# US 5,708,024 A · Salts of 2-›(2,6-dichlorophenyl)amine!phenylacetoxyacetic acid with organic basic cations > Agents: this data is available as JSON from the patentgrep API and MCP server — see https://patentgrep.com/llms.txt - Number: US 5,708,024 A - Document ID: US5708024A - Status: Granted - Kind: A - Application number: 08/750,811 - Filed: 1996-12-17 - Granted: 1998-01-13 - Earliest claimed: 1994-06-29 - Assignees: Novartis AG - Inventors: Alfred Sallmann - Web page: https://patentgrep.com/patent/US5708024A ## CPC - C07C 211/05: Mono-, di- or tri-ethylamine - A61K 31/215: of carboxylic acids - A61K 31/24: having an amino or nitro group - A61P 27/02: Ophthalmic agents - A61P 29/00: Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID] - A61P 43/00: Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00 - C07C 215/10: with one amino group and at least two hydroxy groups bound to the carbon skeleton - C07C 229/26: having more than one amino group bound to the carbon skeleton, e.g. lysine - C07C 229/42: with carboxyl groups linked to the six-membered aromatic ring, or to the condensed ring system containing that ring, by saturated carbon chains - C07C 279/14: being further substituted by carboxyl groups - C07C: ACYCLIC OR CARBOCYCLIC COMPOUNDS - A61K: PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES (devices or methods specially adapted for bringing pharmaceutical products into particular physical or administering forms A61J3/00; chemical aspects of, or use of materials for deodorisation of air, for disinfection or sterilisation, or for bandages, dressings, absorbent pads or surgical articles A61L; soap compositions C11D) - A61P: SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS ## Abstract A salt of 2-›(2,6-dichlorophenyl)amine!phenylacetoxyacetic acid with an organic basic cation of formula (I); Wherein R.sub.1 and R.sub.2 independently are lower alkyl, or if R.sub.1 is hydrogen H--N(R.sub.1)(R.sub.2) has the meaning of arginine or lysine or if R.sub.1 is methyl H--N(R.sub.1)(R.sub.2) has the meaning of N-methylglucamine. This compound pocesses analgesic activity as well as antiinflammatory activity, suitable in the treatment of conditions such as rheumatoid arthritis, ankylosing spondylitis, lumbar pains, luxations and ocular inflammation. The compound further has an improved stability in aqueous solutions in comparison to the alkali metal salts, e.g. sodium and potassium. ## Claims ### Claim 1 A salt of 2-›(2,6-dichlorophenyl)amine!phenylacetoxyacetic acid with an organic basic cation of formula I ##STR5## wherein R.sub.1 and R.sub.2 independently are lower alkyl, or if R.sub.1 is hydrogen H--N(R.sub.1)(R.sub.2) has the meaning of arginine or lysine or if R.sub.1 is methyl H--N(R.sub.1)(R.sub.2) has the meaning of N-methylglucamine. ### Claim 2 (depends on 1) A compound according to claim 1 of formula I, wherein R.sub.1 and R.sub.2 independently are ethyl, or if R.sub.1 is hydrogen H--N(R.sub.1)(R2) has the meaning of L-arginine or L-lysine or if R.sub.1 is methyl H--N(R.sub.1)(R.sub.2) has the meaning of N-methylglucamine. ### Claim 3 (depends on 1) A compound according to claim 1 of formula I in which the compound is the L-arginine salt of 2-›(2,6-dichlorophenyl)amine!phenylacetoxyacetic acid. ### Claim 4 (depends on 1) A compound according to claim 1 of formula I in which the compound is the L-lysine salt of 2-›(2,6-dichlorophenyl)amine!phenylacetoxyacetic acid. ### Claim 5 (depends on 1) A compound according to claim 1 of formula I in which the compound is the N-methyl-D-glucamine salt of 2-›(2,6-dichlorophenyl)amine!phenylacetoxyacetic acid. ### Claim 6 (depends on 1) A compound according to claim 1 of formula I in which the compound is the diethylamine salt of 2-›(2,6-dichlorophenyl)amine!phenylacetoxyacetic acid. ### Claim 7 (depends on 1) A process of preparing a salt according to claim 1, which consists in reacting 2-›(2,6-dichlorophenyl)amine!phenylacetoxyacetic acid with a substantially equimolar mount of a compound of formula Ia ##STR6## wherein R.sub.1 and R.sub.2 independently are lower alkyl, or if R.sub.1 is hydrogen H--N(R.sub.1)(R.sub.2) has the meaning of arginine or lysine or if R.sub.1 is methyl H--N(R.sub.1)(R.sub.2) has the meaning of N-methylglucamine, in an aqueous solution or in a protic or aprotic organic solvent. ### Claim 8 (depends on 1) A pharmaceutical composition comprising as an active ingredient an effective amount of a salt according to claim 1 and a pharmaceutically acceptable carrier or vehicle. ### Claim 9 (depends on 1) A method of treating rheumatoid arthritis, ankylosing spondylitis, lumbar pain, luxations and ocular inflammation which comprises administering to a patient in need of such treatment a therapeutically-effective amount of a compound of formula I according to claim 1. ### Claim 10 (depends on 8) A method of treating rheumatoid arthritis, ankylosing spondylitis, lumbar pain, luxations and ocular inflammation which comprises administering to a patient in need of such treatment a therapeutically-effective amount of a composition according to claim 8.