ES423155A1 - Dihydropyridines derivatives their preparation and pharmaceu tical compositions containing them - Google Patents

Dihydropyridines derivatives their preparation and pharmaceu tical compositions containing them

Info

Publication number
ES423155A1
ES423155A1 ES423155A ES423155A ES423155A1 ES 423155 A1 ES423155 A1 ES 423155A1 ES 423155 A ES423155 A ES 423155A ES 423155 A ES423155 A ES 423155A ES 423155 A1 ES423155 A1 ES 423155A1
Authority
ES
Spain
Prior art keywords
formula
radical
hydrogen
alkoxy
general formula
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
Application number
ES423155A
Other languages
Spanish (es)
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Science Union et Cie
Original Assignee
Science Union et Cie
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Science Union et Cie filed Critical Science Union et Cie
Publication of ES423155A1 publication Critical patent/ES423155A1/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
    • C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
    • C07D401/12—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings linked by a chain containing hetero atoms as chain links
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C07C45/61—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups
    • C07C45/67—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton
    • C07C45/68—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms
    • C07C45/70—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms by reaction with functional groups containing oxygen only in singly bound form
    • C07C45/71—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms by reaction with functional groups containing oxygen only in singly bound form being hydroxy groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D211/00—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
    • C07D211/04—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D211/80—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members
    • C07D211/84—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two 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
    • C07D211/90—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D317/00—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms
    • C07D317/08—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3
    • C07D317/10—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 not condensed with other rings
    • C07D317/12—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 not condensed with other rings with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, directly attached to ring carbon atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D317/00—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms
    • C07D317/08—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3
    • C07D317/10—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 not condensed with other rings
    • C07D317/14—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 not condensed with other rings with substituted hydrocarbon radicals attached to ring carbon atoms
    • C07D317/18—Radicals substituted by singly bound oxygen or sulfur atoms
    • C07D317/22—Radicals substituted by singly bound oxygen or sulfur atoms etherified

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Hydrogenated Pyridines (AREA)
  • Plural Heterocyclic Compounds (AREA)

Abstract

Procedure for obtaining new 4-aryl 1,4-dihydropyridines of general formula I: **(See formula)** in which R1 and R2, differently or simultaneously, represent a straight or branched chain lower alkoyl radical, unsubstituted or substituted by one or more substituents selected from the group consisting of a halogen, a hydroxyl, an amino radical, (lower alkyl) amino, di- (lower alkyl) amino, alkoxy and alkoxy lower alkoxy, R3 represents a lower alkoyl radical, R4 represents hydrogen or an alkoyl radical having 1 to 3 carbon atoms, optionally substituted, and X represents well a phenyl pentahalogen group of formula: **(See formula)** in which Hal is a halogen atom or a phenyl or substituted group of the formula **(See formula)** in which R5 represents a cyclopropyl, lower alkenyl, lower alkynyl radical, a cyclopropyloxy, lower alkenyloxy, lower alkynyloxy, cyclopropyl lower alkoxy, lower arylalkenyloxy, lower alkenyloxy halogen or lower alkoxy arcin formula: **(See formula)** in which n is an integer that varies from 0 to 2 n'is an integer ranging from 0 to 3 R6 is hydrogen or a lower alkoyl radical R7 is hydrogen or a lower alkoyl radical R8 is hydrogen or a lower alkoyl radical or R6 and R7 together represent the alkylene chain, having 2 to 6 carbon atoms, of a nitrogenous heterocycle, or R7 and R8 together represent the alkylene chain of a nitrogen heterocycle, which may also include another heteroatom, having from 2 to 6 carbon atoms, with the restriction that R7 and R8 are not simultaneously hydrogen, characterized in that a benzaldehyde of general formula III is condensed, simultaneously or distinctly X - CHO in which X represents a pentahalophenophenyl group of the formula **(See formula)** wherein Hal is defined as above or a phenyl or substituted group of the formula **(See formula)** wherein the radical is defined as above, with two molecules of a 3-keto alkoxycarboxylic acid ester of general formula II **(See formula)** in which the substituents R2 and R3 are defined as above, and a molecule of a nitrogenous derivative of general formula IV R4NH2 (being defined above), to obtain a dihydropyridine of general formula I, which can, if desired, be salified by adding a mineral or organic acid. (Machine-translation by Google Translate, not legally binding)
ES423155A 1973-02-13 1974-02-12 Dihydropyridines derivatives their preparation and pharmaceu tical compositions containing them Expired ES423155A1 (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB703773A GB1409865A (en) 1973-02-13 1973-02-13 Dihydropyridines derivatives their preparation and pharmaceu tical compositions containing them

Publications (1)

Publication Number Publication Date
ES423155A1 true ES423155A1 (en) 1976-10-16

Family

ID=9825435

Family Applications (1)

Application Number Title Priority Date Filing Date
ES423155A Expired ES423155A1 (en) 1973-02-13 1974-02-12 Dihydropyridines derivatives their preparation and pharmaceu tical compositions containing them

Country Status (9)

Country Link
JP (1) JPS5112632B2 (en)
BE (1) BE810921A (en)
CA (1) CA1061346A (en)
DE (2) DE2462086A1 (en)
ES (1) ES423155A1 (en)
FR (1) FR2217016B1 (en)
GB (1) GB1409865A (en)
NL (1) NL7401914A (en)
SU (1) SU575025A3 (en)

Families Citing this family (43)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS5046994U (en) * 1973-08-29 1975-05-10
GB1552911A (en) * 1975-07-02 1979-09-19 Fujisawa Pharmaceutical Co 1,4 dihydropyridine derivatives and the preparation thereof
DE2841667A1 (en) * 1978-09-25 1980-04-10 Bayer Ag FLUORINE 1,4-DIHYDROPYRIDINE, METHOD FOR THE PRODUCTION THEREOF AND THEIR USE AS A MEDICINAL PRODUCT
JPS5822679Y2 (en) * 1980-11-07 1983-05-14 有限会社 米田製作所 facepiece cleaning tool
US4458099A (en) * 1981-03-19 1984-07-03 Hitachi, Ltd. Three-phase combined type gas insulated electrical apparatus
DE3207982A1 (en) * 1982-03-05 1983-09-08 Bayer Ag, 5090 Leverkusen NEW 1,4-DIHYDROPYRIDINE, METHOD FOR THE PRODUCTION AND USE THEREOF IN MEDICINAL PRODUCTS
JPS60143511A (en) * 1983-12-29 1985-07-29 スタツクス工業株式会社 Shielding device for audio signal circuit
IE57810B1 (en) * 1984-03-27 1993-04-21 Delagrange Lab 1,4-dihydropyridine derivatives,their preparation and their use
NZ212895A (en) * 1984-08-22 1988-07-28 Glaxo Spa 1,4-dihydropyridine derivatives and pharmaceutical compositions
GB8503428D0 (en) * 1985-02-11 1985-03-13 Ici Plc Nitrogen-containing compounds
GB8503425D0 (en) * 1985-02-11 1985-03-13 Ici Plc Alkanolamine derivatives
GB8503429D0 (en) * 1985-02-11 1985-03-13 Ici Plc Chemical compounds
GB8503427D0 (en) * 1985-02-11 1985-03-13 Ici Plc Basic compounds
GB8503426D0 (en) * 1985-02-11 1985-03-13 Ici Plc Pyridine derivatives
GB8503424D0 (en) * 1985-02-11 1985-03-13 Ici Plc Heterocyclic derivatives
DE3675747D1 (en) * 1985-08-21 1991-01-03 Glaxo Spa 1,4-DIHYDROPYRIDINE COMPOUNDS AND THEIR PRODUCTION AND PHARMACEUTICAL FORMULATION.
NZ217282A (en) * 1985-08-21 1989-01-27 Glaxo Spa 1,4-dihydropyridine derivatives and pharmaceutical compositions
DE3544211A1 (en) * 1985-12-13 1987-06-19 Bayer Ag NEW, FLUORINE 1,4-DIHYDROPYRIDINE, METHOD FOR THE PRODUCTION THEREOF AND THEIR USE AS MEDICINAL PRODUCTS
IT1204459B (en) * 1986-02-20 1989-03-01 Glaxo Spa HETEROCYCLIC DERIVATIVES
IT1204462B (en) * 1986-02-20 1989-03-01 Glaxo Spa HETEROCYCLIC DERIVATIVES
GR1002248B (en) * 1988-03-08 1996-04-23 Egyt Gyogyszervegyeszeti Gyar 1,4-dihydropyridine derivatives preparation method
US5158963A (en) * 1989-08-02 1992-10-27 Kaken Pharmaceutical Co., Ltd. 1-4-dihydropyridine derivative, process for preparing the same and pharmaceutical composition containing the same
EP0461264A4 (en) * 1989-12-29 1992-02-19 Kaken Pharmaceutical Co., Ltd. Ethynylphenyl derivative, production thereof, and remedy for diseases of circulatory organs containing the same as active ingredient
IT1283793B1 (en) * 1996-08-23 1998-04-30 Lusochimica Spa DIHYDROPYRIDINE PREPARATION PROCESS
WO2000005209A1 (en) * 1998-07-23 2000-02-03 Lin, Tong-Ho GUAIACOXYPROPANOLAMINES WITH α/β-ADRENERGIC BLOCKING ACTIVITY
SG11201403645VA (en) 2011-12-28 2014-07-30 Global Blood Therapeutics Inc Substituted benzaldehyde compounds and methods for their use in increasing tissue oxygenation
EP2797597B1 (en) 2011-12-28 2020-02-26 Global Blood Therapeutics, Inc. Substituted heteroaryl aldehyde compounds and methods for their use in increasing tissue oxygenation
AU2014237340C1 (en) 2013-03-15 2018-11-08 Global Blood Therapeutics, Inc. Compounds and uses thereof for the modulation of hemoglobin
US8952171B2 (en) 2013-03-15 2015-02-10 Global Blood Therapeutics, Inc. Compounds and uses thereof for the modulation of hemoglobin
EA033555B1 (en) 2013-03-15 2019-10-31 Global Blood Therapeutics Inc Pharmaceutical compositions for treating sickle cell disorder
US9422279B2 (en) 2013-03-15 2016-08-23 Global Blood Therapeutics, Inc. Compounds and uses thereof for the modulation of hemoglobin
US9604999B2 (en) 2013-03-15 2017-03-28 Global Blood Therapeutics, Inc. Compounds and uses thereof for the modulation of hemoglobin
US10266551B2 (en) 2013-03-15 2019-04-23 Global Blood Therapeutics, Inc. Compounds and uses thereof for the modulation of hemoglobin
US9458139B2 (en) 2013-03-15 2016-10-04 Global Blood Therapeutics, Inc. Compounds and uses thereof for the modulation of hemoglobin
CA2902711C (en) 2013-03-15 2021-07-06 Global Blood Therapeutics, Inc. Substituted pyridinyl-6-methoxy-2-hydroxybenzaldehyde derivatives and pharmaceutical compositions thereof useful for the modulation of hemoglobin
US9802900B2 (en) 2013-03-15 2017-10-31 Global Blood Therapeutics, Inc. Bicyclic heteroaryl compounds and uses thereof for the modulation of hemoglobin
WO2014145040A1 (en) * 2013-03-15 2014-09-18 Global Blood Therapeutics, Inc. Substituted aldehyde compounds and methods for their use in increasing tissue oxygenation
EA201992707A1 (en) 2013-11-18 2020-06-30 Глобал Блад Терапьютикс, Инк. COMPOUNDS AND THEIR APPLICATIONS FOR HEMOGLOBIN MODULATION
AP2016009261A0 (en) 2014-02-07 2016-06-30 Global Blood Therapeutics Inc Crystalline polymorphs of the free base of 2-hydroxy-6-((2-(1-isopropyl-1h-pyrazol-5-yl)pyridin-3-yl)methoxy)benzaldehyde
WO2017096230A1 (en) 2015-12-04 2017-06-08 Global Blood Therapeutics, Inc. Dosing regimens for 2-hydroxy-6-((2-(1-isopropyl-1h-pyrazol-5-yl)pyridin-3-yl)methoxy)benzaldehyde
TWI825524B (en) 2016-05-12 2023-12-11 美商全球血液治療公司 Process for synthesizing 2-hydroxy-6-((2-(1-isopropyl-1hpyrazol-5-yl)-pyridin-3-yl)methoxy)benzaldehyde
TWI778983B (en) 2016-10-12 2022-10-01 美商全球血液治療公司 Tablets comprising 2-hydroxy-6-((2-(1-isopropyl-1h-pyrazol-5-yl)pyridin-3-yl)methoxy)benzaldehyde
ES2966707T3 (en) 2018-10-01 2024-04-23 Global Blood Therapeutics Inc Hemoglobin modulators for the treatment of sickle cell disease

Family Cites Families (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1923990C3 (en) * 1969-05-10 1978-11-23 Bayer Ag Process for the preparation of N-substituted M-dihydropyridine-S.S-dicarboxylic acid esters
ZA7152B (en) * 1970-01-24 1971-10-27 Bayer Ag New pharmaceutically active 1,4-dihydropyridines
DE2005116C3 (en) * 1970-02-05 1980-02-14 Bayer Ag, 5090 Leverkusen Symmetrical 1,4-dihydropyridine-3,5-dicarboxylic acid esters
DE2117571C3 (en) * 1971-04-10 1979-10-11 Bayer Ag, 5090 Leverkusen Asymmetrical 1,4-dihydropyridine-33-dicarboxylic acid esters, process for their preparation and their use as pharmaceuticals
DE2117572C3 (en) * 1971-04-10 1980-03-20 Bayer Ag, 5090 Leverkusen Asymmetrical 1,4-dihydropyridine ^ -dicarboxylic acid esters, process for their preparation and their use as pharmaceuticals

Also Published As

Publication number Publication date
DE2462086A1 (en) 1975-10-23
SU575025A3 (en) 1977-09-30
DE2405658A1 (en) 1974-08-29
FR2217016B1 (en) 1977-07-01
JPS5112632B2 (en) 1976-04-21
FR2217016A1 (en) 1974-09-06
BE810921A (en) 1974-08-12
CA1061346A (en) 1979-08-28
NL7401914A (en) 1974-08-15
JPS5040576A (en) 1975-04-14
GB1409865A (en) 1975-10-15

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