26904-64-3

Basic information

• Product Name: OXYSOPHOCARPINE
• Synonyms: N-OXYSOPHOCARPINE;OXYSOPHOCARPINE;Sophocarpine N-oxide;ophocarpidine;Sophocarpidin
• CAS NO: 26904-64-3
• Molecular Formula: C₁₅H₂₂N₂O₂
• Molecular Weight: 262.351
• Product Categories: Miscellaneous Natural Products;chemical reagent;pharmaceutical intermediate;phytochemical;reference standards from Chinese medicinal herbs (TCM).;standardized herbal extract;Inhibitors
• Mol File: 26904-64-3.mol
• Article Data: 3

Chemical Properties

• Melting Point: 73-76 °C
• Appearance: /
• PKA: 4.92±0.20(Predicted)
• CAS DataBase Reference: OXYSOPHOCARPINE(CAS DataBase Reference)
• NIST Chemistry Reference: OXYSOPHOCARPINE(26904-64-3)
• EPA Substance Registry System: OXYSOPHOCARPINE(26904-64-3)

Safety Data

• Hazardous Substances Data: 26904-64-3(Hazardous Substances Data)

Usage

Uses

Oxysophocarpine is an alkaloid extract from Siphocampylus verticillatus it maintains anti-nociceptive effects through systemic and intracerebroventricular administration in rodents. Derivative of Sophocarpine (S676825), an antiviral agent.

InChI:InChI=1/C15H22N2O2/c18-14-7-1-6-13-12-5-3-9-17(19)8-2-4-11(15(12)17)10-16(13)14/h1,7,11-13,15H,2-6,8-10H2

Upstream product

• 6483-15-4 sophocarpine 

Downstream Products

• 519-02-8 (+)-matrine 

Relevant articles and documents

MATRINIC ACID/ MATRINE DERIVATIVES AND PREPARATION METHODS AND USES THEREOF

The present invention relates to a N-substituted matrinic acid derivative or matrine derivative, and its preparation method and uses. Specifically, the present invention relates to a compound of Formula (I) or (II) (wherein all the definitions of substituted groups are those mentioned in the specification), or a pharmaceutically acceptable salt, geometric isomer, stereoisomer, solvate, ester or prodrug thereof. The present invention further relates to a method for preparing the compound of the present invention, a pharmaceutical composition containing the compound, and uses thereof in manufacture of a medicament. The compound of the present invention can be used for prophylaxis and/or treatment of a disease or disorder associated with viral infection such as hepatitis B and/orhepatitis C and/orAIDS.

Design and synthesis of oxymatrine analogues overcoming drug resistance in hepatitis B virus through targeting host heat stress cognate 70

Heat-stress cognate 70 (Hsc70is a host protein required for hepatitis B virus (HBVreplication, and oxymatrine (1suppresses Hsc70 expression. Taking Hsc70 as a target against HBV, 22 analogues of 1 defined with substituents at position 1, 13, or 14 were synthesized and evaluated for their activity on Hsc70 mRNA expression. The SAR revealed that (ithe oxygen atom at the 1-position was not essential, (iiincreasing electron density on the ring D reduced the activity, and (iiiintroducing a proper substituent at the 13-and/or 14-position(s), especially electron-withdrawing groups, might enhance the activity. Among the analogues, 6b possessing 13-ethoxyl afforded an increased activity in respect to 1. Importantly, it was active for either wild-type or lamivudine-resistant HBV, as its target is host Hsc70 but not viral enzymes. LD50 of 6b in mice was over 750 mg/kg in oral route. We consider compound 6b promising for further investigation.