GB1493375A - Salicylanilide derivatives - Google Patents
Salicylanilide derivativesInfo
- Publication number
- GB1493375A GB1493375A GB41053/74A GB4105374A GB1493375A GB 1493375 A GB1493375 A GB 1493375A GB 41053/74 A GB41053/74 A GB 41053/74A GB 4105374 A GB4105374 A GB 4105374A GB 1493375 A GB1493375 A GB 1493375A
- Authority
- GB
- United Kingdom
- Prior art keywords
- methyl
- formula
- radical
- compounds
- bears
- 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
Links
- WKEDVNSFRWHDNR-UHFFFAOYSA-N salicylanilide Chemical class OC1=CC=CC=C1C(=O)NC1=CC=CC=C1 WKEDVNSFRWHDNR-UHFFFAOYSA-N 0.000 title 1
- 150000001875 compounds Chemical class 0.000 abstract 12
- -1 phenylazo, phenylthio, phenylsulphinyl Chemical group 0.000 abstract 9
- 125000005843 halogen group Chemical group 0.000 abstract 5
- 125000002861 (C1-C4) alkanoyl group Chemical group 0.000 abstract 3
- 125000004093 cyano group Chemical group *C#N 0.000 abstract 3
- 125000001424 substituent group Chemical group 0.000 abstract 3
- 239000002253 acid Substances 0.000 abstract 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 abstract 2
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 abstract 2
- 125000003356 phenylsulfanyl group Chemical group [*]SC1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 abstract 2
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 abstract 2
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 abstract 2
- NCBOVAWEMBIIFK-UHFFFAOYSA-N (4-nitrophenyl) thiohypochlorite Chemical compound [O-][N+](=O)C1=CC=C(SCl)C=C1 NCBOVAWEMBIIFK-UHFFFAOYSA-N 0.000 abstract 1
- CDGTXPQHFRZVDR-UHFFFAOYSA-N 2-hydroxy-6-methyl-5-(4-nitrophenyl)sulfanyl-3-propan-2-ylbenzoic acid Chemical compound OC(=O)C1=C(O)C(C(C)C)=CC(SC=2C=CC(=CC=2)[N+]([O-])=O)=C1C CDGTXPQHFRZVDR-UHFFFAOYSA-N 0.000 abstract 1
- GEDOJZVPHKBPGK-UHFFFAOYSA-N 2-hydroxy-6-methyl-5-(4-nitrophenyl)sulfonyl-3-propan-2-ylbenzoic acid Chemical compound OC(=O)C1=C(O)C(C(C)C)=CC(S(=O)(=O)C=2C=CC(=CC=2)[N+]([O-])=O)=C1C GEDOJZVPHKBPGK-UHFFFAOYSA-N 0.000 abstract 1
- WIJXDAGWJCEHCI-UHFFFAOYSA-N 3-acetyl-6-acetyloxy-5-tert-butyl-6-hydroxy-2-methylcyclohexa-2,4-diene-1-carboxylic acid Chemical compound C(C)(=O)OC1(C(C(=O)O)C(=C(C=C1C(C)(C)C)C(C)=O)C)O WIJXDAGWJCEHCI-UHFFFAOYSA-N 0.000 abstract 1
- VJGOLFJCUHYYBA-UHFFFAOYSA-N 3-tert-butyl-2-hydroxy-5-(4-nitrophenyl)sulfonylbenzoic acid Chemical compound OC(=O)C1=C(O)C(C(C)(C)C)=CC(S(=O)(=O)C=2C=CC(=CC=2)[N+]([O-])=O)=C1 VJGOLFJCUHYYBA-UHFFFAOYSA-N 0.000 abstract 1
- 125000004801 4-cyanophenyl group Chemical group [H]C1=C([H])C(C#N)=C([H])C([H])=C1* 0.000 abstract 1
- HIOLDJXHPLHEJJ-UHFFFAOYSA-N 5-(4-chlorophenyl)sulfonyl-2-hydroxy-6-methyl-3-propan-2-ylbenzoic acid Chemical compound OC(=O)C1=C(O)C(C(C)C)=CC(S(=O)(=O)C=2C=CC(Cl)=CC=2)=C1C HIOLDJXHPLHEJJ-UHFFFAOYSA-N 0.000 abstract 1
- ZCEGRDRWYWAQRP-UHFFFAOYSA-N 5-bromo-3-tert-butyl-2-hydroxy-6-methylbenzoic acid Chemical compound CC1=C(Br)C=C(C(C)(C)C)C(O)=C1C(O)=O ZCEGRDRWYWAQRP-UHFFFAOYSA-N 0.000 abstract 1
- CIUQDSCDWFSTQR-UHFFFAOYSA-N [C]1=CC=CC=C1 Chemical compound [C]1=CC=CC=C1 CIUQDSCDWFSTQR-UHFFFAOYSA-N 0.000 abstract 1
- 150000007513 acids Chemical class 0.000 abstract 1
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- 150000008064 anhydrides Chemical class 0.000 abstract 1
- 150000001448 anilines Chemical class 0.000 abstract 1
- 230000000507 anthelmentic effect Effects 0.000 abstract 1
- CIZVQWNPBGYCGK-UHFFFAOYSA-N benzenediazonium Chemical class N#[N+]C1=CC=CC=C1 CIZVQWNPBGYCGK-UHFFFAOYSA-N 0.000 abstract 1
- 239000000969 carrier Substances 0.000 abstract 1
- DOBRDRYODQBAMW-UHFFFAOYSA-N copper(i) cyanide Chemical compound [Cu+].N#[C-] DOBRDRYODQBAMW-UHFFFAOYSA-N 0.000 abstract 1
- JEVCWSUVFOYBFI-UHFFFAOYSA-N cyanyl Chemical compound N#[C] JEVCWSUVFOYBFI-UHFFFAOYSA-N 0.000 abstract 1
- 239000003085 diluting agent Substances 0.000 abstract 1
- 150000002148 esters Chemical class 0.000 abstract 1
- 229910052739 hydrogen Inorganic materials 0.000 abstract 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 1
- 239000000543 intermediate Substances 0.000 abstract 1
- WFBJIYQFYASFQG-UHFFFAOYSA-N methyl 3-tert-butyl-5-cyano-2-hydroxy-6-methylbenzoate Chemical compound COC(=O)C1=C(C)C(C#N)=CC(C(C)(C)C)=C1O WFBJIYQFYASFQG-UHFFFAOYSA-N 0.000 abstract 1
- 150000004702 methyl esters Chemical class 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- 230000001590 oxidative effect Effects 0.000 abstract 1
- CFHIDWOYWUOIHU-UHFFFAOYSA-N oxomethyl Chemical compound O=[CH] CFHIDWOYWUOIHU-UHFFFAOYSA-N 0.000 abstract 1
- 125000000636 p-nitrophenyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1*)[N+]([O-])=O 0.000 abstract 1
- 238000007911 parenteral administration Methods 0.000 abstract 1
- 150000003870 salicylic acids Chemical class 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- 239000000126 substance Substances 0.000 abstract 1
- 238000011200 topical administration Methods 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C323/00—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C317/00—Sulfones; Sulfoxides
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C65/00—Compounds having carboxyl groups bound to carbon atoms of six—membered aromatic rings and containing any of the groups OH, O—metal, —CHO, keto, ether, groups, groups, or groups
- C07C65/01—Compounds having carboxyl groups bound to carbon atoms of six—membered aromatic rings and containing any of the groups OH, O—metal, —CHO, keto, ether, groups, groups, or groups containing hydroxy or O-metal groups
- C07C65/03—Compounds having carboxyl groups bound to carbon atoms of six—membered aromatic rings and containing any of the groups OH, O—metal, —CHO, keto, ether, groups, groups, or groups containing hydroxy or O-metal groups monocyclic and having all hydroxy or O-metal groups bound to the ring
- C07C65/05—Compounds having carboxyl groups bound to carbon atoms of six—membered aromatic rings and containing any of the groups OH, O—metal, —CHO, keto, ether, groups, groups, or groups containing hydroxy or O-metal groups monocyclic and having all hydroxy or O-metal groups bound to the ring o-Hydroxy carboxylic acids
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C65/00—Compounds having carboxyl groups bound to carbon atoms of six—membered aromatic rings and containing any of the groups OH, O—metal, —CHO, keto, ether, groups, groups, or groups
- C07C65/32—Compounds having carboxyl groups bound to carbon atoms of six—membered aromatic rings and containing any of the groups OH, O—metal, —CHO, keto, ether, groups, groups, or groups containing keto groups
- C07C65/40—Compounds having carboxyl groups bound to carbon atoms of six—membered aromatic rings and containing any of the groups OH, O—metal, —CHO, keto, ether, groups, groups, or groups containing keto groups containing singly bound oxygen-containing groups
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Priority Applications (14)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB41053/74A GB1493375A (en) | 1974-09-20 | 1974-09-20 | Salicylanilide derivatives |
| IE1892/75A IE41611B1 (en) | 1974-09-20 | 1975-08-28 | Salicylanilide derivatives |
| ZA00755575A ZA755575B (en) | 1974-09-20 | 1975-09-02 | Amides |
| AU84517/75A AU489363B2 (en) | 1974-09-20 | 1975-09-03 | Amides |
| US05/613,559 US4025647A (en) | 1974-09-20 | 1975-09-15 | Salicylanilide derivatives having anthelmintic activity |
| HU75IE714A HU173609B (hu) | 1974-09-20 | 1975-09-16 | Sposob poluchenija novykh proizvodnykh salicilanilida |
| NL7510915A NL7510915A (nl) | 1974-09-20 | 1975-09-17 | Salicylanilide derivaten en werkwijze voor berei- ding en toepassing ervan. |
| DD188428A DD125586A5 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1974-09-20 | 1975-09-18 | |
| AR260466A AR210585A1 (es) | 1974-09-20 | 1975-09-19 | Sintesis de derivados de salicilanilidas |
| DE19752541923 DE2541923A1 (de) | 1974-09-20 | 1975-09-19 | Salicylanilid-derivate |
| FR7528860A FR2285139A1 (fr) | 1974-09-20 | 1975-09-19 | Amides |
| BE160233A BE833648A (fr) | 1974-09-20 | 1975-09-19 | Amides |
| JP50113520A JPS51125037A (en) | 1974-09-20 | 1975-09-19 | Production of salicylanilide |
| ES441138A ES441138A1 (es) | 1974-09-20 | 1975-09-20 | Procedimiento para preparar 5-cianosalicilanilids. |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB41053/74A GB1493375A (en) | 1974-09-20 | 1974-09-20 | Salicylanilide derivatives |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1493375A true GB1493375A (en) | 1977-11-30 |
Family
ID=10417887
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB41053/74A Expired GB1493375A (en) | 1974-09-20 | 1974-09-20 | Salicylanilide derivatives |
Country Status (13)
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0038191A1 (en) * | 1980-04-14 | 1981-10-21 | The Research Foundation Of State University Of New York | 5-Acylsalicylanilides derivatives and method for inhibiting the growth of microorganisms |
| WO2005051894A1 (en) * | 2003-11-25 | 2005-06-09 | Novo Nordisk A/S | Novel salicylic anilides |
Families Citing this family (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4358443A (en) * | 1980-04-14 | 1982-11-09 | The Research Foundation Of State University Of New York | Method and composition for controlling the growth of microorganisms |
| US4939132A (en) * | 1985-04-15 | 1990-07-03 | The Research Foundation Of State University Of New York | Novel 5-alkylsulfonylsalicylanilides and microbiocidal compositions for controlling the growth of microorganisms |
| AU2002952597A0 (en) * | 2002-11-11 | 2002-11-28 | Schering-Plough Pty. Limited | Topical parasiticide formulations and methods of treatment |
| CN1886365A (zh) * | 2003-11-25 | 2006-12-27 | 诺沃挪第克公司 | 新水杨酰苯胺类 |
| AR056339A1 (es) * | 2005-05-09 | 2007-10-03 | Astrazeneca Ab | Derivados benzoicos |
| US20100041657A1 (en) * | 2005-05-11 | 2010-02-18 | Novo Nordick A/S | Haloalkylsulfone substituted compounds useful for treating obesity and diabetes |
| US20080234381A1 (en) * | 2005-05-23 | 2008-09-25 | Novo Nordisk A/S | Novel Trifluoromethoxy-Substituted Aryl Anilides |
| CA2703494A1 (en) * | 2007-10-23 | 2009-04-30 | Institute Of Medicinal Molecular Design, Inc. | Inhibitor of pai-1 production |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3325353A (en) * | 1965-06-07 | 1967-06-13 | Monsanto Co | Gastropodicidally effective 2', 5-dichloro-4'-cyanosalicylanilides |
| US3798258A (en) * | 1970-03-13 | 1974-03-19 | Merck & Co Inc | Salicylanilides |
| US3839443A (en) * | 1971-10-04 | 1974-10-01 | Ferro Corp | Compounds of 2',4'-substituted anilides of substituted nitrosalicylic acid |
-
1974
- 1974-09-20 GB GB41053/74A patent/GB1493375A/en not_active Expired
-
1975
- 1975-08-28 IE IE1892/75A patent/IE41611B1/en unknown
- 1975-09-02 ZA ZA00755575A patent/ZA755575B/xx unknown
- 1975-09-15 US US05/613,559 patent/US4025647A/en not_active Expired - Lifetime
- 1975-09-16 HU HU75IE714A patent/HU173609B/hu unknown
- 1975-09-17 NL NL7510915A patent/NL7510915A/xx not_active Application Discontinuation
- 1975-09-18 DD DD188428A patent/DD125586A5/xx unknown
- 1975-09-19 FR FR7528860A patent/FR2285139A1/fr active Granted
- 1975-09-19 DE DE19752541923 patent/DE2541923A1/de not_active Withdrawn
- 1975-09-19 JP JP50113520A patent/JPS51125037A/ja active Pending
- 1975-09-19 BE BE160233A patent/BE833648A/xx unknown
- 1975-09-19 AR AR260466A patent/AR210585A1/es active
- 1975-09-20 ES ES441138A patent/ES441138A1/es not_active Expired
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0038191A1 (en) * | 1980-04-14 | 1981-10-21 | The Research Foundation Of State University Of New York | 5-Acylsalicylanilides derivatives and method for inhibiting the growth of microorganisms |
| WO2005051894A1 (en) * | 2003-11-25 | 2005-06-09 | Novo Nordisk A/S | Novel salicylic anilides |
| US7645791B2 (en) | 2003-11-25 | 2010-01-12 | High Point Pharmaceuticals, Llc | Salicylic anilides |
Also Published As
| Publication number | Publication date |
|---|---|
| IE41611B1 (en) | 1980-02-13 |
| AR210585A1 (es) | 1977-08-31 |
| DD125586A5 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1977-05-04 |
| FR2285139B1 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1978-07-28 |
| FR2285139A1 (fr) | 1976-04-16 |
| IE41611L (en) | 1976-03-20 |
| HU173609B (hu) | 1979-06-28 |
| JPS51125037A (en) | 1976-11-01 |
| NL7510915A (nl) | 1976-03-23 |
| ES441138A1 (es) | 1977-07-01 |
| ZA755575B (en) | 1976-07-28 |
| AU8451775A (en) | 1977-03-10 |
| BE833648A (fr) | 1976-03-19 |
| DE2541923A1 (de) | 1976-04-01 |
| US4025647A (en) | 1977-05-24 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed [section 19, patents act 1949] | ||
| PCNP | Patent ceased through non-payment of renewal fee |