FR2372795A1 - Substd. methylamine derivs. used to treat Parkinsons disease - and correct extra pyramidal troubles caused by neuroleptics e.g. N-methyl 1,1 dipropyl butylamine - Google Patents

Substd. methylamine derivs. used to treat Parkinsons disease - and correct extra pyramidal troubles caused by neuroleptics e.g. N-methyl 1,1 dipropyl butylamine

Info

Publication number
FR2372795A1
FR2372795A1 FR7808094A FR7808094A FR2372795A1 FR 2372795 A1 FR2372795 A1 FR 2372795A1 FR 7808094 A FR7808094 A FR 7808094A FR 7808094 A FR7808094 A FR 7808094A FR 2372795 A1 FR2372795 A1 FR 2372795A1
Authority
FR
France
Prior art keywords
alkenyl
linear
alkynyl
branched alkyl
derivs
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.)
Granted
Application number
FR7808094A
Other languages
French (fr)
Other versions
FR2372795B1 (en
Inventor
Charles Pigerol
Pierre Eymard
Jean-Claude Vernieres
Madeleine Brol
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.)
Labaz SA
Original Assignee
Labaz 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
Application filed by Labaz SA filed Critical Labaz SA
Publication of FR2372795A1 publication Critical patent/FR2372795A1/en
Application granted granted Critical
Publication of FR2372795B1 publication Critical patent/FR2372795B1/fr
Granted legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D203/00—Heterocyclic compounds containing three-membered rings with one nitrogen atom as the only ring hetero atom
    • C07D203/04—Heterocyclic compounds containing three-membered rings with one nitrogen atom as the only ring hetero atom not condensed with other rings
    • C07D203/06—Heterocyclic compounds containing three-membered rings with one nitrogen atom as the only ring hetero atom not condensed with other rings having no double bonds between ring members or between ring members and non-ring members
    • C07D203/08—Heterocyclic compounds containing three-membered rings with one nitrogen atom as the only ring hetero atom not condensed with other rings having no double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to the ring nitrogen atom
    • 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
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D205/00—Heterocyclic compounds containing four-membered rings with one nitrogen atom as the only ring hetero atom
    • C07D205/02—Heterocyclic compounds containing four-membered rings with one nitrogen atom as the only ring hetero atom not condensed with other rings
    • C07D205/04—Heterocyclic compounds containing four-membered rings with one nitrogen atom as the only ring hetero atom not condensed with other rings having no double bonds between ring members or between ring members and non-ring members
    • 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
    • C07D295/02—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 containing only hydrogen and carbon atoms in addition to the ring hetero elements
    • C07D295/027—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 containing only hydrogen and carbon atoms in addition to the ring hetero elements containing only one hetero ring
    • C07D295/03—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 containing only hydrogen and carbon atoms in addition to the ring hetero elements containing only one hetero ring with the ring nitrogen atoms directly attached to acyclic carbon atoms
    • 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
    • C07D295/14—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 carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
    • C07D295/145—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 carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals with the ring nitrogen atoms and the carbon atoms with three bonds to hetero atoms attached to the same carbon chain, which is not interrupted by carbocyclic rings
    • C07D295/15—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 carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals with the ring nitrogen atoms and the carbon atoms with three bonds to hetero atoms attached to the same carbon chain, which is not interrupted by carbocyclic rings to an acyclic saturated chain

Landscapes

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

Abstract

Methylamine derivs. of formula (I) and their addition salts are novel cpds. (where R1, R3 = H or a 1-6C linear or branched alkyl, alkenyl or alkynyl radical; R2 = 2-7C, linear or branched alkyl, alkenyl or alkynyl with the condition that when R2=alkenyl of formula -CH=CH-R6 or alkynyl of formula -C=C=R6 (where R6 = H or 1-5C linear or branched alkyl) then R1 and R3 = H or alkyl; r4 =H, 1-5C linear or branched alkyl, alkenyl or alkynyl or 2-5C omega-hydroxyalkyl; R5 = 1-5C, linear or branched alkyl, alkenyl or alkynyl or 2-5C omega-hydroxyalkyl or R4 and R5 together = 2-6C alkylene, 1-5C alkylidene or -CH2-CH2-O-CH2-CH2-; R1, R2 and R3 are such that the trisubstdmethyl radical contains =13C atoms). Used for treatment of Parkinsons disease and correction of extrapyramidal troubles caused by neuroleptics. Pharmacological tests show their central noradrenergic and central dopaminergic activity and they have less side-effects than the cpds. of the parent patent and first addition. They may be administered orally (unit doses 5-50 mg pref. 5-20 mg), rectally (5-100 mg) or parenterally (1-20 mg).
FR7808094A 1976-06-03 1978-03-21 Substd. methylamine derivs. used to treat Parkinsons disease - and correct extra pyramidal troubles caused by neuroleptics e.g. N-methyl 1,1 dipropyl butylamine Granted FR2372795A1 (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
BE842528 1976-06-03

Publications (2)

Publication Number Publication Date
FR2372795A1 true FR2372795A1 (en) 1978-06-30
FR2372795B1 FR2372795B1 (en) 1983-08-12

Family

ID=3861370

Family Applications (2)

Application Number Title Priority Date Filing Date
FR7716280A Granted FR2374901A1 (en) 1976-06-03 1977-05-27 METHYLAMINE ACTIVE DERIVATIVES, THEIR PREPARATION PROCESSES AND THE THERAPEUTIC COMPOSITIONS CONTAINING THEM
FR7808094A Granted FR2372795A1 (en) 1976-06-03 1978-03-21 Substd. methylamine derivs. used to treat Parkinsons disease - and correct extra pyramidal troubles caused by neuroleptics e.g. N-methyl 1,1 dipropyl butylamine

Family Applications Before (1)

Application Number Title Priority Date Filing Date
FR7716280A Granted FR2374901A1 (en) 1976-06-03 1977-05-27 METHYLAMINE ACTIVE DERIVATIVES, THEIR PREPARATION PROCESSES AND THE THERAPEUTIC COMPOSITIONS CONTAINING THEM

Country Status (17)

Country Link
JP (1) JPS6039261B2 (en)
AR (4) AR213646A1 (en)
AT (1) AT352088B (en)
AU (1) AU511705B2 (en)
DK (1) DK146063C (en)
ES (2) ES459466A1 (en)
FI (1) FI63015C (en)
FR (2) FR2374901A1 (en)
GR (1) GR61148B (en)
MX (1) MX4778E (en)
NL (1) NL7706052A (en)
NO (1) NO145337C (en)
NZ (1) NZ184161A (en)
PT (1) PT66623B (en)
SE (2) SE452317B (en)
YU (1) YU129577A (en)
ZA (1) ZA773151B (en)

Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
BE815273A (en) * 1974-05-20 1974-11-20 METHYLAMINE ACTIVE DERIVATIVES

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
BE842528R (en) * 1976-06-03 1976-12-03 METHYLAMINE ACTIVE DERIVATIVES, THERAPEUTIC COMPOSITIONS CONTAINING THEM AND THE PROCESSES FOR THE PREPARATION OF THESE DERIVATIVES AND COMPOSITIONS

Patent Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
BE815273A (en) * 1974-05-20 1974-11-20 METHYLAMINE ACTIVE DERIVATIVES

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
NV1007/72 *

Also Published As

Publication number Publication date
NL7706052A (en) 1977-12-06
PT66623A (en) 1977-07-01
PT66623B (en) 1978-11-07
SE7706448L (en) 1977-12-04
SE8206445L (en) 1982-11-12
FR2372795B1 (en) 1983-08-12
SE452317B (en) 1987-11-23
AR215052A1 (en) 1979-08-31
DK146063B (en) 1983-06-20
FI63015B (en) 1982-12-31
MX4778E (en) 1982-09-15
AR215053A1 (en) 1979-08-31
NO145337B (en) 1981-11-23
DK244677A (en) 1977-12-04
ZA773151B (en) 1978-04-26
GR61148B (en) 1978-09-27
FR2374901A1 (en) 1978-07-21
SE452763B (en) 1987-12-14
FR2374901B1 (en) 1981-04-17
NO771941L (en) 1977-12-06
JPS6039261B2 (en) 1985-09-05
AR215175A1 (en) 1979-09-14
FI771780A (en) 1977-12-04
NO145337C (en) 1982-03-03
ES470379A1 (en) 1979-10-16
SE8206445D0 (en) 1982-11-12
AT352088B (en) 1979-08-27
DK146063C (en) 1983-11-14
FI63015C (en) 1983-04-11
JPS52148006A (en) 1977-12-08
AU2556177A (en) 1978-11-30
NZ184161A (en) 1980-10-08
ES459466A1 (en) 1978-08-16
YU129577A (en) 1983-01-21
AU511705B2 (en) 1980-09-04
ATA395877A (en) 1979-02-15
AR213646A1 (en) 1979-02-28

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