FI120093B - Metod att framställa aminoalkylguanidiner - Google Patents

Metod att framställa aminoalkylguanidiner Download PDF

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Publication number
FI120093B
FI120093B FI955800A FI955800A FI120093B FI 120093 B FI120093 B FI 120093B FI 955800 A FI955800 A FI 955800A FI 955800 A FI955800 A FI 955800A FI 120093 B FI120093 B FI 120093B
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Finland
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group
process according
reaction
reagent
mmol
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FI955800A
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English (en)
Finnish (fi)
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FI955800A (sv
FI955800A0 (sv
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Jan-Erik Nystroem
Hans Fredrik Sjoebom
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Astra Ab
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    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D231/00Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings
    • C07D231/02Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings
    • C07D231/10Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D231/12Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole 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
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C277/00Preparation of guanidine or its derivatives, i.e. compounds containing the group, the singly-bound nitrogen atoms not being part of nitro or nitroso groups
    • C07C277/08Preparation of guanidine or its derivatives, i.e. compounds containing the group, the singly-bound nitrogen atoms not being part of nitro or nitroso groups of substituted guanidines
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C279/00Derivatives of guanidine, i.e. compounds containing the group, the singly-bound nitrogen atoms not being part of nitro or nitroso groups
    • C07C279/20Derivatives of guanidine, i.e. compounds containing the group, the singly-bound nitrogen atoms not being part of nitro or nitroso groups containing any of the groups, X being a hetero atom, Y being any atom, e.g. acylguanidines
    • C07C279/24Y being a hetero atom
    • 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
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D249/00Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms
    • C07D249/02Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms not condensed with other rings
    • C07D249/081,2,4-Triazoles; Hydrogenated 1,2,4-triazoles

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Compositions Of Macromolecular Compounds (AREA)
  • Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
  • Saccharide Compounds (AREA)

Claims (10)

1. Förfarande för framställning av skyddade ω-aminoalkylguanidiner med den all-30 männa formeln III, dess tautomerer eller salter • · · · · • · *:2 H2N-CnH2n-NH-C-(=NH)-NH-C(0)-0-R (III) • · · • · · · 2 • · · k ä n n e t e c k n a t av att en diamin med den allmänna formeln I 35 NH2-CnH2n - NH2 (I) • · · • · omsättes med ett guanyleringsreagens med den allmänna formeln II, dess tautomer eller salter R0C(0)-N=C(L)-NH2 (II) 5 i vilka formler -C„H2n- är en linjär eller grenad alkylgrupp, n är ett heltal 2-18; R är vald frän gruppen som bestär av en linjär eller grenad CM2-alkylgrupp, säsom en lägre alkylgrupp och en aralkylgrupp, säsom en bensyl- eller substituerad bensyl-10 grupp; och L är en avgängsgrupp vald frän gruppen som bestär av föreningar med den allmänna formeln R~0, R S, pyrazolyl- och substituerad pyrazolylgrupp, väri R är en lägre alkylgrupp. 15
2. Förfarande enligt patentkrav l,kännetecknat avatt -CnH2n- är en linjär alkylgrupp, väri n är 2 - 12.
3. Förfarande enligt patentkrav 1, kännetecknat avatt -CnH2n- är en linjär 20 alkylgrupp, väri n är 2 - 5, 8 eller 12 och R är en t-butyl- eller hensylgrupp. ... 4. Förfarande enligt patentkrav 3, k ä n n e t e c k n a t av att n är 3 och R är en • · bensylgrupp • · • · ··· • · ·.·.· '* '25 5. Förfarande enligt patentkrav 1, kännetecknat av att nämnda reaktion • · :.· · utfors i fränvaro av eller i närvaro av ett lösningsmedel, företrädesvis i fränvaro eller : om ett lösningsmedel används, utgörs detsamma företrädesvis av ett aromatiskt kol- väte, säsom alkylbensen, och mera specifikt toluen eller xylen; ett kolväte som är lin- järt eller grenat, cykliskt eller acykliskt, säsom hexan, heptan eller cyklohexan; alkyl- .·;·. 30 nitril, säsom acetonitril; en alkohol, säsom isopropanol; eller vatten. • * • · · ♦ · • ·
6. Förfarande enligt patentkrav 1, kännetecknat av att nämnda reaktion utfores med användning av ungefär minst en stökiometrisk mängd av diaminreagen- • · · set, företrädesvis 1-10 molekvivalenter av diaminreagenset i förhällande tili :v. 35 guanyleringsreagenset. • · • · • » • · · • ·· 1 Förfarande enligt patentkrav 6, k ä n n e t e c k n a t av att diaminreagenset används i en mängd av 1,5 - 6 molekvivalenter, företrädesvis 2 - 4 molekvivalenter i förhällande tili guanyleringsreagenset.
8. Förfarande enligt patentkrav 1, kännetecknat avatt nämnda reaktion 5 utförs vid en reaktionstemperatur av cirka 20 - 80 °C, företrädesvis cirka 40 - 60 °C.
9. Förfarande enligt patentkrav 1,kännetecknat avatt föreningen III isole-ras genom utfällning ur reaktionsblandningen i form av en kristallin produkt. 10 10. Förfarande enligt patentkrav 9, k ä n n e t e c k n a t av att föreningen III utfälls med en syra, företrädesvis klorvätesyra. • M • · • · ··· • · · • · • · ··· • · • · · • « · • · • · • · · • · · ··# · • · • 1 · • · · ··· · ··· • · · • · · »·· • · · • · · ··♦ • · • · ··· ··· ···· ··· • · • · ··· t ·1 · • · · • · • · · * I · • · · • ·
FI955800A 1993-06-03 1995-12-01 Metod att framställa aminoalkylguanidiner FI120093B (sv)

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
SE9301912 1993-06-03
SE19939301912A SE9301912D0 (sv) 1993-06-03 1993-06-03 Process for the production of aminoalkylguandines
SE9400517 1994-06-01
PCT/SE1994/000517 WO1994029269A1 (en) 1993-06-03 1994-06-01 Process for the production of aminoalkylguanidines

Publications (3)

Publication Number Publication Date
FI955800A FI955800A (sv) 1995-12-01
FI955800A0 FI955800A0 (sv) 1995-12-01
FI120093B true FI120093B (sv) 2009-06-30

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Application Number Title Priority Date Filing Date
FI955800A FI120093B (sv) 1993-06-03 1995-12-01 Metod att framställa aminoalkylguanidiner

Country Status (27)

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US (1) US5659071A (sv)
EP (1) EP0701550B1 (sv)
JP (1) JP3662925B2 (sv)
CN (1) CN1124956A (sv)
AT (1) ATE178316T1 (sv)
AU (1) AU674970B2 (sv)
BR (1) BR9406713A (sv)
CA (1) CA2162920C (sv)
CZ (1) CZ320095A3 (sv)
DE (1) DE69417554T2 (sv)
DK (1) DK0701550T3 (sv)
EE (1) EE9400348A (sv)
ES (1) ES2131688T3 (sv)
FI (1) FI120093B (sv)
GR (1) GR3030501T3 (sv)
HR (1) HRP940317A2 (sv)
HU (1) HUT74293A (sv)
IL (1) IL109683A0 (sv)
IS (1) IS4165A (sv)
LT (1) LT3309B (sv)
NO (1) NO305514B1 (sv)
NZ (1) NZ267192A (sv)
PL (1) PL311760A1 (sv)
SE (1) SE9301912D0 (sv)
SK (1) SK151895A3 (sv)
WO (1) WO1994029269A1 (sv)
YU (1) YU33594A (sv)

Families Citing this family (16)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5610308A (en) * 1995-05-18 1997-03-11 Bristol-Myers Squibb Company Process for preparing intermediates for thrombin inhibitors
TW455580B (en) * 1995-12-09 2001-09-21 Roche Diagnostics Gmbh 3-aminoethyl-N-amidino-2,5-dihyropyrrole-derivatives having arginine mimentic properties and pharmaceutical compositions containing these compounds
AR035216A1 (es) * 2000-12-01 2004-05-05 Astrazeneca Ab Derivados de acido mandelico ,derivados farmaceuticamente aceptables, uso de estos derivados para la fabricacion de medicamentos, metodos de tratamiento ,procesos para la preparacion de estos derivados, y compuestos intermediarios
US7129233B2 (en) * 2000-12-01 2006-10-31 Astrazeneca Ab Mandelic acid derivatives and their use as thrombin inhibitors
FR2822463B1 (fr) 2001-03-21 2004-07-30 Lipha Derives bicycliques de guanidines et leurs applications en therapeutique
AR034517A1 (es) * 2001-06-21 2004-02-25 Astrazeneca Ab Formulacion farmaceutica
SE0201659D0 (sv) 2002-05-31 2002-05-31 Astrazeneca Ab Modified release pharmaceutical formulation
SE0201661D0 (sv) * 2002-05-31 2002-05-31 Astrazeneca Ab New salts
US7781424B2 (en) * 2003-05-27 2010-08-24 Astrazeneca Ab Modified release pharmaceutical formulation
US7524354B2 (en) * 2005-07-07 2009-04-28 Research Foundation Of State University Of New York Controlled synthesis of highly monodispersed gold nanoparticles
US9375499B2 (en) * 2006-07-14 2016-06-28 Wisconsin Alumni Research Foundation Adsorptive membranes for trapping viruses
TW200827336A (en) * 2006-12-06 2008-07-01 Astrazeneca Ab New crystalline forms
US20090061000A1 (en) * 2007-08-31 2009-03-05 Astrazeneca Ab Pharmaceutical formulation use 030
JP6006634B2 (ja) * 2011-12-28 2016-10-12 東和薬品株式会社 イソウレア化合物を用いるエピナスチンの製造方法
US10202337B2 (en) * 2014-03-28 2019-02-12 Kaneka Corporation Method for producing tri-carbobenzoxy-arginine
EP3877439A4 (en) 2018-11-07 2022-08-10 Regents of the University of Minnesota ANALGESIC AND ANTI-ADDICTION COMPOSITIONS FOR THE TREATMENT OF CHRONIC PAIN AND OPIOID DEPENDENCE

Family Cites Families (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE463576C (de) * 1924-08-06 1928-07-31 Schering Kahlbaum Akt Ges Verfahren zur Darstellung von Aminoguanidinen oder deren Salzen
FR2294699A1 (fr) * 1974-12-19 1976-07-16 Bottu Nouveaux derives du pyrazole et compositions pharmaceutiques les renfermant
HU178398B (en) * 1979-06-12 1982-04-28 Gyogyszerkutato Intezet Process for producing new agmatine derivatives of activity against haemagglutination
US4387049A (en) 1982-02-22 1983-06-07 Smithkline Beckman Corporation Adamantyl containing peptides
DE3222342A1 (de) * 1982-06-14 1983-12-15 Hoechst Ag, 6230 Frankfurt 6-aryl-1,2,4-triazolo (4,3-b) pyridazin-3-carbaminate, ihre herstellung und sie enthaltende arzneimittel
US4914189A (en) * 1987-02-05 1990-04-03 The Adminstrators Of The Tulane Educational Fund Synthetic GHRH analogs
JPH06509101A (ja) * 1991-07-03 1994-10-13 イー・アイ・デユポン・ドウ・ヌムール・アンド・カンパニー ペンタフルオロエタンおよびプロパンまたはイソブタンの共沸または共沸混合物様組成物
US5498724A (en) * 1994-06-28 1996-03-12 Aktiebolaget Astra Pyrazoleamidine compounds

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Publication number Publication date
ATE178316T1 (de) 1999-04-15
ES2131688T3 (es) 1999-08-01
AU6940494A (en) 1995-01-03
NO954835D0 (no) 1995-11-28
HUT74293A (en) 1996-11-28
DE69417554D1 (de) 1999-05-06
IL109683A0 (en) 1994-08-26
YU33594A (sh) 1997-05-28
FI955800A (sv) 1995-12-01
WO1994029269A1 (en) 1994-12-22
CN1124956A (zh) 1996-06-19
CA2162920A1 (en) 1994-12-22
SE9301912D0 (sv) 1993-06-03
PL311760A1 (en) 1996-03-18
BR9406713A (pt) 1996-03-19
NO305514B1 (no) 1999-06-14
EP0701550A1 (en) 1996-03-20
US5659071A (en) 1997-08-19
FI955800A0 (sv) 1995-12-01
SK151895A3 (en) 1996-04-03
HU9503444D0 (en) 1996-01-29
GR3030501T3 (en) 1999-10-29
DE69417554T2 (de) 1999-09-02
LT3309B (en) 1995-06-26
CA2162920C (en) 2005-08-09
IS4165A (is) 1994-12-04
NO954835L (no) 1995-11-28
CZ320095A3 (en) 1996-07-17
DK0701550T3 (da) 1999-10-11
HRP940317A2 (en) 1996-10-31
LTIP1940A (en) 1994-12-27
JPH08511016A (ja) 1996-11-19
EE9400348A (et) 1996-04-15
AU674970B2 (en) 1997-01-16
JP3662925B2 (ja) 2005-06-22
NZ267192A (en) 1997-03-24
EP0701550B1 (en) 1999-03-31

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