IE38157L - 2-phenoxy sulphonanilides - Google Patents

2-phenoxy sulphonanilides

Info

Publication number
IE38157L
IE38157L IE731094A IE109473A IE38157L IE 38157 L IE38157 L IE 38157L IE 731094 A IE731094 A IE 731094A IE 109473 A IE109473 A IE 109473A IE 38157 L IE38157 L IE 38157L
Authority
IE
Ireland
Prior art keywords
alkyl
hydrogen
nitro
amino
reacting
Prior art date
Application number
IE731094A
Other versions
IE38157B1 (en
Original Assignee
Riker Laboratories 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
Priority claimed from US00268606A external-priority patent/US3840597A/en
Application filed by Riker Laboratories Inc filed Critical Riker Laboratories Inc
Publication of IE38157L publication Critical patent/IE38157L/en
Publication of IE38157B1 publication Critical patent/IE38157B1/en

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C311/00Amides of sulfonic acids, i.e. compounds having singly-bound oxygen atoms of sulfo groups replaced by nitrogen atoms, not being part of nitro or nitroso groups
    • C07C311/01Sulfonamides having sulfur atoms of sulfonamide groups bound to acyclic carbon atoms
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P29/00Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C303/00Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides
    • C07C303/36Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides of amides of sulfonic acids

Abstract

1435755 2 - Phenoxyalkylsulphonanilides RIKER LABORATORIES Inc 2 July 1973 [3 July 1972] 31454/73 Heading C2C Novel compounds of the Formula I wherein R x is C 1-2 alkyl or monohaloalkyl; R is hydrogen, cyano, alkyl, alkylsulphonyl, haloalkylsulphonyl, a cation or -COAR<SP>1</SP> where R<SP>1</SP> is alkyl and A is oxygen or a bond between the carbonyl carbon and the alkyl group; X is alkoxyl, alkyl, halogen, acetamido, nitro, hydrogen, amino, alkoxycarbamoyl or dialkylamino; Y is nitro, amino, alkoxycarbamoyl, dialkylamino or hydrogen, provided that one of X and Y is nitro, amino, alkoxycarbamoyl, or dialkylamino; Z is halogen, nitro or hydrogen; Z<SP>1</SP> is halogen, alkyl, alkoxy, nitro, amino, alkanamido, haloalkyl, hydroxy dialkylamino, alkoxycarbamoyl, alkylthio, alkyl sulphonyl, alkanoyl or alkylsulphinyl and n is 0, 1 or 2 in which aliphatic moieties in R, X, Y and Z<SP>1</SP> contain one to four carbon atoms may be prepared (1) where X and Y are not NH 2 , Z<SP>1</SP> is not hydroxy or amino and R is hydrogen, by reacting a compound R x SO 2 Q where Q is fluorine or chlorine with a compound of the Formula II (ii) where R is hydrogen, reacting compounds III and IV wherein D is chlorine, bromine or iodine, providing that when D is chlorine X is an activating group and M is an alkali metal or copper provided that if Z or Z<SP>1</SP> is halogen, Z or Z<SP>1</SP> is a lower atomic weight halogen than D; (iii) reacting a compound I wherein R is hydrogen with a base to introduce a cation; (iv) reacting a product of III where R 1 is a metal cation with an alkyl bromide or iodide dialkylsulphate; (v) reacting a product of (i), (ii) or (iii) with cyanogen halide, alkylsulphonyl or haloalkylsulphonyl halide, alkanoyl halide, or alkyl chloroformic acid to introduce the appropriate group at R; (vi) nitrating a compound I in which Y is hydrogen to introduce an NO 2 group at Y; (vii) modifying the substituents X, Y, Z and Z<SP>1</SP> by known methods. Pharmaceutical compositions of the compounds I show anti-inflammatory activity when administered orally, topically, parenterally or rectally with the usual excipients. Selected compounds also show analgesic, antipyretic, antimicrobial and herbicidal activity. [GB1435755A]
IE1094/73A 1972-07-03 1973-07-02 2-phenoxy-alkyl sulphonanilides IE38157B1 (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US00268606A US3840597A (en) 1971-02-24 1972-07-03 Substituted 2-phenoxy alkane-sulfonanilides

Publications (2)

Publication Number Publication Date
IE38157L true IE38157L (en) 1974-01-03
IE38157B1 IE38157B1 (en) 1978-01-04

Family

ID=23023726

Family Applications (1)

Application Number Title Priority Date Filing Date
IE1094/73A IE38157B1 (en) 1972-07-03 1973-07-02 2-phenoxy-alkyl sulphonanilides

Country Status (21)

Country Link
JP (4) JPS5850984B2 (en)
AR (1) AR206496A1 (en)
AT (1) AT330740B (en)
AU (1) AU5758673A (en)
BE (1) BE801812A (en)
CA (1) CA1009663A (en)
CH (2) CH585705A5 (en)
DD (1) DD110262A5 (en)
DE (1) DE2333643A1 (en)
ES (2) ES416223A1 (en)
FI (1) FI61877C (en)
FR (1) FR2190460B1 (en)
GB (1) GB1435755A (en)
HU (1) HU168676B (en)
IE (1) IE38157B1 (en)
IL (1) IL42640A (en)
NL (1) NL7308661A (en)
OA (1) OA04433A (en)
PL (1) PL90016B1 (en)
SE (1) SE417089B (en)
ZA (1) ZA733807B (en)

Families Citing this family (18)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0009554B1 (en) * 1978-07-27 1983-04-27 Schering Aktiengesellschaft Indanyl derivatives, process for their preparation and pharmaceutical compositions containing these compounds
DE2845996A1 (en) * 1978-10-23 1980-04-30 Bayer Ag HERBICIDAL AGENTS, METHOD FOR THE PRODUCTION THEREOF AND THEIR USE FOR CONTROLLING WEEDS
JPH0813759B2 (en) * 1986-09-01 1996-02-14 富士写真フイルム株式会社 Method for producing alkoxybenzene derivative
PT86407B (en) * 1986-12-31 1990-11-20 Fujisawa Pharmaceutical Co METHOD FOR PREPARING NEW ALCANO-SULFONANILIDA DERIVATIVES, AND OF PHARMACEUTICAL COMPOSITIONS UNDERSTANDING THE SAME
IL86462A (en) * 1987-05-29 1992-12-01 Fujisawa Pharmaceutical Co Alkanesulfonanilide derivatives, processes for preparation thereof and pharmaceutical compositions comprising the same
JPH0611747B2 (en) * 1987-11-19 1994-02-16 大正製薬株式会社 Sulfone anilide compound
JPH0717594B2 (en) * 1989-01-25 1995-03-01 久光製薬株式会社 Novel sulfone anilide derivative
IT1248475B (en) * 1990-05-22 1995-01-19 Angeli Inst Spa INCLUSION COMPOUNDS OF NIMESULIDE WITH CYCLODESTRINE
ES2023552A6 (en) * 1990-05-22 1992-01-16 Leetrim Limited Nimesulid inclusion cpds. with cyclodextrin - more water-soluble with improved bio-availability than nimesulid alone
BE1008307A3 (en) * 1994-06-16 1996-04-02 Europharmaceuticals Sa Nimesulide soluble salt, aqueous solution containing same, preparation and use.
FR2724654B1 (en) * 1994-09-16 1997-12-12 Roussel Uclaf NEW GALLIC ACID DERIVATIVES, THEIR PREPARATION PROCESS, THE NEW INTERMEDIATES OBTAINED, THEIR APPLICATION AS MEDICAMENTS AND THE PHARMACEUTICAL COMPOSITIONS CONTAINING THEM
AU3105697A (en) * 1996-06-13 1998-01-07 Taisho Pharmaceutical Co., Ltd. 4-nitrosulfonanilide derivatives
IT1291278B1 (en) * 1996-07-05 1999-01-07 Errekappa Euroterapici S P A NIMESULIDE-BASED PHARMACEUTICAL PREPARATION FOR TOPICAL USE
IT1291895B1 (en) 1997-04-24 1999-01-21 Errekappa Euroterapici S P A FLUID PHARMACEUTICAL PREPARATION BASED ON NIMESULIDE FOR ORAL AND RHINOPHARYNGAL USE
HUP0100059A3 (en) 1997-11-19 2002-08-28 Kowa Co Novel pyridazine derivatives and drugs containing the same as the active ingredient
JP2000247959A (en) 1999-02-26 2000-09-12 Kowa Co Pyridazin-3-one derivative, and drug containing the same
CN1511828A (en) * 2002-12-31 2004-07-14 �й������ž�����ҽѧ��ѧԺ����ҽ Sufonic aniline derivatives and their medicinal use
AU2004221966A1 (en) 2003-03-18 2004-09-30 Kowa Co., Ltd. Water-soluble phenylpyridazine derivative and medicine containing the same

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2097745A5 (en) * 1970-04-13 1972-03-03 Minnesota Mining & Mfg Fluoroalkyl sulphonamido-diaryl-(thio)-ethers and derivs - herbicides antiinflamma

Also Published As

Publication number Publication date
DE2333643A1 (en) 1974-01-24
JPS57140712A (en) 1982-08-31
OA04433A (en) 1980-03-15
JPS57136560A (en) 1982-08-23
CA1009663A (en) 1977-05-03
AR206496A1 (en) 1976-07-30
JPS5835989B2 (en) 1983-08-05
JPS5944311B2 (en) 1984-10-29
JPS5931755A (en) 1984-02-20
ZA733807B (en) 1974-04-24
CH585705A5 (en) 1977-03-15
PL90016B1 (en) 1976-12-31
CH586667A5 (en) 1977-04-15
FR2190460A1 (en) 1974-02-01
ATA583473A (en) 1975-10-15
IL42640A (en) 1977-10-31
HU168676B (en) 1976-06-28
BE801812A (en) 1974-01-02
ES440989A1 (en) 1977-07-01
FR2190460B1 (en) 1977-01-28
FI61877C (en) 1982-10-11
DD110262A5 (en) 1974-12-12
JPS5850984B2 (en) 1983-11-14
JPS4942640A (en) 1974-04-22
GB1435755A (en) 1976-05-12
SE417089B (en) 1981-02-23
NL7308661A (en) 1974-01-07
IE38157B1 (en) 1978-01-04
FI61877B (en) 1982-06-30
AT330740B (en) 1976-07-12
AU5758673A (en) 1975-01-09
ES416223A1 (en) 1976-09-01

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