ABC00426QO

N-Deacetyl Colchicine

N-Deacetyl Colchicine is a structurally related impurity of Colchiceine, characterized by the absence of an acetyl group at the N-1 position, exposing a primary amine functionality. Its core structure comprises a fused isoquinoline and pyridine ring system substituted with a 8-hydroxy-9-methoxy group and a methylene bridge connecting to a cyclohexenone moiety. The deacetylated nitrogen introduces a basic center, altering its solubility and reactivity compared to the parent compound. This impurity arises via non-enzymatic hydrolysis of the acetyl ester in Colchiceine under acidic conditions. It serves as a critical HPLC reference standard for quantifying deacetylation-related degradation in pharmaceutical formulations.

On Request
Molecular Formula C20H23NO5
Molecular Weight 357.4000
CAS Number 3476-50-4 โœ“ Verified
PubChem CID 18991 โ†—
Purity N/A
Product Type API Impurity
Parent Drug Colchiceine
Lead Time On Request
IUPAC Name (7S)-7-amino-1,2,3,10-tetramethoxy-6,7-dihydro-5H-benzo[a]heptalen-9-one

๐Ÿ“ Synonyms

3476-50-4 Deacetylcolchicine Desacetylcolchicine Trimethylcolchicinic acid methyl ether COLCHICINE, N-DEACETYL- 2IAP3WIO1P DTXSID601150161 (S)-7-Amino-6,7-dihydro-1,2,3,10-tetramethoxybenzo(a)heptalen-9(5H)-one (7S)-7-Amino-6,7-dihydro-1,2,3,10-tetramethoxybenzo(a)heptalen-9(5H)-one (7S)-7-Amino-6,7-dihydro-1,2,3,10-tetramethoxybenzo[a]heptalen-9(5H)-one

๐Ÿ”ฌ Chemical Identifiers

COC1=CC=C2C(=CC1=O)[C@H](CCC3=CC(=C(C(=C32)OC)OC)OC)N
InChI=1S/C20H23NO5/c1-23-16-8-6-12-13(10-15(16)22)14(21)7-5-11-9-17(24-2)19(25-3)20(26-4)18(11)12/h6,8-10,14H,5,7,21H2,1-4H3/t14-/m0/s1
HFPMXDMZJUJZBX-AWEZNQCLSA-N

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