Methods for synthesizing metal mesoporphyrins

US10533024B2 · kind B2 · utility

Assignee

• MALLINCKRODT HOSPTIAL PRODUCTS IP LIMITED · IE

Inventors

• Christopher P. Boucher · Newmarket, CA
• David Roe · Portland, US

Key dates

• Filing date: Sep 7, 2018
• Grant date: Jan 14, 2020
• Expiry date: Sep 7, 2038

Classification

• Technology area (CPC C): Chemistry; Metallurgy
• CPC primary: C07D487/22
• WIPO field: Organic fine chemistry
• WIPO sector: Chemistry

Abstract

Embodiments describe methods of synthesizing metal mesoporphyrin compounds. In embodiments, a metal mesoporphyrin compound may be formed by hemin transmetallation and subsequent hydrogenation of the tin protoporphyrin IX to form a metal mesoporphyrin. In other embodiments, a method of synthesizing a metal mesoporphyrin compound comprises forming a protoporphyrin methyl ester from hemin and converting the protoporphyrin methyl ester intermediate to a metal mesoporphyrin compound through metal insertion and hydrogenation. In other embodiments, a metal mesoporphyrin compound may be formed from hemin by a hydrogen-free hydrogenation method to form a mesoporphyrin IX intermediate followed by metal insertion and hydrogenation. In embodiments, a method of synthesizing a metal mesoporphyrin compound comprises forming a mesoporphyrin IX dihydrochloride intermediate compound and converting the mesoporphyrin IX intermediate to a metal mesoporphyrin compound through metal insertion. In embodiments, a metal mesoporphyrin compound may be formed directly from hemin without isolation of any intermediates.