Toyama Chemical Co., Ltd.

Yukie Tada

Yoichi Taniguchi

Junichi Yokotani

Kenji Yonezawa

Hironori Kotsubo

Yasutaka Baba

Eiji Hara

Hitoshi Akitsu

Hiroshi Kato

Arihiro Takatori

Chiharu Tanabe

Minori Yanai

The invention relates to an N-acyl anthranilic acid derivative or it's salt having collagen production inhibitory action.

N-acyl anthranilic acid derivative or salt thereof

An anthranilic acid derivative represented by the general formula (X) [wherein Rrepresents hydrogen or a carboxy-protecting group; Rrepresents optionally substituted phenyl, a heterocyclic group, etc.; Rrepresents optionally substituted phenyl, a monocyclic heterocyclic group, etc.; Xrepresents carbonyl, etc.; Xrepresents optionally substituted alkylene group, a bond, etc.; Xrepresents oxygen, a bond, etc.; and Xrepresents a group represented by the general formula &#x2014;X&#x2014;X&#x2014; or &#x2014;X&#x2014;X&#x2014; (wherein Xmeans oxygen, a bond, etc.; and Xmeans optionally substituted alkylene, a bond, etc.)] or a salt of the derivative. The derivative or salt has the inhibitory activity of MMP-13 production and is hence useful as a therapeutic agent for articular rheumatism, osteoarthritis, cancer, etc.

Anthranilic acid derivative or salt thereof

The crystal of 3-{5-[4-(cyclopentyloxy)-2-hydroxybenzoyl]-2-[(3-hydroxy-1,2-benzisoxazol-6-yl)methoxy]phenyl}propionic acid having peaks at the position of 14.0, 16.0, 23.3, 23.7 and 26.3&#xb0; and the crystal of 3-{5-[4-(cyclopentyloxy)-2-hydroxybenzoyl]-2-[(3-hydroxy-1,2-benzisoxazol-6-yl)methoxy]phenyl}propionic acid having peaks at the position of 14.6, 23.1, 24.7, 25.6 and 26.0&#xb0; on 2&#x3b8; of diffraction angle in a powder X-ray diffraction pattern have a small specific volume, are hard to be charged with electricity, are easily handled and are useful for an active pharmaceutical ingredient of excellent anti-rheumatic agents.

Crystal of 3-[5-[4-(cyclopentyloxy)-2-hydroxybenzoyl]-2-[(3-hydroxy-1,2-benzisoxazol-6-yl)methoxy]phenyl]propionic acid

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Toyama, Japan

Yukie Tada