363960

(S,R)-Noscapine

97%

• Synonym(s): α-Narcotine, (3S)-6,7-Dimethoxy-3-[(5R)-5,6,7,8-tetrahydro-4-methoxy-6-methyl-1,3-dioxolo[4,5-g]isoquinolin-5-yl]-1(3H)-isobenzofuranone
• Empirical Formula (Hill Notation): C₂₂H₂₃NO₇
• CAS Number: 128-62-1
• Molecular Weight: 413.42
• EC Number: 204-899-2
• MDL number: MFCD00069316
• UNSPSC Code: 12352005
• PubChem Substance ID: 24862408
• NACRES: NA.22

Properties

• Quality Level: 100
• assay: 97%
• form: solid
• optical activity: [α]20/D −200°, c = 1 in chloroform
• mp: 174-176 °C (lit.)
• functional group: ester
• SMILES string: COc1ccc2C(OC(=O)c2c1OC)C3N(C)CCc4cc5OCOc5c(OC)c34
• InChI: 1S/C22H23NO7/c1-23-8-7-11-9-14-20(29-10-28-14)21(27-4)15(11)17(23)18-12-5-6-13(25-2)19(26-3)16(12)22(24)30-18/h5-6,9,17-18H,7-8,10H2,1-4H3/t17-,18+/m1/s1
• InChI key: AKNNEGZIBPJZJG-MSOLQXFVSA-N

Description

General description

(S,R)-Noscapine is a phthalideisoquinoline alkaloid found in opium. It is an antimicrotubule agent that also shows potent antitumor activity.

Application

Noscapine may be used as a source to synthesize its bromo-derivatives, which has higher tubulin binding activity when compared to noscapine. Its 3,4,5-trimethoxybenzyl analog is a potential antitumor agent.

Safety Information

• pictograms: GHS07
• signalword: Warning
• hcodes: H302,H336
• pcodes: P301 + P312 + P330
• Hazard Classifications: Acute Tox. 4 Oral - STOT SE 3
• target_organs: Central nervous system
• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: dust mask type N95 (US), Eyeshields, Gloves