FR2381040A1 - Antiulcer phenyl-pentanoic acid derivs. - prepd. e.g. by redn. of 3-hydroxy-tetra:hydro-furo-(3,4-b)-furan-2,4-di:one derivs. - Google Patents
Antiulcer phenyl-pentanoic acid derivs. - prepd. e.g. by redn. of 3-hydroxy-tetra:hydro-furo-(3,4-b)-furan-2,4-di:one derivs.Info
- Publication number
- FR2381040A1 FR2381040A1 FR7804284A FR7804284A FR2381040A1 FR 2381040 A1 FR2381040 A1 FR 2381040A1 FR 7804284 A FR7804284 A FR 7804284A FR 7804284 A FR7804284 A FR 7804284A FR 2381040 A1 FR2381040 A1 FR 2381040A1
- Authority
- FR
- France
- Prior art keywords
- derivs
- furan
- phenyl
- prepd
- alpha
- 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.)
- Withdrawn
Links
- BYHDDXPKOZIZRV-UHFFFAOYSA-N 5-phenylpentanoic acid Chemical compound OC(=O)CCCCC1=CC=CC=C1 BYHDDXPKOZIZRV-UHFFFAOYSA-N 0.000 title abstract 2
- 230000000767 anti-ulcer Effects 0.000 title 1
- 125000000217 alkyl group Chemical group 0.000 abstract 2
- JCGNDDUYTRNOFT-UHFFFAOYSA-N oxolane-2,4-dione Chemical compound O=C1COC(=O)C1 JCGNDDUYTRNOFT-UHFFFAOYSA-N 0.000 abstract 2
- FGIUAXJPYTZDNR-UHFFFAOYSA-N potassium nitrate Chemical compound [K+].[O-][N+]([O-])=O FGIUAXJPYTZDNR-UHFFFAOYSA-N 0.000 abstract 2
- 241001465754 Metazoa Species 0.000 abstract 1
- JCXJVPUVTGWSNB-UHFFFAOYSA-N Nitrogen dioxide Chemical compound O=[N]=O JCXJVPUVTGWSNB-UHFFFAOYSA-N 0.000 abstract 1
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 abstract 1
- 208000025865 Ulcer Diseases 0.000 abstract 1
- 125000005236 alkanoylamino group Chemical group 0.000 abstract 1
- 125000003545 alkoxy group Chemical group 0.000 abstract 1
- 229910052736 halogen Inorganic materials 0.000 abstract 1
- 150000002367 halogens Chemical class 0.000 abstract 1
- 238000006396 nitration reaction Methods 0.000 abstract 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 1
- 235000010333 potassium nitrate Nutrition 0.000 abstract 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- 238000007920 subcutaneous administration Methods 0.000 abstract 1
- 125000001424 substituent group Chemical group 0.000 abstract 1
- 235000011149 sulphuric acid Nutrition 0.000 abstract 1
- WYURNTSHIVDZCO-UHFFFAOYSA-N tetrahydrofuran Substances C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
- C07D307/02—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
- C07D307/26—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
- C07D307/30—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member 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
- C07D307/32—Oxygen atoms
- C07D307/33—Oxygen atoms in position 2, the oxygen atom being in its keto or unsubstituted enol form
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P1/00—Drugs for disorders of the alimentary tract or the digestive system
- A61P1/04—Drugs for disorders of the alimentary tract or the digestive system for ulcers, gastritis or reflux esophagitis, e.g. antacids, inhibitors of acid secretion, mucosal protectants
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C59/00—Compounds having carboxyl groups bound to acyclic carbon atoms and containing any of the groups OH, O—metal, —CHO, keto, ether, groups, groups, or groups
- C07C59/40—Unsaturated compounds
- C07C59/42—Unsaturated compounds containing hydroxy or O-metal groups
- C07C59/48—Unsaturated compounds containing hydroxy or O-metal groups containing six-membered aromatic rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D493/00—Heterocyclic compounds containing oxygen atoms as the only ring hetero atoms in the condensed system
- C07D493/02—Heterocyclic compounds containing oxygen atoms as the only ring hetero atoms in the condensed system in which the condensed system contains two hetero rings
- C07D493/04—Ortho-condensed systems
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Pharmacology & Pharmacy (AREA)
- Engineering & Computer Science (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Phenylpentanoic acid derivs. of formula (I) and their salts are new. In the formula, one of R1 and R2 is H and the other is phenyl carrying 1 or 2 substituents selected from halogen, 1-4C alkyl, 1-4C alkoxy, NO2, amino and 1-4C alkanoylamino; one of R3 and R4 is H and the other is H or 1-4C alkyl; R5 is H and R6 is OH or R5 +R6 is a direct bond; and R7 is H and R8 is OH or R7 + R8 is a direct bond. (I) have ulcer-healing activity. For treating humans and animals, they are administered in a daily oral or subcutaneous dosage of up to 50 (pref. 1-10) mg/kg. Specific cpds. (I) include (+)-6alpha-(p-nitrophenyl)3, 3a alpha, 6, 6a alpha-tetrahydrofuran 3, 4-b furan-2,4-dione. In an example, this is prepd. by nitration of (+)-6alpha-phenyl-3, 3a alpha, 6, 6a alpha-tetrahydrofuro 3, 4-b furan-2,4-dione with KNO3/H2SO4.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB645077 | 1977-02-16 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| FR2381040A1 true FR2381040A1 (en) | 1978-09-15 |
Family
ID=9814702
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| FR7804284A Withdrawn FR2381040A1 (en) | 1977-02-16 | 1978-02-15 | Antiulcer phenyl-pentanoic acid derivs. - prepd. e.g. by redn. of 3-hydroxy-tetra:hydro-furo-(3,4-b)-furan-2,4-di:one derivs. |
Country Status (11)
| Country | Link |
|---|---|
| JP (1) | JPS53103443A (en) |
| BE (1) | BE863995A (en) |
| DE (1) | DE2804083A1 (en) |
| DK (1) | DK70278A (en) |
| FI (1) | FI780488A (en) |
| FR (1) | FR2381040A1 (en) |
| IT (1) | IT1095423B (en) |
| NL (1) | NL7801435A (en) |
| NZ (1) | NZ186354A (en) |
| SE (1) | SE7801756L (en) |
| ZA (1) | ZA78437B (en) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2899250B2 (en) * | 1996-07-29 | 1999-06-02 | キヤノン株式会社 | Semiconductor manufacturing equipment |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2321278A1 (en) * | 1975-08-21 | 1977-03-18 | Ici Ltd | HYDROXYACIDS |
-
1978
- 1978-01-24 ZA ZA00780437A patent/ZA78437B/en unknown
- 1978-01-30 NZ NZ186354A patent/NZ186354A/en unknown
- 1978-01-31 DE DE19782804083 patent/DE2804083A1/en active Pending
- 1978-02-08 NL NL7801435A patent/NL7801435A/en not_active Application Discontinuation
- 1978-02-15 FR FR7804284A patent/FR2381040A1/en not_active Withdrawn
- 1978-02-15 BE BE185202A patent/BE863995A/en unknown
- 1978-02-15 FI FI780488A patent/FI780488A/en not_active Application Discontinuation
- 1978-02-15 SE SE7801756A patent/SE7801756L/en unknown
- 1978-02-16 JP JP1708978A patent/JPS53103443A/en active Pending
- 1978-02-16 IT IT20337/78A patent/IT1095423B/en active
- 1978-02-16 DK DK70278A patent/DK70278A/en unknown
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2321278A1 (en) * | 1975-08-21 | 1977-03-18 | Ici Ltd | HYDROXYACIDS |
Also Published As
| Publication number | Publication date |
|---|---|
| ZA78437B (en) | 1978-12-27 |
| IT1095423B (en) | 1985-08-10 |
| NL7801435A (en) | 1978-08-18 |
| NZ186354A (en) | 1979-06-19 |
| DE2804083A1 (en) | 1978-08-24 |
| IT7820337A0 (en) | 1978-02-16 |
| BE863995A (en) | 1978-08-16 |
| DK70278A (en) | 1978-08-17 |
| FI780488A (en) | 1978-08-17 |
| JPS53103443A (en) | 1978-09-08 |
| SE7801756L (en) | 1978-08-16 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| ST | Notification of lapse |