ES443563A1 - 2-methoxy-benzamide derivatives - Google Patents

2-methoxy-benzamide derivatives

Info

Publication number
ES443563A1
ES443563A1 ES75443563A ES443563A ES443563A1 ES 443563 A1 ES443563 A1 ES 443563A1 ES 75443563 A ES75443563 A ES 75443563A ES 443563 A ES443563 A ES 443563A ES 443563 A1 ES443563 A1 ES 443563A1
Authority
ES
Spain
Prior art keywords
radical
see formula
alcohol
carbon atoms
formula
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
ES75443563A
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.)
Synthelabo SA
Original Assignee
Synthelabo 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 FR7441718A external-priority patent/FR2294698A1/en
Priority claimed from FR7531334A external-priority patent/FR2327771A2/en
Priority claimed from FR7534570A external-priority patent/FR2331345A2/en
Application filed by Synthelabo SA filed Critical Synthelabo SA
Publication of ES443563A1 publication Critical patent/ES443563A1/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D207/18—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom 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
    • C07D207/22—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom 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, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D207/24—Oxygen or sulfur atoms
    • C07D207/26—2-Pyrrolidones
    • C07D207/263—2-Pyrrolidones with only hydrogen atoms or radicals containing only hydrogen and carbon atoms directly attached to other ring carbon atoms
    • C07D207/27—2-Pyrrolidones with only hydrogen atoms or radicals containing only hydrogen and carbon atoms directly attached to other ring carbon atoms with substituted hydrocarbon radicals directly attached to the ring nitrogen atom
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D207/04—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom 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
    • C07D207/08—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom 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 radicals, substituted by hetero atoms, attached to ring carbon atoms
    • C07D207/09—Radicals substituted by nitrogen atoms, not forming part of a nitro radical
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D207/18—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom 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
    • C07D207/20—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom 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 only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
    • 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
    • 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
    • C07D211/70—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 only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
    • 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
    • C07D211/74—Oxygen atoms
    • C07D211/76—Oxygen atoms attached in position 2 or 6

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Pyrrole Compounds (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
  • Medicinal Preparation (AREA)

Abstract

A method of preparing methoxy-2-benzamide derivatives, which respond to formula (I) **(See formula)** in which n represents an integer equal to 1 or 2, R1 represents either a cycloalcohyl-alcohol moiety (see formula), or a residue of fanilalcohilo (see formula) in which m represents an integer at least equal to 2 and at most equal to 5, A is a linear or branched alcohol chain containing 1 to 4 carbon atoms, and R4 represents a hydrogen atom or a substituent chosen from the group consisting of halogens, in particular fluorine and chlorine, the trifluoromethyl radical, and alcohol or alkoxy radicals containing 1 to 3 carbon atoms, or a CNCH2-CH2- radical, or a CH ≡ C-CH2- radical, or a radical (see formula), or a radical (see formula), R2 represents either a chlorine atom, or a SO2R5 group, with H5 being an alcohol radical containing 1 to 4 carbon atoms, or a SO2NR6R7 group, where R6 and R7 are identical or different, and independently of each other, a hydrogen atom or an alcohol radical, containing from 1 to 4 carbon atoms, and R3 represents either a hydrogen atom or an alcohol radical containing from 1 to 4 atoms carbon, in the form of racemates or optical isomers, as well as their pharmaceutically acceptable acid addition salts, a process characterized by reacting an amine of general formula (III) **(See formula)** with a substituted methoxy-2-benzoic acid halide of general formula (II) **(See formula)** formulas in which n, R1, R2 and R3 have the meanings indicated in claim 1, and X is a halogen, particularly chlorine or bromine, and, when R3 is the starting compound is H, the obtained compound I can be alcoholized if desired. (Machine-translation by Google Translate, not legally binding)
ES75443563A 1974-12-18 1975-12-17 2-methoxy-benzamide derivatives Expired ES443563A1 (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
FR7441718A FR2294698A1 (en) 1974-12-18 1974-12-18 NEW DERIVATIVES OF 2-METHOXY BENZAMIDES SUBSTITUTE, THEIR SALTS, THEIR PREPARATION AND THE MEDICINAL PRODUCTS CONTAINING THEM
FR7531334A FR2327771A2 (en) 1975-10-14 1975-10-14 N-Heterocyclylmethy 12-methoxy-benzamides - useful for treating nervous and psychosomatic disorders (BE170676)
FR7534570A FR2331345A2 (en) 1975-11-13 1975-11-13 N-Heterocyclylmethy 12-methoxy-benzamides - useful for treating nervous and psychosomatic disorders (BE170676)

Publications (1)

Publication Number Publication Date
ES443563A1 true ES443563A1 (en) 1977-08-16

Family

ID=27250393

Family Applications (2)

Application Number Title Priority Date Filing Date
ES75443563A Expired ES443563A1 (en) 1974-12-18 1975-12-17 2-methoxy-benzamide derivatives
ES457872A Expired ES457872A1 (en) 1974-12-18 1977-04-15 2-methoxy-benzamide derivatives

Family Applications After (1)

Application Number Title Priority Date Filing Date
ES457872A Expired ES457872A1 (en) 1974-12-18 1977-04-15 2-methoxy-benzamide derivatives

Country Status (17)

Country Link
AT (1) AT353782B (en)
AU (1) AU497616B2 (en)
CA (1) CA1039731A (en)
CH (1) CH612668A5 (en)
DE (1) DE2556457C3 (en)
DK (1) DK574075A (en)
ES (2) ES443563A1 (en)
FI (1) FI753586A (en)
GB (1) GB1508880A (en)
GR (1) GR59205B (en)
IE (1) IE42210B1 (en)
IL (1) IL48678A (en)
LU (1) LU74026A1 (en)
MX (1) MX3180E (en)
NL (1) NL168219C (en)
NO (1) NO143625C (en)
SE (1) SE412908B (en)

Families Citing this family (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4189495A (en) * 1974-09-17 1980-02-19 Synthelabo 2-Methoxy-benzamide derivatives
US4097481A (en) * 1976-11-08 1978-06-27 Riker Laboratories, Inc. Tertiary amide derivatives of pyrrolidine and piperidine
FR2415099A1 (en) * 1978-01-20 1979-08-17 Ile De France NEW DERIVATIVES OF 4-AMINO-5-ALKYLSULFONYL ORTHO-ANISAMIDES, THEIR METHODS OF PREPARATION AND THEIR APPLICATION AS PSYCHOTROPES
FR2440946A2 (en) * 1978-01-20 1980-06-06 Ile De France NOVEL SUBSTITUTED HETEROCYCLIC BENZAMIDES, PROCESSES FOR THEIR PREPARATION AND THEIR APPLICATION AS BEHAVIOR MODIFIERS
SE411118B (en) * 1978-03-23 1979-12-03 Astra Laekemedel Ab A PROCEDURE FOR THE PREPARATION OF 2,6-DIALCOXIBENSAMIDES WITH THERAPENTIC PROPERTIES
SE8101536L (en) * 1981-03-11 1982-09-12 Astra Laekemedel Ab Benzamide derivative
SE8205135D0 (en) * 1982-09-09 1982-09-09 Astra Laekemedel Ab Benzamido-DERIVATIVES
IL109422A0 (en) * 1993-04-30 1994-07-31 Shell Int Research N-benzyl heterocyclic compounds, process for their preparation and pesticidal compositions containing them
EP0623601A1 (en) * 1993-04-30 1994-11-09 Shell Internationale Researchmaatschappij B.V. N-(3-Fluorobenzyl)heterocyclic derivatives and their use as pesticides
WO2000033788A2 (en) * 1998-12-11 2000-06-15 American Biogenetic Sciences Inc. Substituted nitrogen heterocyclic compounds and therapeutic uses thereof

Also Published As

Publication number Publication date
IE42210L (en) 1976-06-18
NO143625C (en) 1981-03-18
NL168219B (en) 1981-10-16
MX3180E (en) 1980-06-11
SE7514143L (en) 1976-06-21
NL7514620A (en) 1976-06-22
NL168219C (en) 1982-03-16
CA1039731A (en) 1978-10-03
AU497616B2 (en) 1978-12-21
GR59205B (en) 1977-11-26
SE412908B (en) 1980-03-24
AU8764675A (en) 1977-06-23
DE2556457A1 (en) 1976-06-24
ES457872A1 (en) 1978-03-01
ATA959075A (en) 1979-05-15
IE42210B1 (en) 1980-06-18
CH612668A5 (en) 1979-08-15
IL48678A0 (en) 1976-02-29
IL48678A (en) 1979-01-31
NO754284L (en) 1976-06-21
DE2556457B2 (en) 1980-05-29
AT353782B (en) 1979-12-10
DE2556457C3 (en) 1981-02-12
DK574075A (en) 1976-06-19
GB1508880A (en) 1978-04-26
LU74026A1 (en) 1976-11-11
FI753586A (en) 1976-06-19
NO143625B (en) 1980-12-08

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Legal Events

Date Code Title Description
FD1A Patent lapsed

Effective date: 19980302