RU2001118831A

RU2001118831A - Anti-inflammatory macrolides

Info

Publication number: RU2001118831A
Application number: RU2001118831/04A
Authority: RU
Inventors: Франко Пеллачини; Даниела Ботта; Стефано Романьяно; Эрманно Мориджи; Лоренцо ПРАДЕЛЛА
Original assignee: Дзамбон Гроуп С.П.А.
Priority date: 1999-01-15
Filing date: 2000-01-12
Publication date: 2003-06-10

Claims

1. The compound of the formula

in which R represents hydrogen or methyl;

R ₁ and R ₂ both represent hydrogen; they form a chemical bond;

R ₃ represents hydrogen, a linear or branched C ₁ -C ₅ allyl group, a benzyl group optionally substituted with one or more substituents selected from nitro groups, hydroxyl groups, carboxyl groups, amino groups, linear or branched C ₁ -C ₅ alkyl groups, C ₁ -C ₄ alkoxycarbonyl groups, aminocarbonyl groups or cyano groups, or chains of the formula

where A represents hydrogen or a phenyl group optionally substituted with one or two substituents selected from nitro groups, hydroxyl groups, carboxyl groups, amino groups, linear or branched C ₁ -C ₅ alkyl groups, C ₁ -C ₄ alkoxycarbonyl groups, aminocarbonyl groups, or cyano groups, or 5- or 6-membered heterocycles, saturated or unsaturated and containing from 1 to 3 heteroatoms selected from nitrogen, oxygen and sulfur, optionally substituted with one or two substituents selected from C ₁ -C ₅ alkyl groups, phen alkyl groups, hydroxyl groups, oxo (= O) groups, nitro groups, C ₁ -C ₄ alkoxycarbonyl groups, aminocarbonyl groups, mono- or di-C ₁ -C ₄ -alkylaminocarbonyl groups, C ₁ -C ₄ -alkylcarbonyl groups;

X and Y, the same or different, are O, S, SO, SO ₂ or NR ₄ , where R ₄ is hydrogen, a linear or branched C ₁ -C ₅ alkyl group, a C ₁ -C ₅ alkoxycarbonyl group, a benzyloxycarbonyl group;

r is 1-6;

m is 1 to 8;

n is 0 to 2;

and their pharmaceutically acceptable salts, excluding compounds: oxime 3’-desdemethylamino-3 ’, 4’-dehydroerythromycin A and 9-O-methyloxy 3’-desdemethylamino-3’4’-dehydroerythromycin A.

2. The compound according to claim 1, characterized in that R, R ₁ and R ₂ represent hydrogen.

3. The compound according to claim 2, characterized in that R ₃ is a chain of the formula

in which X, Y, A, r, m and n have the meanings indicated in claim 1.

4. The compound according to claim 2, characterized in that R ₃ represents a chain of the formula

in which r = 2;

m is 2 or 6;

n = 1,

Y represents NR ₄ ;

X represents O or NR ₄ ;

R ₄ represents hydrogen;

A is phenyl or thiazolyl.

5. Compounds of 3′-desdemethylamino-3 ’, 4’-dehydroerythromycin A oxime and 9-O-methyloxy 3’-desdemethylamino-3’, 4’-dehydroerythromycin A oxime for use as anti-inflammatory agents.

6. A pharmaceutical composition comprising a pharmaceutically active amount of a compound according to claim 1 in a mixture with a pharmaceutically acceptable carrier.