L-proline complex of sodium-glucose cotransporter 2 inhibitor, monohydrate and crystal form thereof

US10301344B2 · kind B2 · utility

Assignee

• JIANGSU HENGRUI MEDICINE CO., LTD. · CN

Inventors

• Piaoyang Sun · Lianyungang, CN
• Guaili Wu · 安丰镇, CN
• Changshan Guo · 安丰镇, CN
• Yun Lu · 安丰镇, CN
• Yuxia Wu · 安丰镇, CN
• Lingjia Shen · 安丰镇, CN

Key dates

• Filing date: Sep 8, 2015
• Grant date: May 28, 2019
• Expiry date: Sep 8, 2035

Classification

• Technology area (CPC C): Chemistry; Metallurgy
• CPC primary: C07B2200/13
• WIPO field: Organic fine chemistry
• WIPO sector: Chemistry

Abstract

Provided are an L-proline complex of a sodium-glucose cotransporter 2 inhibitor, and a monohydrate and a crystal of the L-proline complex. Specifically, provided are 1,6-dehydrated-1-C{4-chloro-3-[(3-fluoro-4-ethoxyphenyl)methyl]phenyl}-5-C-(hydroxymethyl)-β-L-idopyranose L-proline (a compound of formula (I)), a monohydrate and a type A crystal thereof, and a preparation method therefor. The obtained type A crystal of the compound of formula (I) has good chemical stability and crystal stability, and the crystallization solvent used has low toxicity and low residue, so the type A crystal can be better used in clinical treatment.