IL38705A - 6-phenyl-4,5-dihydro-3(2h)-pyridazinone derivatives,their preparation and pharmaceutical compositions containing them - Google Patents
6-phenyl-4,5-dihydro-3(2h)-pyridazinone derivatives,their preparation and pharmaceutical compositions containing themInfo
- Publication number
- IL38705A IL38705A IL38705A IL3870572A IL38705A IL 38705 A IL38705 A IL 38705A IL 38705 A IL38705 A IL 38705A IL 3870572 A IL3870572 A IL 3870572A IL 38705 A IL38705 A IL 38705A
- Authority
- IL
- Israel
- Prior art keywords
- group
- alkyl
- carbon atoms
- compound
- alkoxy
- Prior art date
Links
- KSGYMLDMYPAMFV-UHFFFAOYSA-N 3-phenyl-4,5-dihydro-1h-pyridazin-6-one Chemical class N1C(=O)CCC(C=2C=CC=CC=2)=N1 KSGYMLDMYPAMFV-UHFFFAOYSA-N 0.000 title abstract 4
- 239000008194 pharmaceutical composition Substances 0.000 title abstract 2
- 125000003545 alkoxy group Chemical group 0.000 claims abstract 9
- 125000000217 alkyl group Chemical group 0.000 claims abstract 7
- 239000002253 acid Substances 0.000 claims abstract 6
- 229910052801 chlorine Chemical group 0.000 claims abstract 6
- 125000001309 chloro group Chemical group Cl* 0.000 claims abstract 6
- 150000001875 compounds Chemical class 0.000 claims abstract 5
- -1 amino, piperidino, morpholino, pyrrolidino Chemical group 0.000 claims abstract 4
- 229910052731 fluorine Inorganic materials 0.000 claims abstract 4
- 125000001153 fluoro group Chemical group F* 0.000 claims abstract 4
- 125000003754 ethoxycarbonyl group Chemical group C(=O)(OCC)* 0.000 claims abstract 3
- 125000004029 hydroxymethyl group Chemical group [H]OC([H])([H])* 0.000 claims abstract 3
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims abstract 3
- 125000000000 cycloalkoxy group Chemical group 0.000 claims abstract 2
- 125000000753 cycloalkyl group Chemical group 0.000 claims abstract 2
- 238000006193 diazotization reaction Methods 0.000 claims abstract 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims abstract 2
- 125000004432 carbon atom Chemical group C* 0.000 claims 9
- YVSNXXBSZQLMNJ-UHFFFAOYSA-N 4-hydroxy-5-phenyl-1h-pyridazin-6-one Chemical compound C1=NNC(=O)C(C=2C=CC=CC=2)=C1O YVSNXXBSZQLMNJ-UHFFFAOYSA-N 0.000 claims 1
- 125000003236 benzoyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C(*)=O 0.000 claims 1
- 125000004573 morpholin-4-yl group Chemical group N1(CCOCC1)* 0.000 claims 1
- 238000006396 nitration reaction Methods 0.000 claims 1
- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 claims 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 1
- 125000003884 phenylalkyl group Chemical group 0.000 claims 1
- 125000002112 pyrrolidino group Chemical group [*]N1C([H])([H])C([H])([H])C([H])([H])C1([H])[H] 0.000 claims 1
- VSCWAEJMTAWNJL-UHFFFAOYSA-K aluminium trichloride Chemical compound Cl[Al](Cl)Cl VSCWAEJMTAWNJL-UHFFFAOYSA-K 0.000 abstract 4
- 238000006243 chemical reaction Methods 0.000 abstract 4
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 4
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 abstract 3
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 abstract 2
- 230000029936 alkylation Effects 0.000 abstract 2
- 238000005804 alkylation reaction Methods 0.000 abstract 2
- 125000003277 amino group Chemical group 0.000 abstract 2
- 125000004218 chloromethyl group Chemical class [H]C([H])(Cl)* 0.000 abstract 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 2
- 150000002440 hydroxy compounds Chemical class 0.000 abstract 2
- UHOVQNZJYSORNB-UHFFFAOYSA-N monobenzene Natural products C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 abstract 2
- 125000001424 substituent group Chemical group 0.000 abstract 2
- JIAARYAFYJHUJI-UHFFFAOYSA-L zinc dichloride Chemical compound [Cl-].[Cl-].[Zn+2] JIAARYAFYJHUJI-UHFFFAOYSA-L 0.000 abstract 2
- NWZSZGALRFJKBT-KNIFDHDWSA-N (2s)-2,6-diaminohexanoic acid;(2s)-2-hydroxybutanedioic acid Chemical compound OC(=O)[C@@H](O)CC(O)=O.NCCCC[C@H](N)C(O)=O NWZSZGALRFJKBT-KNIFDHDWSA-N 0.000 abstract 1
- FALRKNHUBBKYCC-UHFFFAOYSA-N 2-(chloromethyl)pyridine-3-carbonitrile Chemical compound ClCC1=NC=CC=C1C#N FALRKNHUBBKYCC-UHFFFAOYSA-N 0.000 abstract 1
- XISIEQIDFFXZCP-UHFFFAOYSA-N 4-oxo-4-phenoxybutanoic acid Chemical compound OC(=O)CCC(=O)OC1=CC=CC=C1 XISIEQIDFFXZCP-UHFFFAOYSA-N 0.000 abstract 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 abstract 1
- 229930040373 Paraformaldehyde Natural products 0.000 abstract 1
- 125000000738 acetamido group Chemical group [H]C([H])([H])C(=O)N([H])[*] 0.000 abstract 1
- 230000021736 acetylation Effects 0.000 abstract 1
- 238000006640 acetylation reaction Methods 0.000 abstract 1
- 239000004480 active ingredient Substances 0.000 abstract 1
- 125000002252 acyl group Chemical group 0.000 abstract 1
- 125000005907 alkyl ester group Chemical group 0.000 abstract 1
- 150000001350 alkyl halides Chemical class 0.000 abstract 1
- 230000003276 anti-hypertensive effect Effects 0.000 abstract 1
- 239000007864 aqueous solution Substances 0.000 abstract 1
- 125000003710 aryl alkyl group Chemical group 0.000 abstract 1
- 125000004104 aryloxy group Chemical group 0.000 abstract 1
- 150000001555 benzenes Chemical class 0.000 abstract 1
- 239000011230 binding agent Substances 0.000 abstract 1
- 125000000490 cinnamyl group Chemical group C(C=CC1=CC=CC=C1)* 0.000 abstract 1
- ARUVKPQLZAKDPS-UHFFFAOYSA-L copper(II) sulfate Chemical compound [Cu+2].[O-][S+2]([O-])([O-])[O-] ARUVKPQLZAKDPS-UHFFFAOYSA-L 0.000 abstract 1
- 239000003085 diluting agent Substances 0.000 abstract 1
- 239000003814 drug Substances 0.000 abstract 1
- 239000003937 drug carrier Substances 0.000 abstract 1
- 230000032050 esterification Effects 0.000 abstract 1
- 238000005886 esterification reaction Methods 0.000 abstract 1
- 239000011737 fluorine Substances 0.000 abstract 1
- 125000000623 heterocyclic group Chemical group 0.000 abstract 1
- IKDUDTNKRLTJSI-UHFFFAOYSA-N hydrazine monohydrate Substances O.NN IKDUDTNKRLTJSI-UHFFFAOYSA-N 0.000 abstract 1
- IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 abstract 1
- 229910000041 hydrogen chloride Inorganic materials 0.000 abstract 1
- 230000007062 hydrolysis Effects 0.000 abstract 1
- 238000006460 hydrolysis reaction Methods 0.000 abstract 1
- 150000002828 nitro derivatives Chemical class 0.000 abstract 1
- 125000001400 nonyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 abstract 1
- 229920002866 paraformaldehyde Polymers 0.000 abstract 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 abstract 1
- 239000011780 sodium chloride Substances 0.000 abstract 1
- HRZFUMHJMZEROT-UHFFFAOYSA-L sodium disulfite Chemical compound [Na+].[Na+].[O-]S(=O)S([O-])(=O)=O HRZFUMHJMZEROT-UHFFFAOYSA-L 0.000 abstract 1
- 239000004296 sodium metabisulphite Substances 0.000 abstract 1
- 235000010262 sodium metabisulphite Nutrition 0.000 abstract 1
- 239000007858 starting material Substances 0.000 abstract 1
- 125000003107 substituted aryl group Chemical group 0.000 abstract 1
- 229940014800 succinic anhydride Drugs 0.000 abstract 1
- 239000011592 zinc chloride Substances 0.000 abstract 1
- 235000005074 zinc chloride Nutrition 0.000 abstract 1
Classifications
-
- 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
- C07C59/76—Unsaturated compounds containing keto groups
- C07C59/90—Unsaturated compounds containing keto groups containing singly bound oxygen-containing groups
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Plural Heterocyclic Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Earth Drilling (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB508271A GB1383906A (en) | 1971-02-22 | 1971-02-22 | Pyridazinones |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| IL38705A0 IL38705A0 (en) | 1972-04-27 |
| IL38705A true IL38705A (en) | 1976-08-31 |
Family
ID=9789426
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| IL38705A IL38705A (en) | 1971-02-22 | 1972-02-07 | 6-phenyl-4,5-dihydro-3(2h)-pyridazinone derivatives,their preparation and pharmaceutical compositions containing them |
Country Status (15)
Families Citing this family (21)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3975388A (en) * | 1971-02-22 | 1976-08-17 | Bdh Pharmaceuticals Limited | Pyridazinones |
| GB1488330A (en) * | 1973-12-19 | 1977-10-12 | Smith Kline French Lab | Dihydropyridazinones |
| US4011321A (en) * | 1973-12-19 | 1977-03-08 | Smith Kline & French Laboratories Limited | Pharmaceutical compositions and methods of inhibiting β-adrenergic receptors |
| US4052395A (en) * | 1975-09-11 | 1977-10-04 | Sankyo Company Limited | Agricultural fungicidal compositions containing 6-(substituted phenyl)-pyridazinones and said pyridazinones |
| DE2845456A1 (de) * | 1978-10-19 | 1980-08-14 | Merck Patent Gmbh | 6-arylpyridazin-3-one und verfahren zu ihrer herstellung |
| DE2854475A1 (de) | 1978-12-16 | 1980-07-03 | Basf Ag | Neue 3,4-diaza-bicyclo eckige klammer auf 4.1.0 eckige klammer zu hepten-(2)- one-(5), verfahren zu ihrer herstellung und diese verbindungen enthaltende therapeutische mittel |
| EP0059688B1 (de) * | 1981-03-04 | 1985-05-15 | Ciba-Geigy Ag | Pyridazinone, Verfahren zu ihrer Herstellung, pharmazeutische Präparate enthaltend diese Verbindungen und deren Verwendung |
| DE3130252A1 (de) * | 1981-07-31 | 1983-02-17 | A. Nattermann & Cie GmbH, 5000 Köln | 6-(5-((omega)-(1-imidazolyl)-alkyl)-thien-2-yl)-3-oxo-2,3,4,5-tetrahydro-pyridazine und deren saeureadditionssalze, verfahren zu ihrer herstellung und diese enthaltende pharmazeutische praeparate |
| DE3130251A1 (de) * | 1981-07-31 | 1983-02-17 | A. Nattermann & Cie GmbH, 5000 Köln | 6-(4-((omega)-(1-imidazolyl)-alkyl)-phenyl)-3-oxo -2,3,4,5-tetrahydro-pyridazine und deren saeureadditionssalze, verfahren zu ihrer herstellung und diese enthaltende pharmazeutische praeparate |
| HU190412B (en) * | 1981-09-17 | 1986-09-29 | Warner-Lambert Co,Us | Process for producing substituted 4,5-dihiydro-6-bracket-substituted-bracket closed-phenyl-3-bracket-2h-bracket closed-pyridazinones and 6-bracket-substituted-bracket closed-phenyl-3-bracket-2h-bracket closed-pyridazinones |
| EP0101156A3 (en) * | 1982-06-24 | 1984-08-22 | Smith Kline & French Laboratories Limited | Process for preparing 6-(2-hydroxyphenyl)-3-pyridazinone |
| JPS6153270A (ja) * | 1984-08-17 | 1986-03-17 | チバ・ガイギー・アクチエンゲゼルシヤフト | 置換ピリダジノン、その製造方法及び該化合物を含む医薬製剤 |
| JPS6193169A (ja) * | 1984-10-12 | 1986-05-12 | Sankyo Co Ltd | ピリダジノン誘導体及びその製法 |
| GB8426804D0 (en) * | 1984-10-23 | 1984-11-28 | Ciba Geigy Ag | Pyridazinones preparations |
| DE3804490A1 (de) * | 1988-02-12 | 1989-08-24 | Heumann Pharma Gmbh & Co | Substituierte 6-phenyldihydro-3(2h)-pyridazinone, verfahren zu ihrer herstellung und diese verbindungen enthaltende arzneimittel |
| DE3814057A1 (de) * | 1988-04-26 | 1989-11-09 | Heumann Pharma Gmbh & Co | 6-oxo-pyridazinderivate, verfahren zu ihrer herstellung und diese verbindungen enthaltende arzneimittel |
| JO2972B1 (en) | 2007-06-08 | 2016-03-15 | جانسين فارماسوتيكا ان. في | Piperidine / piperazine derivatives |
| AU2008258549B2 (en) | 2007-06-08 | 2013-11-14 | Janssen Pharmaceutica N.V. | Piperidine/piperazine derivatives |
| CA2687918C (en) | 2007-06-08 | 2016-11-08 | Janssen Pharmaceutica N.V. | Piperidine/piperazine derivatives |
| JP5385263B2 (ja) | 2007-06-08 | 2014-01-08 | ジヤンセン・フアーマシユーチカ・ナームローゼ・フエンノートシヤツプ | ピペリジン／ピペラジン誘導体 |
| PE20140572A1 (es) | 2008-06-05 | 2014-05-16 | Janssen Pharmaceutica Nv | Combinaciones de drogas que comprenden un inhibidor de dgat y un agonista de ppar |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1670043C3 (de) * | 1966-01-07 | 1975-05-22 | Basf Ag, 6700 Ludwigshafen | Verfahren zur Herstellung von 3-(Aminophenyl)-pyridazon-(6)-derivaten |
-
1971
- 1971-02-22 GB GB508271A patent/GB1383906A/en not_active Expired
-
1972
- 1972-02-04 IE IE138/72A patent/IE36062B1/xx unknown
- 1972-02-07 IL IL38705A patent/IL38705A/en unknown
- 1972-02-07 ZA ZA720784A patent/ZA72784B/xx unknown
- 1972-02-11 AU AU38911/72A patent/AU465740B2/en not_active Expired
- 1972-02-15 CA CA134,888A patent/CA987322A/en not_active Expired
- 1972-02-15 BE BE779390A patent/BE779390A/xx unknown
- 1972-02-17 DE DE19722207517 patent/DE2207517A1/de active Pending
- 1972-02-17 ES ES399863A patent/ES399863A1/es not_active Expired
- 1972-02-21 FR FR7205751A patent/FR2126247B1/fr not_active Expired
- 1972-02-21 NO NO520/72A patent/NO136045C/no unknown
- 1972-02-21 SE SE7202096A patent/SE405599B/xx unknown
- 1972-02-21 AT AT138072A patent/AT313289B/de not_active IP Right Cessation
- 1972-02-22 NL NL7202336A patent/NL7202336A/xx not_active Application Discontinuation
- 1972-02-22 CH CH250172A patent/CH573921A5/xx not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| NL7202336A (enrdf_load_stackoverflow) | 1972-08-24 |
| AU3891172A (en) | 1973-08-16 |
| ZA72784B (en) | 1972-10-25 |
| IE36062B1 (en) | 1976-08-04 |
| GB1383906A (en) | 1974-02-12 |
| FR2126247B1 (enrdf_load_stackoverflow) | 1975-08-01 |
| ES399863A1 (es) | 1975-06-16 |
| DE2207517A1 (de) | 1972-12-14 |
| IE36062L (en) | 1972-08-22 |
| AU465740B2 (en) | 1975-10-09 |
| IL38705A0 (en) | 1972-04-27 |
| CA987322A (en) | 1976-04-13 |
| BE779390A (fr) | 1972-08-16 |
| AT313289B (de) | 1974-02-11 |
| NO136045B (enrdf_load_stackoverflow) | 1977-04-04 |
| FR2126247A1 (enrdf_load_stackoverflow) | 1972-10-06 |
| NO136045C (no) | 1977-07-13 |
| SE405599B (sv) | 1978-12-18 |
| CH573921A5 (enrdf_load_stackoverflow) | 1976-03-31 |
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