IE38839B1 - Pyridazinyl,pyrimidinyl,pyrazinyl and pyridyl compounds and processes for their manufacture - Google Patents
Pyridazinyl,pyrimidinyl,pyrazinyl and pyridyl compounds and processes for their manufactureInfo
- Publication number
- IE38839B1 IE38839B1 IE255/74A IE25574A IE38839B1 IE 38839 B1 IE38839 B1 IE 38839B1 IE 255/74 A IE255/74 A IE 255/74A IE 25574 A IE25574 A IE 25574A IE 38839 B1 IE38839 B1 IE 38839B1
- Authority
- IE
- Ireland
- Prior art keywords
- alkyl
- het
- dihydroxypropoxy
- dichloropyrimidine
- allyloxy
- Prior art date
Links
- -1 Pyridazinyl,pyrimidinyl,pyrazinyl Chemical group 0.000 title abstract 3
- 238000000034 method Methods 0.000 title abstract 2
- 125000004076 pyridyl group Chemical group 0.000 title abstract 2
- 238000004519 manufacturing process Methods 0.000 title 1
- 125000000217 alkyl group Chemical group 0.000 abstract 7
- 150000001875 compounds Chemical class 0.000 abstract 3
- GRFNBEZIAWKNCO-UHFFFAOYSA-N 3-pyridinol Chemical compound OC1=CC=CN=C1 GRFNBEZIAWKNCO-UHFFFAOYSA-N 0.000 abstract 2
- 150000001204 N-oxides Chemical class 0.000 abstract 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 abstract 2
- 150000001299 aldehydes Chemical class 0.000 abstract 2
- BVKZGUZCCUSVTD-UHFFFAOYSA-N carbonic acid Chemical compound OC(O)=O BVKZGUZCCUSVTD-UHFFFAOYSA-N 0.000 abstract 2
- 239000007859 condensation product Substances 0.000 abstract 2
- 150000002576 ketones Chemical class 0.000 abstract 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 2
- 238000002360 preparation method Methods 0.000 abstract 2
- 150000003839 salts Chemical class 0.000 abstract 2
- RMNYHSJQXBBJON-UHFFFAOYSA-N (3-benzyl-2-phenyl-1,3-oxazolidin-5-yl)methanol Chemical compound C=1C=CC=CC=1C1OC(CO)CN1CC1=CC=CC=C1 RMNYHSJQXBBJON-UHFFFAOYSA-N 0.000 abstract 1
- IWTFOFMTUOBLHG-UHFFFAOYSA-N 2-methoxypyridine Chemical compound COC1=CC=CC=N1 IWTFOFMTUOBLHG-UHFFFAOYSA-N 0.000 abstract 1
- CGBQPTYOFPMKAL-UHFFFAOYSA-N 3-(benzylamino)propane-1,2-diol Chemical compound OCC(O)CNCC1=CC=CC=C1 CGBQPTYOFPMKAL-UHFFFAOYSA-N 0.000 abstract 1
- VLRGXXKFHVJQOL-UHFFFAOYSA-N 3-chloropentane-2,4-dione Chemical compound CC(=O)C(Cl)C(C)=O VLRGXXKFHVJQOL-UHFFFAOYSA-N 0.000 abstract 1
- YLMMYIIRADIZJQ-UHFFFAOYSA-N 5-(methylsulfanylmethyl)-1h-pyrimidine-2,4-dione Chemical compound CSCC1=CNC(=O)NC1=O YLMMYIIRADIZJQ-UHFFFAOYSA-N 0.000 abstract 1
- GVUOPSNMFBICMM-UHFFFAOYSA-N 5-bromo-6-morpholin-4-yl-1h-pyrimidine-2,4-dione Chemical compound OC1=NC(O)=C(Br)C(N2CCOCC2)=N1 GVUOPSNMFBICMM-UHFFFAOYSA-N 0.000 abstract 1
- OLTRUTPHSBQWAZ-UHFFFAOYSA-N 5-chloro-6-oxo-1h-pyridine-3-carboxylic acid Chemical compound OC(=O)C1=CNC(=O)C(Cl)=C1 OLTRUTPHSBQWAZ-UHFFFAOYSA-N 0.000 abstract 1
- BPNCSGUMGMVACS-UHFFFAOYSA-N 5-ethyl-1h-pyrimidin-6-one Chemical compound CCC1=CN=CNC1=O BPNCSGUMGMVACS-UHFFFAOYSA-N 0.000 abstract 1
- OWYWGLHRNBIFJP-UHFFFAOYSA-N Ipazine Chemical compound CCN(CC)C1=NC(Cl)=NC(NC(C)C)=N1 OWYWGLHRNBIFJP-UHFFFAOYSA-N 0.000 abstract 1
- CZPWVGJYEJSRLH-UHFFFAOYSA-N Pyrimidine Chemical compound C1=CN=CN=C1 CZPWVGJYEJSRLH-UHFFFAOYSA-N 0.000 abstract 1
- 239000000674 adrenergic antagonist Substances 0.000 abstract 1
- HONIICLYMWZJFZ-UHFFFAOYSA-N azetidine Chemical compound C1CNC1 HONIICLYMWZJFZ-UHFFFAOYSA-N 0.000 abstract 1
- ITQTTZVARXURQS-UHFFFAOYSA-N beta-methylpyridine Natural products CC1=CC=CN=C1 ITQTTZVARXURQS-UHFFFAOYSA-N 0.000 abstract 1
- 230000015572 biosynthetic process Effects 0.000 abstract 1
- 238000006243 chemical reaction Methods 0.000 abstract 1
- 239000003795 chemical substances by application Substances 0.000 abstract 1
- 230000004048 modification Effects 0.000 abstract 1
- 238000012986 modification Methods 0.000 abstract 1
- ZIHTVOXSRAROFC-UHFFFAOYSA-N n,n-dimethyl-3-prop-2-enoxypyrazin-2-amine Chemical compound CN(C)C1=NC=CN=C1OCC=C ZIHTVOXSRAROFC-UHFFFAOYSA-N 0.000 abstract 1
- 150000003152 propanolamines Chemical class 0.000 abstract 1
- 125000003373 pyrazinyl group Chemical group 0.000 abstract 1
- 125000002098 pyridazinyl group Chemical group 0.000 abstract 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 abstract 1
- 125000000714 pyrimidinyl group Chemical group 0.000 abstract 1
- 150000003254 radicals Chemical class 0.000 abstract 1
- 238000000926 separation method Methods 0.000 abstract 1
- 239000007858 starting material Substances 0.000 abstract 1
- 239000000021 stimulant Substances 0.000 abstract 1
- 125000001424 substituent group Chemical group 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom 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
- C07D213/62—Oxygen or sulfur atoms
- C07D213/69—Two or more oxygen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom 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
- C07D213/62—Oxygen or sulfur atoms
- C07D213/63—One oxygen atom
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH244473A CH584209A5 (en) | 1973-02-20 | 1973-02-20 | 3-amino-2-hydroxypropoxy substd. diazines and pyridines - with beta-adrenergic blocking or stimulating activity |
| FI193/74A FI60391C (fi) | 1973-02-20 | 1974-01-23 | Analogifoerfarande foer framstaellning av beta-reseptor-aktiva 1-heterocyklyloxi-3-amino-2-propanolfoereningar |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| IE38839L IE38839L (en) | 1974-08-20 |
| IE38839B1 true IE38839B1 (en) | 1978-06-07 |
Family
ID=25690464
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| IE255/74A IE38839B1 (en) | 1973-02-20 | 1974-02-11 | Pyridazinyl,pyrimidinyl,pyrazinyl and pyridyl compounds and processes for their manufacture |
Country Status (15)
Families Citing this family (31)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4195090A (en) * | 1973-02-20 | 1980-03-25 | Ciba-Geigy Corporation | 2-(3-Amino-2-hydroxy-propoxy)pyridine derivatives and pharmaceutical compositions therewith |
| US4000282A (en) * | 1974-12-16 | 1976-12-28 | Merck & Co., Inc. | 2-(3-tert. butyl or isopropylamino-2-hydroxypropoxy)-3-cyanopyridines |
| JPS5283759A (en) * | 1976-01-01 | 1977-07-12 | Merck & Co Inc | Substituted pyridines |
| US4092419A (en) * | 1976-06-15 | 1978-05-30 | Merck & Co., Inc. | Substituted (3-loweralkylamino-2-R1 O-propoxy)pyridines, their preparation and use |
| US4091104A (en) * | 1976-06-15 | 1978-05-23 | Merck & Co., Inc. | Substituted (3-loweralkylamino-2-R1 O-propoxy)pyridines, their preparation and use |
| US4060601A (en) * | 1976-06-15 | 1977-11-29 | Merck & Co., Inc. | Certain lower-alkyl amino-2'-hydroxy-propoxy pyridines |
| DE2711655A1 (de) * | 1977-03-17 | 1978-09-21 | Basf Ag | Pyridinyl-aminoalkylaether |
| US4166851A (en) * | 1977-05-16 | 1979-09-04 | Merck & Co., Inc. | Certain imidazo(1,2a)pyridine derivatives |
| US4753673A (en) * | 1977-07-22 | 1988-06-28 | The Dow Chemical Company | Trifluoromethyl pyridinyloxyphenoxy and pyridinylthiophenoxy propanoic acids and propanols and derivatives thereof and methods of herbicidal use |
| JPS54106476A (en) * | 1978-01-04 | 1979-08-21 | Merck & Co Inc | Multiisubstituted 22*33lower alkylaminoo22 r100propoxy*pyridine |
| US4279913A (en) * | 1978-01-04 | 1981-07-21 | Merck & Co., Inc. | Polysubstituted-2-(3-loweralkylamino-2-R1 O-propoxy)pyridines |
| US4144343A (en) * | 1978-01-04 | 1979-03-13 | Merck & Co., Inc. | Heterocycle substituted (3-loweralkylamino-2-R1 O-propoxy)pyridines |
| DK267779A (da) * | 1978-06-27 | 1979-12-28 | Merck & Co Inc | Fr&mgangsmaade til fremstilling af n-aralkylamino-propoxycyanopyridiner |
| US4208416A (en) * | 1978-06-27 | 1980-06-17 | Merck & Co., Inc. | N-Aralkyl containing cyanopyridines |
| US4210653A (en) * | 1978-06-27 | 1980-07-01 | Merck & Co., Inc. | Pyridyloxypropanolamines |
| US4294969A (en) * | 1979-01-29 | 1981-10-13 | Merck & Co., Inc. | Process for producing 2-bromo-3,5-disubstituted pyridines |
| US4393212A (en) * | 1979-01-29 | 1983-07-12 | Merck & Co., Inc. | Certain nicotinic acid esters and corresponding nicotinonitriles |
| DD150456A5 (de) * | 1979-03-01 | 1981-09-02 | Ciba Geigy Ag | Verfahren zur herstellung von derivaten des 3-amino-1,2-propandiols |
| US4281005A (en) | 1979-03-05 | 1981-07-28 | Merck & Co., Inc. | Novel 2-pyridylimidazole compounds |
| IT1165040B (it) * | 1979-04-23 | 1987-04-22 | Isf Spa | Alcossialchilidenidrazinopiridazione e procedimento per la loro preparazione |
| DE2943774A1 (de) * | 1979-10-26 | 1981-05-14 | 1000 Berlin Schering Ag Berlin Und Bergkamen | Substituierte pyridine, verfahren zu ihrer herstellung und ihre verwendung |
| IL62602A (en) * | 1980-05-19 | 1984-06-29 | Labaz Sanofi Nv | Pyridoxine derivatives,their preparation and pharmaceutical compositions containing them |
| FR2502618A1 (fr) * | 1981-03-25 | 1982-10-01 | Synthelabo | Derives de pyridine, leur preparation et leur application en therapeutique |
| US4517188A (en) * | 1983-05-09 | 1985-05-14 | Mead Johnson & Company | 1-Pyrimidinyloxy-3-hetaryl-alkylamino-2-propanols |
| US4598149A (en) * | 1984-03-02 | 1986-07-01 | Merck & Co., Inc. | 3-amino-2-hydroxypropyl of pyrimidin-4-one useful as antihypertensive, cardioprotective, antiarrythmic, and antianginal agents |
| US6465467B1 (en) | 1999-05-21 | 2002-10-15 | Biovitrum Ab | Certain aryl-aliphatic and heteroaryl-aliphatic piperazinyl pyrazines and their use in the treatment of serotonin-related diseases |
| US7361671B2 (en) * | 2001-11-15 | 2008-04-22 | The Institute For Pharmaceutical Discovery, Inc. | Substituted heteroarylalkanoic acids |
| CN100484933C (zh) | 2002-06-19 | 2009-05-06 | 比奥维特罗姆股份公开公司 | 新的吡嗪化合物及其在制备用于治疗与5-羟色胺相关的疾病的药物中的用途 |
| AU2003297562A1 (en) * | 2002-11-27 | 2004-06-23 | Artesian Therapeutics, Inc. | COMPOUNDS WITH MIXED PDE-INHIBITORY AND Beta-ADRENERGIC ANTAGONIST OR PARTIAL AGONIST ACTIVITY FOR TREATMENT OF HEART FAILURE |
| EP1773776A1 (en) * | 2004-07-23 | 2007-04-18 | Bayer Cropscience Sa | 3-pyridinylethylbenzamide derivatives as fungicides |
| JP2013505297A (ja) * | 2009-09-21 | 2013-02-14 | ヴァンダービルト ユニバーシティー | ｍＧｌｕＲ５の正のアロステリック調節因子としてのＯ−ベンジルニコチンアミド類似体 |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CA1001631A (en) * | 1972-05-05 | 1976-12-14 | Merck Sharp And Dohme (I.A.) Corp. | 2-(3-substituted amino-2-hydroxy-propoxy)-3-substituted pyrazines and method for preparation |
-
1974
- 1974-01-01 AR AR257055A patent/AR207133A1/es active
- 1974-01-01 AR AR257058A patent/AR206801A1/es active
- 1974-01-01 AR AR257054A patent/AR208397A1/es active
- 1974-01-29 SE SE7401114A patent/SE420834B/xx unknown
- 1974-02-11 IE IE255/74A patent/IE38839B1/xx unknown
- 1974-02-12 CA CA192,292A patent/CA1027131A/en not_active Expired
- 1974-02-13 GB GB651874A patent/GB1465946A/en not_active Expired
- 1974-02-13 IL IL44202A patent/IL44202A/xx unknown
- 1974-02-14 DE DE19742406930 patent/DE2406930A1/de not_active Ceased
- 1974-02-15 DK DK80774A patent/DK143501C/da not_active IP Right Cessation
- 1974-02-18 FR FR7405391A patent/FR2218101B1/fr not_active Expired
- 1974-02-18 DD DD176616A patent/DD110041A5/xx unknown
- 1974-02-18 LU LU69415A patent/LU69415A1/xx unknown
- 1974-02-19 AT AT133074A patent/AT335455B/de not_active IP Right Cessation
- 1974-02-19 BE BE141130A patent/BE811274A/xx not_active IP Right Cessation
- 1974-02-20 AR AR252438A patent/AR214612A1/es active
- 1974-02-20 CS CS741252A patent/CS203970B2/cs unknown
- 1974-12-23 AR AR257057A patent/AR203878A1/es active
-
1976
- 1976-01-01 AR AR264155A patent/AR208043A1/es active
- 1976-03-16 ES ES76446081A patent/ES446081A1/es not_active Expired
- 1976-03-16 ES ES446083A patent/ES446083A1/es not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| DK143501B (da) | 1981-08-31 |
| AR206801A1 (es) | 1976-08-23 |
| AR214612A1 (es) | 1979-07-13 |
| DK143501C (da) | 1982-02-22 |
| ES446081A1 (es) | 1977-06-16 |
| AT335455B (de) | 1977-03-10 |
| GB1465946A (en) | 1977-03-02 |
| DD110041A5 (enrdf_load_stackoverflow) | 1974-12-05 |
| ATA133074A (de) | 1976-07-15 |
| BE811274A (fr) | 1974-08-19 |
| IL44202A (en) | 1978-10-31 |
| IL44202A0 (en) | 1974-06-30 |
| AR207133A1 (es) | 1976-09-15 |
| AR208397A1 (es) | 1976-12-27 |
| LU69415A1 (enrdf_load_stackoverflow) | 1975-12-09 |
| FR2218101A1 (enrdf_load_stackoverflow) | 1974-09-13 |
| CA1027131A (en) | 1978-02-28 |
| SE420834B (sv) | 1981-11-02 |
| AR208043A1 (es) | 1976-11-22 |
| AR203878A1 (es) | 1975-10-31 |
| DE2406930A1 (de) | 1974-08-22 |
| IE38839L (en) | 1974-08-20 |
| CS203970B2 (en) | 1981-03-31 |
| FR2218101B1 (enrdf_load_stackoverflow) | 1977-07-15 |
| ES446083A1 (es) | 1977-09-16 |
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