ES429949A1 - Benzylpyrimidine derivatives - Google Patents

Benzylpyrimidine derivatives

Info

Publication number
ES429949A1
ES429949A1 ES429949A ES429949A ES429949A1 ES 429949 A1 ES429949 A1 ES 429949A1 ES 429949 A ES429949 A ES 429949A ES 429949 A ES429949 A ES 429949A ES 429949 A1 ES429949 A1 ES 429949A1
Authority
ES
Spain
Prior art keywords
group
formula
alkyl
alkenyl
general 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
ES429949A
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 ES429949A1 publication Critical patent/ES429949A1/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 C1-3alkyl, C1-3alkoxy, C2-3alkenyl or C2-3alkenyloxy group, Z represents a nitro, amino, pyrrolo, pyrrolidino piperidino group, -NHR4, -N (R4), -NHR5, -N (R4) (R5), -NR4COOR4, -NHCOOR4, -RHCONHR3, -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 its salts, the process of which comprises reacting a compound of the general formula **(See formula)** where R6 represents a lower alkyl group or the two symbols R6 together represent a lower alkylene group, Y represents a leaving group and Z, R1, R2, R3, R4 and R5 have the aforementioned meaning, with guanidine and converting, if desired, a compound obtained from formula I into a salt. (Machine-translation by Google Translate, not legally binding)
ES429949A 1973-09-12 1974-09-11 Benzylpyrimidine derivatives Expired ES429949A1 (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
ES429949A1 true ES429949A1 (en) 1976-10-01

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
ES437009A Expired ES437009A1 (en) 1973-09-12 1975-04-25 Benzylpyrimidine derivatives
ES437013A Expired ES437013A1 (en) 1973-09-12 1975-04-25 Benzylpyrimidine derivatives
ES437008A Expired ES437008A1 (en) 1973-09-12 1975-04-25 Benzylpyrimidine derivatives
ES437007A Expired ES437007A1 (en) 1973-09-12 1975-04-25 Benzylpyrimidine derivatives
ES437011A Expired ES437011A1 (en) 1973-09-12 1975-04-25 Benzylpyrimidine derivatives
ES437012A Expired ES437012A1 (en) 1973-09-12 1975-04-25 Benzylpyrimidine derivatives

Family Applications After (6)

Application Number Title Priority Date Filing Date
ES437009A Expired ES437009A1 (en) 1973-09-12 1975-04-25 Benzylpyrimidine derivatives
ES437013A Expired ES437013A1 (en) 1973-09-12 1975-04-25 Benzylpyrimidine derivatives
ES437008A Expired ES437008A1 (en) 1973-09-12 1975-04-25 Benzylpyrimidine derivatives
ES437007A Expired ES437007A1 (en) 1973-09-12 1975-04-25 Benzylpyrimidine derivatives
ES437011A Expired ES437011A1 (en) 1973-09-12 1975-04-25 Benzylpyrimidine derivatives
ES437012A Expired ES437012A1 (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) GB1484482A (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.
CH664960A5 (en) * 1981-11-09 1988-04-15 Wellcome Found METHOD FOR PRODUCING SUBSTITUTED 2,4-DIAMINO-5-BENZYLPYRIMIDINES.
GB2180836A (en) * 1985-09-27 1987-04-08 William James Stephen Barker Sunscreen
JPH0431685Y2 (en) * 1987-06-01 1992-07-30
CA1300166C (en) * 1987-12-03 1992-05-05 Alfredo Guerrato Process for the preparation of a benzoic acid ester
US4900859A (en) * 1987-12-03 1990-02-13 Hoffman-La Roche Inc. Process for 4-dimethylamino-3,5-dimethoxybenzaldehyde

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
GB1484481A (en) 1977-09-01
AT338797B (en) 1977-09-12
SE419443B (en) 1981-08-03
HU170427B (en) 1977-06-28
AR211387Q (en) 1977-12-15
CA1037476A (en) 1978-08-29
SU571189A3 (en) 1977-08-30
IE40523B1 (en) 1979-06-20
JPS5053385A (en) 1975-05-12
ATA735174A (en) 1977-01-15
CU34115A (en) 1983-10-04
JPS6042238B2 (en) 1985-09-20
YU301580A (en) 1983-04-27
ES437012A1 (en) 1977-04-01
YU217874A (en) 1982-06-18
AU7263174A (en) 1976-02-26
FI58638B (en) 1980-11-28
FI256174A (en) 1975-03-13
NO743271L (en) 1975-04-07
LU70878A1 (en) 1976-08-19
IL45510A0 (en) 1974-11-29
CH591456A5 (en) 1977-09-15
DE2443682C2 (en) 1983-11-10
ES437007A1 (en) 1977-04-01
SU577987A3 (en) 1977-10-25
DE2443682A1 (en) 1975-03-20
YU37154B (en) 1984-08-31
DK135683C (en) 1977-11-14
AR207764A1 (en) 1976-10-29
DK468374A (en) 1975-05-12
YU301680A (en) 1983-04-27
ES437008A1 (en) 1977-04-01
BE819773A (en) 1975-03-11
NO140858B (en) 1979-08-20
CU21022L (en) 1981-09-09
FR2242984A1 (en) 1975-04-04
ZA745317B (en) 1975-11-26
IE40523L (en) 1975-03-12
FR2242984B1 (en) 1977-11-04
DK135683B (en) 1977-06-06
DD116824A5 (en) 1975-12-12
DD122785A5 (en) 1976-11-05
SE7411382L (en) 1975-03-13
NL155827B (en) 1978-02-15
PL99159B1 (en) 1978-06-30
BR7407614D0 (en) 1975-07-08
SU609465A3 (en) 1978-05-30
GB1484483A (en) 1977-09-01
FI58638C (en) 1981-03-10
GB1484482A (en) 1977-09-01
IL45510A (en) 1978-08-31
ES437011A1 (en) 1977-04-01
NO140858C (en) 1979-11-28
PH10643A (en) 1977-07-22
HK181A (en) 1981-01-16
NL7411685A (en) 1975-03-14
PL97757B1 (en) 1978-03-30
ES437013A1 (en) 1977-04-01
YU37153B (en) 1984-08-31
ES437009A1 (en) 1977-04-01

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