used as an antineoplastic. It has a role as an antineoplastic agent and a microtubule-destabilising agent. It is an alkaloid and a secondary amino compound.|Demecolcine is a colchicine analog with potential antimitotic and antineoplastic activities. Demecolcine acid binds to the colchicine-binding site of tubulin, inhibiting its polymerization into microtubules, causing cell cycle arrest at metaphase and preventing cell division.|An alkaloid isolated from Colchicum autumnale L. and used as an antineoplastic.

Demecolcine Basic Attributes

Molecular Weight：

371.43

Exact Mass：

371.43

EC Number：

207-514-6

UNII：

Z01IVE25KI

NSC Number：

403147|3096

DSSTox ID：

DTXSID7020342

NCI Thesaurus Code：

C419

ATC Code：

L - Antineoplastic and immunomodulating agents

Characteristics

PSA：

XLogP3：

1.52

Appearance：

powder

Density：

1.2±0.1 g/cm3

Melting Point：

186 °C

Boiling Point：

625.5±55.0 °C at 760 mmHg

Flash Point：

332.1±31.5 °C

Refractive Index：

1.582

Water Solubility：

DMSO: 10 mg/mL

Storage Conditions：

2-8°C

Toxicity：

Intravenous-rat LD50: 1.7 mg/kg; Oral-mouse LD50: 25.53 mg/kg

Flammability characteristics：

Combustible; Fire breaks down toxic nitrogen oxide fumes

Specific rotation：

D20 -129.0° (c = 1 in chloroform)

Safety Information

Packing level：

Hazard category：

6.1(a)

Transport codes：

UN 2811 6.1/PG 2

wgk germany：

hazard class code：

25-26/27/28

safety instructions：

22-24/25-45-36/37/39

RTECS Number：

GH0800000

Marks：

T,T+

Storage features：

Treasury is low temperature, ventilated, dry; stored separately from food raw materials

Precautionary statement(s)：

P264-P301 + P310

Hazard Statements：

H300

Toxicity

Toxicity class：

most toxic

Drug Information

MeSH：

Agents obtained from higher plants that have demonstrable cytostatic or antineoplastic activity. (See all compounds classified as Antineoplastic Agents, Phytogenic.)|Agents that interact with TUBULIN to inhibit or promote polymerization of MICROTUBULES. (See all compounds classified as Tubulin Modulators.)

MeSH Entry Terms：

Colcemid

Demecolcine Use and Manufacturing

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

Computed Properties

Molecular Weight:371.4
XLogP3:1.4
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:6
Rotatable Bond Count:5
Exact Mass:371.17327290
Monoisotopic Mass:371.17327290
Topological Polar Surface Area:66
Heavy Atom Count:27
Complexity:653
Defined Atom Stereocenter Count:1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

Recommended Suppliers of Demecolcine

Hangzhou Dawn Ray Pharmaceutical Co.,Ltd Contact Supplier

CN
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Demecolcine >=97.0% Pharmaceutical Plant extract made in china

CAS No.: 477-30-5

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