EP0031722A1
Expired / Lapsed
EP
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Water soluble guanidine derivatives of polyene macrolides and the esters thereof, processes for their preparation and pharmaceutical compositions containing them
Assignee: Xellia Pharmaceuticals ApS
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Filing: 1980-12-23
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Granted: —
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Expires: 2000-12-23
Abstract
Abstract New guanidine derivatives of polyene macrolides having at least one free amino group and at least one free carboxy group (e.g. nystatin, pimaricin, amphotericin B, candicidin and trichomycin) are prepared by reacting the macrolide with a carbodiimide of the formula: where R 1 and R" are independently alkyl, substituted alkyl, cycloalkyl, aralkyl, aryl or aroylalkyl. Esters and salts of the derivatives can also be formed. The new derivatives are water-soluble and can be used as anti-mycotic agents.
Inventors
- 👤 Niels Witzke
Bibliographic Details
Application Number
—
Jurisdiction
EP
Data Source
google_patents
Last Synchronized
2026-11-04 17:12
CPC Classifications
C; C07; C07H; C07H17/00; C07H17/04; C07H17/08; A; A61; A61P; A61P31/00; A61P31/04
Claims Analysis
Total Claims: 13
Claim 1
Independent Claim
81 words
A process for the preparation of a guanidine derivative of a polyene macrolide or an ester thereof which comprises reacting a polyene macrolide containing at least one free amino group and at least one free carboxy group with a carbodiimide of the formula :- (wherein R and R , which may be the same or different, each represents a substituted or unsubstituted straight chain or branched alkyl group, a cycloalkyl group, aralkyl. aryl or aroylalkyl group) or with a salt thereof.
Claim 2
Dependent Claim
81 words
A process for the preparation of a guanidine derivative of a polyene macrolide or an ester thereof which comprises reacting a polyene macrolide containing at least one free amino group and at least one free carboxy group with a carbodiimide of the formula :- (wherein R and R , which may be the same or different, each represents a substituted or unsubstituted straight chain or branched alkyl group, a cycloalkyl group, aralkyl. aryl or aroylalkyl group) or with a salt thereof.
Claim 3
Dependent Claim
19 words
A process as claimed in claim 1 wherein the polyene macrolide is nystatin, pimaricin, amphotericin B, candicidin or trichomycin.
Claim 4
Dependent Claim
50 words
A process as claimed in claim 1 or claim 2 wherein R I and R II are independently C 1-6 alkyl (optionally substituted by C 2-12 dialkylamino or a heterocyclic amino group which has 5-7 ring members and is optionally substituted by C 1-6 alkyl) or C 3-7 cycloalkyl groups.
Claim 5
Dependent Claim
33 words
A process as claimed in any one of the preceding claims wherein an ester of the guanidine derivative is formed by carrying out the reaction in the presence of an alcohol or phenol.
Claim 6
Dependent Claim
17 words
A guanidine derivative when prepared by a process as claimed in any one of the preceding claims.
Claim 7
Dependent Claim
54 words
A derivative of a polyene macrolide which contains at least one free carboxy group and at least one guanidino group of the formula (wherein R and R II , which may be the same or different, each represents an alkyl, substituted alkyl, cycloalkyl, aralkyl, aryl or aroylalkyl group), and the esters and salts thereof.
Claim 8
Dependent Claim
54 words
A derivative of a polyene macrolide which contains at least one free carboxy group and at least one guanidino group of the formula (wherein R and R II , which may be the same or different, each represents an alkyl, substituted alkyl, cycloalkyl, aralkyl, aryl or aroylalkyl group), and the esters and salts thereof.
Claim 9
Dependent Claim
19 words
A derivative as claimed in claim 6 wherein the polyene macrolide is nystatin, pimaricin, amphotericin B, candicidin or trichomycin.
Claim 10
Dependent Claim
50 words
A derivative as claimed in claim 6 or claim 7 wherein R I and R II are independently C 1-6 alkyl (optionally substituted by C 2-12 dialkylamino or a heterocyclic amino group which has 5-7 ring members and is optionally substituted by C 1-6 alkyl) or C 3-7 cycloalkyl groups.
Claim 11
Dependent Claim
12 words
1-Dimethylaminopropyl-3-ethylcarbodiimide amphotericin B and 1-(N-methylmorpholiniumethyl)-3-cyclohexyl-carbodiimide amphotericin B and their salts and esters.
Claim 12
Dependent Claim
12 words
1-Dimethylaminopropyl-3-ethylcarbodiimide amphotericin B and 1-(N-methylmorpholiniumethyl)-3-cyclohexyl-carbodiimide amphotericin B and their salts and esters.
Claim 13
Dependent Claim
19 words
A pharmaceutical composition comprising a derivative as claimed in any one of claims 5 to 9 and a carrier.
References Cited (Backward Citations)
BE884339A
Cited
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