发明公开
- 专利标题: PREPARATIONS CONTAINING AMINO ACIDS AND OROTIC ACID
- 专利标题(中): 氨基酸和OROTINSÄURE含筹备工作
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申请号: EP07855591.9申请日: 2007-12-18
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公开(公告)号: EP2231622A1公开(公告)日: 2010-09-29
- 发明人: MACDOUGALL, Joseph , CHAUDHURI, Shan
- 申请人: Northern Innovations and Formulations Corp.
- 申请人地址: 381 North Service Road West Oakville, Ontario L6M 0H4 CA
- 专利权人: Northern Innovations and Formulations Corp.
- 当前专利权人: Northern Innovations and Formulations Corp.
- 当前专利权人地址: 381 North Service Road West Oakville, Ontario L6M 0H4 CA
- 代理机构: Jappy, John William Graham
- 国际公布: WO2009076743 20090625
- 主分类号: C07D239/557
- IPC分类号: C07D239/557 ; C07B63/02 ; C07C229/06
摘要:
The present invention describes compounds produced from an orotic acid molecule and an ammo acid molecule The compounds, which include an amide linkage, are represented by the general Formula (I), wherein R is selected from the group consisting of (CH3)2CHCH2-, (CH3)2CH-, CH3CH2CH(CH3)-, H2NC(=NH)NH(CH2)3-, and C6H5CH2- Formula (I). The compounds are produced by one of two disclosed methods 1) reacting orotic acid or derivatives thereof with a thionyl halide, and then combining the acyl halide with an ammo acid in the presence of dichloromethane and a dimethylammopyπdme (DMAP) catalyst, or 2) protecting the carboxylic acid of an ammo acid with a benzyl group, and then combining the benzyl-protected ammo acid with a dicyclohexylcarbodiimide (DCC) activated orotic acid, followed by removal of the protecting group. The resulting ammo acid orotate amide compounds are aimed at providing enhanced stability in solution compared with the related esters.
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