AR014901A1 - COMPOUNDS N - [(RENT-1-PIPERIDIN-4-REPLACED) CYCLALQUIL] BENZAMIDS, PHARMACEUTICAL COMPOSITION THAT UNDERSTAND AND USE - Google Patents

COMPOUNDS N - [(RENT-1-PIPERIDIN-4-REPLACED) CYCLALQUIL] BENZAMIDS, PHARMACEUTICAL COMPOSITION THAT UNDERSTAND AND USE

Info

Publication number
AR014901A1
AR014901A1 ARP980103646A ARP980103646A AR014901A1 AR 014901 A1 AR014901 A1 AR 014901A1 AR P980103646 A ARP980103646 A AR P980103646A AR P980103646 A ARP980103646 A AR P980103646A AR 014901 A1 AR014901 A1 AR 014901A1
Authority
AR
Argentina
Prior art keywords
compounds
group
branched
linear
alkyl
Prior art date
Application number
ARP980103646A
Other languages
Spanish (es)
Original Assignee
Logeais Labor Jacques
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 Logeais Labor Jacques filed Critical Logeais Labor Jacques
Publication of AR014901A1 publication Critical patent/AR014901A1/en

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Classifications

    • 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
    • C07D295/04—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 with substituted hydrocarbon radicals attached to ring nitrogen atoms
    • C07D295/12—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 with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly or doubly bound nitrogen atoms
    • C07D295/125—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 with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly or doubly bound nitrogen atoms with the ring nitrogen atoms and the substituent nitrogen atoms attached to the same carbon chain, which is not interrupted by carbocyclic rings
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P1/00—Drugs for disorders of the alimentary tract or the digestive system
    • A61P1/14—Prodigestives, e.g. acids, enzymes, appetite stimulants, antidyspeptics, tonics, antiflatulents
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D211/00—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
    • C07D211/04—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D211/06—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
    • C07D211/36—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members 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
    • C07D211/40—Oxygen atoms
    • C07D211/44—Oxygen atoms attached in position 4
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2601/00—Systems containing only non-condensed rings
    • C07C2601/02—Systems containing only non-condensed rings with a three-membered ring
    • 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
    • C07C2601/16—Systems containing only non-condensed rings with a six-membered ring the ring being unsaturated

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Animal Behavior & Ethology (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Nutrition Science (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Hydrogenated Pyridines (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
  • Plural Heterocyclic Compounds (AREA)

Abstract

Compuestos N-[(alquil-1-piperidin-4-sustituida)cicloalquil]benzamidas de formula general (I) en donde: R1 es un grupo alquilo lineal, ramificado ociclizado C1-6 o de un grupo cicloalquilo C3-6, dicho grupo alquilo pudiendo, dado el caso, formar un ciclo C4-5 en el ciclo, en asociacion con el carbono enla posicion 3 del ciclo aromático, y con el cual el átomo de oxígeno, R2 es H, un grupo alquilo C1-4, lineal o ramificado, OH o un grupo hidroxialquílico en elcual el grupo alquilo en C1-4 está lineal o ramificado, R3 es H, un grupo alquilo C1-6, lineal o ramificado, OH o un grupo hidroxialquílico en el cual el grupoalquilo C1-4 está lineal o ramificado, bajo reserva que R2 y R3 no puede representar simultáneamente a OH, m = 1 o 2, n = 1, 2 o3. El átomo de nitrogeno de lapiperidina puede igualmente estar bajo la forma de N-oxido o salificado con un ácido farmacéuticamente aceptable, tal como el ácido clorhídrico, bromhídrico,sulfurico, nítrico, fosforico, formico, acético, propionico, glicolico, oxálico, fumárico, láctico, succínico, tártrico, málico, paroico, o bien bajo la formade sal de amonio cuaternaria segun la formula (II) en donde Y es un grupo alquilo C1-6 o bencilo, y X- es Br- o I-. Composicion farmacéutica que comprendeunoo varios compuestos segun lo descripto en asociacion con un vehículo farmacéuticamente aceptable y además es administrable por vía oral, parenteral o rectal.La posología en principio activo es de alrededor del 0,1 microg/kg/día a 20 mg/kg/día porvía oral y de alrededor del 0,1 microg/kg/día a 2 mg/kg/día por víaparenteral. Uso de uno o varios compuestos segun lo descripto para la preparacion de un medicamento destinado al tratamiento de los disfuncionamientos del tubodigestivo alto tales como: émesis, acalasia esofagiana, gastroparesis, reflujo gastro-esofagiano, dispepsias, y pseudo obstruccion intestinal cronica, y si setrata de los disfuncionamientos del tubo digestivo bajo: atonía colica, disminucion del movimiento del tránsito colico, constipacion transitoria y laconstipacion cronica idiopática, pseudo-obstruccion colica cronica, y síndrome del colon o del intestino irritable. Dichos compuestos se utilizan tanto comoCompounds N - [(alkyl-1-piperidin-4-substituted) cycloalkyl] benzamides of general formula (I) wherein: R1 is a linear, branched alkyl group C1-6 or a C3-6 cycloalkyl group, said group alkyl being able, if necessary, to form a C4-5 cycle in the cycle, in association with the carbon in position 3 of the aromatic cycle, and with which the oxygen atom, R2 is H, a linear C1-4 alkyl group or branched, OH or a hydroxyalkyl group in which the C1-4 alkyl group is linear or branched, R3 is H, a C1-6 alkyl group, linear or branched, OH or a hydroxyalkyl group in which the C1-4 alkyl group it is linear or branched, subject to the fact that R2 and R3 cannot simultaneously represent OH, m = 1 or 2, n = 1, 2 or 3. The nitrogen atom of lapiperidine may also be in the form of N-oxide or salified with a pharmaceutically acceptable acid, such as hydrochloric, hydrobromic, sulfuric, nitric, phosphoric, formic, acetic, propionic, glycolic, oxalic, fumaric acid, lactic, succinic, tartaric, malic, paroic, or in the form of quaternary ammonium salt according to formula (II) where Y is a C1-6 alkyl or benzyl group, and X- is Br- or I-. Pharmaceutical composition comprising one or more compounds as described in association with a pharmaceutically acceptable carrier and is also administrable orally, parenterally or rectally. The posology in active principle is about 0.1 microg / kg / day at 20 mg / kg / day by oral route and about 0.1 microg / kg / day at 2 mg / kg / day by parenteral route. Use of one or more compounds as described for the preparation of a medicament for the treatment of dysfunctions of the upper gastrointestinal tract such as: emesis, esophageal achalasia, gastroparesis, gastro-esophageal reflux, dyspepsia, and chronic pseudo intestinal obstruction, and if setrata of dysfunctions of the lower digestive tract: colic atony, decreased movement of colic transit, transient constipation and idiopathic chronic constipation, chronic colic pseudo-obstruction, and irritable bowel or bowel syndrome. Such compounds are used as much as

ARP980103646A 1997-07-25 1998-07-24 COMPOUNDS N - [(RENT-1-PIPERIDIN-4-REPLACED) CYCLALQUIL] BENZAMIDS, PHARMACEUTICAL COMPOSITION THAT UNDERSTAND AND USE AR014901A1 (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
FR9709478A FR2766486B1 (en) 1997-07-25 1997-07-25 HIGH AND LOW GASTROINTESTINAL MOTOR STIMULATING BENZAMIDE CYCLOALKYLES

Publications (1)

Publication Number Publication Date
AR014901A1 true AR014901A1 (en) 2001-04-11

Family

ID=9509624

Family Applications (1)

Application Number Title Priority Date Filing Date
ARP980103646A AR014901A1 (en) 1997-07-25 1998-07-24 COMPOUNDS N - [(RENT-1-PIPERIDIN-4-REPLACED) CYCLALQUIL] BENZAMIDS, PHARMACEUTICAL COMPOSITION THAT UNDERSTAND AND USE

Country Status (8)

Country Link
EP (1) EP0998469A1 (en)
AR (1) AR014901A1 (en)
AU (1) AU8867998A (en)
CO (1) CO4990983A1 (en)
FR (1) FR2766486B1 (en)
TN (1) TNSN98137A1 (en)
WO (1) WO1999005133A1 (en)
ZA (1) ZA986632B (en)

Family Cites Families (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB1015921A (en) * 1961-10-06 1966-01-05 Benger Lab Ltd Benzamides
AR216043A1 (en) * 1974-03-21 1979-11-30 Anphar Sa PROCEDURE FOR THE PREPARATION OF 1-BENZOYLAMINE-4-PIPERIDINE DERIVATIVES AND ITS PHYSIOLOGICALLY ACCEPTABLE SALTS
EP0222533A1 (en) * 1985-10-25 1987-05-20 The Upjohn Company Cis-N-[(2-aminocycloaliphatic)benzene acetamide and -benzamide anticonvulsants
FR2674849B1 (en) * 1991-04-02 1994-12-23 Logeais Labor Jacques NOVEL N-CYCLOHEXYL BENZAMIDES OR THIOBENZAMIDES DERIVATIVES, THEIR PREPARATIONS AND THEIR THERAPEUTIC APPLICATIONS.
AU3192295A (en) * 1994-08-11 1996-03-07 Yamanouchi Pharmaceutical Co., Ltd. Substituted amine derivative and medicinal composition containing the same
FR2735693B1 (en) * 1995-06-23 1997-09-26 Logeais Labor Jacques NEW THERAPEUTIC APPLICATIONS OF N-CYCLOHEXYL BENZAMIDES

Also Published As

Publication number Publication date
FR2766486A1 (en) 1999-01-29
TNSN98137A1 (en) 2005-03-15
WO1999005133A1 (en) 1999-02-04
FR2766486B1 (en) 1999-09-17
CO4990983A1 (en) 2000-12-26
ZA986632B (en) 1999-02-04
AU8867998A (en) 1999-02-16
EP0998469A1 (en) 2000-05-10

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