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ES431312A1 - Phenyl-propylamine derivatives - Google Patents

Phenyl-propylamine derivatives

Info

Publication number
ES431312A1
ES431312A1 ES431312A ES431312A ES431312A1 ES 431312 A1 ES431312 A1 ES 431312A1 ES 431312 A ES431312 A ES 431312A ES 431312 A ES431312 A ES 431312A ES 431312 A1 ES431312 A1 ES 431312A1
Authority
ES
Spain
Prior art keywords
formula
ch2ch2
alkyl group
group
compound
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
ES431312A
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.)
Clin Midy
Original Assignee
Clin Midy
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 Clin Midy filed Critical Clin Midy
Publication of ES431312A1 publication Critical patent/ES431312A1/en
Expired legal-status Critical Current

Links

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
    • C07D295/06—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 halogen atoms or nitro radicals
    • C07D295/073—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 halogen atoms or nitro radicals with the ring nitrogen atoms and the substituents separated by carbocyclic rings or by carbon chains interrupted by carbocyclic rings
    • 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
    • C07D295/08—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 bound oxygen or sulfur atoms
    • C07D295/084—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 bound oxygen or sulfur atoms with the ring nitrogen atoms and the oxygen or sulfur atoms attached to the same carbon chain, which is not interrupted by carbocyclic rings
    • C07D295/092—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 bound oxygen or sulfur atoms with the ring nitrogen atoms and the oxygen or sulfur atoms attached to the same carbon chain, which is not interrupted by carbocyclic rings with aromatic radicals attached to the chain
    • 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
    • C07D295/10—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 doubly bound oxygen or sulphur atoms
    • C07D295/104—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 doubly bound oxygen or sulphur atoms with the ring nitrogen atoms and the doubly bound oxygen or sulfur atoms attached to the same carbon chain, which is not interrupted by carbocyclic rings
    • C07D295/108—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 doubly bound oxygen or sulphur atoms with the ring nitrogen atoms and the doubly bound oxygen or sulfur 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)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

"PROCEDURE FOR THE PREPARATION OF NEW DERIVATIVES OF PHENYLPROPEMLAMINE", useful in therapeutics, especially as a psychostimulatory agent, that responds to the general formula: **(See formula)** wherein R2 represents the hydrogen atom or a halogen atom; A represents the group CH2CH2 or CH = CH; R3 represents the hydrogen atom or a C1-C3 alkyl group; represents a C1-C3 alkyl group identical or different to the alkyl group of R3, R3 and R4 considered together as being capable of forming with the nitrogen atom to which they are attached, a heterocyclic group of 5 to 7 vertices, a heterocyclic group capable of enclosing a second heteroatom, such as O, N, and S in particular, being replaceable; R1 represents the cyclohexyl group, R1 may be phenyl when R2 = H; and its acid addition salts, the aforementioned process being characterized in that, successively, a) according to Mannich an acetophenone of the formula is condensed: **(See formula)** wherein R1 and R2 are defined as above, with formaldehyde and an amine of formula: HHR3R4 (IIa) wherein R3 and R4 is defined as above; b) the amino ketone thus formed is subjected to the action of a reducing agent, preferably a hydride at a temperature below 10ºC in an alcohol; and c) the amino-3 propanol-1 thus formed is subjected to the action of a dehydration agent, especially p-toluene sulfonic acid, to prepare a compound of formula I in which A is CH = CH; and because the unsaturated compound thus formed is hydrogenated if necessary, especially in the presence of platinum oxide to prepare a compound of formula I in which A is CH2CH2, the final product being able to be transformed into which A is CH = CH or CH2CH2, in acid addition salt. (Machine-translation by Google Translate, not legally binding)
ES431312A 1973-11-02 1974-10-24 Phenyl-propylamine derivatives Expired ES431312A1 (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB5112373A GB1475314A (en) 1973-11-02 1973-11-02 Phenyl-propylamine derivatives

Publications (1)

Publication Number Publication Date
ES431312A1 true ES431312A1 (en) 1976-10-16

Family

ID=10458750

Family Applications (1)

Application Number Title Priority Date Filing Date
ES431312A Expired ES431312A1 (en) 1973-11-02 1974-10-24 Phenyl-propylamine derivatives

Country Status (13)

Country Link
JP (1) JPS5077351A (en)
AT (1) AT337165B (en)
BE (1) BE821571A (en)
CA (1) CA1045137A (en)
CH (1) CH593907A5 (en)
DD (1) DD115110A5 (en)
DE (1) DE2451474A1 (en)
DK (1) DK570374A (en)
ES (1) ES431312A1 (en)
FR (1) FR2249659B1 (en)
GB (1) GB1475314A (en)
HU (1) HU172221B (en)
NL (1) NL7414310A (en)

Families Citing this family (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
AU4690979A (en) * 1978-05-16 1979-11-29 F. Hoffmann-La Roche Ag Heterocyclic compounds
IL59557A (en) * 1979-03-12 1983-10-31 Lilly Co Eli 1,1-biphenyl-2-yl propyl butyl and pentyl amines,their preparation and pharmaceutical compositions comprising them
IT1113391B (en) * 1979-05-09 1986-01-20 Maggioni Farma PHENYLCYCLOHEXANIC DERIVATIVES WITH ANTI-PRESSURE ACTIVITY
FR2641276B1 (en) * 1988-12-30 1991-07-12 Sanofi Sa BENZENE DERIVATIVES, THEIR PREPARATION AND THE PHARMACEUTICAL COMPOSITIONS CONTAINING THEM
FR2663328B1 (en) 1990-06-14 1994-08-05 Sanofi Sa DERIVATIVES OF HEXAHYDROAZEPINES, A PROCESS FOR THEIR PREPARATION AND PHARMACEUTICAL COMPOSITIONS CONTAINING THEM.
FR2751645B1 (en) * 1996-07-29 1998-12-24 Sanofi Sa AMINES FOR THE MANUFACTURE OF DRUGS TO PREVENT THE PROLIFERATION OF TUMOR CELLS
IT1304874B1 (en) * 1998-07-17 2001-04-05 Univ Firenze AMINO ALCOHOLS, AMINO KETONES AND THEIR DERIVATIVES, THEIR PREPARATION AND USE AS DRUGS FOR THE PATHOLOGIES OF THE CENTRAL NERVOUS SYSTEM (SNC) AND
FR2795724B1 (en) * 1999-07-02 2002-12-13 Sanofi Synthelabo NOVEL BENZENE DERIVATIVES, A PROCESS FOR THEIR PREPARATION AND THE PHARMACEUTICAL COMPOSITIONS CONTAINING THEM
DE102006031813B4 (en) * 2006-07-07 2011-04-28 Christian-Albrechts-Universität Zu Kiel Use of basic acetophenones as inhibitors of NO synthases
CA3192518A1 (en) 2020-09-17 2022-03-24 Xavier MANIERE Compounds for treating virus infections

Also Published As

Publication number Publication date
BE821571A (en) 1975-02-17
CA1045137A (en) 1978-12-26
AT337165B (en) 1977-06-10
DE2451474A1 (en) 1975-05-07
JPS5077351A (en) 1975-06-24
HU172221B (en) 1978-07-28
ATA866574A (en) 1976-10-15
NL7414310A (en) 1975-05-07
DD115110A5 (en) 1975-09-12
CH593907A5 (en) 1977-12-30
FR2249659B1 (en) 1978-03-24
DK570374A (en) 1975-06-23
GB1475314A (en) 1977-06-01
FR2249659A1 (en) 1975-05-30

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