YU45929B - Postupak za dobijanje imidazolilalkilgvanidinskih derivata - Google Patents

Postupak za dobijanje imidazolilalkilgvanidinskih derivata

Info

Publication number
YU45929B
YU45929B YU207285A YU207285A YU45929B YU 45929 B YU45929 B YU 45929B YU 207285 A YU207285 A YU 207285A YU 207285 A YU207285 A YU 207285A YU 45929 B YU45929 B YU 45929B
Authority
YU
Yugoslavia
Prior art keywords
group
pyrid
ethyl
benzyl
phenyl
Prior art date
Application number
YU207285A
Other languages
English (en)
Other versions
YU207285A (en
Inventor
A. Buschaure
H. Schickaneder
W. Schunack
S. Elz
I. Szelenyi
G. Baumenn
K.H. Ahrens
Original Assignee
Heumann Pharma Gmbh. & Co.
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 DE19853512084 external-priority patent/DE3512084A1/de
Priority claimed from DE19853528215 external-priority patent/DE3528215A1/de
Priority claimed from DE19853528214 external-priority patent/DE3528214A1/de
Application filed by Heumann Pharma Gmbh. & Co. filed Critical Heumann Pharma Gmbh. & Co.
Publication of YU207285A publication Critical patent/YU207285A/xx
Publication of YU45929B publication Critical patent/YU45929B/sh

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Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D233/00Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
    • C07D233/54Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members
    • C07D233/56Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, attached to ring carbon atoms
    • C07D233/61Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, attached to ring carbon atoms with hydrocarbon radicals, substituted by nitrogen atoms not forming part of a nitro radical, attached to ring nitrogen atoms
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D233/00Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
    • C07D233/54Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members
    • C07D233/64Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members with substituted hydrocarbon radicals attached to ring carbon atoms, e.g. histidine
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D401/00Heterocyclic 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
    • C07D401/02Heterocyclic 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
    • C07D401/12Heterocyclic 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
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D403/00Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
    • C07D403/02Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings
    • C07D403/12Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings linked by a chain containing hetero atoms as chain links
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D409/00Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms
    • C07D409/02Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings
    • C07D409/12Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings linked by a chain containing hetero atoms as chain links
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D409/00Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms
    • C07D409/14Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing three or more hetero rings
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D417/00Heterocyclic 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
    • C07D417/02Heterocyclic 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
    • C07D417/12Heterocyclic 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
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D417/00Heterocyclic 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
    • C07D417/14Heterocyclic 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)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Pyridine Compounds (AREA)

Abstract

POSTUPAK ZA DOBIJANJE IMIDAZOLILALKILGVANIDINSKIH DERIVATA opste formule (I) u kojoj R predstavlja grupu: gde su R1 i R2, koji mogu biti isti ili razliciti, vodonik ili metil grupa ili R1 i R2 zajedno za azotovim atomom za koji su pricvrscene grade piperidino grupu, A predstavlja grupu -O-(CH2)k-, ili -CH2CH(OH)CH2-, gde je k ceo broj 3 ili 4, R3 je vodonik, ili R predstavlja grupu gde R5 i R6 koji mogu biti isti ili razliciti, predstavljaju vodonikov atom, metil grupu, metoksi grupu ili atom broma, B u polozaju 2 pciridinskog prstena predstavlja grupu -N-(CH2)R Y gde je 1=3, a Y je Y CH3 grupa, ili -(CH2)m-, gde je m ceo broj 2, 3 ili 4, ili R predstavlja grupu gde R8 predstavlja vodonikov atom, benzil grupu supstituisanu sa hlorom u polozaju 4, grupu (R1R2)N-CH2- gde R1 i R2 imaju ranije data znacenja, E predstavlja grupu -CH2-S-CH-(CH2)n'- gde je n' Y ceo broj 1, i Y je vodonikov atom, ili R predstavlja grupu gde je Z metil grupa, a E ima prethodno definisano znacenje, ili R predstavlja grupu gde je R7 grupa (R1R2)N-CH2-, ili gde R1 i R2 imaju ranije definisana znacenja, a D predstavlja grupu -CH2-S-(CH2)n- ili -(CH2)o-, gde je n ceo broj 2 i o je ceo broj 3, ili R predstavlja grupu gde R4 predstavlja vodonikov atom, a A ima gore navedena znacenja, ili R predstavlja grupu R4-A-'-B'-, gde R4 predstavlja naftil, fenil, m-hlorfenil, p-metilfenil, p-hlorfenil, 4-metoksifenil, 3-trifluormetilfenil, pirid-3-il, pirid-4-il, pirid-2-il, 2-fenil-(pirid-2-il)-metil, 5-hlor-2-fenil, hinolin-2-il, ili benzimidazol-2-il, A' predstavlja prostu vezu ili -CH2-, a B' predstavlja -S-CH2CH2-, -S-CH2-CH2-CH2-, -O-(CH2)2-, -O-ch2-CH(CH3)- ili -CH2-CH2- grupu, ili R predstavlja 3,3-difenilpropil, 4,4-difenilbutil, 2-(N-benzil-N- fenilamino)etil, 2-/N-benzil-N-(4-fluorfenil)amino/etil, 2-/N-benzil-N-(4-hlorfenil)amino/etil, 2-/N-benzil-N-(4-bromfenil)-amino/etil, 3-fenil-3- (pirid-2-il)propil, 3-(4-hlorfenil)-3-(pirid-2-il)-propil, 3-(4-bromfenil)- 3-(pirid-2-il)propil, 3-(4-fluorfenil)-3-(pirid-2-il)propil, 3-pirid-2-il) -3-(2-tienil)propil, 4-fenil-4-(pirid-2-il)butil, 4-(4-fluorfenil)-4-(pirid- 2-il)butil, 2-/N-benzil-N-(pirid-2-il)amino/etil, 2-/N-(5-brom-3-metilpirid-2-il)-N-benzil/etil, 2-(difenilamino)etil, 2-/N-(fenil-N-(4-fluorfenil)-amino/etil, 2-/N-(2-piridil)-N-fenilamino/etil ili 2-/N-(2-piridil)-N-(4-fluorfenil)amino/etil grupu, X je atom vodonika, R' je atom vodonika ili metil grupa, i p je ceo broj 3, kao i njihovih fizioloski prihvatljivih soli, naznacen time, sto se jedinjenje formule (Ia) u kojoj R, p i R' imaju prethodno navedeno znacenje, hidrolizuje u prisustvu razblazene sumporne ili razblazene hlorovodonicne kiseline, na povisenoj temperaturi, pogodno na temperaturi kljucanja reakcione smese, pa se dobijena jedinjenja prevode na poznat nacin u njihove fizioloski prihvatljive soli.
YU207285A 1985-04-02 1985-12-31 Postupak za dobijanje imidazolilalkilgvanidinskih derivata YU45929B (sh)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
DE19853512084 DE3512084A1 (de) 1985-04-02 1985-04-02 Guanidinderivate, verfahren zu ihrer herstellung und diese verbindungen enthaltende arzneimittel
DE19853528215 DE3528215A1 (de) 1985-08-06 1985-08-06 Heteroarylalkylguanidinderivate, verfahren zu ihrer herstellung und diese verbindungen enthaltende arzneimittel
DE19853528214 DE3528214A1 (de) 1985-08-06 1985-08-06 Arylalkylguanidinderivate, verfahren zu ihrer herstellung und diese verbindungen enthaltende arzneimittel

Publications (2)

Publication Number Publication Date
YU207285A YU207285A (en) 1988-06-30
YU45929B true YU45929B (sh) 1992-09-07

Family

ID=27192965

Family Applications (2)

Application Number Title Priority Date Filing Date
YU207285A YU45929B (sh) 1985-04-02 1985-12-31 Postupak za dobijanje imidazolilalkilgvanidinskih derivata
YU2101/87A YU45469B (en) 1985-04-02 1987-11-19 Process for obtaining imidazolylalkylguanidinic derivatives

Family Applications After (1)

Application Number Title Priority Date Filing Date
YU2101/87A YU45469B (en) 1985-04-02 1987-11-19 Process for obtaining imidazolylalkylguanidinic derivatives

Country Status (13)

Country Link
US (1) US5021431A (sh)
EP (1) EP0199845B1 (sh)
KR (1) KR930011491B1 (sh)
AU (1) AU589586B2 (sh)
CA (1) CA1266657A (sh)
DE (1) DE3579000D1 (sh)
DK (1) DK165367C (sh)
ES (4) ES8802042A1 (sh)
GR (1) GR852852B (sh)
HU (1) HU198024B (sh)
IE (1) IE58777B1 (sh)
PT (1) PT81605B (sh)
YU (2) YU45929B (sh)

Families Citing this family (15)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE3631334A1 (de) * 1986-09-15 1988-03-17 Heumann Pharma Gmbh & Co Neue imidazolylguanidinderivate, verfahren zu ihrer herstellung und diese verbindungen enthaltende arzneimittel
DE3726381A1 (de) * 1987-08-07 1989-02-16 Heumann Pharma Gmbh & Co Guanidincarbonsaeureester, verfahren zu ihrer herstellung und diese verbindungen enthaltende arzneimittel
ATE120461T1 (de) * 1990-01-15 1995-04-15 Heumann Pharma Gmbh & Co Imidazolylpropylguanidinderivat, verfahren zu seiner herstellung und diese verbindung enthaltende arzneimittel.
EP0448765B1 (de) * 1990-03-30 1994-08-17 HEUMANN PHARMA GMBH & CO Verwendung von Guanidinderivaten zur Herstellung eines Arzneimittels mit NPY-antagonistischer Wirkung
WO1992015567A1 (en) * 1991-02-27 1992-09-17 Seed Capital Investment (Sci) B.V. Imidazole-derivatives having agonistic or antagonistic activity on the histamine h3-receptor
DE4119696A1 (de) * 1991-06-14 1992-12-17 Edmund Dr Neugebauer Verwendung von guanidinderivaten zur herstellung eines arzneimittels zur behandlung des sepsis-syndroms, des sepsis-like syndroms und des septischen schocks
USRE37303E1 (en) * 1992-01-10 2001-07-31 Institut National Del La Sante Et De La Recherche Medicale Imidazole compounds and their therapeutic applications
FR2686084B1 (fr) * 1992-01-10 1995-12-22 Bioprojet Soc Civ Nouveaux derives de l'imidazole, leur preparation et leurs applications therapeutiques.
WO1997017954A1 (en) * 1995-11-13 1997-05-22 Albany Medical College Analgesic compounds and uses thereof
US6127343A (en) * 1996-05-14 2000-10-03 Novo Nordisk A/S Somatostatin agonists and antagonists
AU2764797A (en) * 1996-05-14 1997-12-05 Novo Nordisk A/S Somatostatin agonists and antagonists
JP2001502712A (ja) * 1996-10-31 2001-02-27 ノボ ノルディスク アクティーゼルスカブ 束縛されたソマトスタチン・アゴニスト及びアンタゴニスト
DE19755016A1 (de) 1997-12-11 1999-06-17 Bayer Ag Substituierte 2,4-Diamino-1,3,5-triazine
GB9803536D0 (en) 1998-02-19 1998-04-15 Black James Foundation Histamine H,receptor ligands
US6232316B1 (en) 1998-06-16 2001-05-15 Targacept, Inc. Methods for treatment of CNS disorders

Family Cites Families (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
BE758146A (fr) * 1969-10-29 1971-04-28 Smith Kline French Lab Derives de l'amidine
US4048319A (en) * 1969-10-29 1977-09-13 Smith Kline & French Laboratories Limited Method of inhibiting histamine activity with quanidine compounds
GB1431589A (en) 1973-07-13 1976-04-07 Smith Kline French Lab Ureas, thioureas and guanidines n,n-disubstituted by heterocyclo- alkylene and/or heterocycloalkylenethioalkylene groups
US4062967A (en) * 1974-02-07 1977-12-13 Smith Kline & French Laboratories Limited Bis-guanidino-alkane compounds
US4118496A (en) * 1974-03-12 1978-10-03 Smith Kline & French Laboratories Limited Heterocyclic-methylthioalkyl-amidines
IL49528A (en) * 1975-05-21 1980-11-30 Smith Kline French Lab Imidazolyl(or thiazolyl)methylthio(or butyl)guanidine or thiourea derivatives,their preparation and pharmaceutical compositions comprising them
GB1602458A (en) * 1977-05-05 1981-11-11 Smith Kline French Lab Bisamidines as histamine h2-antagonists
DK221081A (da) * 1980-05-31 1981-12-01 Smith Kline French Lab Fremgangsmaade til fremstilling af heterocyklylalkylanidiner mellemprodukter til anvendelse ved denne fremgangsmaade og en fremgangsmaade til fremstilling af disse mellemprodukter
DE3631334A1 (de) * 1986-09-15 1988-03-17 Heumann Pharma Gmbh & Co Neue imidazolylguanidinderivate, verfahren zu ihrer herstellung und diese verbindungen enthaltende arzneimittel

Also Published As

Publication number Publication date
EP0199845B1 (de) 1990-08-01
AU589586B2 (en) 1989-10-19
HUT41392A (en) 1987-04-28
ES557691A0 (es) 1988-03-01
ES557692A0 (es) 1988-03-01
ES8801821A1 (es) 1988-03-01
AU5182886A (en) 1986-10-09
DK165367B (da) 1992-11-16
PT81605B (pt) 1987-10-20
ES550875A0 (es) 1988-04-01
DE3579000D1 (de) 1990-09-06
CA1266657A (en) 1990-03-13
KR860008147A (ko) 1986-11-12
HU198024B (en) 1989-07-28
ES8801819A1 (es) 1988-03-01
DK538885A (da) 1986-10-03
US5021431A (en) 1991-06-04
DK538885D0 (da) 1985-11-21
YU45469B (en) 1992-05-28
DK165367C (da) 1993-04-05
YU210187A (en) 1988-10-31
IE853319L (en) 1986-10-02
GR852852B (sh) 1986-08-11
ES557693A0 (es) 1988-03-01
YU207285A (en) 1988-06-30
KR930011491B1 (ko) 1993-12-08
ES8801820A1 (es) 1988-03-01
ES8802042A1 (es) 1988-04-01
IE58777B1 (en) 1993-11-17
PT81605A (de) 1986-01-01
EP0199845A1 (de) 1986-11-05

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