GB1072771A - Pharmaceutical compositions comprising uricasuric agents and 3-indolyl aliphatic acid derivatives - Google Patents

Pharmaceutical compositions comprising uricasuric agents and 3-indolyl aliphatic acid derivatives

Info

Publication number
GB1072771A
GB1072771A GB26806/64A GB2680664A GB1072771A GB 1072771 A GB1072771 A GB 1072771A GB 26806/64 A GB26806/64 A GB 26806/64A GB 2680664 A GB2680664 A GB 2680664A GB 1072771 A GB1072771 A GB 1072771A
Authority
GB
United Kingdom
Prior art keywords
alkyl
alkoxy
halo
amino
indolyl
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired
Application number
GB26806/64A
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Merck and Co Inc
Original Assignee
Merck and Co Inc
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Merck and Co Inc filed Critical Merck and Co Inc
Publication of GB1072771A publication Critical patent/GB1072771A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D209/02—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
    • C07D209/04—Indoles; Hydrogenated indoles
    • C07D209/10—Indoles; Hydrogenated indoles with substituted hydrocarbon radicals attached to carbon atoms of the hetero ring
    • C07D209/18—Radicals substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
    • C07D209/26—Radicals substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals with an acyl radical attached to the ring nitrogen atom
    • C07D209/28—1-(4-Chlorobenzoyl)-2-methyl-indolyl-3-acetic acid, substituted in position 5 by an oxygen or nitrogen atom; Esters thereof
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00—Medicinal preparations containing organic active ingredients
    • A61K31/33—Heterocyclic compounds
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00—Medicinal preparations containing organic active ingredients
    • A61K31/33—Heterocyclic compounds
    • A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
    • A61K31/40—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with one nitrogen as the only ring hetero atom, e.g. sulpiride, succinimide, tolmetin, buflomedil
    • A61K31/403—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with one nitrogen as the only ring hetero atom, e.g. sulpiride, succinimide, tolmetin, buflomedil condensed with carbocyclic rings, e.g. carbazole
    • A61K31/404—Indoles, e.g. pindolol
    • A61K31/405—Indole-alkanecarboxylic acids; Derivatives thereof, e.g. tryptophan, indomethacin
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00—Medicinal preparations containing organic active ingredients
    • A61K31/33—Heterocyclic compounds
    • A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
    • A61K31/41—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with two or more ring hetero atoms, at least one of which being nitrogen, e.g. tetrazole
    • A61K31/415—1,2-Diazoles
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00—Medicinal preparations containing organic active ingredients
    • A61K31/33—Heterocyclic compounds
    • A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
    • A61K31/41—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with two or more ring hetero atoms, at least one of which being nitrogen, e.g. tetrazole
    • A61K31/42—Oxazoles
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00—Medicinal preparations containing organic active ingredients
    • A61K31/33—Heterocyclic compounds
    • A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
    • A61K31/435—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom
    • A61K31/47—Quinolines; Isoquinolines
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00—Medicinal preparations containing organic active ingredients
    • A61K31/33—Heterocyclic compounds
    • A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
    • A61K31/495—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with two or more nitrogen atoms as the only ring heteroatoms, e.g. piperazine or tetrazines
    • A61K31/505—Pyrimidines; Hydrogenated pyrimidines, e.g. trimethoprim
    • A61K31/519—Pyrimidines; Hydrogenated pyrimidines, e.g. trimethoprim ortho- or peri-condensed with heterocyclic rings
    • A61K31/52—Purines, e.g. adenine

Landscapes

  • Health & Medical Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Epidemiology (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Organic Chemistry (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Plural Heterocyclic Compounds (AREA)

Abstract

Compositions for treating gout comprise an a -3-indolyl C2-7 monocarboxylic aliphatic acid having an acyl radical of an aromatic carboxylic acid or an aromatic-substituted methyl group in the 1-indolyl position, or an amide, ester, or salt of such a compound, and a uricosuric agent together with a diluent or carrier. Preferred uricosuric agents are N,N-dialkyl-p-sulfamoyl benzoic acids and salts thereof; 2-phenyl-quinoline 4-carboxylic acid, its 6-methyl derivative, and the ethyl esters thereof; 2-amino-5-chloro-benzoxazole; and 1, 2-diaryl-4-alkyl-3,5-pyrazolidinediones e.g. 1,2-diphenyl-4-butyl-3,5-pyrazolidinedione. The compositions may be administered orally or parenterally. Preferred indolyl derivatives, of which many examples are given, include those of the general formula <FORM:1072771/A5-A6/1> in which R1 is an aromatic radical of 1 or 2 fused 5- or 6-membered rings in which any hetero atoms present are O, N, or S, there being not more than 3 such hetero atoms present in no more than one of the rings, said aromatic radical being optionally substituted by 1 or more of the following radicals:-hydroxy, C1-5 alkyl, C1-5 alkoxy, phenoxy, nitro, halogen, C1-6 alkanoylamino, di C1-5 alkylamino, mercapto, C1-5 alkylthio, halo C1-5 alkylthio, benzylthio, benzyloxy, phenylthio, halo C1-5 alkyl, C1-6 alkanoyl, halo C1-6 alkanoyl, halo C1-5 alkoxy, cyano, di C1-5 alkyl sulfonamido, carb-C1-5-alkoxy, aldehyde, di C1-5 alkylcarboxamido, phenyl, C1-5 alkylsulfinyl, or C1-5 alkylsulfonyl; R2 is H or C1-5 alkyl; R3 is H or C1-5 alkyl; R4 is H or R3 and R4 together represent a methylene group or together with the a -carbon atom to which they are attached form a cyclopropyl ring; R5 is H or F or hydroxy, C1-5 alkyl, C1-5 alkoxy, C2-5 alkenyl, polyfluoromethyl, nitro, amino, morpholinyl, N-methyl piperazinyl, bis-(hydroxyethyl)amino, C1-6 alkanoylamino, C1-5 alkyl di C1-5 alkylamino, N-pyrrolidinyl, N-azacyclopropyl, cyano, aminomethyl, dimethyl-aminomethyl, dimethylsulfamoyl, or mercapto; and M is a hydroxy, amino, benzyloxy, C1-5 alkoxy or -OZ radical where Z is a cation.
GB26806/64A 1963-07-15 1964-06-29 Pharmaceutical compositions comprising uricasuric agents and 3-indolyl aliphatic acid derivatives Expired GB1072771A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US29518763A 1963-07-15 1963-07-15

Publications (1)

Publication Number Publication Date
GB1072771A true GB1072771A (en) 1967-06-21

Family

ID=23136613

Family Applications (1)

Application Number Title Priority Date Filing Date
GB26806/64A Expired GB1072771A (en) 1963-07-15 1964-06-29 Pharmaceutical compositions comprising uricasuric agents and 3-indolyl aliphatic acid derivatives

Country Status (5)

Country Link
BE (1) BE650350A (en)
FR (1) FR4143M (en)
GB (1) GB1072771A (en)
IL (1) IL21582A (en)
NL (4) NL6408031A (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2001051489A2 (en) * 2000-01-14 2001-07-19 The Institutes For Pharmaceutical Discovery, Llc Methods for lowering uric acid levels
US20210393564A1 (en) * 2020-04-10 2021-12-23 University Of Georgia Research Foundation, Inc. Methods of using probenecid for treatment of coronavirus infections

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2001051489A2 (en) * 2000-01-14 2001-07-19 The Institutes For Pharmaceutical Discovery, Llc Methods for lowering uric acid levels
WO2001051489A3 (en) * 2000-01-14 2001-12-27 Inst For Pharm Discovery Inc Methods for lowering uric acid levels
US20210393564A1 (en) * 2020-04-10 2021-12-23 University Of Georgia Research Foundation, Inc. Methods of using probenecid for treatment of coronavirus infections
US11903916B2 (en) * 2020-04-10 2024-02-20 University Of Georgia Research Foundation, Inc. Methods of using probenecid for treatment of coronavirus infections

Also Published As

Publication number Publication date
NL7008876A (en) 1970-10-26
BE650350A (en) 1965-01-11
FR4143M (en) 1966-05-09
NL7008877A (en) 1970-10-26
NL6408031A (en) 1965-01-18
IL21582A (en) 1968-08-22
NL7008875A (en) 1970-10-26

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