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Claims for Patent: 5,319,097

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Claims for Patent: 5,319,097

Title: Pharmaceutical agents
Abstract:The invention provides a pharmaceutical composition comprising a particular physical form of N-[4-[5-(cyclopentyloxy-carbonyl)amino-1-methylindol-3-yl-methyl]-3-methox ybenzoyl]-2-methylbenzenesulphonamide and polyvinylpyrrolidone. It also provides methods for preparing this physical form, and another physical form of N-[4-[5-(cyclopentyloxycarbonyl)amino-1-methylindol-3-yl-methyl]-3-methoxy benzoyll-2-methylbenzenesulphonamide useful in the preparation of the first mentioned physical form. The compositions are useful in the treatment of diseases in which leukotrienes are implicated, for example asthma.
Inventor(s): Holohan; James J. (Macclesfield, GB2), Edwards; Ieuan J. (Congleton, GB2)
Assignee: Imperial Chemical Industries PLC (Millbank, GB2)
Application Number:07/805,421
Patent Claims: 1. A physical form of N-[4-[5-(cyclopentyloxycarbonyl)amino-1-methylindol-3-yl-methyl]-3methoxyb enzoyl]-2-methylbenzenesulphonamide which physical form is a monohydrate of N-[4-[5-(cyclopentyloxycarbonyl)amino-1-methylindol-3-yl-methyl]-3-methoxy benzoyl]-2-methylbenzene-sulphonamide which is crystalline, has an infra-red spectrum (0.5% in KBr) having sharp peaks at 3560, 1690, 1660, 1540, 1440, 1165, 880 and 858cm.sup.-1, and an X-ray powder diffraction pattern having peaks at 2.theta.=10.0.degree., 11.2.degree., 14.6.degree., 19.8.degree.and 23.0.degree..

2. A physical form of N-[4-[5-(cyclopentyloxycarbonyl)amino-1-methylindol-3-yl-methyl]-3methoxyb enzoyl]-2-methylbenzenesulphonamide, as claimed in claim 1, which physical form is a monohydrate of N-[4-[5-(cyclopentyloxycarbonyl)amino-1-methylindol-3-yl-methyl]-3-methoxy benzoyl]-2-methylbenzenesulphonamide which is crystalline, has an infra-red spectrum (0.5% in KBr) having sharp peaks at 3560, 1690, 1660, 1540, 1440, 1165, 880 and 858cm.sup.-1 ; an X-ray powder diffraction pattern having peaks at 2.theta.=10.0.degree., 11.2.degree., 14.6.degree., 19.8.degree. and 23.0.degree.; and a melting point in the range from 145.degree. to 155.degree. C.

3. A physical form of N-[4-[5-(cyclopentyloxycarbonyl)amino-1-methylindol-3-yl-methyl]-3-methoxy benzoyl]-2-methylbenzenesulphonamide as claimed in claim 1 which is substantially free of any other physical forms.

4. A physical form of N-[4-[5-(cyclopentyloxycarbonyl)amino-1-methylindol-3-yl-methyl]-3-methoxy benzoyl]-2-methylbenzenesulphonamide as claimed in claim 1 which is substantially free of other crystalline forms.

5. A process for preparing a physical form of N-[4-[5-(cyclopentyloxycarbonyl)amino-1-methylindol-3yl-methyl]-3-methoxyb enzoyl]-2-methylbenzenesulphonamide which physical form has an infra-red spectrum (0.5% in KBr) having sharp peaks at 1690, 1530, 1490, 1420, 1155, 1060, 862 and 550cm.sup.-1 and a melting point between 115.degree. and 140.degree. C., which comprises spray drying a solution of N-[4-[5-(cyclopentyloxycarbonyl)amino-1-methylindol-3-yl-methyl]-3-methoxy benzoyl]-2-methylbenzenesulphonamide.

6. A process as claimed in claim 5, in which an aqueous acetone solution is used.

7. A solution of N-[4-[5-(cyclopentyloxycarbonyl)amino-1-methylindol-3-yl-methyl]-3-methoxy benzoyl]-2-methylbenzenesulphonamide in aqueous acetone.
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