MX3428E - PROCEDURE FOR THE PREPARATION OF (AROIL-2 'ET-1'IL) -1 (ACETAMIDO-4 "PIPERAZIN-1" IL METHYL) -2 BENZIMIDAZOLES - Google Patents

PROCEDURE FOR THE PREPARATION OF (AROIL-2 'ET-1'IL) -1 (ACETAMIDO-4 "PIPERAZIN-1" IL METHYL) -2 BENZIMIDAZOLES

Info

Publication number
MX3428E
MX3428E MX001645U MX164576U MX3428E MX 3428 E MX3428 E MX 3428E MX 001645 U MX001645 U MX 001645U MX 164576 U MX164576 U MX 164576U MX 3428 E MX3428 E MX 3428E
Authority
MX
Mexico
Prior art keywords
group
carbon atoms
formula
alkyl group
see
Prior art date
Application number
MX001645U
Other languages
Spanish (es)
Inventor
Claude Fauran
Michel Turin
Thierry Imbert
Guy Raynaud
Original Assignee
Delalande Sa
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 FR7500724A external-priority patent/FR2297045A1/en
Priority claimed from FR7537297A external-priority patent/FR2333510A2/en
Application filed by Delalande Sa filed Critical Delalande Sa
Publication of MX3428E publication Critical patent/MX3428E/en

Links

Classifications

    • 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
    • C07D403/06—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 carbon chain containing only aliphatic carbon atoms
    • 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
    • A61P1/04—Drugs for disorders of the alimentary tract or the digestive system for ulcers, gastritis or reflux esophagitis, e.g. antacids, inhibitors of acid secretion, mucosal protectants
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P11/00—Drugs for disorders of the respiratory system
    • A61P11/14—Antitussive agents
    • 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
    • A61P25/04—Centrally acting analgesics, e.g. opioids
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P29/00—Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P7/00—Drugs for disorders of the blood or the extracellular fluid
    • A61P7/10—Antioedematous agents; Diuretics
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P9/00—Drugs for disorders of the cardiovascular system
    • A61P9/12—Antihypertensives
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D235/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, condensed with other rings
    • C07D235/02—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, condensed with other rings condensed with carbocyclic rings or ring systems
    • C07D235/04—Benzimidazoles; Hydrogenated benzimidazoles
    • C07D235/06—Benzimidazoles; Hydrogenated benzimidazoles with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached in position 2
    • C07D235/10—Radicals substituted by halogen atoms or nitro radicals

Landscapes

  • Health & Medical Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Veterinary Medicine (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Public Health (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Animal Behavior & Ethology (AREA)
  • Engineering & Computer Science (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Pain & Pain Management (AREA)
  • Cardiology (AREA)
  • Diabetes (AREA)
  • Hematology (AREA)
  • Heart & Thoracic Surgery (AREA)
  • Biomedical Technology (AREA)
  • Neurology (AREA)
  • Neurosurgery (AREA)
  • Rheumatology (AREA)
  • Pulmonology (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Plural Heterocyclic Compounds (AREA)

Abstract

La presente invención se refiere a un procedimiento para la preparación de (aroil-2' et-1'i1)-1 (acetamido-4" piperazin-1"il metil)-2 benzimidazoles que corresponden a la fórmula (I): (ver figura). Ar designa: un núcleo fenilo eventualmente substituído por un grupo alcoxi que comprende a lo sumo cuatro átomos de carbono, por un grupo alquilo que comprende a lo sumo 4 átomos de carbono, por un grupo alquilo que comprende de 1 a 4 átomos de carbono, por un grupo nitro o por un átomo halógeno, o un radical alfa-furilo o alfa-tienilo, R designa: un agrupamiento -NH2, un agrupamiento -NHR' en donde R1 representa un grupo alquilo que comprende de 1 a 4 átomos de carbono, o un grupo cicloalquilo que comprende a lo sumo 6 átomos de carbono, o un agrupamiento -NR1R2 en donde R1 y R2 designan un grupo alquilo que comprende de 1 a 4 átomos de carbono o forman, junto con el átomo de nitrógeno al cual se enlazan, heterocíclico elegidos estre las siguientes: piridino, pirrolidino, morfolino y hexametilenoimino, caracterizado porque consiste en condensar un compuesto de la fórmula (II): (ver figura). en donde Ar tiene el mismo significado que la fórmula (I), con una piperazina de la fórmula (III): (ver figura). En la cual R tiene el mismo significado que en la fórmula (I), a reflujo en un disolvente orgánico tal como acetato de etilo en presencia de una base como el carbonato de sodio.The present invention relates to a process for the preparation of (aroyl-2 'et-1'i1) -1 (acetamido-4 "piperazin-1" yl methyl) -2 benzimidazoles corresponding to formula (I): ( see Figure). Ar designates: a phenyl nucleus possibly substituted by an alkoxy group comprising at most four carbon atoms, by an alkyl group comprising at most 4 carbon atoms, by an alkyl group comprising from 1 to 4 carbon atoms, by a nitro group or by a halogen atom, or an alpha-furyl or alpha-thienyl radical, R designates: a -NH2 group, a -NHR 'group where R1 represents an alkyl group comprising 1 to 4 carbon atoms , or a cycloalkyl group comprising at most 6 carbon atoms, or a group -NR1R2 where R1 and R2 designate an alkyl group comprising 1 to 4 carbon atoms or together with the nitrogen atom to which they are formed They link, chosen heterocyclic with the following: pyridine, pyrrolidine, morpholino and hexamethyleneimino, characterized in that it consists of condensing a compound of formula (II): (see figure). where Ar has the same meaning as formula (I), with a piperazine of formula (III): (see figure). In which R has the same meaning as in formula (I), at reflux in an organic solvent such as ethyl acetate in the presence of a base such as sodium carbonate.

MX001645U 1975-01-10 1976-01-06 PROCEDURE FOR THE PREPARATION OF (AROIL-2 'ET-1'IL) -1 (ACETAMIDO-4 "PIPERAZIN-1" IL METHYL) -2 BENZIMIDAZOLES MX3428E (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
FR7500724A FR2297045A1 (en) 1975-01-10 1975-01-10 NEW (AROYL-2 'ETH-1' YL) -1 (ACETAMIDO-4 '' PIPERAZIN-1 '' YL METHYL) -2 BENZIMIDAZOLES WITH GASTRIC AND ANTIULCEROUS ANTI-SECRETORY PROPERTIES
FR7537297A FR2333510A2 (en) 1975-12-05 1975-12-05 1-Aroylethyl 2-piperazinomethyl benzimidazoles - useful eg for treatment of ulcers, asthma, hypertension, oedemand pain

Publications (1)

Publication Number Publication Date
MX3428E true MX3428E (en) 1980-11-21

Family

ID=26218682

Family Applications (1)

Application Number Title Priority Date Filing Date
MX001645U MX3428E (en) 1975-01-10 1976-01-06 PROCEDURE FOR THE PREPARATION OF (AROIL-2 'ET-1'IL) -1 (ACETAMIDO-4 "PIPERAZIN-1" IL METHYL) -2 BENZIMIDAZOLES

Country Status (13)

Country Link
JP (1) JPS6020386B2 (en)
AU (1) AU509084B2 (en)
CA (1) CA1073455A (en)
CH (1) CH612675A5 (en)
DE (1) DE2557446C2 (en)
ES (1) ES444064A1 (en)
GB (1) GB1487128A (en)
IT (1) IT1062803B (en)
LU (1) LU74043A1 (en)
MX (1) MX3428E (en)
NL (1) NL7600224A (en)
SE (1) SE421527B (en)
SU (1) SU651701A3 (en)

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2190439B1 (en) * 1972-07-06 1975-06-20 Delalande Sa

Also Published As

Publication number Publication date
ES444064A1 (en) 1977-08-16
IT1062803B (en) 1985-02-11
JPS6020386B2 (en) 1985-05-21
JPS51131885A (en) 1976-11-16
SE421527B (en) 1982-01-04
SE7600116L (en) 1976-07-12
LU74043A1 (en) 1976-11-11
CA1073455A (en) 1980-03-11
AU509084B2 (en) 1980-04-17
AU1011776A (en) 1977-07-14
GB1487128A (en) 1977-09-28
DE2557446C2 (en) 1984-11-29
SU651701A3 (en) 1979-03-05
CH612675A5 (en) 1979-08-15
NL7600224A (en) 1976-07-13
DE2557446A1 (en) 1976-07-15

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