AR013076A1 - NEW COMPOUNDS OF PIPERAZINE, A PROCEDURE FOR ITS PREPARATION AND A PHARMACEUTICAL COMPOSITION THAT INCLUDES THEM - Google Patents

NEW COMPOUNDS OF PIPERAZINE, A PROCEDURE FOR ITS PREPARATION AND A PHARMACEUTICAL COMPOSITION THAT INCLUDES THEM

Info

Publication number
AR013076A1
AR013076A1 ARP980101760A ARP980101760A AR013076A1 AR 013076 A1 AR013076 A1 AR 013076A1 AR P980101760 A ARP980101760 A AR P980101760A AR P980101760 A ARP980101760 A AR P980101760A AR 013076 A1 AR013076 A1 AR 013076A1
Authority
AR
Argentina
Prior art keywords
alkyl
alkoxy
oxygen
sulfur
hydroxy
Prior art date
Application number
ARP980101760A
Other languages
Spanish (es)
Original Assignee
Smithkline Beecham Plc
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 GBGB9707829.9A external-priority patent/GB9707829D0/en
Priority claimed from GBGB9801882.3A external-priority patent/GB9801882D0/en
Application filed by Smithkline Beecham Plc filed Critical Smithkline Beecham Plc
Publication of AR013076A1 publication Critical patent/AR013076A1/en

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D231/00—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings
    • C07D231/02—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings
    • C07D231/10—Heterocyclic 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
    • C07D231/12—Heterocyclic 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
    • 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
    • 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
    • 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
    • C07D209/08—Indoles; Hydrogenated indoles with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, directly attached to carbon atoms of the hetero ring
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
    • C07D233/54—Heterocyclic 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
    • C07D233/56—Heterocyclic 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
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D249/00—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms
    • C07D249/02—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms not condensed with other rings
    • C07D249/08—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D401/00—Heterocyclic 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
    • C07D401/02—Heterocyclic 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
    • C07D401/10—Heterocyclic 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 carbon chain containing aromatic rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D401/00—Heterocyclic 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
    • C07D401/02—Heterocyclic 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
    • C07D401/12—Heterocyclic 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
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
    • C07D403/02—Heterocyclic 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
    • C07D403/12—Heterocyclic 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
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D405/00—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
    • C07D405/02—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings
    • C07D405/12—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings linked by a chain containing hetero atoms as chain links
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D409/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms
    • C07D409/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings
    • C07D409/12—Heterocyclic 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
    • 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
    • C07D413/12—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 linked by a chain containing hetero atoms as chain links
    • 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

Abstract

Se describen compuestos de piperazina de la formula (I), procedimientos para su preparacion y una composicion farmacéutica para su uso como agentespara el sistema nervioso central (SNC), en la que Ra es un grupo de la formula (i), en laque P1 es fenilo, arilo, bicíclico, un anilloheterocíclico de 5 a 7 miembros que contiene 1 a 3 heteroátomos seleccionados entre oxígeno, nitrogeno y azufre, o un anillo heterocíclico bicíclico quecontiene 1 a 3 heteroátomos seleccionados entre oxígeno, nitrogeno y azufre; R1 es hidrogeno, halogeno, alquilo C1-6, cicloalquilo C3-6, CO-alquilo C1-6,alcoxi C1-6, hidroxi, hidroxi-alquilo C1-6, hidroxi-alcoxi C1-6, alcoxi C1-6- alcoxi C1-6, acilo, nitro trifluorometilo, ciano, SR9, SOR9, SO2R9, SO2NR10R11,CO2R10, CONR10R11, CO2NR10R11, CONR10(CH2)cCO2R11, (CH2)cNR10R11, (CH2)cCONR10 R11, (CH2)cNR10CONR11, (CH2)2CO2-alquilo C1-6, CO2(CH2)cOR10, NR10R11, NR10CO2R11, NR10CONR10R11, CR10=NOR11, NR10COOR11, CNR10=NOR11, donde R10 y R11 sonindependientemente hidrogeno o alquilo C1-6 y c es 1 a 4; R2 es hidrogeno,halogeno, alquilo C1-6, cicloalquilo C3-6, cicloalquenilo C3-6, alcoxi C1-6, alcanoilo C1-6, arilo, aciloxi, hidroxi, nitro, trilfuorometilo, ciano,CO2R10, CONR10R11, NR10R11, donde R10 y R11 son como se han definido para R1; a es 1, 2 o 3; o Ra es un grupo de la formula (ii), en la que P2 y P3 sonindependientemente fenilo, arilo, bicíclico, un anillo heterocíclico de 5 a 7 miembros que contiene 1 a 3 heteroátomos seleccionados entre oxígeno,nitrogeno y azufre, o un grupo heterocíclico bicíclico que contiene 1 a 3 heteroátomos seleccionados entre oxígeno, nitrogeno o azufre; A es un enlaceu oxígeno, S(O)m donde m es 0 a 2, carbonilo, CH2, -CH2CH2-, o NR4 donde R4 es hidrogeno o alquilo C1-6; R1 es como se ha definido antes para la formulaPiperazine compounds of formula (I), procedures for their preparation, and a pharmaceutical composition for use as agents for the central nervous system (CNS) are described, in which Ra is a group of formula (i), in which P1 it is phenyl, aryl, bicyclic, a 5-7 membered heterocyclic ring containing 1 to 3 heteroatoms selected from oxygen, nitrogen, and sulfur, or a bicyclic heterocyclic ring containing 1 to 3 heteroatoms selected from oxygen, nitrogen, and sulfur; R1 is hydrogen, halogen, C1-6 alkyl, C3-6 cycloalkyl, CO-C1-6 alkyl, C1-6 alkoxy, hydroxy, hydroxy-C1-6 alkyl, hydroxy-C1-6 alkoxy, C1-6 alkoxy-alkoxy C1-6, acyl, nitro trifluoromethyl, cyano, SR9, SOR9, SO2R9, SO2NR10R11, CO2R10, CONR10R11, CO2NR10R11, CONR10 (CH2) cCO2R11, (CH2) cNR10R11, (CH2) cCONR10 R11, (CH2R), (CH2R) 2CO2-C1-6 alkyl, CO2 (CH2) cOR10, NR10R11, NR10CO2R11, NR10CONR10R11, CR10 = NOR11, NR10COOR11, CNR10 = NOR11, where R10 and R11 are independently hydrogen or C1-6 alkyl and c is 1 to 4; R2 is hydrogen, halogen, C1-6 alkyl, C3-6 cycloalkyl, C3-6 cycloalkenyl, C1-6 alkoxy, C1-6 alkanoyl, aryl, acyloxy, hydroxy, nitro, trilfuoromethyl, cyano, CO2R10, CONR10R11, NR10R11, where R10 and R11 are as defined for R1; a is 1, 2 or 3; or Ra is a group of formula (ii), in which P2 and P3 are independently phenyl, aryl, bicyclic, a 5- to 7-membered heterocyclic ring containing 1 to 3 heteroatoms selected from oxygen, nitrogen and sulfur, or a group bicyclic heterocyclic containing 1 to 3 heteroatoms selected from oxygen, nitrogen or sulfur; A is a bond or oxygen, S (O) m where m is 0 to 2, carbonyl, CH2, -CH2CH2-, or NR4 where R4 is hydrogen or C1-6 alkyl; R1 is as defined above for the formula

ARP980101760A 1997-04-18 1998-04-16 NEW COMPOUNDS OF PIPERAZINE, A PROCEDURE FOR ITS PREPARATION AND A PHARMACEUTICAL COMPOSITION THAT INCLUDES THEM AR013076A1 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
GBGB9707829.9A GB9707829D0 (en) 1997-04-18 1997-04-18 Novel compounds
GBGB9801882.3A GB9801882D0 (en) 1998-01-29 1998-01-29 Novel compounds

Publications (1)

Publication Number Publication Date
AR013076A1 true AR013076A1 (en) 2000-12-13

Family

ID=26311401

Family Applications (1)

Application Number Title Priority Date Filing Date
ARP980101760A AR013076A1 (en) 1997-04-18 1998-04-16 NEW COMPOUNDS OF PIPERAZINE, A PROCEDURE FOR ITS PREPARATION AND A PHARMACEUTICAL COMPOSITION THAT INCLUDES THEM

Country Status (17)

Country Link
EP (1) EP0975593A1 (en)
JP (1) JP2001524116A (en)
KR (1) KR20010006487A (en)
CN (1) CN1260781A (en)
AR (1) AR013076A1 (en)
AU (1) AU732863B2 (en)
BR (1) BR9809092A (en)
CA (1) CA2288662A1 (en)
CO (1) CO4950608A1 (en)
HU (1) HUP0001123A3 (en)
IL (1) IL132409A0 (en)
NO (1) NO995065L (en)
NZ (1) NZ500252A (en)
PL (1) PL336317A1 (en)
TR (1) TR199902590T2 (en)
TW (1) TW509687B (en)
WO (1) WO1998050358A1 (en)

Families Citing this family (28)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB9725931D0 (en) * 1997-12-05 1998-02-04 Smithkline Beecham Plc Novel compounds
WO2000006550A1 (en) * 1998-07-31 2000-02-10 Nippon Soda Co., Ltd. Phenylazole compounds, process for producing the same and drugs for hyperlipemia
GB9827882D0 (en) * 1998-12-17 1999-02-10 Smithkline Beecham Plc Novel compounds
UA62015C2 (en) * 1998-12-28 2003-12-15 Pfizer Prod Inc Benzoizoxazol derivatives, a pharmaceutical composition (variants) based thereon (variants) and a method for treatment (variants)
GB9912413D0 (en) 1999-05-28 1999-07-28 Pfizer Ltd Compounds useful in therapy
GB9912417D0 (en) 1999-05-28 1999-07-28 Pfizer Ltd Compounds useful in therapy
EP1196380A2 (en) * 1999-07-15 2002-04-17 NPS Allelix Corp. Indoles and indazoles for the treatment of migraine
TR200200795T2 (en) 1999-09-25 2002-07-22 Smithkline Beecham P. L. C. Piperazine derivatives as 5-HT1B antagonists
GB9926303D0 (en) * 1999-11-05 2000-01-12 Smithkline Beecham Plc Novel compounds
AU1028601A (en) * 1999-11-05 2001-05-14 Smithkline Beecham Plc Isoquinoline and quinazoline derivatives having a combined 5ht1a, 5ht1b and 5ht1d receptor activity
DE10051981A1 (en) 2000-10-20 2002-05-02 Bayer Ag Substituted phenyluracile
GB0106419D0 (en) 2001-03-15 2001-05-02 Smithkline Beecham Plc Novel compounds
GB0106586D0 (en) * 2001-03-16 2001-05-09 Smithkline Beecham Plc Novel compounds
KR100600240B1 (en) * 2001-06-07 2006-07-13 에프. 호프만-라 로슈 아게 New indole derivatives with 5-ht6 receptor affinity
AU2003245773A1 (en) * 2002-02-15 2003-09-04 Glaxo Group Limited Vanilloid receptor modulators
UA76877C2 (en) 2002-05-13 2006-09-15 Ф.Хоффманн-Ля Рош Аг Benzoxazine derivatives as 5-НТ6 modulators anD use thereof
JP4527730B2 (en) 2003-12-09 2010-08-18 エフ．ホフマン−ラ ロシュ アーゲー Benzoxazine derivatives and uses thereof
EP2231602A1 (en) * 2007-12-13 2010-09-29 Amgen, Inc Gamma secretase modulators
BR112012024380A2 (en) 2010-03-25 2015-09-15 Glaxosmithkline Llc chemical compounds
GB201106817D0 (en) 2011-04-21 2011-06-01 Astex Therapeutics Ltd New compound
CN102924330A (en) * 2012-09-03 2013-02-13 华东理工大学 Method for large-scale preparation of 5-amino-1-naphthyl nitrile
GB201218864D0 (en) 2012-10-19 2012-12-05 Astex Therapeutics Ltd Bicyclic heterocycle compounds and their uses in therapy
GB201218862D0 (en) 2012-10-19 2012-12-05 Astex Therapeutics Ltd Bicyclic heterocycle compounds and their uses in therapy
GB201218850D0 (en) 2012-10-19 2012-12-05 Astex Therapeutics Ltd Bicyclic heterocycle compounds and their uses in therapy
US9980973B2 (en) 2012-10-19 2018-05-29 Astex Therapeutics Limited Bicyclic heterocycle compounds and their uses in therapy
CN103467374A (en) * 2013-08-30 2013-12-25 江苏弘和药物研发有限公司 Synthesis method of 8-bromine-4-carboxyl quinoline
CA2933939C (en) 2013-12-20 2021-03-16 Astex Therapeutics Limited Bicyclic heterocycle compounds and their uses in therapy
CN115197099A (en) * 2022-05-30 2022-10-18 安徽昊帆生物有限公司 Preparation method of N-Boc-1,4-phenylenediamine

Family Cites Families (6)

* Cited by examiner, † Cited by third party
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GB9119920D0 (en) * 1991-09-18 1991-10-30 Glaxo Group Ltd Chemical compounds
GB9119932D0 (en) * 1991-09-18 1991-10-30 Glaxo Group Ltd Chemical compounds
EP0533268B1 (en) * 1991-09-18 2001-08-16 Glaxo Group Limited Benzanilide derivatives as 5-HT1D antagonists
US5834471A (en) * 1993-08-06 1998-11-10 Smithkline Beecham P.L.C. Amide derivatives as 5HT1D receptor antagonists
EP0714389B1 (en) * 1993-08-20 1998-06-17 Smithkline Beecham Plc Amide and urea derivatives as 5ht1d receptor antagonists
JP3328936B2 (en) * 1993-09-03 2002-09-30 スミスクライン・ビーチャム・パブリック・リミテッド・カンパニー Indole and indoline derivatives for 5HT1D receptor antagonists

Also Published As

Publication number Publication date
NZ500252A (en) 2001-07-27
WO1998050358A1 (en) 1998-11-12
PL336317A1 (en) 2000-06-19
NO995065D0 (en) 1999-10-15
CO4950608A1 (en) 2000-09-01
KR20010006487A (en) 2001-01-26
IL132409A0 (en) 2001-03-19
AU7431098A (en) 1998-11-27
NO995065L (en) 1999-10-15
JP2001524116A (en) 2001-11-27
AU732863B2 (en) 2001-05-03
TW509687B (en) 2002-11-11
CN1260781A (en) 2000-07-19
BR9809092A (en) 2002-01-22
HUP0001123A2 (en) 2001-04-28
EP0975593A1 (en) 2000-02-02
HUP0001123A3 (en) 2002-04-29
CA2288662A1 (en) 1998-11-12
TR199902590T2 (en) 2000-06-21

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