AR085073A1 - Compuestos con actividad antibacteriana, un procedimiento para su obtencion y composiciones farmaceuticas que los comprenden - Google Patents

Compuestos con actividad antibacteriana, un procedimiento para su obtencion y composiciones farmaceuticas que los comprenden

Info

Publication number
AR085073A1
AR085073A1 ARP120100090A ARP120100090A AR085073A1 AR 085073 A1 AR085073 A1 AR 085073A1 AR P120100090 A ARP120100090 A AR P120100090A AR P120100090 A ARP120100090 A AR P120100090A AR 085073 A1 AR085073 A1 AR 085073A1
Authority
AR
Argentina
Prior art keywords
group
branched
linear
alkyl group
alkyl
Prior art date
Application number
ARP120100090A
Other languages
English (en)
Inventor
Mario David Martinez
Fernando Javier Duran
Gerardo Burton
Elvira Zini
Veronica Mora
Lucila Bertoncello
Original Assignee
Richmond Sa Com Ind Y Financiera Lab
Consejo Nac Invest Cient Tec
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 Richmond Sa Com Ind Y Financiera Lab, Consejo Nac Invest Cient Tec filed Critical Richmond Sa Com Ind Y Financiera Lab
Priority to ARP120100090A priority Critical patent/AR085073A1/es
Priority to EP13709265.6A priority patent/EP2802558B1/en
Priority to MX2014008437A priority patent/MX355456B/es
Priority to US14/371,820 priority patent/US9255071B2/en
Priority to CA2863221A priority patent/CA2863221C/en
Priority to PT137092656T priority patent/PT2802558T/pt
Priority to PCT/IB2013/050235 priority patent/WO2013105053A1/en
Priority to BR112014017190-4A priority patent/BR112014017190B1/pt
Priority to DK13709265.6T priority patent/DK2802558T3/en
Priority to ES13709265.6T priority patent/ES2588597T3/es
Publication of AR085073A1 publication Critical patent/AR085073A1/es

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
    • C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
    • C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D213/78—Carbon atoms having three bonds to hetero atoms, with at the most one bond to halogen, e.g. ester or nitrile radicals
    • C07D213/86—Hydrazides; Thio or imino analogues thereof
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
    • A61P31/04—Antibacterial agents
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C231/00—Preparation of carboxylic acid amides
    • C07C231/02—Preparation of carboxylic acid amides from carboxylic acids or from esters, anhydrides, or halides thereof by reaction with ammonia or amines
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C235/00—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms
    • C07C235/02—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms having carbon atoms of carboxamide groups bound to acyclic carbon atoms and singly-bound oxygen atoms bound to the same carbon skeleton
    • C07C235/32—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms having carbon atoms of carboxamide groups bound to acyclic carbon atoms and singly-bound oxygen atoms bound to the same carbon skeleton the carbon skeleton containing six-membered aromatic rings
    • C07C235/34—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms having carbon atoms of carboxamide groups bound to acyclic carbon atoms and singly-bound oxygen atoms bound to the same carbon skeleton the carbon skeleton containing six-membered aromatic rings having the nitrogen atoms of the carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C235/00—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms
    • C07C235/02—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms having carbon atoms of carboxamide groups bound to acyclic carbon atoms and singly-bound oxygen atoms bound to the same carbon skeleton
    • C07C235/32—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms having carbon atoms of carboxamide groups bound to acyclic carbon atoms and singly-bound oxygen atoms bound to the same carbon skeleton the carbon skeleton containing six-membered aromatic rings
    • C07C235/38—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms having carbon atoms of carboxamide groups bound to acyclic carbon atoms and singly-bound oxygen atoms bound to the same carbon skeleton the carbon skeleton containing six-membered aromatic rings having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a six-membered aromatic ring
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C259/00—Compounds containing carboxyl groups, an oxygen atom of a carboxyl group being replaced by a nitrogen atom, this nitrogen atom being further bound to an oxygen atom and not being part of nitro or nitroso groups
    • C07C259/04—Compounds containing carboxyl groups, an oxygen atom of a carboxyl group being replaced by a nitrogen atom, this nitrogen atom being further bound to an oxygen atom and not being part of nitro or nitroso groups without replacement of the other oxygen atom of the carboxyl group, e.g. hydroxamic acids
    • C07C259/08—Compounds containing carboxyl groups, an oxygen atom of a carboxyl group being replaced by a nitrogen atom, this nitrogen atom being further bound to an oxygen atom and not being part of nitro or nitroso groups without replacement of the other oxygen atom of the carboxyl group, e.g. hydroxamic acids having carbon atoms of hydroxamic groups bound to carbon atoms of rings other than six-membered aromatic rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
    • C07C51/347—Preparation of carboxylic acids or their salts, halides or anhydrides by reactions not involving formation of carboxyl groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
    • C07C51/58—Preparation of carboxylic acid halides
    • C07C51/60—Preparation of carboxylic acid halides by conversion of carboxylic acids or their anhydrides or esters, lactones, salts into halides with the same carboxylic acid part
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
    • C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
    • C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D213/78—Carbon atoms having three bonds to hetero atoms, with at the most one bond to halogen, e.g. ester or nitrile radicals
    • C07D213/81—Amides; Imides
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D295/00—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
    • C07D295/16—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms acylated on ring nitrogen atoms
    • C07D295/18—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms acylated on ring nitrogen atoms by radicals derived from carboxylic acids, or sulfur or nitrogen analogues thereof
    • C07D295/182—Radicals derived from carboxylic acids
    • C07D295/185—Radicals derived from carboxylic acids from aliphatic carboxylic acids
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2601/00—Systems containing only non-condensed rings
    • C07C2601/12—Systems containing only non-condensed rings with a six-membered ring
    • C07C2601/14—The ring being saturated

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Health & Medical Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Chemical & Material Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Communicable Diseases (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Oncology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
  • Pyridine Compounds (AREA)

Abstract

Un compuesto que responde a la fórmula estructural (1), una sal, una prodroga o un derivado farmacéuticamente aceptable del mismo, en donde R1 se selecciona entre H, un grupo alquilo C1-5 lineal o ramificado y un grupo COR4; R2 se seleccione entre H, un grupo alquilo C1-5 lineal o ramificado y un grupo COR5; R3 se selecciona entre H, un grupo alquilo C1-5 lineal, o ramificado, un grupo -O-alquilo C1-5 lineal o ramificado, un cicloalquilo C5-6, un grupo arilo, un grupo alquil C1-5arilo y donde el grupo arilo puede estar sin sustituir o estar sustituido por uno o más grupos R6 y un grupo NHCOR5; o R2 y R3 juntos forman con el N un grupo piperidino, un grupo morfolino o un grupo piperazino, sustituidos o sin sustituir; R4 se selecciona entre H y un grupo alquilo C1-5; R5 se selecciona entre arilo sustituido o sin sustituir por uno o mas grupos R6, piridilo, alquilo C1-5 lineal o ramificado y un grupo piridino; R6 se selecciona entre grupos alquilo C1-5, halógeno y nitro, con la salvedad que R1, R2 y R3 no pueden ser al mismo tiempo H. Los compuestos presentan actividad antibacteriana. Se revelan también procedimientos de obtención y composiciones farmacéuticas que los comprenden.Reivindicación 5: Una composición farmacéutica caracterizada porque comprende, al menos, un compuesto, una sal, una prodroga o un derivado farmacéuticamente aceptable del mismo, de acuerdo con la reivindicación 2 y excipientes farmacéuticamente aceptables. Reivindicación 10: Un procedimiento para la preparación de compuestos de fórmula (1), caracterizado porque comprende las siguientes etapas: a) realizar una reacción de acoplamiento de 2-metoxi-5-iodobenzaldehido o 2-acetiloxi-5-iodobenzaldehido con ácido acrílico o de 2-metoxi-5-iodobenzaldehido con un éster del ácido acrílico seguido de hidrólisis, b) tratar el derivado de ácido cinámico resultante del paso anterior con un reactivo fluorante, c) hacer reaccionar el fluoruro de acilo así obtenido con una amina o un derivado de la misma, en presencia de una base.
ARP120100090A 2012-01-11 2012-01-11 Compuestos con actividad antibacteriana, un procedimiento para su obtencion y composiciones farmaceuticas que los comprenden AR085073A1 (es)

Priority Applications (10)

Application Number Priority Date Filing Date Title
ARP120100090A AR085073A1 (es) 2012-01-11 2012-01-11 Compuestos con actividad antibacteriana, un procedimiento para su obtencion y composiciones farmaceuticas que los comprenden
EP13709265.6A EP2802558B1 (en) 2012-01-11 2013-01-10 Compounds having antibacterial activity, process for their preparation and pharmaceutical compositions comprising them
MX2014008437A MX355456B (es) 2012-01-11 2013-01-10 Compuestos con actividad antibacteriana, un procedimiento para su obtencion y composiciones farmaceuticas que los comprenden.
US14/371,820 US9255071B2 (en) 2012-01-11 2013-01-10 Compounds having antibacterial activity, process for their preparation and pharmaceutical compositions comprising them
CA2863221A CA2863221C (en) 2012-01-11 2013-01-10 Compounds having antibacterial activity, process for their preparation and pharmaceutical compositions comprising them
PT137092656T PT2802558T (pt) 2012-01-11 2013-01-10 Compostos com atividade antibacteriana, processo para a sua preparação, e composições farmacêuticas compreendendo os mesmos
PCT/IB2013/050235 WO2013105053A1 (en) 2012-01-11 2013-01-10 Compounds having antibacterial activity, process for their preparation and pharmaceutical compositions comprising them
BR112014017190-4A BR112014017190B1 (pt) 2012-01-11 2013-01-10 compostos com atividade antibacteriana, procedimento para a sua obtenção e composições farmacêuticas que fazem parte desses compostos
DK13709265.6T DK2802558T3 (en) 2012-01-11 2013-01-10 Relations with antibacterial activity, process for their preparation and pharmaceutical preparations comprising them
ES13709265.6T ES2588597T3 (es) 2012-01-11 2013-01-10 Compuestos que presentan actividad antibacteriana, procedimientos utilizables en su preparación y composiciones farmacéuticas que los comprenden

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
ARP120100090A AR085073A1 (es) 2012-01-11 2012-01-11 Compuestos con actividad antibacteriana, un procedimiento para su obtencion y composiciones farmaceuticas que los comprenden

Publications (1)

Publication Number Publication Date
AR085073A1 true AR085073A1 (es) 2013-09-11

Family

ID=47882392

Family Applications (1)

Application Number Title Priority Date Filing Date
ARP120100090A AR085073A1 (es) 2012-01-11 2012-01-11 Compuestos con actividad antibacteriana, un procedimiento para su obtencion y composiciones farmaceuticas que los comprenden

Country Status (10)

Country Link
US (1) US9255071B2 (es)
EP (1) EP2802558B1 (es)
AR (1) AR085073A1 (es)
BR (1) BR112014017190B1 (es)
CA (1) CA2863221C (es)
DK (1) DK2802558T3 (es)
ES (1) ES2588597T3 (es)
MX (1) MX355456B (es)
PT (1) PT2802558T (es)
WO (1) WO2013105053A1 (es)

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN104926721A (zh) * 2014-03-21 2015-09-23 兰州大学 异烟肼咖啡酸酰胺化衍生物及在抗结核杆菌药物中的应用

Family Cites Families (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
NZ215187A (en) * 1985-02-18 1990-08-28 Wellcome Found Alka-(2e,4e)-dienamide derivatives and pesticidal compositions
IT1255467B (it) * 1992-07-29 1995-11-02 Dompe Farmaceutici Spa Ammidi acriliche farmacologicamente attive
DE4421536A1 (de) * 1994-06-20 1995-12-21 Hoechst Ag Perfluoralkylgruppen tragende phenylsubstituierte Alkenylcarbonsäure-guanidine, Verfahren zu ihrer Herstellung, ihre Verwendung als Medikament oder Diagnostikum sowie sie enthaltendes Medikament
ATE208776T1 (de) * 1994-06-21 2001-11-15 Otsuka Pharma Co Ltd Pyrazolo(1,5-a) pyrimidin-derivate
DE19610784A1 (de) * 1996-03-19 1997-09-25 Hoechst Ag Fluoralkyl- und Fluoralkoxysubstituierte heterocyclische Bradykinin-Antagonisten, Verfahren zu ihrer Herstellung und ihre Verwendung
US6046239A (en) * 1997-08-05 2000-04-04 American Home Products Corporation Anthranilic acid analogs
US6239077B1 (en) * 1998-05-01 2001-05-29 Nihon Nohyaku Co., Ltd. Aminoacetonitrile derivative agricultural and horticultural insecticide containing the same and use thereof
AU2003287878A1 (en) * 2002-12-11 2004-06-30 7Tm Pharma A/S Quinoline compounds for use in mch receptor related disorders

Also Published As

Publication number Publication date
EP2802558B1 (en) 2016-06-01
PT2802558T (pt) 2016-09-02
EP2802558A1 (en) 2014-11-19
CA2863221C (en) 2020-09-08
WO2013105053A1 (en) 2013-07-18
ES2588597T3 (es) 2016-11-03
CA2863221A1 (en) 2013-07-18
US9255071B2 (en) 2016-02-09
MX355456B (es) 2018-04-19
BR112014017190B1 (pt) 2020-12-29
DK2802558T3 (en) 2016-09-12
MX2014008437A (es) 2015-02-24
US20140357678A1 (en) 2014-12-04
BR112014017190A2 (pt) 2017-06-27

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