6483-15-4

Basic information

• Product Name: Sophocarpine
• Synonyms: Matridin-15-one, 13,14-didehydro-, monohydrate;13,14-Didehydromatridin-15-one;Sophocarpine;SOPHOCARPINE(RG);13,14-DidehydroMatridin-15-one, 9CI;1H,5H,10H-Dipyrido[2,1-f:3',2',1'-ij][1,6]naphthyridin-10-one, 2,3,6,7,7a,8,13,13a,13b,13c-decahydro-, (7aS,13aR,13bR,13cS)-;Sophocarpine, 98%, from Sophora flavescens Aiton
• CAS NO: 6483-15-4
• Molecular Formula: C₁₅H₂₂N₂O
• Molecular Weight: 246.34798
• Product Categories: Alkaloids;Inhibitors
• Mol File: 6483-15-4.mol
• Article Data: 6

Chemical Properties

• Melting Point: 54～55℃
• Boiling Point: 425.4 °C at 760 mmHg
• Flash Point: 194 °C
• Appearance: /
• Density: 1.19 g/cm³
• Vapor Pressure: 1.92E-07mmHg at 25°C
• PKA: 9.59±0.20(Predicted)
• CAS DataBase Reference: Sophocarpine(CAS DataBase Reference)
• NIST Chemistry Reference: Sophocarpine(6483-15-4)
• EPA Substance Registry System: Sophocarpine(6483-15-4)

Safety Data

• Hazardous Substances Data: 6483-15-4(Hazardous Substances Data)

Usage

Uses

Sophocarpine is an intermediate in the synthesis of (+)-Matrine-d3 (M197872). (+)-Matrine-d3, is a labeled analogue of (+)-Matrine, an alkaloid compound extracted from the roots of Sophora species which maintain anti-inflammatory, anti-cancer and a host of other positive pharmacological effects. Apoptotic agent.

InChI:InChI=1/C15H22N2O.BrH/c18-14-7-1-6-13-12-5-3-9-16-8-2-4-11(15(12)16)10-17(13)14;/h1,7,11-13,15H,2-6,8-10H2;1H/t11-,12+,13+,15-;/m0./s1

Upstream product

• 519-02-8 (+)-matrine 

Relevant articles and documents

New modification strategy of matrine as Hsp90 inhibitors based on its specific L conformation for cancer treatment

The similarity of spatial structure between radicicol and matrine urged us to perform conformation modification of matrine, followed by L-shaped matrine derivatives, 6, 12, 21a-h and 22a-h were originally designed, synthesized and evaluated for Hsp90N inhibitors as anticancer agents. TSA (Thermal Shift Assay) results indicated that 21e, 22a-c and 22e-g exhibited strong binding force against Hsp90N with∣ΔTm∣ > 3, meanwhile, MTT assay also revealed these compounds displayed potent anticancer activity with IC50 values below 25 μM against HepG2, HeLa and MDA-MB-231 cells lines. Then, compound 22g with a high ΔTm = 10.92 was chosen as a representative to perform further mechanism study. It can induce cell apoptosis, arrest the cell cycle at the S phase and decrease the expression level of Hsp90 in Hela cell. These results originally provided targeted modification strategy for matrine derivatives to serve as Hsp90 inhibitors for cancer therapy.

Synthesis and biological evaluation of the matrine derivatives as a novel family of potential anticancer agents

Background: ‘FufangKushen injection’ was a Chinese Traditional anticancer drug, which has been widely used to treat cancer in combination with other anticancer drugs. Objective: Our goal is to synthesize a series of novel 13-dithiocarbamates matrine deriv

Controllable and efficient oxidation of thioether by 2-iodoxybenzoic acid (IBX) in water: Semisynthesis of sophocarpine

A metal-free, environment friendly, easy-to-operate, and efficient method for the semisynthesis of sophocarpine from matrine has been developed in an overall yield of 91%. The route features a controllable and efficient oxidation of thioether to sulfoxide by 2-iodoxybenzoic acid (IBX) in water.