AR045928A1 - AMIDAS N-SUBSTITUTED INDOLIL-3-GLIOXYL ACID, ITS USE AS MEDICATIONS AND PROCEDURE FOR PREPARATION - Google Patents

AMIDAS N-SUBSTITUTED INDOLIL-3-GLIOXYL ACID, ITS USE AS MEDICATIONS AND PROCEDURE FOR PREPARATION

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Publication number
AR045928A1
AR045928A1 ARP040102632A ARP040102632A AR045928A1 AR 045928 A1 AR045928 A1 AR 045928A1 AR P040102632 A ARP040102632 A AR P040102632A AR P040102632 A ARP040102632 A AR P040102632A AR 045928 A1 AR045928 A1 AR 045928A1
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AR
Argentina
Prior art keywords
unsubstituted
substituted
alkyl
cycloalkyl
aryl
Prior art date
Application number
ARP040102632A
Other languages
Spanish (es)
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Zentaris Gmbh
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.)
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Publication date
Application filed by Zentaris Gmbh filed Critical Zentaris Gmbh
Publication of AR045928A1 publication Critical patent/AR045928A1/en

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    • 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
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P35/00Antineoplastic agents
    • 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
    • C07D405/00Heterocyclic 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
    • C07D405/02Heterocyclic 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
    • C07D405/12Heterocyclic 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

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (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)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Plural Heterocyclic Compounds (AREA)

Abstract

Amidas N-sustituidas de ácido indolil-3-glioxílico conformes a la fórmula general (1), a su preparación y uso como medicamento, en particular para el tratamiento de tumores. Reivindicación 1: Amidas N-sustituidas de ácido indolil-3-glioxílico caracterizadas porque tienen la fórmula general (1) en la que R1, R3-R6 significan: H, alquilo no sustituido o sustituido; cicloalquilo no sustituido o sustituido; arilo no sustituido o sustituido, heteroarilo no sustituido o sustituido, alquilarilo no sustituido o sustituido, alquilheteroarilo no sustituido o sustituido, amino, mono-alquilamino, di-alquilamino, halógeno, alquilo sustituido por uno o más átomos de F, preferiblemente el grupo trifluorometilo, ciano, ciano-alquilo de cadena recta o ramificado, alquilcarbonilo, carboxilo, alcoxicarbonilo, carboxi-alquilo o alcoxicarbonil-alquilo, alcoxi, aril-alcoxi, preferiblemente benciloxi, alcoxicarbonilamino, alcoxicarbonilamino-alquilo; R2 significa: alquilo no sustituido o sustituido, alquilarilo no sustituido o sustituido, alquilheteroarilo no sustituido o sustituido, R7 significa: una sulfona de la fórmula -SO2-X1, en la que X1 significa N(Alqu)2, hidroxilo, alquilo no sustituido o sustituido, cicloalquilo no sustituido o sustituido, arilo no sustituido o sustituido, heteroarilo no sustituido o sustituido, alquil-cicloalquilo no sustituido o sustituido, alquil-heterociclilo no sustituido o sustituido, alquilarilo no sustituido o sustituido, alquilheteroarilo no sustituido o sustituido; -C(O)-X2, en la que X2 significa arilo no sustituido o sustituido, heteroarilo no sustituido o sustituido, alquilarilo no sustituido o sustituido, y alquilheteroarilo no sustituido o sustituido; -C(O)O-X3-, en la que X3 significa cicloalquilo no sustituido o sustituido, heterociclilo no sustituido o sustituido, arilo no sustituido o sustituido, heteroarilo no sustituido o sustituido, alquil-cicloalquilo no sustituido o sustituido, alquil-heterociclilo no sustituido o sustituido, y alquilheteroarilo no sustituido o sustituido; -C(O)NX4X5, en la que X4 y X5 significan, independientemente el uno del otro, H, alquilo no sustituido o sustituido, cicloalquilo no sustituido o sustituido, heterociclilo no sustituido o sustituido, arilo no sustituido o sustituido, heteroarilo no sustituido o sustituido, alquil-cicloalquilo no sustituido o sustituido, alquil-heterociclilo no sustituido o sustituido, alquilarilo no sustituido o sustituido, alquilheteroarilo no sustituido o sustituido, o bien X4 y X5 significan conjuntamente cicloalquilo o cicloheteroalquilo, -C(S)NX6X7,en la que X6 y X7 significan, independientemente el uno del otro, H, alquilo no sustituido o sustituido, cicloalquilo no sustituido o sustituido, heterociclilo no sustituido o sustituido, arilo no sustituido o sustituido, heteroarilo no sustituido o sustituido, alquil-cicloalquilo no sustituido o sustituido, alquil-heterociclilo no sustituido o sustituido, alquilarilo no sustituido o sustituido, alquilheteroarilo no sustituido o sustituido, o bien X6 y X7 significan conjuntamente cicloalquilo o cicloheteroalquilo, X significa: O, S o H e hidroxilo enlazados en forma geminada; Y significa O o S, y HET: representa un heterociclo-(C2-14) saturado, insaturado o aromático, que contiene uno o varios heteroátomos seleccionados entre el grupo de N, O y S, unido con el N de la amida directamente o a través de un puente de alquilo (C1-6), y el resto alquilo puede estar sustituido o no sustituido, y en el que al heterociclo pueden estar unidos opcionalmente por condensación uno o dos grupos arilo o cicloalquilo, pudiendo estar el resto alquilo en todos los casos ramificado o no ramificado y saturado o no saturado y los grupos heterocíclicos, arilo o cicloalquilo pueden estar no sustituido o sustituidos, así como las sales farmacéuticamente compatibles de éstos.N-substituted indolyl-3-glyoxylic acid amides conforming to the general formula (1), its preparation and use as a medicament, in particular for the treatment of tumors. Claim 1: N-substituted indolyl-3-glyoxylic acid amides characterized in that they have the general formula (1) in which R1, R3-R6 means: H, unsubstituted or substituted alkyl; unsubstituted or substituted cycloalkyl; unsubstituted or substituted aryl, unsubstituted or substituted heteroaryl, unsubstituted or substituted alkylaryl, unsubstituted or substituted alkylheteroaryl, amino, mono-alkylamino, di-alkylamino, halogen, alkyl substituted by one or more F atoms, preferably the trifluoromethyl group , cyano, straight or branched chain cyanoalkyl, alkylcarbonyl, carboxyl, alkoxycarbonyl, carboxy-alkyl or alkoxycarbonyl-alkyl, alkoxy, aryl-alkoxy, preferably benzyloxy, alkoxycarbonylamino, alkoxycarbonylamino-alkyl; R2 means: unsubstituted or substituted alkyl, unsubstituted or substituted alkylaryl, unsubstituted or substituted alkylheteroaryl, R7 means: a sulfone of the formula -SO2-X1, wherein X1 means N (Alkyl) 2, hydroxyl, unsubstituted alkyl or substituted, unsubstituted or substituted cycloalkyl, unsubstituted or substituted aryl, unsubstituted or substituted heteroaryl, unsubstituted or substituted alkyl-cycloalkyl, unsubstituted or substituted alkyl-heterocyclyl, unsubstituted or substituted alkylaryl, unsubstituted or substituted alkylheteroaryl; -C (O) -X2, wherein X2 means unsubstituted or substituted aryl, unsubstituted or substituted heteroaryl, unsubstituted or substituted alkylaryl, and unsubstituted or substituted alkylheteroaryl; -C (O) O-X3-, in which X3 means unsubstituted or substituted cycloalkyl, unsubstituted or substituted heterocyclyl, unsubstituted or substituted aryl, unsubstituted or substituted heteroaryl, unsubstituted or substituted alkyl-cycloalkyl, alkyl heterocyclyl unsubstituted or substituted, and unsubstituted or substituted alkylheteroaryl; -C (O) NX4X5, wherein X4 and X5 mean, independently of each other, H, unsubstituted or substituted alkyl, unsubstituted or substituted cycloalkyl, unsubstituted or substituted heterocyclyl, unsubstituted or substituted aryl, unsubstituted heteroaryl or substituted, unsubstituted or substituted alkyl-cycloalkyl, unsubstituted or substituted alkyl-heterocyclyl, unsubstituted or substituted alkylaryl, unsubstituted or substituted alkylheteroaryl, or else X4 and X5 together mean cycloalkyl or cycloheteroalkyl, -C (S) NX6X7, in which X6 and X7 mean, independently of each other, H, unsubstituted or substituted alkyl, unsubstituted or substituted cycloalkyl, unsubstituted or substituted heterocyclyl, unsubstituted or substituted aryl, unsubstituted or substituted heteroaryl, unsubstituted alkylcycloalkyl or substituted, unsubstituted or substituted alkyl heterocyclyl, unsubstituted or substituted alkylaryl, unsubstituted or substituted alkylheteroaryl, or X6 and X7 together means cycloalkyl or cycloheteroalkyl, X means: O, S or H and hydroxy linked in geminated form; Y means O or S, and HET: represents a saturated, unsaturated or aromatic heterocycle- (C2-14), which contains one or more heteroatoms selected from the group of N, O and S, joined with the N of the amide directly or through a (C1-6) alkyl bridge, and the alkyl moiety may be substituted or unsubstituted, and in which one or two aryl or cycloalkyl groups may be optionally linked to the heterocycle, the alkyl moiety may be in all branched or unbranched and saturated or unsaturated cases and heterocyclic, aryl or cycloalkyl groups may be unsubstituted or substituted, as well as pharmaceutically compatible salts thereof.

ARP040102632A 2003-07-25 2004-07-23 AMIDAS N-SUBSTITUTED INDOLIL-3-GLIOXYL ACID, ITS USE AS MEDICATIONS AND PROCEDURE FOR PREPARATION AR045928A1 (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DE10334040A DE10334040A1 (en) 2003-07-25 2003-07-25 Novel N-substituted indolyl-3-glyoxylic acid amides, their use as medicaments and process for their preparation

Publications (1)

Publication Number Publication Date
AR045928A1 true AR045928A1 (en) 2005-11-16

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ID=34129467

Family Applications (1)

Application Number Title Priority Date Filing Date
ARP040102632A AR045928A1 (en) 2003-07-25 2004-07-23 AMIDAS N-SUBSTITUTED INDOLIL-3-GLIOXYL ACID, ITS USE AS MEDICATIONS AND PROCEDURE FOR PREPARATION

Country Status (18)

Country Link
EP (1) EP1651600A2 (en)
JP (1) JP2007503376A (en)
KR (1) KR20060037398A (en)
CN (1) CN1839129A (en)
AR (1) AR045928A1 (en)
AU (1) AU2004263238A1 (en)
BR (1) BRPI0412898A (en)
CA (1) CA2533433A1 (en)
DE (1) DE10334040A1 (en)
IL (1) IL173335A0 (en)
MX (1) MXPA06000995A (en)
NO (1) NO20060697L (en)
RS (1) RS20060049A (en)
RU (1) RU2317293C9 (en)
TW (1) TW200524863A (en)
UA (1) UA83498C2 (en)
WO (1) WO2005014542A2 (en)
ZA (1) ZA200601300B (en)

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP5406716B2 (en) 2006-08-07 2014-02-05 アイアンウッド ファーマシューティカルズ インコーポレイテッド Indole compounds
AR084433A1 (en) 2010-12-22 2013-05-15 Ironwood Pharmaceuticals Inc FAAH INHIBITORS AND PHARMACEUTICAL COMPOSITIONS CONTAINING THEM

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2005504790A (en) * 2001-09-13 2005-02-17 シンタ ファーマスーティカルズ コーポレイション 3-glyoxylylamidoindole for treating cancer

Also Published As

Publication number Publication date
WO2005014542A2 (en) 2005-02-17
TW200524863A (en) 2005-08-01
RU2317293C2 (en) 2008-02-20
RS20060049A (en) 2008-08-07
DE10334040A1 (en) 2005-03-10
ZA200601300B (en) 2007-03-28
EP1651600A2 (en) 2006-05-03
AU2004263238A1 (en) 2005-02-17
RU2006105708A (en) 2006-06-27
NO20060697L (en) 2006-02-14
KR20060037398A (en) 2006-05-03
RU2317293C9 (en) 2008-05-10
BRPI0412898A (en) 2006-10-03
CN1839129A (en) 2006-09-27
WO2005014542A3 (en) 2006-10-19
IL173335A0 (en) 2006-06-11
CA2533433A1 (en) 2005-02-17
MXPA06000995A (en) 2006-04-11
JP2007503376A (en) 2007-02-22
UA83498C2 (en) 2008-07-25

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