1-(2-Methylpropyl)-1H-Imidazo[4,5-C](1,5]Naphthyridin-4-Amine Ethanesulfonate and 1-(2-Methylpropyl)-1H-Imidazo[4,5-C](1,5]Naphthyridin-4-Amine Methanesulfonate
Assigneetaked Pharmaceutical Company Limited
InventorsRaymond D. Skwierczynski, Myles L. Brostrom, Tai T. Tran, Joel R. Jacobson
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Abstract
This invention provides methanesulfonate and ethanesulfonate salts of 1-(2-methylpropyl)-1H-imidazo[4,5-c][1,5]naphthyridin-4-amine, pharmaceutical compositions containing the salts, methods of making, and methods of use.
Claims37
A salt selected from the group consisting of 1-(2-methylpropyl)-1H-imidazo[4,5-c][1,5]naphthyridin-4-amine ethanesulfonate and 1-(2-methylpropyl)-1H-imidazo[4,5-c][1,5]naphthyridin-4-amine methanesulfonate, or a solvate or hydrate thereof.
A pharmaceutical composition comprising a pharmaceutically acceptable carrier and an effective amount of the salt of any preceding claim.
A method for preparing 1-(2-methylpropyl)-1H-imidazo[4,5-c][1,5]naphthyridin-4-amine ethanesulfonate, the method comprising:
- combining 1-(2-methylpropyl)-1H-imidazo[4,5-c][1,5]naphthyridin-4-amine free base with ethanesulfonic acid and a carrier to form a mixture, wherein the carrier comprises an organic liquid and optionally water;
- and
- allowing the components of the mixture to react under sufficient conditions to form 1-(2-methylpropyl)-1H-imidazo[4,5-c][1,5]naphthyridin-4-amine ethanesulfonate.
1-(2-Methylpropyl)-1H-imidazo[4,5-c][1,5]naphthyridin-4-amine methanesulfonate having an X-ray powder diffraction pattern substantially as depicted in FIG. 1.
A method for preparing 1-(2-methylpropyl)-1H-imidazo[4,5-c][1,5]naphthyridin-4-amine methanesulfonate, the method comprising:
- combining 1-(2-methylpropyl)-1H-imidazo[4,5-c][1,5]naphthyridin-4-amine free base with methanesulfonic acid and a carrier to form a mixture, wherein the carrier comprises an organic liquid and optionally water;
- and
- allowing the components of the mixture to react under sufficient conditions to form 1-(2-methylpropyl)-1H-imidazo[4,5-c][1,5]naphthyridin-4-amine methanesulfonate.
A method of treating high risk cervical HPV infection by applying to the cervix a topical formulation comprising dissolved salt 1-(2-methylpropyl)-1H-imidazo[4,5-c][1,5]naphthyridin-4-amine methanesulfonate or 1-(2-methylpropyl)-1H-imidazo[4,5-c][1,5]naphthyridin-4-amine ethanesulfonate.
Dependencies are inferred from the claim text.