Soft quaternary surface active agents and method of using same
First Claim
1. A quaternary ammonium compound of the formula:
- ##STR186## wherein Py is an N-heterocyclic unsaturated ring system comprising a basic nulceus selected from the group consisting of pyridyl and 3-carboloweralkoxypyridyl, 3-carbamoylpyridyl and 3-(N-loweralkylcarbamoyl)pyridyl;
wherein R represents a member selected from the group consisting of hydrogen, C1 -C20 alkyl, cycloalkyl having up to 7 carbon atoms, alkoxyalkyl having up to 20 carbon atoms, C1 -C20 haloalkyl, carboxyalkyl having up to 20 carbon atoms, phenyl, naphthyl, substituted phenyl and substituted naphthyl whose substituents are selected from the group consisting of halogen, O--C1 -C4 alkyl, O--C1 -C8 acyl, wherein said acyl group is derived from a carboxylic acid, nitro, carboxyl, and carboethoxy;
wherein R1 represents C9 -C22 straight or branched alkyl, --(CH2)n -- ##STR187## wherein R3, R4, R5 and R6 are each selected from the group consisting of hydrogen, methyl, and ethyl, C1 -C22 straight or branched ##STR188## wherein n in each occurrence and m represent an integer of from 0 to 22, --(CH2 CH2 O)p, wherein the p represents an integer of from 0 to 22, and the radical which results from decarboxylation of a naturally occuring bile acid; and
wherein X is a nontoxic, pharmaceutically acceptable anion.
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Abstract
Soft quaternary surface active agents having the formula: ##STR1## wherein >N represents a tertiary open chain or cyclic aliphatic amine; wherein >N represents an unsaturated amine; wherein R represents a member selected from the group consisting of a hydrogen atom, a C1 -C20 open chain or cyclo alkyl group, a C1 -C20 alkoxyalkyl group, a C1 -C20 acyloxyalkyl group, a C1 -C20 haloalkyl group, a C1 -C20 carboxyalkyl group, an aryl group, and a substituted aryl group, whose substituents are selected from the group consisting of a halogen atom, an O--C1 -C4 alkyl group, an O--C1 -C8 acyl group, a nitro group, a carboxyl group, and a carboethoxy group; wherein R1 represents a C9 -C22 straight or branched alkyl group, a --(CH2)n -- ##STR2## group, wherein R3, R4, R5 and R6 are each selected from the group consisting of a hydrogen atom, a methyl group or an ethyl group, a C0 -C22 straight or branched alkyl-(CH2)n ##STR3## (CH2)m CH3 group, wherein n in each occurrence and m represents an integer of from 0 to 22, an A-CH2 ##STR4## CH2 -A-CH3 group, wherein A represents a C0 -C22 straight or branched alkyl group as above or a --(CH2 CH2 O) group, wherein the p represents an integer of from 0 to 22, and the residue of any naturally occurring bile acid or synthetic derivative thereof; and wherein X represents a halogen atom or any other organic or inorganic monovalent anion are disclosed.
All compounds encompassed within the above-described generic formulae find use as "soft" antibacterial agents of extremely low toxicity.
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Citations
108 Claims
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1. A quaternary ammonium compound of the formula:
- ##STR186## wherein Py is an N-heterocyclic unsaturated ring system comprising a basic nulceus selected from the group consisting of pyridyl and 3-carboloweralkoxypyridyl, 3-carbamoylpyridyl and 3-(N-loweralkylcarbamoyl)pyridyl;
wherein R represents a member selected from the group consisting of hydrogen, C1 -C20 alkyl, cycloalkyl having up to 7 carbon atoms, alkoxyalkyl having up to 20 carbon atoms, C1 -C20 haloalkyl, carboxyalkyl having up to 20 carbon atoms, phenyl, naphthyl, substituted phenyl and substituted naphthyl whose substituents are selected from the group consisting of halogen, O--C1 -C4 alkyl, O--C1 -C8 acyl, wherein said acyl group is derived from a carboxylic acid, nitro, carboxyl, and carboethoxy;
wherein R1 represents C9 -C22 straight or branched alkyl, --(CH2)n -- ##STR187## wherein R3, R4, R5 and R6 are each selected from the group consisting of hydrogen, methyl, and ethyl, C1 -C22 straight or branched ##STR188## wherein n in each occurrence and m represent an integer of from 0 to 22, --(CH2 CH2 O)p, wherein the p represents an integer of from 0 to 22, and the radical which results from decarboxylation of a naturally occuring bile acid; and
wherein X is a nontoxic, pharmaceutically acceptable anion. - View Dependent Claims (2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, 18, 19, 20, 21, 22, 23, 24, 25, 26, 27, 28, 29, 30, 31, 32, 33, 34, 35, 36, 37, 38, 39, 40, 41, 42, 43, 44, 45, 46, 47, 48, 49, 50, 51, 52, 53, 54, 55, 56, 57, 58, 59, 60, 61, 62, 63, 64, 65, 66, 67, 68, 69, 70, 71, 72, 73, 74, 75, 76, 77, 78, 79, 80, 81, 82, 83, 84, 85, 86, 87, 88, 89, 90, 91, 92, 93, 94, 95, 96, 97, 98, 99, 100, 101, 102, 103, 104, 105, 106, 107, 108)
- ##STR186## wherein Py is an N-heterocyclic unsaturated ring system comprising a basic nulceus selected from the group consisting of pyridyl and 3-carboloweralkoxypyridyl, 3-carbamoylpyridyl and 3-(N-loweralkylcarbamoyl)pyridyl;
Specification
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- Resources
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Current AssigneeInterx Research Corporation
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Original AssigneeInterx Research Corporation
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InventorsBodor, Nicolae S.
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Primary Examiner(s)Hollran, Glennon H.
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Assistant Examiner(s)Jones, Lisa
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Application NumberUS05/969,255Time in Patent Office524 DaysField of Search546/316, 546/318, 546/341, 546/334-342US Class Current546/316CPC Class CodesC07D 213/20 Quaternary compounds thereofC07D 213/82 in position 3C07D 487/08 Bridged systems
