GB1220447A - Salicylic acid derivatives - Google Patents
Salicylic acid derivativesInfo
- Publication number
- GB1220447A GB1220447A GB1804167A GB1804167A GB1220447A GB 1220447 A GB1220447 A GB 1220447A GB 1804167 A GB1804167 A GB 1804167A GB 1804167 A GB1804167 A GB 1804167A GB 1220447 A GB1220447 A GB 1220447A
- Authority
- GB
- United Kingdom
- Prior art keywords
- alkyl
- alkoxy
- acyl
- hydroxyalkyl
- acid
- 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
- 229940058287 salicylic acid derivative anticestodals Drugs 0.000 title abstract 2
- 150000003872 salicylic acid derivatives Chemical class 0.000 title abstract 2
- 125000000217 alkyl group Chemical group 0.000 abstract 6
- 125000002252 acyl group Chemical group 0.000 abstract 4
- 125000003545 alkoxy group Chemical group 0.000 abstract 4
- 239000002253 acid Substances 0.000 abstract 3
- 125000002768 hydroxyalkyl group Chemical group 0.000 abstract 3
- 125000004453 alkoxycarbonyl group Chemical group 0.000 abstract 2
- 125000004181 carboxyalkyl group Chemical group 0.000 abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 2
- 125000001475 halogen functional group Chemical group 0.000 abstract 2
- 125000003668 acetyloxy group Chemical group [H]C([H])([H])C(=O)O[*] 0.000 abstract 1
- 125000004423 acyloxy group Chemical group 0.000 abstract 1
- 239000000730 antalgic agent Substances 0.000 abstract 1
- 239000003242 anti bacterial agent Substances 0.000 abstract 1
- 239000002260 anti-inflammatory agent Substances 0.000 abstract 1
- 230000003110 anti-inflammatory effect Effects 0.000 abstract 1
- 125000003118 aryl group Chemical group 0.000 abstract 1
- 230000000903 blocking effect Effects 0.000 abstract 1
- 125000004122 cyclic group Chemical group 0.000 abstract 1
- 150000004820 halides Chemical class 0.000 abstract 1
- 125000000623 heterocyclic group Chemical group 0.000 abstract 1
- 238000005984 hydrogenation reaction Methods 0.000 abstract 1
- 239000008194 pharmaceutical composition Substances 0.000 abstract 1
- UYWQUFXKFGHYNT-UHFFFAOYSA-N phenylmethyl ester of formic acid Natural products O=COCC1=CC=CC=C1 UYWQUFXKFGHYNT-UHFFFAOYSA-N 0.000 abstract 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D207/30—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members
- C07D207/34—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D207/36—Oxygen or sulfur atoms
- C07D207/40—2,5-Pyrrolidine-diones
- C07D207/404—2,5-Pyrrolidine-diones with only hydrogen atoms or radicals containing only hydrogen and carbon atoms directly attached to other ring carbon atoms, e.g. succinimide
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
1,220,447. Salicylic acid derivatives. JOHN WYETH & BROTHER Ltd. 10 April, 1968 [19 April, 1967], No. 18041/67. Heading C2C. Novel compounds I (in which X is -OCR 2 (R 3 )(R 4 ) or -NR 5 (R 6 ); R 1 is H or acyl; R 2 is H, alkyl or alkoxy; R 3 is H, hydroxyalkyl or alkoxycarbonyl; R 4 is alkoxy, hydroxyalkyl, alkoxycarbonyl, acyloxy, OH or cyclic imido; R 3 and R 4 may form together with adjacent C a heterocyclic ring; R 5 is H or alkyl; R 6 is acyl or carboxyalkyl; R 7 is H, halo, NO 2 , alkyl, alkoxy or amino; and any alkyl or alkoxy radicals have 1-6C with the provisos that (1) if R<SP>4</SP> is OH or hydroxyalkyl and R<SP>1</SP>, R<SP>2</SP> and R<SP>3</SP> are H then R<SP>7</SP> is H, halo, alkyl or alkoxy; and (2) if R<SP>2</SP>, R<SP>3</SP> and R<SP>7</SP> are H and R<SP>4</SP> is acetoxy then R<SP>1</SP> is acyl) are prepared by reacting (1) the acid with hal- CR<SP>2</SP>(R<SP>3</SP>)(R<SP>4</SP>) or (2) the appropriate acid halide with HNR 5 (R 6 *) (R 6 * is benzyloxycarbonyl alkyl or other blocking group) followed by hydrogenation to give I where R 6 is carboxyalkyl or (3) the acid with R<SP>5</SP>-N=C(R<SP>8</SP>)hal (R<SP>8</SP> is alkyl or aryl) to give I where R 6 is acyl. Pharmaceutical compositions comprise a compound I together with a suitable carrier, and can be administered orally or parenterally as anti-inflammatory, analgesic and anti-bacterial agents.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB1804167A GB1220447A (en) | 1967-04-19 | 1967-04-19 | Salicylic acid derivatives |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB1804167A GB1220447A (en) | 1967-04-19 | 1967-04-19 | Salicylic acid derivatives |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1220447A true GB1220447A (en) | 1971-01-27 |
Family
ID=10105628
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB1804167A Expired GB1220447A (en) | 1967-04-19 | 1967-04-19 | Salicylic acid derivatives |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB1220447A (en) |
Cited By (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2181449A1 (en) * | 1972-04-25 | 1973-12-07 | Synthelabo | |
| US4123544A (en) * | 1977-03-02 | 1978-10-31 | Merrell Toraude S. A. | Acetylsalicylic acid derivatives |
| US4199576A (en) | 1976-12-15 | 1980-04-22 | The Procter & Gamble Company | Analgesic and anti-inflammatory compositions for topical application |
| US4276430A (en) * | 1976-12-15 | 1981-06-30 | The Procter & Gamble Company | Analgesic and anti-inflammatory compounds and compositions containing same |
| US5939455A (en) * | 1997-03-11 | 1999-08-17 | Beacon Laboratories, Inc. | Therapeutic augmentation of oxyalkylene diesters and butyric acid derivatives |
| US6030961A (en) * | 1997-03-11 | 2000-02-29 | Bar-Ilan Research & Development Co., Ltd. | Oxyalkylene phosphate compounds and uses thereof |
| US6043389A (en) * | 1997-03-11 | 2000-03-28 | Mor Research Applications, Ltd. | Hydroxy and ether-containing oxyalkylene esters and uses thereof |
| US6110970A (en) * | 1997-03-11 | 2000-08-29 | Beacon Laboratories, Inc. | Nitrogen-containing oxyalkylene esters and uses thereof |
| US6110955A (en) * | 1997-03-11 | 2000-08-29 | Beacon Laboratories, Inc. | Metabolically stabilized oxyalkylene esters and uses thereof |
| US6124495A (en) * | 1997-03-11 | 2000-09-26 | Beacon Laboratories, Inc. | Unsaturated oxyalkylene esters and uses thereof |
| US6130248A (en) * | 1996-12-30 | 2000-10-10 | Bar-Ilan University | Tricarboxylic acid-containing oxyalkyl esters and uses thereof |
| CN105166312A (en) * | 2015-08-14 | 2015-12-23 | 河北喜之郎食品有限公司 | Liquid-state ice cream and preparation technology therefor |
-
1967
- 1967-04-19 GB GB1804167A patent/GB1220447A/en not_active Expired
Cited By (15)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2181449A1 (en) * | 1972-04-25 | 1973-12-07 | Synthelabo | |
| US4199576A (en) | 1976-12-15 | 1980-04-22 | The Procter & Gamble Company | Analgesic and anti-inflammatory compositions for topical application |
| US4276430A (en) * | 1976-12-15 | 1981-06-30 | The Procter & Gamble Company | Analgesic and anti-inflammatory compounds and compositions containing same |
| US4123544A (en) * | 1977-03-02 | 1978-10-31 | Merrell Toraude S. A. | Acetylsalicylic acid derivatives |
| US6130248A (en) * | 1996-12-30 | 2000-10-10 | Bar-Ilan University | Tricarboxylic acid-containing oxyalkyl esters and uses thereof |
| US6043389A (en) * | 1997-03-11 | 2000-03-28 | Mor Research Applications, Ltd. | Hydroxy and ether-containing oxyalkylene esters and uses thereof |
| US6030961A (en) * | 1997-03-11 | 2000-02-29 | Bar-Ilan Research & Development Co., Ltd. | Oxyalkylene phosphate compounds and uses thereof |
| US6110970A (en) * | 1997-03-11 | 2000-08-29 | Beacon Laboratories, Inc. | Nitrogen-containing oxyalkylene esters and uses thereof |
| US6110955A (en) * | 1997-03-11 | 2000-08-29 | Beacon Laboratories, Inc. | Metabolically stabilized oxyalkylene esters and uses thereof |
| US6124495A (en) * | 1997-03-11 | 2000-09-26 | Beacon Laboratories, Inc. | Unsaturated oxyalkylene esters and uses thereof |
| US5939455A (en) * | 1997-03-11 | 1999-08-17 | Beacon Laboratories, Inc. | Therapeutic augmentation of oxyalkylene diesters and butyric acid derivatives |
| US6239176B1 (en) | 1997-03-11 | 2001-05-29 | Beacon Laboratories, Inc. | Uses of hydroxy and ether-containing oxyalkylene esters for treating metabolic conditions |
| US6599937B1 (en) | 1997-03-11 | 2003-07-29 | Beacon Laboratories, Inc. | Unsaturated oxyalkylene esters and uses thereof |
| CN105166312A (en) * | 2015-08-14 | 2015-12-23 | 河北喜之郎食品有限公司 | Liquid-state ice cream and preparation technology therefor |
| CN105166312B (en) * | 2015-08-14 | 2019-04-16 | 河北喜之郎食品有限公司 | A kind of liquid ice cream and its preparation process |
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