DE123146T1 - Verbindungen mit entzuendungshemmender wirkung, verfahren zu ihrer herstellung und pharmazeutische praeparate die sie enthalten. - Google Patents

Verbindungen mit entzuendungshemmender wirkung, verfahren zu ihrer herstellung und pharmazeutische praeparate die sie enthalten.

Info

Publication number
DE123146T1
DE123146T1 DE198484103220T DE84103220T DE123146T1 DE 123146 T1 DE123146 T1 DE 123146T1 DE 198484103220 T DE198484103220 T DE 198484103220T DE 84103220 T DE84103220 T DE 84103220T DE 123146 T1 DE123146 T1 DE 123146T1
Authority
DE
Germany
Prior art keywords
cyclohexyl
group
compounds
methyl
pharmaceutical compositions
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.)
Pending
Application number
DE198484103220T
Other languages
English (en)
Inventor
Giuseppe I-20100 Milano Quadro
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.)
Chiesi Farmaceutici SpA
Original Assignee
Chiesi Farmaceutici SpA
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 Chiesi Farmaceutici SpA filed Critical Chiesi Farmaceutici SpA
Publication of DE123146T1 publication Critical patent/DE123146T1/de
Pending legal-status Critical Current

Links

Classifications

    • 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
    • C07D417/12—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 linked by a chain containing hetero atoms as chain links
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00—Drugs for disorders of the nervous system
    • A61P25/04—Centrally acting analgesics, e.g. opioids
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P29/00—Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C331/00—Derivatives of thiocyanic acid or of isothiocyanic acid
    • C07C331/16—Isothiocyanates
    • C07C331/28—Isothiocyanates having isothiocyanate groups bound to carbon atoms of six-membered aromatic rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C65/00—Compounds having carboxyl groups bound to carbon atoms of six—membered aromatic rings and containing any of the groups OH, O—metal, —CHO, keto, ether, groups, groups, or groups
    • C07C65/21—Compounds having carboxyl groups bound to carbon atoms of six—membered aromatic rings and containing any of the groups OH, O—metal, —CHO, keto, ether, groups, groups, or groups containing ether groups, groups, groups, or groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D209/02—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
    • C07D209/04—Indoles; Hydrogenated indoles
    • C07D209/30—Indoles; Hydrogenated indoles with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, directly attached to carbon atoms of the hetero ring
    • C07D209/32—Oxygen atoms
    • C07D209/38—Oxygen atoms in positions 2 and 3, e.g. isatin
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D215/00—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems
    • C07D215/02—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom
    • C07D215/16—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms 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
    • C07D215/38—Nitrogen atoms
    • C07D215/42—Nitrogen atoms attached in position 4
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D215/00—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems
    • C07D215/02—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom
    • C07D215/16—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms 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
    • C07D215/38—Nitrogen atoms
    • C07D215/42—Nitrogen atoms attached in position 4
    • C07D215/46—Nitrogen atoms attached in position 4 with hydrocarbon radicals, substituted by nitrogen atoms, attached to said nitrogen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D215/00—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems
    • C07D215/02—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom
    • C07D215/16—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms 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
    • C07D215/48—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen
    • C07D215/50—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen attached in position 4

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Veterinary Medicine (AREA)
  • General Chemical & Material Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • Public Health (AREA)
  • Engineering & Computer Science (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Pain & Pain Management (AREA)
  • Rheumatology (AREA)
  • Neurology (AREA)
  • Neurosurgery (AREA)
  • Biomedical Technology (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
  • Medicinal Preparation (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)

Claims (7)

  1. wobei R eine Methyl-, Alkoxy- oder Thioalkylgruppe darstellt,
    R' eine Zyklohexyl- oder 3,4,5-Trimethoxyphenylgruppe, unter der Bedingung, daß, wenn R eine Methylgruppe ist, R' ungleich bzw. verschieden zu einer Zyklohexylgruppe ist.
  2. 2. Verbindung nach Anspruch 1,
    dadurch gekennzeichnet, daß R Methyl und R1 3,4,5-Trimethoxyphenyl ist.
  3. 3. Verbindung nach Anspruch 1,
    dadurch gekennzeichnet, daß R Thiomethyl und R' Zyklohexyl ist.
  4. 4. Verfahren zum Herstellen von Verbindungen der Formel I, das folgende Schritte enthält:
    a) Reaktion eines 2-substituierten-4-Amino-Chinolins und eines Zyklohexyl- oder 3,4,5-Trimethoxypheny1-Isozyanates bei Vorhandensein von Basen und in einem wasserfreien Medium;
    b) Dehydration des Harnstoffes IV, den man in a) gewinnt, zu Carbodiimid V durch Behandlung mit Triphenylphosphin in Kohlenstofftetrachlorid bei Vorhandensein von Triäthylamin;
    c) Reaktion des Carbodiimides V mit 2-Aminothiazol in wasserfreien aromatischen Kohlenwasserstofflösemitteln bei Refluxtemperatur.
  5. 5. Pharmazeutische Zusammensetzungen, die entzündungshemmen
    der, analgetische und fiebersenkende Wirkungen aufweisen und die als aktive Grundbestandteile therapeutisch wirksame Mengen der Verbindungen der Formel I oder äquivalente Mengen ihrer Salze in Verbindung mit Trägerstoffen oder Verdünnungsmitteln aufweisen.
  6. 6. Pharmazeutische Zusammensetzungen nach Anspruch 5 zur oralen, rektalen oder parenteralen Verabreichung in Form von Kapseln, fakultativ überzogenen Tabletten, Zäpfchen oder Ampullen, die 100 - 500 mg eines aktiven Grundstoffes pro Dosiseinheit enthalten.
  7. 7. Pharmazeutische Zusammensetzungen nach Anspruch 5 zur äußerlichen Anwendung in Form von Cremes, Salben oder Gelen, die 1 - 5 % des aktiven Grundstoffes enthalten.
DE198484103220T 1983-04-06 1984-03-23 Verbindungen mit entzuendungshemmender wirkung, verfahren zu ihrer herstellung und pharmazeutische praeparate die sie enthalten. Pending DE123146T1 (de)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
IT20468/83A IT1205640B (it) 1983-04-06 1983-04-06 Nuovi composti ad attivita' antiinfiammatoria,procedimento per la loro preparazione e composizioni farmaceutiche che li contengono

Publications (1)

Publication Number Publication Date
DE123146T1 true DE123146T1 (de) 1985-02-14

Family

ID=11167401

Family Applications (2)

Application Number Title Priority Date Filing Date
DE198484103220T Pending DE123146T1 (de) 1983-04-06 1984-03-23 Verbindungen mit entzuendungshemmender wirkung, verfahren zu ihrer herstellung und pharmazeutische praeparate die sie enthalten.
DE8484103220T Expired - Lifetime DE3482324D1 (de) 1983-04-06 1984-03-23 Verbindung mit entzuendungshemmender wirkung, verfahren zu ihrer herstellung und pharmazeutische praeparate die sie enthalten.

Family Applications After (1)

Application Number Title Priority Date Filing Date
DE8484103220T Expired - Lifetime DE3482324D1 (de) 1983-04-06 1984-03-23 Verbindung mit entzuendungshemmender wirkung, verfahren zu ihrer herstellung und pharmazeutische praeparate die sie enthalten.

Country Status (9)

Country Link
US (1) US4839366A (de)
EP (1) EP0123146B1 (de)
JP (1) JPS59210084A (de)
AT (1) ATE53030T1 (de)
DE (2) DE123146T1 (de)
ES (1) ES8505178A1 (de)
IT (1) IT1205640B (de)
MY (1) MY102090A (de)
ZA (1) ZA842423B (de)

Families Citing this family (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4889935A (en) * 1987-12-18 1989-12-26 American Home Products Corporation Aminoguanidine derivatives
DE69021213T2 (de) * 1990-12-20 1996-02-29 Ibm Modulare Pufferspeicherung für ein paketvermitteltes Netzwerk.
US6410561B1 (en) * 1998-03-26 2002-06-25 Japan Tobacco Inc. Amide derivatives and nociceptin antagonists
SE0004055D0 (sv) * 2000-11-06 2000-11-06 Astrazeneca Ab N-type calcium channel antagonists for the treatment of pain
US7045589B2 (en) * 2002-11-15 2006-05-16 A.P. Pharma, Inc. Bioerodible poly(ortho esters) from dioxane-based di(ketene acetals), and block copolymers containing them

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
IE47458B1 (en) * 1977-11-07 1984-03-21 Leo Pharm Prod Ltd Quinolylguanidine derivatives
US4680300A (en) * 1985-01-10 1987-07-14 Syntex (U.S.A.) Inc. Anti-inflammatory guanidines

Also Published As

Publication number Publication date
ZA842423B (en) 1984-11-28
JPH0251554B2 (de) 1990-11-07
ES531318A0 (es) 1985-05-16
US4839366A (en) 1989-06-13
IT1205640B (it) 1989-03-23
EP0123146A3 (en) 1987-03-11
EP0123146B1 (de) 1990-05-23
JPS59210084A (ja) 1984-11-28
IT8320468A0 (it) 1983-04-06
ATE53030T1 (de) 1990-06-15
DE3482324D1 (de) 1990-06-28
ES8505178A1 (es) 1985-05-16
MY102090A (en) 1992-03-31
EP0123146A2 (de) 1984-10-31

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