PH26335A - Novel benzopyranylpyrrolinone derivatives - Google Patents
Novel benzopyranylpyrrolinone derivatives Download PDFInfo
- Publication number
- PH26335A PH26335A PH39644A PH39644A PH26335A PH 26335 A PH26335 A PH 26335A PH 39644 A PH39644 A PH 39644A PH 39644 A PH39644 A PH 39644A PH 26335 A PH26335 A PH 26335A
- Authority
- PH
- Philippines
- Prior art keywords
- dihydro
- trans
- hydroxy
- benzopyran
- pyrrolin
- Prior art date
Links
- HGUFMNOQIDZQAU-UHFFFAOYSA-N 1-(2h-chromen-2-yl)-2h-pyrrol-3-one Chemical class C1=CC(=O)CN1C1C=CC2=CC=CC=C2O1 HGUFMNOQIDZQAU-UHFFFAOYSA-N 0.000 title description 3
- 150000001875 compounds Chemical class 0.000 claims description 200
- 239000000203 mixture Substances 0.000 claims description 89
- 239000002253 acid Substances 0.000 claims description 51
- 150000003839 salts Chemical class 0.000 claims description 50
- 150000002148 esters Chemical class 0.000 claims description 44
- 125000000217 alkyl group Chemical group 0.000 claims description 35
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 32
- KYNSBQPICQTCGU-UHFFFAOYSA-N Benzopyrane Chemical compound C1=CC=C2C=CCOC2=C1 KYNSBQPICQTCGU-UHFFFAOYSA-N 0.000 claims description 22
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 19
- 238000000034 method Methods 0.000 claims description 15
- 201000010099 disease Diseases 0.000 claims description 14
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims description 14
- TXKQBYYDTLOLHA-UHFFFAOYSA-N 3-methoxy-1,2-dihydropyrrol-5-one Chemical compound COC1=CC(=O)NC1 TXKQBYYDTLOLHA-UHFFFAOYSA-N 0.000 claims description 13
- 125000004432 carbon atom Chemical group C* 0.000 claims description 13
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 13
- 125000004093 cyano group Chemical group *C#N 0.000 claims description 12
- 125000003342 alkenyl group Chemical group 0.000 claims description 10
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 9
- 239000001257 hydrogen Substances 0.000 claims description 8
- 229910052739 hydrogen Inorganic materials 0.000 claims description 8
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- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
- 230000002035 prolonged effect Effects 0.000 description 1
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 1
- 125000002572 propoxy group Chemical group [*]OC([H])([H])C(C([H])([H])[H])([H])[H] 0.000 description 1
- 229960003712 propranolol Drugs 0.000 description 1
- MWWATHDPGQKSAR-UHFFFAOYSA-N propyne Chemical group CC#C MWWATHDPGQKSAR-UHFFFAOYSA-N 0.000 description 1
- 239000003586 protic polar solvent Substances 0.000 description 1
- 208000002815 pulmonary hypertension Diseases 0.000 description 1
- 230000000541 pulsatile effect Effects 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- HNJBEVLQSNELDL-YZRHJBSPSA-N pyrrolidin-2-one Chemical group O=C1CC[14CH2]N1 HNJBEVLQSNELDL-YZRHJBSPSA-N 0.000 description 1
- 229940107700 pyruvic acid Drugs 0.000 description 1
- 230000006340 racemization Effects 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 229960004889 salicylic acid Drugs 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 235000009518 sodium iodide Nutrition 0.000 description 1
- DCQXTYAFFMSNNH-UHFFFAOYSA-M sodium;2-[bis(2-hydroxyethyl)amino]ethanol;acetate Chemical compound [Na+].CC([O-])=O.OCCN(CCO)CCO DCQXTYAFFMSNNH-UHFFFAOYSA-M 0.000 description 1
- 239000007909 solid dosage form Substances 0.000 description 1
- 239000008247 solid mixture Substances 0.000 description 1
- 239000011877 solvent mixture Substances 0.000 description 1
- 239000003506 spasmogen Substances 0.000 description 1
- 238000011699 spontaneously hypertensive rat Methods 0.000 description 1
- 239000005720 sucrose Substances 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 239000000829 suppository Substances 0.000 description 1
- 238000001356 surgical procedure Methods 0.000 description 1
- 150000003512 tertiary amines Chemical class 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
- 231100001274 therapeutic index Toxicity 0.000 description 1
- 238000002560 therapeutic procedure Methods 0.000 description 1
- 210000001519 tissue Anatomy 0.000 description 1
- 231100000027 toxicology Toxicity 0.000 description 1
- GKASDNZWUGIAMG-UHFFFAOYSA-N triethyl orthoformate Chemical compound CCOC(OCC)OCC GKASDNZWUGIAMG-UHFFFAOYSA-N 0.000 description 1
- 230000002485 urinary effect Effects 0.000 description 1
- 230000024883 vasodilation Effects 0.000 description 1
- 229960001722 verapamil Drugs 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 229920002554 vinyl polymer Polymers 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D405/00—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
- C07D405/02—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings
- C07D405/04—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings directly linked by a ring-member-to-ring-member bond
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/02—Drugs for disorders of the nervous system for peripheral neuropathies
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
- A61P9/12—Antihypertensives
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D311/00—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings
- C07D311/02—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings ortho- or peri-condensed with carbocyclic rings or ring systems
- C07D311/04—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring
- C07D311/58—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring other than with oxygen or sulphur atoms in position 2 or 4
- C07D311/68—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring other than with oxygen or sulphur atoms in position 2 or 4 with nitrogen atoms directly attached in position 4
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D311/00—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings
- C07D311/02—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings ortho- or peri-condensed with carbocyclic rings or ring systems
- C07D311/04—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring
- C07D311/58—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring other than with oxygen or sulphur atoms in position 2 or 4
- C07D311/70—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring other than with oxygen or sulphur atoms in position 2 or 4 with two hydrocarbon radicals attached in position 2 and elements other than carbon and hydrogen in position 6
Landscapes
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Veterinary Medicine (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Pharmacology & Pharmacy (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Engineering & Computer Science (AREA)
- Public Health (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Heart & Thoracic Surgery (AREA)
- Biomedical Technology (AREA)
- Neurology (AREA)
- Neurosurgery (AREA)
- Cardiology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Pyrane Compounds (AREA)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| PH43022A PH26915A (en) | 1988-12-09 | 1991-08-29 | Novel benzopyranylpyrrolinone derivatives and its process of preparation |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US07/282,407 US4997846A (en) | 1988-12-09 | 1988-12-09 | Novel benzopyranylpyrrolinone derivatives |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| PH26335A true PH26335A (en) | 1992-04-29 |
Family
ID=23081388
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| PH39644A PH26335A (en) | 1988-12-09 | 1989-12-08 | Novel benzopyranylpyrrolinone derivatives |
Country Status (12)
| Country | Link |
|---|---|
| US (1) | US4997846A (hu) |
| EP (1) | EP0377966A3 (hu) |
| JP (1) | JPH02184686A (hu) |
| AU (1) | AU630135B2 (hu) |
| CA (1) | CA2005031A1 (hu) |
| DK (1) | DK622089A (hu) |
| FI (1) | FI895871A0 (hu) |
| HU (1) | HUT58072A (hu) |
| NO (1) | NO894949L (hu) |
| NZ (1) | NZ231687A (hu) |
| PH (1) | PH26335A (hu) |
| ZA (1) | ZA899424B (hu) |
Families Citing this family (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3811017A1 (de) * | 1988-03-31 | 1989-10-19 | Hoechst Ag | Ungesaettigte n-benzopyranyllactame |
| US5097037A (en) * | 1989-07-17 | 1992-03-17 | Nissan Chemical Industries, Ltd. | Process for the optical resolution of pyranobenzoxadiazole compounds |
| US5236935A (en) * | 1992-05-21 | 1993-08-17 | Korea Research Institute Of Chemical Technology | Benzopyran derivatives and processes for the preparation thereof |
| US5453421A (en) * | 1992-09-11 | 1995-09-26 | E. R. Squibb & Sons, Inc. | Aryl and heterocyclic substituted propenamide derivatives |
| US5869478A (en) * | 1995-06-07 | 1999-02-09 | Bristol-Myers Squibb Company | Sulfonamido substituted benzopyran derivatives |
| US5629429A (en) * | 1995-06-07 | 1997-05-13 | Bristol-Myers Squibb Company | Process for preparing 4-arylamino-benzopyran and related compounds |
| US5612370A (en) * | 1995-06-07 | 1997-03-18 | Bristol-Myers Squibb Company | Phenylglycine and phenylalaninen amido benzopyran derivatives |
| US5612323A (en) * | 1995-06-07 | 1997-03-18 | Bristol-Myers Squibb Company | Phosphinic ester substituted benzopyran derivatives |
| CA2222471A1 (en) * | 1996-03-27 | 1997-10-02 | Toray Industries, Inc. | Ketone derivatives and medical application thereof |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4391815A (en) * | 1976-04-02 | 1983-07-05 | Beecham Group Limited | Cyanobenzano[b]pyrans |
| NZ183551A (en) * | 1976-04-02 | 1978-09-20 | Beecham Group Ltd | Aminochromanols and pharmaceutical compositions containingthem |
| GB8324547D0 (en) * | 1983-09-14 | 1983-10-19 | Beecham Group Plc | Compounds |
| DE3579390D1 (de) * | 1984-06-22 | 1990-10-04 | Beecham Group Plc | Wirksame benzopyranverbindungen. |
| GB8625185D0 (en) * | 1986-10-21 | 1986-11-26 | Beecham Group Plc | Active compounds |
-
1988
- 1988-12-09 US US07/282,407 patent/US4997846A/en not_active Expired - Fee Related
-
1989
- 1989-12-08 JP JP1320363A patent/JPH02184686A/ja active Pending
- 1989-12-08 ZA ZA899424A patent/ZA899424B/xx unknown
- 1989-12-08 NO NO89894949A patent/NO894949L/no unknown
- 1989-12-08 DK DK622089A patent/DK622089A/da not_active Application Discontinuation
- 1989-12-08 FI FI895871A patent/FI895871A0/fi not_active Application Discontinuation
- 1989-12-08 NZ NZ231687A patent/NZ231687A/en unknown
- 1989-12-08 PH PH39644A patent/PH26335A/en unknown
- 1989-12-08 AU AU46013/89A patent/AU630135B2/en not_active Ceased
- 1989-12-08 EP EP89312826A patent/EP0377966A3/en not_active Ceased
- 1989-12-08 HU HU896472A patent/HUT58072A/hu unknown
- 1989-12-08 CA CA002005031A patent/CA2005031A1/en not_active Abandoned
Also Published As
| Publication number | Publication date |
|---|---|
| DK622089A (da) | 1990-06-10 |
| US4997846A (en) | 1991-03-05 |
| NO894949D0 (no) | 1989-12-08 |
| HUT58072A (en) | 1992-01-28 |
| NO894949L (no) | 1990-06-11 |
| CA2005031A1 (en) | 1990-06-09 |
| HU896472D0 (en) | 1990-02-28 |
| ZA899424B (en) | 1991-08-28 |
| AU4601389A (en) | 1990-06-14 |
| NZ231687A (en) | 1992-01-29 |
| JPH02184686A (ja) | 1990-07-19 |
| EP0377966A2 (en) | 1990-07-18 |
| AU630135B2 (en) | 1992-10-22 |
| FI895871A0 (fi) | 1989-12-08 |
| EP0377966A3 (en) | 1990-08-01 |
| DK622089D0 (da) | 1989-12-08 |
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