L-argininal derivatives and a method of manufacturing the same

C - Chemistry – Metallurgy – 07 – K

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260/388, 530/5.0

C07K 5/06 (2006.01) C07K 5/078 (2006.01) C07K 5/087 (2006.01)

Patent

CA 1183130

ABSTRACT OF THE DISCLOSURE L-argininal derivatives of the general formula: Image in which X is -CO- or -SO2-, and R is (1) an alkyl group having 3 to 8 carbon atoms, a cycloalkyl group having 3 to 6 carbon atoms, a pyridyl, benzyloxy, furyl or thiophene group, (2) a phenyl or benzyl group which may be optionally substituted on the benzene ring by a halogen atom, or a lower alkyl or alkoxy, hydroxyl or nitro group. (3) a naphthyl group optionally substituted on the naphthalene ring by a lower alkylamino group, (4) a pyrrolidinyl, pyrrolidone or piperidyl group optionally having a nitrogen site protected by a benzyloxy- carbonyl group, or (5) a group of the formula Z-Y- in which Y stands for a hydroxymethylene or benzyloxycarbonylaminomethylene group, and Z stands for a lower alkyl, phonyl, benzyl or .alpha.-benzyloxycarbollylamino-.beta.-phenylethyl group. A method of manufacturing any such derivative is also disclosed. The L-argininal derivative of this invention has a strong inhibitory activity on proteases, such as serine and thiol proteases, which are effective for diseases caused by abnor- mal elevatior of protease activity.

386220

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