ES435757A1 - Procedure for the preparation of aromatic amidas of heterociclic compounds. (Machine-translation by Google Translate, not legally binding) - Google Patents

Procedure for the preparation of aromatic amidas of heterociclic compounds. (Machine-translation by Google Translate, not legally binding)

Info

Publication number
ES435757A1
ES435757A1 ES435757A ES435757A ES435757A1 ES 435757 A1 ES435757 A1 ES 435757A1 ES 435757 A ES435757 A ES 435757A ES 435757 A ES435757 A ES 435757A ES 435757 A1 ES435757 A1 ES 435757A1
Authority
ES
Spain
Prior art keywords
alkyl
amino
hydrogen
radical
aromatic
Prior art date
Legal status (The legal status 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 status listed.)
Expired
Application number
ES435757A
Other languages
Spanish (es)
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Antonio Gallardo SA
Original Assignee
Antonio Gallardo 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 GB12572/74A external-priority patent/GB1507462A/en
Application filed by Antonio Gallardo SA filed Critical Antonio Gallardo SA
Publication of ES435757A1 publication Critical patent/ES435757A1/en
Expired legal-status Critical Current

Links

Classifications

    • 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
    • C07D211/56—Nitrogen atoms
    • C07D211/58—Nitrogen atoms attached in position 4
    • 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
    • A61P1/08—Drugs for disorders of the alimentary tract or the digestive system for nausea, cinetosis or vertigo; Antiemetics
    • 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
    • A61P25/00—Drugs for disorders of the nervous system
    • A61P25/20—Hypnotics; Sedatives
    • 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]
    • 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
    • C07D211/08—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 hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms
    • C07D211/18—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 hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms with substituted hydrocarbon radicals attached to ring carbon atoms
    • C07D211/26—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 hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms with substituted hydrocarbon radicals attached to ring carbon atoms with hydrocarbon radicals, substituted by nitrogen atoms
    • C07D211/28—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 hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms with substituted hydrocarbon radicals attached to ring carbon atoms with hydrocarbon radicals, substituted by nitrogen atoms to which a second hetero atom is attached
    • 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
    • C07D211/68—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 one double bond between ring members or between a ring member and a non-ring member
    • C07D211/72—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 one double bond between ring members or between a ring member and a non-ring member with hetero atoms or with carbon atoms having three bonds to hetero atoms, with at the most one bond to halogen, directly attached to ring carbon atoms

Landscapes

  • Health & Medical Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • General Health & Medical Sciences (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Public Health (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Veterinary Medicine (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Animal Behavior & Ethology (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Engineering & Computer Science (AREA)
  • Neurosurgery (AREA)
  • Pain & Pain Management (AREA)
  • Neurology (AREA)
  • Biomedical Technology (AREA)
  • Otolaryngology (AREA)
  • Anesthesiology (AREA)
  • Hospice & Palliative Care (AREA)
  • Rheumatology (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Hydrogenated Pyridines (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
  • Other In-Based Heterocyclic Compounds (AREA)
  • Pyridine Compounds (AREA)
  • Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)

Abstract

Procedure for the preparation of aromatic amides of heterocyclic compounds of general structure (I) in the form of N-oxides **(See formula)** being: R = a lower (C1-C6) alkoxy or lower alkenoxy (C2-C6) group; R1 and R2, which may be different from each other, are hydrogen, halogen, sulfonamido, amino, alkyl- or dialkylamino lower (C1-C6), alkylsulfonyl, alkyl sulfonamido or acylamino groups, the radical R1 being substituted in position 3 or 4 of the aromatic ring; R3 is hydrogen, a lower alkyl or aryl group; Ar is aryl, aroyl, or a simple aromatic heterocycle; x is zero or one; y is 2 or 3; z is a number from 1 to 6; the acylamino group may be present as radical R1 or R2 or both at the same time, or represented by the formula R4CONH where R4 is hydrogen, lower alkyl, mono-, di- or trisubstituted haloalkyl, or an amino- or amino-substituted alkyl, So R4 is (see formula) where: R5 and R6 are hydrogen, lower alkyl (C1-C6), aryl alkyl or together with the nitrogen atom can form a 5-, 6- or 7-membered ring, which may or may not contain, an additional heteroatom; each of the aryl, clay or single aromatic heterocycle groups represented by the radical R3 or Ar may be substituted with 1 to 3 the same or different groups selected from the following; C1-C6 alkoxy, hydroxyl, amino, mono- or dialkyl-substituted amino, nitro, halogen (fluoro, chloro or bromo) trifluoromethyl, C1-C6 straight or branched chain alkyl, or sulfonamido; the simple aromatic heterocycle groups of the Ar radical can contain one or more heterotherms, such as thiophene; characterized in that the reaction between the aromatic amides of general structure (I) is carried out with an oxidizing agent to give the N-oxides of structure (II) **(See formula)** R, R1, R2, R3, x and z being what has been previously defined, using as oxidizing agents organic peroxides or hydrogen peroxide, and an organic acid such as formic or acetic, at a temperature of 40-100ºC and using acetic acid as solvent. (Machine-translation by Google Translate, not legally binding)
ES435757A 1974-03-21 1975-03-18 Procedure for the preparation of aromatic amidas of heterociclic compounds. (Machine-translation by Google Translate, not legally binding) Expired ES435757A1 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
GB12572/74A GB1507462A (en) 1974-03-21 1974-03-21 N-heterocyclic substituted benzamides methods for their preparation and compositions containing them
GB3540274 1974-08-12

Publications (1)

Publication Number Publication Date
ES435757A1 true ES435757A1 (en) 1977-04-01

Family

ID=26249107

Family Applications (5)

Application Number Title Priority Date Filing Date
ES435755A Expired ES435755A1 (en) 1974-03-21 1975-03-18 Procedure for the preparation of aromatic amidas of heterociclic compounds. (Machine-translation by Google Translate, not legally binding)
ES435753A Expired ES435753A1 (en) 1974-03-21 1975-03-18 Procedure for the preparation of aromatic amidas of heterociclic compounds. (Machine-translation by Google Translate, not legally binding)
ES435754A Expired ES435754A1 (en) 1974-03-21 1975-03-18 Procedure for the preparation of aromatic amidas of heterociclic compounds. (Machine-translation by Google Translate, not legally binding)
ES435757A Expired ES435757A1 (en) 1974-03-21 1975-03-18 Procedure for the preparation of aromatic amidas of heterociclic compounds. (Machine-translation by Google Translate, not legally binding)
ES435756A Expired ES435756A1 (en) 1974-03-21 1975-03-18 Procedure for the preparation of aromatic amidas of heterociclic compounds. (Machine-translation by Google Translate, not legally binding)

Family Applications Before (3)

Application Number Title Priority Date Filing Date
ES435755A Expired ES435755A1 (en) 1974-03-21 1975-03-18 Procedure for the preparation of aromatic amidas of heterociclic compounds. (Machine-translation by Google Translate, not legally binding)
ES435753A Expired ES435753A1 (en) 1974-03-21 1975-03-18 Procedure for the preparation of aromatic amidas of heterociclic compounds. (Machine-translation by Google Translate, not legally binding)
ES435754A Expired ES435754A1 (en) 1974-03-21 1975-03-18 Procedure for the preparation of aromatic amidas of heterociclic compounds. (Machine-translation by Google Translate, not legally binding)

Family Applications After (1)

Application Number Title Priority Date Filing Date
ES435756A Expired ES435756A1 (en) 1974-03-21 1975-03-18 Procedure for the preparation of aromatic amidas of heterociclic compounds. (Machine-translation by Google Translate, not legally binding)

Country Status (11)

Country Link
JP (1) JPS584019B2 (en)
AR (1) AR216043A1 (en)
CH (1) CH602641A5 (en)
DK (1) DK147854C (en)
ES (5) ES435755A1 (en)
FI (1) FI60200C (en)
FR (1) FR2264530A1 (en)
KE (1) KE2900A (en)
NL (1) NL159660B (en)
NO (1) NO144108C (en)
SE (1) SE427750B (en)

Families Citing this family (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB1513631A (en) * 1976-02-17 1978-06-07 Gallardo Antonio Sa Piperidine derivatives
GB1561023A (en) * 1977-04-22 1980-02-13 Beecham Group Ltd 2-methoxy - 5 - chloro aniline derivatives
FR2446274A1 (en) * 1979-01-15 1980-08-08 Delalande Sa 5-Acetoxy:methyl and 5-chloro:methyl 2-methoxy benzamide(s) - and related cpds. have neuroleptic activity and are used for psychic disorders
EP0343307A1 (en) * 1988-05-26 1989-11-29 Fabrica Espanola De Productos Quimicos Y Farmaceuticos, S.A. 4-Piperidinealkanamine derivatives
FR2674849B1 (en) * 1991-04-02 1994-12-23 Logeais Labor Jacques NOVEL N-CYCLOHEXYL BENZAMIDES OR THIOBENZAMIDES DERIVATIVES, THEIR PREPARATIONS AND THEIR THERAPEUTIC APPLICATIONS.
FR2766486B1 (en) * 1997-07-25 1999-09-17 Logeais Labor Jacques HIGH AND LOW GASTROINTESTINAL MOTOR STIMULATING BENZAMIDE CYCLOALKYLES
FR2766484B1 (en) * 1997-07-25 1999-09-17 Logeais Labor Jacques NOVEL STIMULATING BENZAMIDE DERIVATIVES OF HIGH AND LOW GASTROINTESTINAL MOTORITY
ES2330788T3 (en) * 2005-06-02 2009-12-15 F. Hoffmann-La Roche Ag DERIVATIVES OF PIPERIDIN-4-IL-AMIDA AND ITS USE AS ANTAGONISTS OF SUBTIPO 5 OF THE RECEIVER SST.
KR100976063B1 (en) * 2007-03-16 2010-08-17 동아제약주식회사 Novel benzamide derivatives and process for the preparation thereof
KR101542939B1 (en) * 2011-11-29 2015-08-10 주식회사 비보존 Novel Benzamide Derivatives and the Use Thereof

Also Published As

Publication number Publication date
JPS50129573A (en) 1975-10-13
KE2900A (en) 1978-12-01
FI60200B (en) 1981-08-31
DK117675A (en) 1975-09-22
FR2264530A1 (en) 1975-10-17
FI60200C (en) 1981-12-10
NO750957L (en) 1975-09-23
ES435753A1 (en) 1977-04-01
DK147854B (en) 1984-12-24
NL7503417A (en) 1975-09-23
AR216043A1 (en) 1979-11-30
ES435756A1 (en) 1977-04-01
FR2264530B1 (en) 1978-11-10
DK147854C (en) 1985-07-22
ES435755A1 (en) 1977-04-01
SE7503196L (en) 1975-09-22
FI750825A (en) 1975-09-22
CH602641A5 (en) 1978-07-31
NO144108B (en) 1981-03-16
JPS584019B2 (en) 1983-01-24
NO144108C (en) 1981-06-24
NL159660B (en) 1979-03-15
SE427750B (en) 1983-05-02
ES435754A1 (en) 1977-04-01

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