GB1417935A - Naphthyridine derivatives - Google Patents

Naphthyridine derivatives

Info

Publication number
GB1417935A
GB1417935A GB2108174A GB2108174A GB1417935A GB 1417935 A GB1417935 A GB 1417935A GB 2108174 A GB2108174 A GB 2108174A GB 2108174 A GB2108174 A GB 2108174A GB 1417935 A GB1417935 A GB 1417935A
Authority
GB
United Kingdom
Prior art keywords
compound
alkyl
reaction
prepared
naphthyridine
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
GB2108174A
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.)
Rhone Poulenc SA
Original Assignee
Rhone Poulenc 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 FR7317516A external-priority patent/FR2229400A1/en
Priority claimed from FR7408730A external-priority patent/FR2263752A1/en
Priority claimed from FR7408728A external-priority patent/FR2286642A2/en
Application filed by Rhone Poulenc SA filed Critical Rhone Poulenc SA
Publication of GB1417935A publication Critical patent/GB1417935A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D295/00Heterocyclic 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
    • C07D295/02Heterocyclic 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
    • C07D295/027Heterocyclic 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
    • C07D295/03Heterocyclic 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
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00Drugs for disorders of the nervous system
    • A61P25/08Antiepileptics; Anticonvulsants
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00Drugs for disorders of the nervous system
    • A61P25/20Hypnotics; Sedatives
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D295/00Heterocyclic 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
    • C07D295/16Heterocyclic 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 acylated on ring nitrogen atoms
    • C07D295/20Heterocyclic 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 acylated on ring nitrogen atoms by radicals derived from carbonic acid, or sulfur or nitrogen analogues thereof
    • C07D295/205Radicals derived from carbonic acid
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D295/00Heterocyclic 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
    • C07D295/22Heterocyclic 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 hetero atoms directly attached to ring nitrogen atoms
    • C07D295/24Oxygen atoms
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D471/00Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00
    • C07D471/02Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains two hetero rings
    • C07D471/04Ortho-condensed systems
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D519/00Heterocyclic compounds containing more than one system of two or more relevant hetero rings condensed among themselves or condensed with a common carbocyclic ring system not provided for in groups C07D453/00 or C07D455/00

Landscapes

  • Organic Chemistry (AREA)
  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Neurosurgery (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Neurology (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Engineering & Computer Science (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Veterinary Medicine (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Biomedical Technology (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Anesthesiology (AREA)
  • Pain & Pain Management (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
  • Pyridine Compounds (AREA)

Abstract

1417935 Naphthyridine derivatives RHONEPOULENC SA 13 May 1974 [15 May 1973 14 March 1974 (2)] 21081/74 Heading C2C Novel compounds I (in which one symbol X is =N-and the others are all -CY=; Y is H, halo, 1-4 C alkyl or alkoxy, CN or NO 2 ; A is =CH- and A 1 is =CH- or =N- or A is =N- and A 1 is =N-; Z is H, halo, 1-4 C alkyl or alkoxy or NO 2 ; m is 0 or 1-4; and (i) n is O or R is H, 1-4 C alkyl, 2-4 C alkenyl or alkynyl, 1-4 C hydroxyalkyl or phenyl or (ii) n is 1 and R is 1-4 C alkyl or hydroxyalkyl or phenyl) and acid addition salts thereof are prepared by (i) reaction of a piperazine II with a naphthyridine III or an alkali metal derivative thereof; (ii) reaction of a piperazine VIII with a mixed carbonate IX (in which Ar is phenyl which may be substituted by 1-4 C alkyl or NO 2 ) or (iii) oxidation of a compound I in which n is 0 to give a compound in which n is 1. Compounds III may be prepared by reaction of a compound V with a compound VI to give a compound VII cyclization of the compound VII to give an imide IV which is then partially reduced. Compounds VIII in which n is 1 may be prepared by oxidation of those in which n is 0. Compounds IX may be prepared by reaction of a chloroformate CICOOAr with a compound III. 2 - Amino - 7 - methoxy - 1,8 - naphthyridine is prepared by reaction of sodium methoxide with 2 - acetamido - 7 - chloro - 1,8 - naphthyridine. Pharmaceutical compositions useful as anticonvulsants and tranquillizers comprise a compound I or a suitable salt thereof in combination with a carrier or diluent.
GB2108174A 1973-05-15 1974-05-13 Naphthyridine derivatives Expired GB1417935A (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
FR7317516A FR2229400A1 (en) 1973-05-15 1973-05-15 2-(Naphthyridin-2-yl)-isoindolin-1-one derivs - contg. 3-(piperazin-1-yl-carbonyloxy) gp., used as tranquillisers and antidepressants
FR7408730A FR2263752A1 (en) 1974-03-14 1974-03-14 1,8-Naphthyridine derivs - tranquillizers and anti-convulsants
FR7408728A FR2286642A2 (en) 1974-03-14 1974-03-14 2-(Naphthyridin-2-yl)-isoindolin-1-one derivs - contg. 3-(piperazin-1-yl-carbonyloxy) gp., used as tranquillisers and antidepressants

Publications (1)

Publication Number Publication Date
GB1417935A true GB1417935A (en) 1975-12-17

Family

ID=27250114

Family Applications (1)

Application Number Title Priority Date Filing Date
GB2108174A Expired GB1417935A (en) 1973-05-15 1974-05-13 Naphthyridine derivatives

Country Status (23)

Country Link
JP (1) JPS5758345B2 (en)
AR (2) AR209421A1 (en)
AT (1) AT336030B (en)
CH (2) CH592663A5 (en)
CS (1) CS191881B2 (en)
DD (1) DD111078A5 (en)
DE (1) DE2423650A1 (en)
DK (1) DK136819B (en)
ES (2) ES426336A1 (en)
FI (1) FI55659C (en)
GB (1) GB1417935A (en)
HU (1) HU169609B (en)
IE (1) IE39263B1 (en)
IL (1) IL44815A (en)
LU (1) LU70071A1 (en)
NL (1) NL7406194A (en)
NO (1) NO140012C (en)
OA (1) OA04700A (en)
PH (1) PH11400A (en)
PL (1) PL90061B1 (en)
SE (1) SE410857B (en)
SU (2) SU583757A3 (en)
YU (2) YU133674A (en)

Families Citing this family (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS537455B1 (en) * 1971-02-01 1978-03-17
FR2324305A2 (en) * 1975-09-22 1977-04-15 Rhone Poulenc Ind NEW DERIVATIVES OF ISOINDOLINE, THEIR PREPARATION AND THE COMPOSITIONS CONTAINING THEM
AR208414A1 (en) * 1974-11-07 1976-12-27 Rhone Poulenc Ind PROCEDURE TO OBTAIN NEW DERIVATIVES OF ((ACIL-4PIPERAZINIL-1) CARBONYLOXI-5 PYRROLINONE-2)
FR2322600A1 (en) * 1975-09-04 1977-04-01 Rhone Poulenc Ind Pyrrolidinone deriirrivs as tranquillizers - 1-Heterocyclyl-5(1-piperazinyl-carbonyloxy)-2(5H)-pyrrolidinone derivs prepd. from 5-aryloxycarbonyloxy cpds. and piperazine (OE060576)
OA05287A (en) * 1975-04-07 1981-02-28 Rhone Poulenc Ind New heterocyclic compounds and their preparation.
JPS5546256A (en) * 1978-09-27 1980-03-31 Hitachi Cable Flame retardant insulated wire
JPS5546257A (en) * 1978-09-27 1980-03-31 Hitachi Cable Flame retardant cable
JPS63191981U (en) * 1987-05-30 1988-12-09
AU699619B2 (en) * 1995-01-11 1998-12-10 Samjin Pharmaceutical Co., Ltd. New piperazine derivatives and methods for the preparation thereof and compositions containing the same
CA2230960C (en) * 1996-06-29 2007-08-28 Samjin Pharmaceutical Co., Ltd. Piperazine derivatives and process for the preparation thereof

Also Published As

Publication number Publication date
SE410857B (en) 1979-11-12
DK136819C (en) 1978-05-16
YU287781A (en) 1983-01-21
JPS5758345B2 (en) 1982-12-09
OA04700A (en) 1980-07-31
HU169609B (en) 1976-12-28
DD111078A5 (en) 1975-01-20
CH592663A5 (en) 1977-10-31
IL44815A0 (en) 1975-02-10
ES426336A1 (en) 1976-07-01
AU6888074A (en) 1975-11-13
SU583757A3 (en) 1977-12-05
PL90061B1 (en) 1976-12-31
CH592662A5 (en) 1977-10-31
YU133674A (en) 1983-01-21
ATA400874A (en) 1976-08-15
PH11400A (en) 1977-12-14
LU70071A1 (en) 1975-02-24
AR209421A1 (en) 1977-04-29
ES426335A1 (en) 1976-09-01
CS191881B2 (en) 1979-07-31
NO140012B (en) 1979-03-12
AR210851A1 (en) 1977-09-30
DE2423650A1 (en) 1974-12-05
IE39263B1 (en) 1978-08-30
NO140012C (en) 1979-06-20
FI55659C (en) 1979-09-10
JPS5040593A (en) 1975-04-14
SU589916A3 (en) 1978-01-25
DK136819B (en) 1977-11-28
FI55659B (en) 1979-05-31
IE39263L (en) 1974-11-15
NL7406194A (en) 1974-11-19
NO741744L (en) 1974-11-18
IL44815A (en) 1977-12-30
AT336030B (en) 1977-04-12

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Legal Events

Date Code Title Description
PS Patent sealed [section 19, patents act 1949]
PCNP Patent ceased through non-payment of renewal fee