ES2040215T3 - Procedimiento para preparar nuevos tiazoles y oxazoles sustituidos. - Google Patents

Procedimiento para preparar nuevos tiazoles y oxazoles sustituidos.

Info

Publication number
ES2040215T3
ES2040215T3 ES198787102995T ES87102995T ES2040215T3 ES 2040215 T3 ES2040215 T3 ES 2040215T3 ES 198787102995 T ES198787102995 T ES 198787102995T ES 87102995 T ES87102995 T ES 87102995T ES 2040215 T3 ES2040215 T3 ES 2040215T3
Authority
ES
Spain
Prior art keywords
group
substituted
alkyl
alkoxy
carboxy
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 - Lifetime
Application number
ES198787102995T
Other languages
English (en)
Inventor
Manfred Dr. Dipl.-Chem. Reiffen
Rudolf Dr. Dipl.-Chem. Hurnaus
Robert Dr. Dipl.-Chem. Sauter
Wolfgang Dr. Dipl.-Chem. Grell
Eckhard Dr. Dipl.-Biol. Rupprecht
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.)
Boehringer Ingelheim Pharma GmbH and Co KG
Original Assignee
Dr Karl Thomae GmbH
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
Priority claimed from DE19863608290 external-priority patent/DE3608290A1/de
Application filed by Dr Karl Thomae GmbH filed Critical Dr Karl Thomae GmbH
Application granted granted Critical
Publication of ES2040215T3 publication Critical patent/ES2040215T3/es
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
    • C07D277/02—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings
    • C07D277/20—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D277/22—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P3/00—Drugs for disorders of the metabolism
    • A61P3/06—Antihyperlipidemics
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P3/00—Drugs for disorders of the metabolism
    • A61P3/08—Drugs for disorders of the metabolism for glucose homeostasis
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P3/00—Drugs for disorders of the metabolism
    • A61P3/08—Drugs for disorders of the metabolism for glucose homeostasis
    • A61P3/10—Drugs for disorders of the metabolism for glucose homeostasis for hyperglycaemia, e.g. antidiabetics
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P7/00—Drugs for disorders of the blood or the extracellular fluid
    • A61P7/02—Antithrombotic agents; Anticoagulants; Platelet aggregation inhibitors
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D263/00—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings
    • C07D263/02—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings
    • C07D263/30—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D263/32—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D265/00—Heterocyclic compounds containing six-membered rings having one nitrogen atom and one oxygen atom as the only ring hetero atoms
    • C07D265/28—1,4-Oxazines; Hydrogenated 1,4-oxazines
    • C07D265/30—1,4-Oxazines; Hydrogenated 1,4-oxazines not condensed with other rings
    • C07D265/32—1,4-Oxazines; Hydrogenated 1,4-oxazines not condensed with other rings with oxygen atoms directly attached to ring carbon atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
    • C07D277/02—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings
    • C07D277/20—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D277/22—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
    • C07D277/24—Radicals substituted by oxygen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
    • C07D277/02—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings
    • C07D277/20—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D277/32—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three 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, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
    • C07D277/02—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings
    • C07D277/20—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D277/32—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three 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, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D277/38—Nitrogen atoms
    • C07D277/40—Unsubstituted amino or imino radicals
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
    • C07D277/02—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings
    • C07D277/20—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D277/32—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three 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, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D277/38—Nitrogen atoms
    • C07D277/42—Amino or imino radicals substituted by hydrocarbon or substituted hydrocarbon radicals
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
    • C07D277/02—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings
    • C07D277/20—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D277/32—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three 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, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D277/38—Nitrogen atoms
    • C07D277/44—Acylated amino or imino radicals
    • C07D277/46—Acylated amino or imino radicals by carboxylic acids, or sulfur or nitrogen analogues thereof
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D413/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms
    • C07D413/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings
    • C07D413/04—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings directly linked by a ring-member-to-ring-member bond
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D417/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00
    • C07D417/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings
    • C07D417/04—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings directly linked by a ring-member-to-ring-member bond
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D417/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00
    • C07D417/14—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing three or more hetero rings

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Diabetes (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Engineering & Computer Science (AREA)
  • Hematology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Obesity (AREA)
  • Emergency Medicine (AREA)
  • Endocrinology (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Thiazole And Isothizaole Compounds (AREA)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)

Abstract

Nuevos tiazoles y oxazoles sustituidos de la fórmula general **fórmula** en que A significa un grupo n - alquileno con 2 ó 3 átomos de carbono, eventualmente mono - o di - sustituido con grupos metilo o etilo, X significa un átomo de oxígeno o azufre,R1 significa un átomo de hidrógeno o halógeno, un grupo trifluorometilo, alquilo, fenilo o piperidino o un grupo amino eventualmente sustituido con uno o dos grupos alquilo o un grupo alcanoílo o benzoílo, R2 significa un átomo de hidrógeno o un grupo alquilo, R3 significa un átomo de hidrógeno o un grupo alquilo que puede estar sustituido en las posiciones 2 ó 3 con un grupo hidroxi, ó R3 junto con R4 significan un grupo alcoxicarbonilmetileno o un grupo etileno, pudiendo estar reemplazado el grupo metileno contiguo al átomodeNu Ocon un grupocarbonilo, R4 significa un átomo de hidrógeno, un grupo alquilo eventualmente sustituido con un grupo fenilo, carboxi, alcoxicarbonilo o ciano o sustituido en posiciones 2 ó 3 con un grupo hidroxi, o un grupo alquenilo y R5 significa un grupo hidroxi, alcoxi, carboxi, alcoxicarbonilo, aminocarbonilo, alquilaminocarbonilo o dialquilaminocarbonilo, un grupo alcoxi con 1 a 6 átomos de carbono que está sustituido en posición terminal con un grupo carboxi, alcoxicarbonilo, aminocarbonilo, alquilaminocarbonilo o dialquilaminocarbonilo, un grupo alcoxi con 2 a 7 átomos de carbono que está sustituido en posición terminal con un grupo hidroxi, alcoxi, fenilalcoxi, amino, alquilamino, dialquilamino, pirrolidino, piperidino o hexametilenimino o un grupo etenileno eventualmente sustituido con un grupo alquilo que está sustituido en posición terminal con un grupo carboxi, alcoxicarbonilo, aminocarbonilo, alquilaminocarbonilo o dialquilaminocarbonilo, pudiendo contener todos los grupos alquilo, alcoxi o alcanoílo precedentemente mencionados, en tanto no se indique otra cosa, en cada caso 1 a 3 átomos de carbono y los grupos alquenileno precedentemente mencionados 3 a 5 ástomos de carbono, sus isómeros ópticos y sus diastereoisómeros así comosussales por adicion de ácidos.
ES198787102995T 1986-03-13 1987-03-03 Procedimiento para preparar nuevos tiazoles y oxazoles sustituidos. Expired - Lifetime ES2040215T3 (es)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE19863608290 DE3608290A1 (de) 1986-03-13 1986-03-13 Neue substituierte thiazole und oxazole, diese verbindungen enthaltende arzneimittel und verfahren zu ihrer herstellung
DE19863621775 DE3621775A1 (de) 1986-03-13 1986-06-28 Neue substituierte thiazole und oxazole, diese verbindungen enthaltende arzneimittel und verfahren zu ihrer herstellung

Publications (1)

Publication Number Publication Date
ES2040215T3 true ES2040215T3 (es) 1993-10-16

Family

ID=25841907

Family Applications (1)

Application Number Title Priority Date Filing Date
ES198787102995T Expired - Lifetime ES2040215T3 (es) 1986-03-13 1987-03-03 Procedimiento para preparar nuevos tiazoles y oxazoles sustituidos.

Country Status (19)

Country Link
US (2) US5457205A (es)
EP (1) EP0239815B1 (es)
JP (1) JPH0784446B2 (es)
KR (1) KR870008876A (es)
CA (1) CA1296002C (es)
DE (2) DE3621775A1 (es)
DK (1) DK168991B1 (es)
ES (1) ES2040215T3 (es)
FI (1) FI87777C (es)
GR (1) GR3002839T3 (es)
HK (1) HK106494A (es)
HU (1) HU196974B (es)
IE (1) IE59800B1 (es)
IL (1) IL81874A (es)
MX (1) MX9202818A (es)
NO (1) NO172849C (es)
PH (1) PH23996A (es)
PL (1) PL154772B1 (es)
PT (1) PT84462B (es)

Families Citing this family (17)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE3805382A1 (de) * 1988-02-20 1989-08-31 Boehringer Ingelheim Vetmed Verwendung von thiazolen zur leistungssteigerung bei tieren
JP3003148B2 (ja) * 1989-01-05 2000-01-24 藤沢薬品工業株式会社 チアゾール化合物、その製造法およびそれを含有する医薬組成物
AU660187B2 (en) * 1991-07-22 1995-06-15 Pfizer Inc. Chiral intermediates for the preparation of antidiabetics thiazoles
WO1995002586A1 (en) * 1993-07-14 1995-01-26 Taisho Pharmaceutical Co., Ltd. 5-acetylthiazoline oxime derivative
US6472387B1 (en) 1996-10-07 2002-10-29 Eli Lilly And Company Methods of using compounds as neuro-protective agents
CA2270661A1 (en) * 1996-10-07 1998-04-16 Lawrence Joseph Heinz Novel compounds useful as neuro-protective agents
US6121288A (en) * 1996-11-08 2000-09-19 Nippon Chemiphar Co., Ltd. Visceral fat lowering agent
AU9575698A (en) 1997-10-06 1999-04-27 Eli Lilly And Company Novel compounds useful as neuro-protective agents
US5972099A (en) * 1997-12-17 1999-10-26 Bayer Corporation Process for preparing organic pigment compositions
US6121300A (en) * 1998-11-10 2000-09-19 Wagle; Dilip R. Reversing advanced glycosylation cross-links using heterocyclic-substituted thiazolium salts
EP1353918B1 (en) * 2000-11-28 2005-01-12 Smithkline Beecham Plc Morpholine derivatives as antagonists of orexin receptors
ES2353601T3 (es) * 2003-04-15 2011-03-03 Wellstat Therapeutics Corporation Compuestos para el tratamiento de trastornos metabólicos.
CN1777576A (zh) 2003-04-22 2006-05-24 维尔斯达医疗公司 用于治疗代谢紊乱的化合物
GB0324654D0 (en) * 2003-10-22 2003-11-26 Glaxo Group Ltd Medicinal compounds
TW200526588A (en) * 2003-11-17 2005-08-16 Smithkline Beecham Corp Chemical compounds
WO2013062881A1 (en) * 2011-10-27 2013-05-02 Merck Sharp & Dohme Corp. Process for making beta 3 agonists and intermediates
US10791890B2 (en) 2018-03-27 2020-10-06 Omachron Intellectual Property Inc. Surface cleaning apparatus

Family Cites Families (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3225042A (en) * 1962-07-31 1965-12-21 Lilly Co Eli Hydroxymorpholines
US3514465A (en) * 1966-12-30 1970-05-26 Degussa Certain thiazolyl- and pyridinylaminoketones
LU69079A1 (es) * 1973-12-27 1975-08-20
DD144050A5 (de) * 1978-06-05 1980-09-24 Ciba Geigy Ag Verfahren zur herstellung von n-alkylierten aminoalkoholen
IE50355B1 (en) * 1979-10-20 1986-04-02 Wyeth John & Brother Ltd Morpholine derivatives
GB8418657D0 (en) * 1984-07-21 1984-08-22 Beecham Group Plc Compounds
US4826990A (en) * 1987-09-30 1989-05-02 American Home Products Corporation 2-aryl substituted heterocyclic compounds as antiallergic and antiinflammatory agents

Also Published As

Publication number Publication date
PT84462A (de) 1987-04-01
KR870008876A (ko) 1987-10-21
MX9202818A (es) 1992-06-30
HUT44246A (en) 1988-02-29
DK127487A (da) 1987-09-14
FI871052A0 (fi) 1987-03-11
PL264545A1 (en) 1988-07-21
JPS62226971A (ja) 1987-10-05
PH23996A (en) 1990-02-09
US5457205A (en) 1995-10-10
FI871052A7 (fi) 1987-09-14
US5604225A (en) 1997-02-18
NO871028D0 (no) 1987-03-12
DE3771541D1 (de) 1991-08-29
DE3621775A1 (de) 1988-01-07
HK106494A (en) 1994-10-14
IL81874A0 (en) 1987-10-20
JPH0784446B2 (ja) 1995-09-13
EP0239815B1 (de) 1991-07-24
NO172849C (no) 1993-09-15
CA1296002C (en) 1992-02-18
IE870644L (en) 1987-09-13
DK127487D0 (da) 1987-03-12
NO172849B (no) 1993-06-07
PT84462B (pt) 1989-10-04
IE59800B1 (en) 1994-04-06
DK168991B1 (da) 1994-07-25
EP0239815A1 (de) 1987-10-07
GR3002839T3 (en) 1993-01-25
NO871028L (no) 1987-09-14
FI87777C (fi) 1993-02-25
IL81874A (en) 1991-01-31
HU196974B (en) 1989-02-28
PL154772B1 (en) 1991-09-30
FI87777B (fi) 1992-11-13

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