ES437011A1 - Benzylpyrimidine derivatives - Google Patents

Benzylpyrimidine derivatives

Info

Publication number
ES437011A1
ES437011A1 ES437011A ES437011A ES437011A1 ES 437011 A1 ES437011 A1 ES 437011A1 ES 437011 A ES437011 A ES 437011A ES 437011 A ES437011 A ES 437011A ES 437011 A1 ES437011 A1 ES 437011A1
Authority
ES
Spain
Prior art keywords
formula
group
alkyl
compound
alkenyl
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
ES437011A
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.)
F Hoffmann La Roche AG
Original Assignee
F Hoffmann La Roche AG
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 F Hoffmann La Roche AG filed Critical F Hoffmann La Roche AG
Publication of ES437011A1 publication Critical patent/ES437011A1/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
    • C07D207/30—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 two double bonds between ring members or between ring members and non-ring members
    • C07D207/32—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 two 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 ring carbon atoms
    • C07D207/325—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 two 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 ring carbon atoms with 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
    • A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
    • A61P31/04—Antibacterial agents
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C255/00—Carboxylic acid nitriles
    • 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
    • C07D207/30—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 two double bonds between ring members or between ring members and non-ring members
    • C07D207/32—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 two 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 ring carbon atoms
    • 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
    • C07D207/30—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 two double bonds between ring members or between ring members and non-ring members
    • C07D207/32—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 two 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 ring carbon atoms
    • C07D207/325—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 two 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 ring carbon atoms with substituted hydrocarbon radicals directly attached to the ring nitrogen atom
    • C07D207/327—Radicals substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
    • C07D239/02—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings
    • C07D239/24—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members
    • C07D239/28—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more 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, directly attached to ring carbon atoms
    • C07D239/46—Two or more oxygen, sulphur or nitrogen atoms
    • C07D239/48—Two nitrogen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
    • C07D239/02—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings
    • C07D239/24—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members
    • C07D239/28—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more 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, directly attached to ring carbon atoms
    • C07D239/46—Two or more oxygen, sulphur or nitrogen atoms
    • C07D239/48—Two nitrogen atoms
    • C07D239/49—Two nitrogen atoms with an aralkyl radical, or substituted aralkyl radical, attached in position 5, e.g. trimethoprim
    • 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
    • C07D295/155—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 separated by carbocyclic rings or by carbon chains interrupted by carbocyclic rings

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • General Chemical & Material Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Oncology (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Communicable Diseases (AREA)
  • Animal Behavior & Ethology (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)
  • Pyrrole Compounds (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)

Abstract

A procedure for the preparation of benzylpyrimidine derivatives of the general formula **(See formula)** in which R1 and R2 each independently represent a group of C1-3alkyl, C1-3alkoxy, C2-3alkenyl or C2-3alkenyloxy, or C2-3alkenyloxy, Z represents a nitro, amino, pyrrolo, pyrrolidino, piperidino, -NHR4, -N (R4) 2, -NHR5, -N (R4) (R5), -NR4-COOR5, -NHCOOR4, -NHCONHR3, -NHCSNHR3, R4 represents a C1-3 alkyl or C2-3 alkenyl group, R5 represents an acyl group, R3 represents a hydrogen atom or a group of C1-3 alkyl or C2-3 alkenyl and A represents an oxygen atom bonded to one of the cyclic nitrogen atoms, and its salts, the process of which comprises subjecting a compound of the formula to N-oxidation **(See formula)** where Z, R1 and R2 have the meaning indicated above and convert, if desired, a compound of formula I obtained into a salt. (Machine-translation by Google Translate, not legally binding)
ES437011A 1973-09-12 1975-04-25 Benzylpyrimidine derivatives Expired ES437011A1 (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CH1305773A CH591456A5 (en) 1973-09-12 1973-09-12

Publications (1)

Publication Number Publication Date
ES437011A1 true ES437011A1 (en) 1977-04-01

Family

ID=4388903

Family Applications (7)

Application Number Title Priority Date Filing Date
ES429949A Expired ES429949A1 (en) 1973-09-12 1974-09-11 Benzylpyrimidine derivatives
ES437007A Expired ES437007A1 (en) 1973-09-12 1975-04-25 Benzylpyrimidine derivatives
ES437013A Expired ES437013A1 (en) 1973-09-12 1975-04-25 Benzylpyrimidine derivatives
ES437012A Expired ES437012A1 (en) 1973-09-12 1975-04-25 Benzylpyrimidine derivatives
ES437011A Expired ES437011A1 (en) 1973-09-12 1975-04-25 Benzylpyrimidine derivatives
ES437009A Expired ES437009A1 (en) 1973-09-12 1975-04-25 Benzylpyrimidine derivatives
ES437008A Expired ES437008A1 (en) 1973-09-12 1975-04-25 Benzylpyrimidine derivatives

Family Applications Before (4)

Application Number Title Priority Date Filing Date
ES429949A Expired ES429949A1 (en) 1973-09-12 1974-09-11 Benzylpyrimidine derivatives
ES437007A Expired ES437007A1 (en) 1973-09-12 1975-04-25 Benzylpyrimidine derivatives
ES437013A Expired ES437013A1 (en) 1973-09-12 1975-04-25 Benzylpyrimidine derivatives
ES437012A Expired ES437012A1 (en) 1973-09-12 1975-04-25 Benzylpyrimidine derivatives

Family Applications After (2)

Application Number Title Priority Date Filing Date
ES437009A Expired ES437009A1 (en) 1973-09-12 1975-04-25 Benzylpyrimidine derivatives
ES437008A Expired ES437008A1 (en) 1973-09-12 1975-04-25 Benzylpyrimidine derivatives

Country Status (28)

Country Link
JP (1) JPS6042238B2 (en)
AR (2) AR207764A1 (en)
AT (1) AT338797B (en)
BE (1) BE819773A (en)
BR (1) BR7407614D0 (en)
CA (1) CA1037476A (en)
CH (1) CH591456A5 (en)
CU (1) CU34115A (en)
DD (2) DD122785A5 (en)
DE (1) DE2443682C2 (en)
DK (1) DK135683B (en)
ES (7) ES429949A1 (en)
FI (1) FI58638C (en)
FR (1) FR2242984B1 (en)
GB (3) GB1484481A (en)
HK (1) HK181A (en)
HU (1) HU170427B (en)
IE (1) IE40523B1 (en)
IL (1) IL45510A (en)
LU (1) LU70878A1 (en)
NL (1) NL155827B (en)
NO (1) NO140858C (en)
PH (1) PH10643A (en)
PL (2) PL99159B1 (en)
SE (1) SE419443B (en)
SU (3) SU577987A3 (en)
YU (3) YU217874A (en)
ZA (1) ZA745317B (en)

Families Citing this family (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4515948A (en) * 1973-09-12 1985-05-07 Hoffmann-La Roche Inc. 2,4-Diamino-5-(4-amino and 4-dimethylamino-3,5-dimethoxy benzyl)pyrimidines
JPS5481278A (en) * 1977-10-18 1979-06-28 Wellcome Found Manufacture of triiseccaminomethane
CH639273A5 (en) * 1978-09-12 1983-11-15 Hoffmann La Roche DIURETIC MEANS.
DE3250132C2 (en) * 1981-11-09 1997-01-16 Mallinckrodt Veterinary Inc 2,4-Di:amino-5-benzyl-pyrimidine derivs. prepn.
FR2516081B1 (en) * 1981-11-09 1987-05-29 Wellcome Found SYNTHESIS OF BENZYLPYRIMIDINES AND INTERMEDIATES FOR THE SYNTHESIS
GB2180836A (en) * 1985-09-27 1987-04-08 William James Stephen Barker Sunscreen
JPH0431685Y2 (en) * 1987-06-01 1992-07-30
US4900859A (en) * 1987-12-03 1990-02-13 Hoffman-La Roche Inc. Process for 4-dimethylamino-3,5-dimethoxybenzaldehyde
CA1300166C (en) * 1987-12-03 1992-05-05 Alfredo Guerrato Process for the preparation of a benzoic acid ester

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1103931B (en) * 1957-02-21 1961-04-06 Wellcome Found Process for the preparation of 2,4-diamino-5-benzylpyrimidine derivatives
US3485840A (en) * 1964-11-12 1969-12-23 Hoffmann La Roche 2,4-diamino - 5 - (2',4',5'-substituted benzyl) pyrimidines,intermediates and processes

Also Published As

Publication number Publication date
GB1484483A (en) 1977-09-01
ES437008A1 (en) 1977-04-01
NO743271L (en) 1975-04-07
HK181A (en) 1981-01-16
YU301580A (en) 1983-04-27
SU571189A3 (en) 1977-08-30
NO140858C (en) 1979-11-28
DK135683B (en) 1977-06-06
YU217874A (en) 1982-06-18
NL7411685A (en) 1975-03-14
ZA745317B (en) 1975-11-26
NL155827B (en) 1978-02-15
YU37153B (en) 1984-08-31
DK135683C (en) 1977-11-14
DE2443682A1 (en) 1975-03-20
CH591456A5 (en) 1977-09-15
LU70878A1 (en) 1976-08-19
IL45510A (en) 1978-08-31
DD122785A5 (en) 1976-11-05
DD116824A5 (en) 1975-12-12
DK468374A (en) 1975-05-12
FI58638C (en) 1981-03-10
FR2242984B1 (en) 1977-11-04
CA1037476A (en) 1978-08-29
SU577987A3 (en) 1977-10-25
FI256174A (en) 1975-03-13
GB1484481A (en) 1977-09-01
SU609465A3 (en) 1978-05-30
ES429949A1 (en) 1976-10-01
IL45510A0 (en) 1974-11-29
SE419443B (en) 1981-08-03
BR7407614D0 (en) 1975-07-08
JPS6042238B2 (en) 1985-09-20
PL99159B1 (en) 1978-06-30
AU7263174A (en) 1976-02-26
YU301680A (en) 1983-04-27
CU21022L (en) 1981-09-09
FR2242984A1 (en) 1975-04-04
ES437012A1 (en) 1977-04-01
NO140858B (en) 1979-08-20
AT338797B (en) 1977-09-12
PH10643A (en) 1977-07-22
AR211387Q (en) 1977-12-15
ATA735174A (en) 1977-01-15
FI58638B (en) 1980-11-28
CU34115A (en) 1983-10-04
ES437013A1 (en) 1977-04-01
SE7411382L (en) 1975-03-13
HU170427B (en) 1977-06-28
ES437007A1 (en) 1977-04-01
GB1484482A (en) 1977-09-01
JPS5053385A (en) 1975-05-12
YU37154B (en) 1984-08-31
ES437009A1 (en) 1977-04-01
IE40523B1 (en) 1979-06-20
IE40523L (en) 1975-03-12
DE2443682C2 (en) 1983-11-10
BE819773A (en) 1975-03-11
AR207764A1 (en) 1976-10-29
PL97757B1 (en) 1978-03-30

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Legal Events

Date Code Title Description
FD1A Patent lapsed

Effective date: 19921214