GB2007669B - 2,4-diamino-5-benzylpyrimidines and a process for their preparation - Google Patents

2,4-diamino-5-benzylpyrimidines and a process for their preparation

Info

Publication number
GB2007669B
GB2007669B GB7843861A GB7843861A GB2007669B GB 2007669 B GB2007669 B GB 2007669B GB 7843861 A GB7843861 A GB 7843861A GB 7843861 A GB7843861 A GB 7843861A GB 2007669 B GB2007669 B GB 2007669B
Authority
GB
United Kingdom
Prior art keywords
benzylpyrimidines
diamino
preparation
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
GB7843861A
Other versions
GB2007669A (en
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 GB2007669A publication Critical patent/GB2007669A/en
Application granted granted Critical
Publication of GB2007669B publication Critical patent/GB2007669B/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
    • 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
    • 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
    • C07C323/00—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups
    • C07C323/22—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and doubly-bound oxygen atoms bound to the same carbon skeleton
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C329/00—Thiocarbonic acids; Halides, esters or anhydrides thereof
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C333/00—Derivatives of thiocarbamic acids, i.e. compounds containing any of the groups, the nitrogen atom not being part of nitro or nitroso groups
    • C07C333/02—Monothiocarbamic acids; Derivatives thereof
    • C07C333/08—Monothiocarbamic acids; Derivatives thereof having nitrogen atoms of thiocarbamic groups bound to carbon atoms of six-membered aromatic rings
    • 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
    • C07D295/145—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

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • General Chemical & Material Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Communicable Diseases (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Oncology (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)
  • Macromolecular Compounds Obtained By Forming Nitrogen-Containing Linkages In General (AREA)
GB7843861A 1977-11-10 1978-11-09 2,4-diamino-5-benzylpyrimidines and a process for their preparation Expired GB2007669B (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
LU78487 1977-11-10
CH977678 1978-09-19

Publications (2)

Publication Number Publication Date
GB2007669A GB2007669A (en) 1979-05-23
GB2007669B true GB2007669B (en) 1982-10-20

Family

ID=25705315

Family Applications (3)

Application Number Title Priority Date Filing Date
GB8114951A Expired GB2087378B (en) 1977-11-10 1978-11-09 Sulphur-containing substituted aldehydes
GB7843861A Expired GB2007669B (en) 1977-11-10 1978-11-09 2,4-diamino-5-benzylpyrimidines and a process for their preparation
GB8114950A Expired GB2086882B (en) 1977-11-10 1978-11-09 2,4-diamino-5-benzyl-6-halogenpyrimidines

Family Applications Before (1)

Application Number Title Priority Date Filing Date
GB8114951A Expired GB2087378B (en) 1977-11-10 1978-11-09 Sulphur-containing substituted aldehydes

Family Applications After (1)

Application Number Title Priority Date Filing Date
GB8114950A Expired GB2086882B (en) 1977-11-10 1978-11-09 2,4-diamino-5-benzyl-6-halogenpyrimidines

Country Status (22)

Country Link
EP (3) EP0003212B1 (en)
JP (1) JPS5476586A (en)
AR (2) AR228423A1 (en)
AT (1) AT359070B (en)
AU (1) AU527943B2 (en)
BR (1) BR7807425A (en)
CA (1) CA1108611A (en)
DE (1) DE2847825A1 (en)
DK (1) DK144418C (en)
ES (2) ES474921A1 (en)
FI (1) FI783368A (en)
FR (4) FR2422647A1 (en)
GB (3) GB2087378B (en)
GR (1) GR71725B (en)
IL (1) IL55869A (en)
IT (1) IT1100210B (en)
MC (1) MC1222A1 (en)
NL (1) NL7811170A (en)
NO (1) NO783775L (en)
PH (1) PH15918A (en)
PT (1) PT68773A (en)
SE (1) SE7811593L (en)

Families Citing this family (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
IT1138146B (en) * 1981-08-11 1986-09-17 Proter Spa PROCESS FOR THE PRODUCTION OF 2,4-DIAMINE- (3,5-DIMETHOXY-4-METOS SIETOXY-BENZYL) -PYRIMIDINE
CH664960A5 (en) * 1981-11-09 1988-04-15 Wellcome Found METHOD FOR PRODUCING SUBSTITUTED 2,4-DIAMINO-5-BENZYLPYRIMIDINES.
DE3304202A1 (en) * 1983-02-08 1984-08-09 Bayer Ag, 5090 Leverkusen METHOD FOR PRODUCING AROMATIC ALDEHYDES
DE3603577A1 (en) * 1986-02-06 1987-08-13 Joachim K Prof Dr Seydel NEW SUBSTITUTED 2,4-DIAMINO-5-BENZYLPYRIMIDINE, THEIR PRODUCTION AND USE THEREOF AS A MEDICINE WITH ANTIBACTERIAL EFFECTIVENESS
IE913974A1 (en) * 1990-11-14 1992-05-20 Protos Corp Specific inhibition of dihydrofolate reductase and compounds¹therefor

Family Cites Families (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE2165362A1 (en) * 1970-12-29 1972-07-27 Nisshin Flour Milling Co. Ltd., Tokio 5-benzyl-2,4-diaminopyrimidines prepn - by 5-stage process from benzaldehydes and alkyl cyanoacetates
NL7200058A (en) * 1971-01-21 1972-07-25
IL38276A (en) * 1971-12-01 1976-09-30 Plantex Ltd Process for the preparation of 2,4-diamino-5-substituted benzylpyrimidines
BE798724A (en) * 1973-04-26 1973-08-16 En Abrege Socechim Soc Et Chim NEW CHEMICAL COMPOUNDS
JPS6119628B2 (en) * 1973-11-08 1986-05-17 Efu Hofuman Ra Roshu Unto Co Ag
CH605828A5 (en) * 1974-12-24 1978-10-13 Hoffmann La Roche
DE2635765C3 (en) * 1976-08-09 1979-02-08 Ludwig Heumann & Co Gmbh, 8500 Nuernberg Process for the preparation of 2,4-EMamino-5- (3 ', 4'r5'-trimethoxybenzyl) -pyrimidine

Also Published As

Publication number Publication date
CA1108611A (en) 1981-09-08
MC1222A1 (en) 1979-07-20
GB2086882A (en) 1982-05-19
IT7829638A0 (en) 1978-11-09
ATA803378A (en) 1980-03-15
IT1100210B (en) 1985-09-28
IL55869A0 (en) 1979-01-31
FR2422647A1 (en) 1979-11-09
SE7811593L (en) 1979-05-11
EP0003212A1 (en) 1979-08-08
GB2086882B (en) 1982-12-15
FR2422647B1 (en) 1983-02-04
GB2007669A (en) 1979-05-23
EP0032395B1 (en) 1983-03-23
EP0035624A2 (en) 1981-09-16
EP0035624B1 (en) 1984-07-04
GR71725B (en) 1983-06-22
EP0035624A3 (en) 1981-09-23
EP0003212B1 (en) 1982-03-17
FR2422404B1 (en) 1983-02-04
DK144418C (en) 1982-08-09
FR2422648A1 (en) 1979-11-09
FR2422404A1 (en) 1979-11-09
NL7811170A (en) 1979-05-14
FI783368A (en) 1979-05-11
AT359070B (en) 1980-10-27
ES474921A1 (en) 1979-12-01
AR228423A1 (en) 1983-03-15
PT68773A (en) 1978-12-01
ES481038A1 (en) 1980-04-01
AU4132378A (en) 1979-05-17
PH15918A (en) 1983-04-22
FR2422632B1 (en) 1983-02-04
DK500178A (en) 1979-05-11
AR222831A1 (en) 1981-06-30
FR2422632A1 (en) 1979-11-09
AU527943B2 (en) 1983-03-31
JPS5476586A (en) 1979-06-19
GB2087378A (en) 1982-05-26
FR2422648B1 (en) 1983-02-04
IL55869A (en) 1983-05-15
DK144418B (en) 1982-03-08
EP0032395A1 (en) 1981-07-22
GB2087378B (en) 1983-01-06
BR7807425A (en) 1979-07-24
NO783775L (en) 1979-05-11
DE2847825A1 (en) 1979-05-17

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Legal Events

Date Code Title Description
PCNP Patent ceased through non-payment of renewal fee