7-O-Demethyl α-Narcotine

CAS: 68353-55-9

Ref. TR-D231285

Product Information

• Name: 7-O-Demethyl α-Narcotine
• Synonyms: (3S)-7-Hydroxy-6-methoxy-3-[(5R)-5,6,7,8-tetrahydro-4-methoxy-6-methyl-1,3-dioxolo[4,5-g]isoquinolin-5-yl]-1(3H)-isobenzofuranone, [S-(R*,S*)]-7-hydroxy-6-methoxy-3-(5,6,7,8-tetrahydro-4-methoxy-6-methyl-1,3-dioxolo[4,5-g]isoquinolin-5-yl)-1(3H)-isobenzofuranone, 7-Hydroxy-alpha-narcotine

Description

Applications 7-O-Demethyl α-Narcotine, is a derivative of Narcotine (N378890), a noscapinoid class of microtubule binding compounds that alter microtubule dynamics without affecting tubulin polymer mass. Noscapinoids show great promise as chemotherapeutic agents for the treatment of human cancers. Unlike Narcotine, (-)-α-Narcotinediol deos not inhibit small-intestinal transport in rats.
References Naik, P. et al.: J. Mol. Mod., 18, 307 (2012); Marazova, K. et al.: Pharmazie., 43, 561 (1988)

• Brand: TRC

Chemical properties

• Molecular weight: 399.39
• Formula: C₂₁H₂₁NO₇
• Color/Form: Neat
• InChI: InChI=1S/C21H21NO7/c1-22-7-6-10-8-13-19(28-9-27-13)20(26-3)14(10)16(22)18-11-4-5-12(25-2)17(23)15(11)21(24)29-18/h4-5,8,16,18,23H,6-7,9H2,1-3H3/t16-,18+/m1/s1
• InChI key: InChIKey=ICGJAAVPMLXDHF-AEFFLSMTSA-N
• SMILES: COc1ccc2c(c1O)C(=O)O[C@@H]2[C@H]1c2c(cc3c(c2OC)OCO3)CCN1C