GB2276168A - Amine derivatives containing a phosphonic,phosphonous or phosphinic acid moiety - Google Patents

Amine derivatives containing a phosphonic,phosphonous or phosphinic acid moiety

Info

Publication number
GB2276168A
GB2276168A GB9410754A GB9410754A GB2276168A GB 2276168 A GB2276168 A GB 2276168A GB 9410754 A GB9410754 A GB 9410754A GB 9410754 A GB9410754 A GB 9410754A GB 2276168 A GB2276168 A GB 2276168A
Authority
GB
United Kingdom
Prior art keywords
carbon atoms
alkyl
group
optionally substituted
phosphonous
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.)
Granted
Application number
GB9410754A
Other versions
GB9410754D0 (en
GB2276168B (en
Inventor
Michael Christopher Wa Minchin
John Frederick White
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.)
John Wyeth and Brother Ltd
Original Assignee
John Wyeth and Brother Ltd
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 John Wyeth and Brother Ltd filed Critical John Wyeth and Brother Ltd
Publication of GB9410754D0 publication Critical patent/GB9410754D0/en
Publication of GB2276168A publication Critical patent/GB2276168A/en
Application granted granted Critical
Publication of GB2276168B publication Critical patent/GB2276168B/en
Anticipated expiration legal-status Critical
Expired - Fee Related legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic System
    • C07F9/02—Phosphorus compounds
    • C07F9/28—Phosphorus compounds with one or more P—C bonds
    • C07F9/38—Phosphonic acids RP(=O)(OH)2; Thiophosphonic acids, i.e. RP(=X)(XH)2 (X = S, Se)
    • C07F9/3804—Phosphonic acids RP(=O)(OH)2; Thiophosphonic acids, i.e. RP(=X)(XH)2 (X = S, Se) not used, see subgroups
    • C07F9/3808—Acyclic saturated acids which can have further substituents on alkyl
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic System
    • C07F9/02—Phosphorus compounds
    • C07F9/28—Phosphorus compounds with one or more P—C bonds
    • C07F9/30—Phosphinic acids R2P(=O)(OH); Thiophosphinic acids, i.e. R2P(=X)(XH) (X = S, Se)
    • C07F9/32—Esters thereof
    • C07F9/3205—Esters thereof the acid moiety containing a substituent or a structure which is considered as characteristic
    • C07F9/3211—Esters of acyclic saturated acids which can have further substituents on alkyl
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic System
    • C07F9/02—Phosphorus compounds
    • C07F9/28—Phosphorus compounds with one or more P—C bonds
    • C07F9/38—Phosphonic acids RP(=O)(OH)2; Thiophosphonic acids, i.e. RP(=X)(XH)2 (X = S, Se)
    • C07F9/40—Esters thereof
    • C07F9/4003—Esters thereof the acid moiety containing a substituent or a structure which is considered as characteristic
    • C07F9/4006—Esters of acyclic acids which can have further substituents on alkyl
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic System
    • C07F9/02—Phosphorus compounds
    • C07F9/28—Phosphorus compounds with one or more P—C bonds
    • C07F9/48—Phosphonous acids R—P(OH)2; Thiophosphonous acids including RHP(=O)(OH); Derivatives thereof
    • C07F9/4808—Phosphonous acids R—P(OH)2; Thiophosphonous acids including RHP(=O)(OH); Derivatives thereof the acid moiety containing a substituent or structure which is considered as characteristic
    • C07F9/4816—Acyclic saturated acids or derivatices which can have further substituents on alkyl

Abstract

This invention concerns compounds of formula (I) wherein E represents hydrogen, C1-C6 alkyl or a group Ar<1>-A<1>-; Ar and Ar<1> when present each represent an aryl group of 6 to 10 carbon atoms or a heteroaryl group of 5 to 10 ring atoms, which are optionally substituted by one or more substituents selected from alkyl of 1 to 6 carbon atoms, alkoxy of 1 to 6 carbon atoms, halogen, haloalky of 1 to 6 carbon atoms, haloalkoxy of 1 to 6 carbon atoms, cyano, amino, mono- or di-(C1-C6) alkylamino, hydroxy and nitro; A and A<1> when present are the same or different alkylene groups having one or two carbons linking Ar or Ar<1> to N, each optionally substituted by alkyl of 1 to 6 carbon atoms and/or an optionally substituted Ar group as defined above. B is a straight chain alkylene group of 3 or 4 carbon atoms optionally substituted by alkyl of 1 to 6 carbon atoms, and D represents P(O)(OR<1>)(OR<2>), P(O)(H)(OH) or P(O)(R<3>)(OR<4>) where R<1> and R<2> are independently hydrogen, alkyl of 1 to 6 carbon atoms or alkyl of 7 to 12 carbon atoms; R<3> is -CH(Oalkyl)<2> in which the alkyl group contains 1 to 6 carbon atoms and R<4> is alkyl of 1 to 6 carbon atoms or aralkyl of 7 to 12 carbon atoms which compounds are GABA autoreceptor agonists useful as antidepressants and for treating senile dementia. <IMAGE>
GB9410754A 1991-12-02 1992-12-01 Amine derivatives containing a phosphonic,phosphonous or phosphinic acid moiety Expired - Fee Related GB2276168B (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
GB919125615A GB9125615D0 (en) 1991-12-02 1991-12-02 Amines
PCT/GB1992/002229 WO1993011138A1 (en) 1991-12-02 1992-12-01 Amine derivatives containing a phosphonic, phosphonous or phosphinic acid moiety

Publications (3)

Publication Number Publication Date
GB9410754D0 GB9410754D0 (en) 1994-07-20
GB2276168A true GB2276168A (en) 1994-09-21
GB2276168B GB2276168B (en) 1995-09-20

Family

ID=10705570

Family Applications (2)

Application Number Title Priority Date Filing Date
GB919125615A Pending GB9125615D0 (en) 1991-12-02 1991-12-02 Amines
GB9410754A Expired - Fee Related GB2276168B (en) 1991-12-02 1992-12-01 Amine derivatives containing a phosphonic,phosphonous or phosphinic acid moiety

Family Applications Before (1)

Application Number Title Priority Date Filing Date
GB919125615A Pending GB9125615D0 (en) 1991-12-02 1991-12-02 Amines

Country Status (4)

Country Link
US (1) US5538956A (en)
AU (1) AU2953892A (en)
GB (2) GB9125615D0 (en)
WO (1) WO1993011138A1 (en)

Families Citing this family (13)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
AU662404B2 (en) * 1992-05-08 1995-08-31 Novartis Ag Novel N-aralkyl- and N-heteroaralkyl-aminoalkanephosphinic acids
GB9420784D0 (en) * 1994-10-14 1994-11-30 Glaxo Group Ltd Medicaments
US5794887A (en) 1995-11-17 1998-08-18 Komerath; Narayanan M. Stagnation point vortex controller
DE19736539A1 (en) * 1997-08-22 1999-02-25 Bayer Ag Use of cycloalkyl-substituted phosphonic acid ester(s) for treating cognitive and affective disorders
US6541520B1 (en) * 1998-08-05 2003-04-01 Brookhaven Science Associates Treatment of addiction and addiction-related behavior
US7319095B2 (en) * 1999-12-09 2008-01-15 Astrazeneca Ab Use of GABAB receptor agonists
SE9904508D0 (en) * 1999-12-09 1999-12-09 Astra Ab New compounds
TW200800959A (en) * 2005-06-10 2008-01-01 Wyeth Corp Piperazine-piperidine antagonists and agonists of the 5-HT1a receptor
TW200811144A (en) * 2006-06-09 2008-03-01 Wyeth Corp Crystalline forms of 6-methoxy-8-[4-(1-(5-fluoro)-quinolin-8-yl-piperidin-4-yl)-piperazin-1-yl]-quinoline
TW200808741A (en) * 2006-06-09 2008-02-16 Wyeth Corp 6-methoxy-8-[4-(1-(5-fluoro)-quinolin-8-yl-piperidin-4-yl)-piperazin-1-yl]-quinoline hydrochloric acid salts
TW200808740A (en) * 2006-06-09 2008-02-16 Wyeth Corp Succinate salts of 6-methoxy-8-[4-(1-(5-fluoro)-quinolin-8-yl-piperidin-4-yl)-piperazin-1-yl]-quinoline and crystalline forms thereof
TW200831096A (en) * 2006-11-28 2008-08-01 Wyeth Corp Metabolites of 5-Fluoro-8-{4-[4-(6-methoxyquinolin-8-yl)piperazin-1-yl]piperidin-1-yl} quinoline and methods of preparation and uses thereof
TW200901974A (en) 2007-01-16 2009-01-16 Wyeth Corp Compounds, compositions, and methods of making and using them

Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB2104078A (en) * 1981-08-14 1983-03-02 London Polytech New amino acid isomers, their production and their medicinal use
EP0181833A1 (en) * 1984-10-12 1986-05-21 Ciba-Geigy Ag Substituted propane-phosphonous acid compounds
EP0319482A2 (en) * 1987-12-04 1989-06-07 Ciba-Geigy Ag Novel substituted propane phosphinic acid compounds
EP0463560A1 (en) * 1990-06-22 1992-01-02 Ciba-Geigy Ag New antiepileptic agents

Family Cites Families (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
BE411625A (en) * 1934-10-12
DE2032712C3 (en) * 1970-07-02 1978-10-19 Bayer Ag, 5090 Leverkusen Process for the production of w-aminoalkanephosphonic acid or phosphinic acid derivatives
GB8813185D0 (en) * 1988-06-03 1988-07-06 Wyeth John & Brother Ltd New method & amines used therein
US5281747A (en) * 1989-05-13 1994-01-25 Ciba-Geigy Corporation Substituted aminoalkylphosphinic acids
HUT58270A (en) * 1989-06-02 1992-02-28 Wyeth John & Brother Ltd Process for producing amine derivatives and pharmaceutical compositions containing them
US5190934A (en) * 1989-06-03 1993-03-02 Ciba-Geigy Corporation P-subsituted propane-phosphinic acid compounds

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB2104078A (en) * 1981-08-14 1983-03-02 London Polytech New amino acid isomers, their production and their medicinal use
EP0181833A1 (en) * 1984-10-12 1986-05-21 Ciba-Geigy Ag Substituted propane-phosphonous acid compounds
EP0319482A2 (en) * 1987-12-04 1989-06-07 Ciba-Geigy Ag Novel substituted propane phosphinic acid compounds
EP0463560A1 (en) * 1990-06-22 1992-01-02 Ciba-Geigy Ag New antiepileptic agents

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
Tetrahedron 35(11) 1345-1355 (1979) *

Also Published As

Publication number Publication date
WO1993011138A1 (en) 1993-06-10
GB9125615D0 (en) 1992-01-29
US5538956A (en) 1996-07-23
AU2953892A (en) 1993-06-28
GB9410754D0 (en) 1994-07-20
GB2276168B (en) 1995-09-20

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Legal Events

Date Code Title Description
PCNP Patent ceased through non-payment of renewal fee

Effective date: 20011201