ES446083A1 - 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
- ES446083A1 ES446083A1 ES446083A ES446083A ES446083A1 ES 446083 A1 ES446083 A1 ES 446083A1 ES 446083 A ES446083 A ES 446083A ES 446083 A ES446083 A ES 446083A ES 446083 A1 ES446083 A1 ES 446083A1
- Authority
- ES
- Spain
- Prior art keywords
- carbon atoms
- amino
- case
- lower alkyl
- alkyl
- 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
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)
Abstract
Procedure for obtaining derivatives of 2-hydroxy-3-aminopropane with beta-receptor activity, of the formula: ** (See formula) ** where Het means pyridyl, pyrazinyl, pyridazinyl, pyrimidinyl; R1 signifies hydrogen or methyl; R2 means lower alkyl with up to 7 carbon atoms; phenylalkyl with up to 7 carbon atoms in the alkyl part, optionally substituted by lower alkyl or lower alkoxy groups, in each case with up to 7 carbon atoms, trifluoromethyl or halogen, cyano lower alkyl or lower carboxyalkyl, in each case with up to 7 carbon atoms in the lower alkyl part, or lower carboxyalkyl with up to 7 carbon atoms in the lower alkyl part, esterified by a cycloalkanol with 3 to 7 ring members, or by a lower alkanol or a lower phenylalkanol, in each case with up to 7 carbon atoms in the lower alkyl part, optionally substituted by halogen, lower alkyl or lower alkoxy, in each case with up to 7 carbon atoms, or carbamoylalkyl with up to 7 carbon atoms, optionally substituted in the nitrogen atom by one or two lower alkyl moieties, in each case with up to 7 carbon atoms in the lower alkyl part, or by lower alkylene with 3-7 atoms of carbon in the alkyl chain, or by lower oxaalkylene or lower thiaalkylene, in each case with 4 or 5 carbon atoms in the lower alkylene chain or by lower azaalkylene with 2-6 carbon atoms in the lower alkylene chain; R3 stands for hydrogen, halogen, cyano, hydroxy, lower alkyl, lower alkoxy-lower alkyl, amino lower alkyl, lower alkoxy-lower alkenyl, lower alkyl-amino, dialkyl lower amino or lower alkyl sulfonyl, in each case with up to 7 atoms carbon in the lower alkyl, lower alkanoyl-amino, or phenyl-lower alkanoyl-amino part, in each case with up to 7 carbon atoms in the lower alkyl part, optionally substituted by halogen, trifluoromethyl, lower alkyl, lower alkenyl , lower alkoxy, lower alkenyloxy, or lower alkoxy-methyl, in each case with up to 7 carbon atoms in the lower residues, or lower alkoxy-carbonyl-amino, with up to 7 carbon atoms in the lower alkyl, lower alkanoyl- part. amino-lower alkyl, lower alkanoyl-amino-lower alkylene or phenylalkanoyl-amino-lower alkyl or phenylalkanoyl-lower-amino-lower alkylene, in each case with up to 7 car atoms bond in the lower radicals, optionally substituted by halogen, trifluoromethyl, lower alkyl, lower alkenyl, lower alkoxy, lower alkenyloxy or lower alkoxy-methyl, in each case with up to 7 carbon atoms in the lower radicals, lower alkoxycarbonylamino -lower alkyl or lower alkoxy-carbonylamino-lower alkylene, in each case with up to 7 carbon atoms in the lower residues, and R4 means hydrogen, halogen, lower alkyl, hydroxy-lower alkyl, lower alkenyl, lower alkoxy, lower alkoxy- lower alkyl amino-lower alkyl, lower alkoxy-lower alkoxy, lower alkenyloxy, lower alkylthio, lower alkylthio-lower alkoxy, lower alkylthio-lower alkyl, lower alkyl-amino, dialkyl lower amino, lower alkyl sulfonyl or lower alkoxy carbonyl , in each cago with up to 7 carbon atoms in the lower alkyl, hydroxy, lower alkylene-amino or hydroxyalkylene lower amino part, in each case with 4-8 ring members and 3-7 carbon atoms in the alkyl, oxa-lower-amino or thiaalkylene-lower-amino chain, in each case with 4-5 carbon atoms in the alkylene-lower azaalkylene chain -amino with 2-6 carbon atoms in the alkylene, phenyl chain, optionally substituted by halogen, trifluoromethyl, lower alkyl, lower alkenyl, lower alkoxy-methyl, lower alkoxy or lower alkenyloxy, in each case with up to 7 atoms of carbon in the lower radicals, or phenylthio, optionally substituted by halogen, trifluoromethyl, lower alkyl or lower alkoxy with up to 7 carbon atoms, lower alkanoyl-amino or phenyl-lower alkanoyl-amino in each case with up to 7 carbon atoms in the lower alkyl part, optionally substituted by halogen, trifluoromethyl, lower alkyl, lower alkenyl, lower alkoxy, lower alkenyloxy or lower alkoxy-methyl, in each case with up to 7 carbon atoms in l the lower residues, or lower alkoxycarbonylamino with up to 7 carbon atoms in the lower alkyl part, and R5 means lower alkanoyl-amino, or phenyl-lower alkanoyl amino in each case with up to 7 carbon atoms in the lower alkane part, optionally substituted by halogen, trifluoromethyl, lower alkyl, lower alkenyl, lower alkoxy, lower alkenyloxy or lower alkoxy -methyl, in each case with up to 7 carbon atoms in the lower residues, or lower alkoxy-carbonylamino with up to 7 carbon atoms in the lower alkyl part, and n has values 1, 2 or 3, under the condition that when R3 and R4 signify hydrogen, R5 and n have the indicated meanings in the case that Het means pyridyl, or that, when R5 signifies hydrogen, R3 and R4 have the stated meaning when Het signifies pyrazinyl, pyridazinyl or pyrimidinyl, where at least one of the residues R3 and R4 exclusively mean lower-alkanoyl-amino or phenylalkanoyl-lower-amino in each case with up to 7 carbon atoms in the lower-alkane part, optionally sub ituido by halogen, trifluoromethyl, lower alkyl, lower alkenyl, lower alkoxy, lower alkenyloxy or lower alkoxy-methyl, in each case with up to 7 carbon atoms in the lower residues, or lower alkoxy-carbonylamino with up to 7 carbon atoms in the lower alkyl part, as well as its N-oxides and salts, especially the acid addition salts of therapeutic application, characterized in that a compound of formula: ** (See formula) ** where X3 signifies the primary amino group or the R3 moiety; X4 means the primary amino group or the R4 moiety; X5 means the primary amino group and n has the values 1, 2 or 3, under the condition that when X3 and X4 signify hydrogen and n have the indicated meaning in case Het signifies pyridyl, or that when X5 signifies hydrogen X3 and X4 have the meaning indicated when Het means pyrazinyl, pyridazinyl or pyrimidyl where at least one of the residues X3 and X4 exclusively signifies the primary amino group, as well as its N-oxides, is reacted with a lower alkane-carboxylic acid or with a phenylalkanoic acid lower-carboxylic, optionally substituted by halogen, trifluoromethyl, lower alkyl, lower alkenyl, lower alkoxy, lower alkenyloxy or lower alkoxy-methyl, in each case with up to 7 carbon atoms in the lower radicals, or with a lower alkoxy acid -carboxylic with up to 7 carbon atoms in the lower alkyl part or with a reactive derivative thereof. (Machine-translation by Google Translate, not legally binding)
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 (en) | 1973-02-20 | 1974-01-23 | ANALOGIFICATION OF FRAMSTATION WITH BETA-RECEPTOR-ACTIVE 1-HETEROCYCLYLOXY-3-AMINO-2-PROPANOLFOERING |
Publications (1)
Publication Number | Publication Date |
---|---|
ES446083A1 true ES446083A1 (en) | 1977-09-16 |
Family
ID=25690464
Family Applications (2)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
ES76446081A Expired ES446081A1 (en) | 1973-02-20 | 1976-03-16 | Pyridazinyl,pyrimidinyl,pyrazinyl and pyridyl compounds and processes for their manufacture |
ES446083A Expired ES446083A1 (en) | 1973-02-20 | 1976-03-16 | Pyridazinyl,pyrimidinyl,pyrazinyl and pyridyl compounds and processes for their manufacture |
Family Applications Before (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
ES76446081A Expired ES446081A1 (en) | 1973-02-20 | 1976-03-16 | Pyridazinyl,pyrimidinyl,pyrazinyl and pyridyl compounds and processes for their manufacture |
Country Status (15)
Country | Link |
---|---|
AR (6) | AR208397A1 (en) |
AT (1) | AT335455B (en) |
BE (1) | BE811274A (en) |
CA (1) | CA1027131A (en) |
CS (1) | CS203970B2 (en) |
DD (1) | DD110041A5 (en) |
DE (1) | DE2406930A1 (en) |
DK (1) | DK143501C (en) |
ES (2) | ES446081A1 (en) |
FR (1) | FR2218101B1 (en) |
GB (1) | GB1465946A (en) |
IE (1) | IE38839B1 (en) |
IL (1) | IL44202A (en) |
LU (1) | LU69415A1 (en) |
SE (1) | SE420834B (en) |
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 |
US4060601A (en) * | 1976-06-15 | 1977-11-29 | Merck & Co., Inc. | Certain lower-alkyl amino-2'-hydroxy-propoxy 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 |
DE2711655A1 (en) * | 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 |
US4210653A (en) * | 1978-06-27 | 1980-07-01 | Merck & Co., Inc. | Pyridyloxypropanolamines |
DK267779A (en) * | 1978-06-27 | 1979-12-28 | Merck & Co Inc | PROCEDURE FOR THE PREPARATION OF N-ARALKYLAMINO-PROPOXYCYANOPYRIDINES |
US4208416A (en) * | 1978-06-27 | 1980-06-17 | Merck & Co., Inc. | N-Aralkyl containing cyanopyridines |
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 (en) * | 1979-03-01 | 1981-09-02 | Ciba Geigy Ag | PROCESS FOR THE PREPARATION OF DERIVATIVES OF 3-AMINO-1,2-PROPANDIOL |
US4281005A (en) | 1979-03-05 | 1981-07-28 | Merck & Co., Inc. | Novel 2-pyridylimidazole compounds |
IT1165040B (en) * | 1979-04-23 | 1987-04-22 | Isf Spa | ALCOSSIALKILIDENIDRAZINOPIRIDAZIONE AND PROCEDURE FOR THEIR PREPARATION |
DE2943774A1 (en) * | 1979-10-26 | 1981-05-14 | 1000 Berlin Schering Ag Berlin Und Bergkamen | SUBSTITUTED PYRIDINE, METHOD FOR THEIR PRODUCTION AND THEIR USE |
IL62602A (en) * | 1980-05-19 | 1984-06-29 | Labaz Sanofi Nv | Pyridoxine derivatives,their preparation and pharmaceutical compositions containing them |
FR2502618A1 (en) * | 1981-03-25 | 1982-10-01 | Synthelabo | PYRIDINE DERIVATIVES, THEIR PREPARATION AND THEIR THERAPEUTIC APPLICATION |
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 |
IL165220A0 (en) | 2002-06-19 | 2005-12-18 | Biovitrum Ab | Novel compounds, their use and preparation |
JP2006509790A (en) * | 2002-11-27 | 2006-03-23 | アルテシアン セラピューティック,インコーポレイティド | Compounds with mixed PDE inhibition and beta-adrenergic antagonist activity or partial agonist activity for the treatment of heart failure |
JP2008507491A (en) * | 2004-07-23 | 2008-03-13 | バイエル・クロツプサイエンス・エス・アー | 3-pyridinylethylbenzamide derivatives as fungicides |
AU2010295288A1 (en) * | 2009-09-21 | 2012-05-03 | Johnson & Johnson | O-benzyl nicotinamide analogs as mGluR5 positive allosteric modulators |
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 AR257054A patent/AR208397A1/en active
- 1974-01-01 AR AR257055A patent/AR207133A1/en active
- 1974-01-01 AR AR257058A patent/AR206801A1/en active
- 1974-01-29 SE SE7401114A patent/SE420834B/en unknown
- 1974-02-11 IE IE255/74A patent/IE38839B1/en unknown
- 1974-02-12 CA CA192,292A patent/CA1027131A/en not_active Expired
- 1974-02-13 IL IL44202A patent/IL44202A/en unknown
- 1974-02-13 GB GB651874A patent/GB1465946A/en not_active Expired
- 1974-02-14 DE DE19742406930 patent/DE2406930A1/en not_active Ceased
- 1974-02-15 DK DK80774A patent/DK143501C/en not_active IP Right Cessation
- 1974-02-18 DD DD176616A patent/DD110041A5/xx unknown
- 1974-02-18 LU LU69415A patent/LU69415A1/xx unknown
- 1974-02-18 FR FR7405391A patent/FR2218101B1/fr not_active Expired
- 1974-02-19 AT AT133074A patent/AT335455B/en not_active IP Right Cessation
- 1974-02-19 BE BE141130A patent/BE811274A/en not_active IP Right Cessation
- 1974-02-20 CS CS741252A patent/CS203970B2/en unknown
- 1974-02-20 AR AR252438A patent/AR214612A1/en active
- 1974-12-23 AR AR257057A patent/AR203878A1/en active
-
1976
- 1976-01-01 AR AR264155A patent/AR208043A1/en active
- 1976-03-16 ES ES76446081A patent/ES446081A1/en not_active Expired
- 1976-03-16 ES ES446083A patent/ES446083A1/en not_active Expired
Also Published As
Publication number | Publication date |
---|---|
GB1465946A (en) | 1977-03-02 |
CA1027131A (en) | 1978-02-28 |
DE2406930A1 (en) | 1974-08-22 |
FR2218101A1 (en) | 1974-09-13 |
AT335455B (en) | 1977-03-10 |
AR206801A1 (en) | 1976-08-23 |
AR208043A1 (en) | 1976-11-22 |
LU69415A1 (en) | 1975-12-09 |
FR2218101B1 (en) | 1977-07-15 |
IL44202A (en) | 1978-10-31 |
DK143501C (en) | 1982-02-22 |
IL44202A0 (en) | 1974-06-30 |
IE38839L (en) | 1974-08-20 |
BE811274A (en) | 1974-08-19 |
ES446081A1 (en) | 1977-06-16 |
SE420834B (en) | 1981-11-02 |
AR208397A1 (en) | 1976-12-27 |
IE38839B1 (en) | 1978-06-07 |
AR203878A1 (en) | 1975-10-31 |
DD110041A5 (en) | 1974-12-05 |
ATA133074A (en) | 1976-07-15 |
AR214612A1 (en) | 1979-07-13 |
CS203970B2 (en) | 1981-03-31 |
AR207133A1 (en) | 1976-09-15 |
DK143501B (en) | 1981-08-31 |
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