IE37043L - Pyrimidones - Google Patents
PyrimidonesInfo
- Publication number
- IE37043L IE37043L IE721398A IE139872A IE37043L IE 37043 L IE37043 L IE 37043L IE 721398 A IE721398 A IE 721398A IE 139872 A IE139872 A IE 139872A IE 37043 L IE37043 L IE 37043L
- Authority
- IE
- Ireland
- Prior art keywords
- methyl
- prepared
- hydrogen
- reacting
- compound
- Prior art date
Links
- 150000008318 pyrimidones Chemical class 0.000 title 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 abstract 4
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 abstract 3
- 150000001875 compounds Chemical class 0.000 abstract 3
- 229910052739 hydrogen Inorganic materials 0.000 abstract 3
- 239000001257 hydrogen Substances 0.000 abstract 3
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 2
- XHXFXVLFKHQFAL-UHFFFAOYSA-N phosphoryl trichloride Chemical compound ClP(Cl)(Cl)=O XHXFXVLFKHQFAL-UHFFFAOYSA-N 0.000 abstract 2
- 125000006273 (C1-C3) alkyl group Chemical group 0.000 abstract 1
- DHKHKXVYLBGOIT-UHFFFAOYSA-N 1,1-Diethoxyethane Chemical compound CCOC(C)OCC DHKHKXVYLBGOIT-UHFFFAOYSA-N 0.000 abstract 1
- QNIXWENUBKZJKM-UHFFFAOYSA-N 2-(4-chlorophenoxy)-3-(dimethylamino)prop-2-enal Chemical compound CN(C)C=C(C=O)OC1=CC=C(Cl)C=C1 QNIXWENUBKZJKM-UHFFFAOYSA-N 0.000 abstract 1
- OVXJWSYBABKZMD-UHFFFAOYSA-N 2-chloro-1,1-diethoxyethane Chemical compound CCOC(CCl)OCC OVXJWSYBABKZMD-UHFFFAOYSA-N 0.000 abstract 1
- LRJBWZLCGVAROW-UHFFFAOYSA-N 5-phenylsulfanyl-1h-pyrimidin-2-one Chemical class C1=NC(O)=NC=C1SC1=CC=CC=C1 LRJBWZLCGVAROW-UHFFFAOYSA-N 0.000 abstract 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 abstract 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 abstract 1
- 239000005864 Sulphur Substances 0.000 abstract 1
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 abstract 1
- 229910052783 alkali metal Inorganic materials 0.000 abstract 1
- 150000001340 alkali metals Chemical class 0.000 abstract 1
- 229910052784 alkaline earth metal Inorganic materials 0.000 abstract 1
- -1 alkaline earth metal salt Chemical class 0.000 abstract 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 abstract 1
- 230000003182 bronchodilatating effect Effects 0.000 abstract 1
- 239000004202 carbamide Substances 0.000 abstract 1
- 239000003153 chemical reaction reagent Substances 0.000 abstract 1
- 125000001309 chloro group Chemical group Cl* 0.000 abstract 1
- 230000027119 gastric acid secretion Effects 0.000 abstract 1
- 229910052736 halogen Inorganic materials 0.000 abstract 1
- 150000002367 halogens Chemical class 0.000 abstract 1
- 238000011065 in-situ storage Methods 0.000 abstract 1
- INQOMBQAUSQDDS-UHFFFAOYSA-N iodomethane Chemical compound IC INQOMBQAUSQDDS-UHFFFAOYSA-N 0.000 abstract 1
- 229910052760 oxygen Inorganic materials 0.000 abstract 1
- 239000001301 oxygen Substances 0.000 abstract 1
- 239000008194 pharmaceutical composition Substances 0.000 abstract 1
- 239000000546 pharmaceutical excipient Substances 0.000 abstract 1
- HMSLXWQWEJXFFR-UHFFFAOYSA-M potassium;4-chlorophenolate Chemical compound [K+].[O-]C1=CC=C(Cl)C=C1 HMSLXWQWEJXFFR-UHFFFAOYSA-M 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- 229910052708 sodium Inorganic materials 0.000 abstract 1
- 239000011734 sodium Substances 0.000 abstract 1
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
- C07D239/02—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings
- C07D239/24—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members
- C07D239/28—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more 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, directly attached to ring carbon atoms
- C07D239/46—Two or more oxygen, sulphur or nitrogen atoms
- C07D239/56—One oxygen atom and one sulfur atom
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/495—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with two or more nitrogen atoms as the only ring heteroatoms, e.g. piperazine or tetrazines
- A61K31/505—Pyrimidines; Hydrogenated pyrimidines, e.g. trimethoprim
-
- 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
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P11/00—Drugs for disorders of the respiratory system
- A61P11/08—Bronchodilators
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
- C07D239/02—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings
- C07D239/24—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members
- C07D239/28—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more 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, directly attached to ring carbon atoms
- C07D239/46—Two or more oxygen, sulphur or nitrogen atoms
- C07D239/52—Two oxygen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
- C07D239/02—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings
- C07D239/24—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members
- C07D239/28—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more 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, directly attached to ring carbon atoms
- C07D239/46—Two or more oxygen, sulphur or nitrogen atoms
- C07D239/60—Three or more oxygen or sulfur atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Animal Behavior & Ethology (AREA)
- Pharmacology & Pharmacy (AREA)
- General Chemical & Material Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Epidemiology (AREA)
- Pulmonology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Abstract
1377308 Substituted 5-phenoxy and 5-thiophenoxy-2-(1H)-pyrimidinones PFIZER Inc 18 Feb 1972 [29 Oct 1971] 7748/72 Heading C2C Novel compounds of the Formula I: wherein R is hydrogen or methyl, R 1 is oxygen or sulphur, R 2 is hydrogen, halogen or methyl and R 3 is hydrogen, methyl, chloro or trifluoromethyl and pharmaceutically acceptable salts thereof may be prepared by reacting a compound wherein R 6 and R 7 are C 1-3 alkyl groups, with a reagent prepared from ethanol, sodium and urea and if necessary reacting the product with an alkali metal or alkaline earth metal salt and hot methyl iodide to introduce the methyl group at R. 2 - (p - Chlorophenoxy) - 3 - dimethylaminoacrolein may be prepared by reacting potassium p-chlorophenolate, prepared in situ, with chloroacetaldehyde diethylacetal to yield pchlorophenoxyacetaldehyde diethyl acetal which on reaction with dimethyl formamide in the presence of phosphorus oxychloride cyclizes to the required intermediate. Pharmaceutical compositions of the compound I with the usual excipients show bronchodilatory activity and inhibit gastric acid secretion when administered orally, parenterally or by inhalation.
[GB1377308A]
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US19400671A | 1971-10-29 | 1971-10-29 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| IE37043L true IE37043L (en) | 1973-04-29 |
| IE37043B1 IE37043B1 (en) | 1977-04-27 |
Family
ID=22715935
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| IE1398/72A IE37043B1 (en) | 1971-10-29 | 1972-10-16 | Novel pyrimidinones |
Country Status (25)
| Country | Link |
|---|---|
| JP (2) | JPS5337870B2 (en) |
| AR (2) | AR198798A1 (en) |
| AT (2) | AT320656B (en) |
| AU (1) | AU467600B2 (en) |
| BE (1) | BE790125A (en) |
| CA (1) | CA980778A (en) |
| CH (2) | CH549579A (en) |
| DE (3) | DE2264657C2 (en) |
| DK (1) | DK131465B (en) |
| EG (1) | EG11013A (en) |
| ES (2) | ES407730A1 (en) |
| FI (1) | FI55503C (en) |
| FR (1) | FR2157865B1 (en) |
| GB (2) | GB1377308A (en) |
| IE (1) | IE37043B1 (en) |
| IL (2) | IL40458A (en) |
| LU (1) | LU66304A1 (en) |
| NL (1) | NL166470C (en) |
| NO (1) | NO136574C (en) |
| PH (2) | PH10129A (en) |
| PL (2) | PL89852B1 (en) |
| SE (2) | SE393376B (en) |
| SU (2) | SU498908A3 (en) |
| YU (2) | YU35125B (en) |
| ZA (1) | ZA727362B (en) |
Families Citing this family (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS55151912U (en) * | 1979-04-17 | 1980-11-01 | ||
| DE3222914A1 (en) * | 1982-06-18 | 1983-12-22 | Beiersdorf Ag, 2000 Hamburg | SUBSTITUTED 5-PHENYLTHIO-6-AMINO-PYRIMIDINONE, METHOD FOR THE PRODUCTION THEREOF AND THEIR USE, AND PREPARATIONS CONTAINING THESE COMPOUNDS |
| JPH0655686B2 (en) * | 1988-08-30 | 1994-07-27 | 宇部興産株式会社 | Process for producing p-bromophenoxyacetaldehyde dialkyl acetals |
| EP1924262B1 (en) | 2005-08-22 | 2011-11-16 | Melior Pharmaceuticals I, Inc. | Methods and formulations for modulating lyn kinase activity and treating related disorders |
| US8552184B2 (en) | 2008-07-03 | 2013-10-08 | Melior Pharmaceuticals I, Inc. | Compounds and methods for treating disorders related to glucose metabolism |
| US20130158055A1 (en) | 2010-05-28 | 2013-06-20 | Andrew G. Reaume | Prevention Of Pancreatic Beta Cell Degeneration |
| AU2018250795B2 (en) | 2017-04-10 | 2022-02-10 | Board Of Supervisors Of Louisiana State University And Agricultural And Mechanical College | Treatment of adipocytes |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2913462A (en) * | 1959-11-17 | Eahl h | ||
| GB951432A (en) * | 1959-03-17 | 1964-03-04 | Wellcome Found | Pyrimidine derivatives and the manufacture thereof |
-
0
- BE BE790125D patent/BE790125A/en not_active IP Right Cessation
-
1972
- 1972-02-18 GB GB774872A patent/GB1377308A/en not_active Expired
- 1972-02-18 GB GB5005373A patent/GB1377720A/en not_active Expired
- 1972-09-25 SE SE7212358A patent/SE393376B/en unknown
- 1972-09-28 AU AU47228/72A patent/AU467600B2/en not_active Expired
- 1972-09-28 IL IL40458A patent/IL40458A/en unknown
- 1972-10-02 PH PH13959A patent/PH10129A/en unknown
- 1972-10-05 DE DE2264657A patent/DE2264657C2/en not_active Expired
- 1972-10-05 DE DE2264374A patent/DE2264374C3/en not_active Expired
- 1972-10-05 DE DE2248741A patent/DE2248741C3/en not_active Expired
- 1972-10-06 AT AT00933/74A patent/AT320656B/en not_active IP Right Cessation
- 1972-10-06 AT AT858972A patent/AT321308B/en not_active IP Right Cessation
- 1972-10-12 YU YU2551/72A patent/YU35125B/en unknown
- 1972-10-12 FI FI2825/72A patent/FI55503C/en active
- 1972-10-13 NO NO3686/72A patent/NO136574C/en unknown
- 1972-10-13 SU SU1839308A patent/SU498908A3/en active
- 1972-10-16 NL NL7213959.A patent/NL166470C/en not_active IP Right Cessation
- 1972-10-16 CH CH165674A patent/CH549579A/en not_active IP Right Cessation
- 1972-10-16 CH CH1507872A patent/CH555832A/en not_active IP Right Cessation
- 1972-10-16 DK DK510072AA patent/DK131465B/en not_active IP Right Cessation
- 1972-10-16 ZA ZA727362A patent/ZA727362B/en unknown
- 1972-10-16 FR FR7236560A patent/FR2157865B1/fr not_active Expired
- 1972-10-16 PL PL1972174103A patent/PL89852B1/pl unknown
- 1972-10-16 CA CA153,956A patent/CA980778A/en not_active Expired
- 1972-10-16 PL PL1972158297A patent/PL84634B1/pl unknown
- 1972-10-16 JP JP10279972A patent/JPS5337870B2/ja not_active Expired
- 1972-10-16 LU LU66304A patent/LU66304A1/xx unknown
- 1972-10-16 IE IE1398/72A patent/IE37043B1/en unknown
- 1972-10-18 ES ES407730A patent/ES407730A1/en not_active Expired
- 1972-10-19 EG EG431/72A patent/EG11013A/en active
- 1972-10-23 AR AR244763A patent/AR198798A1/en active
-
1973
- 1973-07-12 AR AR249053A patent/AR196263A1/en active
-
1974
- 1974-03-26 SU SU2008490A patent/SU505362A3/en active
-
1975
- 1975-04-15 ES ES436624A patent/ES436624A1/en not_active Expired
- 1975-05-06 SE SE7505279A patent/SE397090B/en unknown
- 1975-11-21 PH PH17784A patent/PH11594A/en unknown
-
1976
- 1976-01-05 IL IL48790A patent/IL48790A/en unknown
-
1978
- 1978-02-08 JP JP1336078A patent/JPS53116386A/en active Granted
-
1979
- 1979-04-25 YU YU991/79A patent/YU36295B/en unknown
Also Published As
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| GB1359563A (en) | Pyrazolo-pyrimidines useful as xanthine oxidase inhibitors | |
| GB1506914A (en) | 2-dihalophenylamino-2-imidazoline derivatives | |
| IE37043B1 (en) | Novel pyrimidinones | |
| GB1304144A (en) | ||
| GB1383088A (en) | Pharmacologically active quinaldamide derivatives | |
| GB1495665A (en) | Pyrimidines | |
| GB1168391A (en) | Substituted Uracils | |
| IL40329A (en) | Pyridine derivatives,their production and their use as antimicrobial agents | |
| GB1328935A (en) | Substituted cycloalkyl lactamimides | |
| GB1174349A (en) | Novel 2-Anilinomethylimidazoline Derivatives and process for the preparation thereof | |
| GB1445765A (en) | Phenoxy-substituted malonic acid derivatives their prepration and pharmaceutical compositions containing them | |
| GB1316894A (en) | Benzimidazole derivatives | |
| GB1469006A (en) | 2-phenylhydrazinothiazolines or-thiazines and a process for the preparation thereof | |
| GB1164555A (en) | New Tropine Derivatives | |
| GB1131164A (en) | Novel halogen-substituted tetrahydroquinazoline derivatives, their preparation and compositions containing them | |
| GB1465794A (en) | Thiourea derivatives | |
| GB1254270A (en) | Benzoxazepine derivatives | |
| IE36643B1 (en) | 2-aryl-amni-imidazoline-(2) compounds | |
| GB1227967A (en) | ||
| IE33870B1 (en) | Benzobenzofuranooxepine compounds and process for preparing the same | |
| IE37579L (en) | Benzodioxan acetamidines | |
| GB1187071A (en) | N-Amino-Substituted 4-Anilino-Pyridines | |
| GB1173809A (en) | N-Substituted Nor-Morphines | |
| GB1409828A (en) | Pharmaceuticals and process for their preparation | |
| GB1504683A (en) | Pharmaceutical compositions containing substituted pyrimido-quinoline derivatives |