GB1101425A - New pyrimidine derivatives - Google Patents
New pyrimidine derivativesInfo
- Publication number
- GB1101425A GB1101425A GB45685/63A GB4568563A GB1101425A GB 1101425 A GB1101425 A GB 1101425A GB 45685/63 A GB45685/63 A GB 45685/63A GB 4568563 A GB4568563 A GB 4568563A GB 1101425 A GB1101425 A GB 1101425A
- Authority
- GB
- United Kingdom
- Prior art keywords
- formula
- group
- compounds
- pyrimidine
- hydroxy
- 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
- 150000003230 pyrimidines Chemical class 0.000 title abstract 2
- 229940083082 pyrimidine derivative acting on arteriolar smooth muscle Drugs 0.000 title 1
- 150000001875 compounds Chemical class 0.000 abstract 6
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 5
- CZPWVGJYEJSRLH-UHFFFAOYSA-N Pyrimidine Chemical compound C1=CN=CN=C1 CZPWVGJYEJSRLH-UHFFFAOYSA-N 0.000 abstract 3
- 125000000217 alkyl group Chemical group 0.000 abstract 3
- -1 trifluoromethyl-substituted phenyl group Chemical group 0.000 abstract 3
- SLRMQYXOBQWXCR-UHFFFAOYSA-N 2154-56-5 Chemical compound [CH2]C1=CC=CC=C1 SLRMQYXOBQWXCR-UHFFFAOYSA-N 0.000 abstract 2
- GLUUGHFHXGJENI-UHFFFAOYSA-N Piperazine Chemical compound C1CNCCN1 GLUUGHFHXGJENI-UHFFFAOYSA-N 0.000 abstract 2
- 125000003668 acetyloxy group Chemical group [H]C([H])([H])C(=O)O[*] 0.000 abstract 2
- 239000002253 acid Substances 0.000 abstract 2
- 125000003545 alkoxy group Chemical group 0.000 abstract 2
- HUMNYLRZRPPJDN-UHFFFAOYSA-N benzaldehyde Chemical compound O=CC1=CC=CC=C1 HUMNYLRZRPPJDN-UHFFFAOYSA-N 0.000 abstract 2
- 150000003839 salts Chemical class 0.000 abstract 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 1
- 125000003277 amino group Chemical group 0.000 abstract 1
- 230000000202 analgesic effect Effects 0.000 abstract 1
- 230000003110 anti-inflammatory effect Effects 0.000 abstract 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 abstract 1
- 125000000051 benzyloxy group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])O* 0.000 abstract 1
- 238000009903 catalytic hydrogenation reaction Methods 0.000 abstract 1
- 230000005494 condensation Effects 0.000 abstract 1
- 238000009833 condensation Methods 0.000 abstract 1
- 230000000694 effects Effects 0.000 abstract 1
- 239000012467 final product Substances 0.000 abstract 1
- 229910052739 hydrogen Inorganic materials 0.000 abstract 1
- 239000001257 hydrogen Substances 0.000 abstract 1
- 229910000039 hydrogen halide Inorganic materials 0.000 abstract 1
- 239000012433 hydrogen halide Substances 0.000 abstract 1
- 238000005984 hydrogenation reaction Methods 0.000 abstract 1
- 230000007062 hydrolysis Effects 0.000 abstract 1
- 238000006460 hydrolysis reaction Methods 0.000 abstract 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- QNGNSVIICDLXHT-UHFFFAOYSA-N para-ethylbenzaldehyde Natural products CCC1=CC=C(C=O)C=C1 QNGNSVIICDLXHT-UHFFFAOYSA-N 0.000 abstract 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 1
- 239000000047 product Substances 0.000 abstract 1
- 239000002904 solvent Substances 0.000 abstract 1
- 239000007858 starting material Substances 0.000 abstract 1
- 230000001225 therapeutic effect Effects 0.000 abstract 1
- 230000000304 vasodilatating effect Effects 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
- C07D239/32—One oxygen, sulfur or nitrogen atom
- C07D239/42—One nitrogen atom
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Priority Applications (16)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| NL127996D NL127996C (en:Method) | 1963-11-19 | ||
| GB45685/63A GB1101425A (en) | 1963-11-19 | 1963-11-19 | New pyrimidine derivatives |
| DK548264AA DK115995B (da) | 1963-11-19 | 1964-11-06 | Fremgangsmåde til fremstilling af derivater af piperazinyl-pyrimidin såvel som disses syreadditionssalte. |
| BE655431D BE655431A (en:Method) | 1963-11-19 | 1964-11-06 | |
| CH1449364A CH437310A (fr) | 1963-11-19 | 1964-11-10 | Procédé de préparation de nouveaux dérivés de la pyrimidine |
| DES94142A DE1297610B (de) | 1963-11-19 | 1964-11-11 | 2-(4-Benzylpiperazino)-pyrimidinderivate |
| NO155542A NO115800B (en:Method) | 1963-11-19 | 1964-11-12 | |
| US410771A US3299067A (en) | 1963-11-19 | 1964-11-12 | 2-[1'-(benzyl and phenyl)-4'-piperazinyl]-pyrimidine derivatives |
| SE13664/64A SE322521B (en:Method) | 1963-11-19 | 1964-11-12 | |
| BR164358/64A BR6464358D0 (pt) | 1963-11-19 | 1964-11-16 | Processo para o preparo de novos derivados da pirimidina |
| NL6413349A NL6413349A (en:Method) | 1963-11-19 | 1964-11-17 | |
| FI642416A FI46163C (fi) | 1963-11-19 | 1964-11-18 | Menetelmä uusien, vasodilaattoreina ja tulehdusta estävinä aineina ter apeuttisesti tehokkaiden pyrimidiinijohdannaisten ja niiden additiosuo lojen valmistamiseksi. |
| FR995390A FR1451232A (fr) | 1963-11-19 | 1964-11-18 | Nouveaux dérivés de la pyrimidine et leur procédé de préparation |
| AT979464A AT255421B (de) | 1963-11-19 | 1964-11-19 | Verfahren zur Herstellung von neuen Pyrimidinderivaten |
| ES0306226A ES306226A1 (es) | 1963-11-19 | 1964-11-19 | Procedimiento de preparaciën de nuevos derivados de la pirimidina |
| FR5760A FR4770M (en:Method) | 1963-11-19 | 1965-02-16 |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB45685/63A GB1101425A (en) | 1963-11-19 | 1963-11-19 | New pyrimidine derivatives |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1101425A true GB1101425A (en) | 1968-01-31 |
Family
ID=10438157
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB45685/63A Expired GB1101425A (en) | 1963-11-19 | 1963-11-19 | New pyrimidine derivatives |
Country Status (14)
| Country | Link |
|---|---|
| US (1) | US3299067A (en:Method) |
| AT (1) | AT255421B (en:Method) |
| BE (1) | BE655431A (en:Method) |
| BR (1) | BR6464358D0 (en:Method) |
| CH (1) | CH437310A (en:Method) |
| DE (1) | DE1297610B (en:Method) |
| DK (1) | DK115995B (en:Method) |
| ES (1) | ES306226A1 (en:Method) |
| FI (1) | FI46163C (en:Method) |
| FR (1) | FR4770M (en:Method) |
| GB (1) | GB1101425A (en:Method) |
| NL (2) | NL6413349A (en:Method) |
| NO (1) | NO115800B (en:Method) |
| SE (1) | SE322521B (en:Method) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2005068437A1 (en) * | 2004-01-16 | 2005-07-28 | Novartis Ag | 2, 4 - diaminopyrimidines and their use for inducing cardiomyogenesis |
Families Citing this family (47)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3980781A (en) * | 1966-03-31 | 1976-09-14 | Imperial Chemical Industries Limited | Fungicidal composition and method containing 2-amino-pyrimidines |
| GB1143167A (en) * | 1967-01-25 | 1969-02-19 | Ucb Sa | Derivatives of pyrimidine |
| GB1369379A (en) * | 1972-04-07 | 1974-10-09 | Science Union & Cie | Benzodioxole derivatives and processes for preparing them |
| US3919230A (en) * | 1974-02-07 | 1975-11-11 | Smithkline Corp | {62 -Naphthylmethyl piperazinyl derivatives |
| US3988457A (en) * | 1974-02-07 | 1976-10-26 | Smithkline Corporation | Novel compounds and compositions for treating Parkinson's disease |
| US3960863A (en) * | 1974-06-25 | 1976-06-01 | Sankyo Company Limited | Pyrido[1,2-a]pyrimidinone derivatives |
| US4166852A (en) * | 1974-08-09 | 1979-09-04 | Produits Chimiques Ugine Kuhlmann | Piperazino-pyrimidines and their use as spasmolytic agents |
| OA06083A (fr) * | 1977-11-09 | 1981-06-30 | Science Union & Cie Ste Franca | Nouvelles pipérazines disubstituées, leurs procédés de préparation et les compositions pharmaceutiques les renfermant. |
| FR2519986A1 (fr) * | 1982-01-21 | 1983-07-22 | Adir | Nouveaux derives de benzodioxine, leurs procedes de preparation et les compositions pharmaceutiques les renfermant |
| FR2539990A1 (fr) * | 1983-01-28 | 1984-08-03 | Sanofi Sa | Composition pharmaceutique a action psychotrope dopaminergique contenant une 2-piperazinopyrimidine |
| US4605655A (en) * | 1984-03-06 | 1986-08-12 | Bristol-Myers Company | Antipsychotic 1-fluorophenylbutyl-4-(2-pyrimidinyl)piperazine derivatives |
| US4980350A (en) * | 1988-02-25 | 1990-12-25 | Merck & Co., Inc. | Piperazinylalkylpyrimidines as hypoglycemic agents |
| EP0330263A1 (en) * | 1988-02-25 | 1989-08-30 | Merck & Co. Inc. | Piperazinylalkylpyrimidines as hypoglycemic agents |
| US4994460A (en) * | 1989-06-01 | 1991-02-19 | Bristol-Myers Squibb Co. | Agents for treatment of brain ischemia |
| US5859246A (en) * | 1997-01-30 | 1999-01-12 | Neurogen Corporation | 1-phenyl-4-benzylpiperazines: dopamine receptor subtype specific ligands |
| AU752008B2 (en) * | 1997-09-29 | 2002-09-05 | Aventis Pharmaceuticals Inc. | Aminoalkylphenol derivatives and related compounds |
| US6825198B2 (en) * | 2001-06-21 | 2004-11-30 | Pfizer Inc | 5-HT receptor ligands and uses thereof |
| EP1545519B1 (en) | 2002-08-19 | 2011-03-23 | Pfizer Inc. | Combination therapy for hyperproliferative diseases |
| US7241891B2 (en) * | 2004-03-29 | 2007-07-10 | Chung-Shan Institute Of Science & Technology | Method for the purification of Piribedil |
| US20060063803A1 (en) * | 2004-09-23 | 2006-03-23 | Pfizer Inc | 4-Amino substituted-2-substituted-1,2,3,4-tetrahydroquinoline compounds |
| US7741317B2 (en) | 2005-10-21 | 2010-06-22 | Bristol-Myers Squibb Company | LXR modulators |
| US7888376B2 (en) | 2005-11-23 | 2011-02-15 | Bristol-Myers Squibb Company | Heterocyclic CETP inhibitors |
| EP2094643B1 (en) | 2006-12-01 | 2012-02-29 | Bristol-Myers Squibb Company | N-((3-benzyl)-2,2-(bis-phenyl)-propan-1-amine derivatives as cetp inhibitors for the treatment of atherosclerosis and cardiovascular diseases |
| CN101735201B (zh) * | 2009-12-17 | 2012-05-30 | 宁夏康亚药业有限公司 | 一种吡贝地尔的制备方法 |
| CN101830891A (zh) * | 2010-05-18 | 2010-09-15 | 沈阳药科大学 | 一种吡贝地尔的制备方法 |
| CN105143203A (zh) | 2013-04-17 | 2015-12-09 | 辉瑞大药厂 | 用于治疗心血管疾病的n-哌啶-3-基苯甲酰胺衍生物 |
| SG11201701315VA (en) | 2014-08-28 | 2017-03-30 | Asceneuron Sa | Glycosidase inhibitors |
| WO2016055901A1 (en) | 2014-10-08 | 2016-04-14 | Pfizer Inc. | Substituted amide compounds |
| CN108884078A (zh) | 2016-02-25 | 2018-11-23 | 阿森纽荣股份公司 | 糖苷酶抑制剂 |
| SG11201807012QA (en) | 2016-02-25 | 2018-09-27 | Asceneuron S A | Acid addition salts of piperazine derivatives |
| US11612599B2 (en) | 2016-02-25 | 2023-03-28 | Asceneuron Sa | Glycosidase inhibitors |
| EP3585783A2 (en) | 2016-02-25 | 2020-01-01 | Asceneuron SA | Sulfoximine glycosidase inhibitors |
| US11261183B2 (en) | 2016-02-25 | 2022-03-01 | Asceneuron Sa | Sulfoximine glycosidase inhibitors |
| CN106432212B (zh) * | 2016-09-21 | 2019-01-11 | 苏州弘森药业股份有限公司 | 一种合成吡贝地尔的方法 |
| CN107163032A (zh) * | 2017-06-19 | 2017-09-15 | 太仓卡斯特姆新材料有限公司 | 一种高收率的吡贝地尔制备方法 |
| CN107266429A (zh) * | 2017-06-19 | 2017-10-20 | 太仓大唐化纤厂 | 一种高品质的吡贝地尔制备方法 |
| CN107216318A (zh) * | 2017-06-19 | 2017-09-29 | 太仓弘杉环保科技有限公司 | 一种吡贝地尔制备方法 |
| CN107417674B (zh) * | 2017-06-26 | 2020-12-29 | 苏州弘森药业股份有限公司 | 一种吡贝地尔的提纯方法 |
| US11213525B2 (en) | 2017-08-24 | 2022-01-04 | Asceneuron Sa | Linear glycosidase inhibitors |
| WO2019037861A1 (en) | 2017-08-24 | 2019-02-28 | Asceneuron S.A. | ANNOTATED GLYCOSIDASE INHIBITORS |
| RU2737721C2 (ru) * | 2017-12-15 | 2020-12-02 | Алексей Георгиевич Александров | Способ получения фармацевтической субстанции на основе пирибедила |
| WO2020039028A1 (en) | 2018-08-22 | 2020-02-27 | Asceneuron S. A. | Tetrahydro-benzoazepine glycosidase inhibitors |
| WO2020039029A1 (en) | 2018-08-22 | 2020-02-27 | Asceneuron S. A. | Spiro compounds as glycosidase inhibitors |
| MA53429A (fr) | 2018-08-22 | 2022-03-30 | Asceneuron Sa | Sels d'addition d'acide succinate et fumarate de dérivés de pipérazine utiles en tant qu'inhibiteurs de glycosidase |
| US12016852B2 (en) | 2018-08-22 | 2024-06-25 | Asceneuron Sa | Pyrrolidine glycosidase inhibitors |
| ES3007652T3 (en) | 2019-01-18 | 2025-03-20 | Astrazeneca Ab | 6'-[[(1s,3s)-3-[[5-(difluoromethoxy)-2-pyrimidinyl]amino]cyclopentyl]amino][1(2h),3'-bipyridin]-2-one as pcsk9 inhibitor and methods of use thereof |
| US20220143042A1 (en) | 2019-02-22 | 2022-05-12 | Asceneuron Sa | Fused glycosidase inhibitors |
Family Cites Families (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| NL72956C (en:Method) * | 1947-11-12 | |||
| DE942029C (de) * | 1951-06-22 | 1956-04-26 | American Cyanamid Co | Verfahren zur Herstellung von neuen, in 1-Stellung substituierten 4-Aminopiperazinderivaten |
| US3078214A (en) * | 1958-09-12 | 1963-02-19 | Sandoz Ag | Treatment of mental disturbances with esters of indoles |
| US2979508A (en) * | 1959-10-12 | 1961-04-11 | Paul A J Janssen | Heterocyclic derivatives of 1-phenyl-omega-(piperazine) alkanols |
| US2985657A (en) * | 1959-10-12 | 1961-05-23 | Paul A J Janssen | 1-(aroylalkyl)-4-heterocyclylpiperazines |
| US3141820A (en) * | 1960-10-31 | 1964-07-21 | Merck & Co Inc | Coccidiosis control composition |
| BE618035A (en:Method) * | 1961-05-26 | |||
| US3144387A (en) * | 1961-06-30 | 1964-08-11 | Parke Davis & Co | Anti-inflammatory compositions |
-
0
- NL NL127996D patent/NL127996C/xx active
-
1963
- 1963-11-19 GB GB45685/63A patent/GB1101425A/en not_active Expired
-
1964
- 1964-11-06 DK DK548264AA patent/DK115995B/da unknown
- 1964-11-06 BE BE655431D patent/BE655431A/xx unknown
- 1964-11-10 CH CH1449364A patent/CH437310A/fr unknown
- 1964-11-11 DE DES94142A patent/DE1297610B/de active Pending
- 1964-11-12 SE SE13664/64A patent/SE322521B/xx unknown
- 1964-11-12 US US410771A patent/US3299067A/en not_active Expired - Lifetime
- 1964-11-12 NO NO155542A patent/NO115800B/no unknown
- 1964-11-16 BR BR164358/64A patent/BR6464358D0/pt unknown
- 1964-11-17 NL NL6413349A patent/NL6413349A/xx unknown
- 1964-11-18 FI FI642416A patent/FI46163C/fi active
- 1964-11-19 ES ES0306226A patent/ES306226A1/es not_active Expired
- 1964-11-19 AT AT979464A patent/AT255421B/de active
-
1965
- 1965-02-16 FR FR5760A patent/FR4770M/fr not_active Expired
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2005068437A1 (en) * | 2004-01-16 | 2005-07-28 | Novartis Ag | 2, 4 - diaminopyrimidines and their use for inducing cardiomyogenesis |
Also Published As
| Publication number | Publication date |
|---|---|
| FR4770M (en:Method) | 1967-01-23 |
| SE322521B (en:Method) | 1970-04-13 |
| NL127996C (en:Method) | |
| BR6464358D0 (pt) | 1973-07-26 |
| NL6413349A (en:Method) | 1965-05-20 |
| NO115800B (en:Method) | 1968-12-09 |
| FI46163B (en:Method) | 1972-10-02 |
| ES306226A1 (es) | 1965-03-01 |
| DE1297610B (de) | 1969-06-19 |
| US3299067A (en) | 1967-01-17 |
| BE655431A (en:Method) | 1965-05-06 |
| DK115995B (da) | 1969-12-01 |
| CH437310A (fr) | 1967-06-15 |
| FI46163C (fi) | 1973-01-10 |
| AT255421B (de) | 1967-07-10 |
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