GB1484481A - Benzylpyrimidine derivatives - Google Patents
Benzylpyrimidine derivativesInfo
- Publication number
- GB1484481A GB1484481A GB39617/74A GB3961774A GB1484481A GB 1484481 A GB1484481 A GB 1484481A GB 39617/74 A GB39617/74 A GB 39617/74A GB 3961774 A GB3961774 A GB 3961774A GB 1484481 A GB1484481 A GB 1484481A
- Authority
- GB
- United Kingdom
- Prior art keywords
- sulphanilamido
- sulphonamides
- nhr
- sept
- pyrimidine
- 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
Links
- OOLOAWZLPBDRJQ-UHFFFAOYSA-N 2-benzylpyrimidine Chemical class N=1C=CC=NC=1CC1=CC=CC=C1 OOLOAWZLPBDRJQ-UHFFFAOYSA-N 0.000 title abstract 3
- 239000000203 mixture Substances 0.000 abstract 3
- 125000006273 (C1-C3) alkyl group Chemical group 0.000 abstract 2
- 230000000844 anti-bacterial effect Effects 0.000 abstract 2
- OVBPIULPVIDEAO-LBPRGKRZSA-N folic acid Chemical compound C=1N=C2NC(N)=NC(=O)C2=NC=1CNC1=CC=C(C(=O)N[C@@H](CCC(O)=O)C(O)=O)C=C1 OVBPIULPVIDEAO-LBPRGKRZSA-N 0.000 abstract 2
- 150000003456 sulfonamides Chemical class 0.000 abstract 2
- 125000006592 (C2-C3) alkenyl group Chemical group 0.000 abstract 1
- AMFSJVJTVJYFBE-UHFFFAOYSA-N 2-amino-n-(4,5-dimethyl-1,2-oxazol-3-yl)benzenesulfonamide Chemical compound CC1=C(C)ON=C1NS(=O)(=O)C1=CC=CC=C1N AMFSJVJTVJYFBE-UHFFFAOYSA-N 0.000 abstract 1
- AZVRQGHQVPBIHL-UHFFFAOYSA-N 2-amino-n-(4,5-dimethylpyrimidin-2-yl)benzenesulfonamide Chemical compound N1=C(C)C(C)=CN=C1NS(=O)(=O)C1=CC=CC=C1N AZVRQGHQVPBIHL-UHFFFAOYSA-N 0.000 abstract 1
- NHZLNPMOSADWGC-UHFFFAOYSA-N 4-amino-N-(2-quinoxalinyl)benzenesulfonamide Chemical compound C1=CC(N)=CC=C1S(=O)(=O)NC1=CN=C(C=CC=C2)C2=N1 NHZLNPMOSADWGC-UHFFFAOYSA-N 0.000 abstract 1
- ORWKAFKIAPHHBG-UHFFFAOYSA-N 4-amino-n-(4,5-dimethoxypyrimidin-2-yl)benzenesulfonamide Chemical compound N1=C(OC)C(OC)=CN=C1NS(=O)(=O)C1=CC=C(N)C=C1 ORWKAFKIAPHHBG-UHFFFAOYSA-N 0.000 abstract 1
- 101000653791 Bos taurus Protein S100-A12 Proteins 0.000 abstract 1
- 102000004190 Enzymes Human genes 0.000 abstract 1
- 108090000790 Enzymes Proteins 0.000 abstract 1
- OVBPIULPVIDEAO-UHFFFAOYSA-N N-Pteroyl-L-glutaminsaeure Natural products C=1N=C2NC(N)=NC(=O)C2=NC=1CNC1=CC=C(C(=O)NC(CCC(O)=O)C(O)=O)C=C1 OVBPIULPVIDEAO-UHFFFAOYSA-N 0.000 abstract 1
- NHUHCSRWZMLRLA-UHFFFAOYSA-N Sulfisoxazole Chemical compound CC1=NOC(NS(=O)(=O)C=2C=CC(N)=CC=2)=C1C NHUHCSRWZMLRLA-UHFFFAOYSA-N 0.000 abstract 1
- 108010022394 Threonine synthase Proteins 0.000 abstract 1
- 125000002252 acyl group Chemical group 0.000 abstract 1
- 125000003342 alkenyl group Chemical group 0.000 abstract 1
- 125000003302 alkenyloxy group Chemical group 0.000 abstract 1
- 125000003545 alkoxy group Chemical group 0.000 abstract 1
- 230000001580 bacterial effect Effects 0.000 abstract 1
- 230000015572 biosynthetic process Effects 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 102000004419 dihydrofolate reductase Human genes 0.000 abstract 1
- 239000003937 drug carrier Substances 0.000 abstract 1
- 229960000304 folic acid Drugs 0.000 abstract 1
- 235000019152 folic acid Nutrition 0.000 abstract 1
- 239000011724 folic acid Substances 0.000 abstract 1
- 239000003112 inhibitor Substances 0.000 abstract 1
- 230000003389 potentiating effect Effects 0.000 abstract 1
- -1 pyrrolidino, piperidino Chemical group 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- SEEPANYCNGTZFQ-UHFFFAOYSA-N sulfadiazine Chemical compound C1=CC(N)=CC=C1S(=O)(=O)NC1=NC=CC=N1 SEEPANYCNGTZFQ-UHFFFAOYSA-N 0.000 abstract 1
- 229960004306 sulfadiazine Drugs 0.000 abstract 1
- ZZORFUFYDOWNEF-UHFFFAOYSA-N sulfadimethoxine Chemical compound COC1=NC(OC)=CC(NS(=O)(=O)C=2C=CC(N)=CC=2)=N1 ZZORFUFYDOWNEF-UHFFFAOYSA-N 0.000 abstract 1
- 229960005404 sulfamethoxazole Drugs 0.000 abstract 1
- JLKIGFTWXXRPMT-UHFFFAOYSA-N sulphamethoxazole Chemical compound O1C(C)=CC(NS(=O)(=O)C=2C=CC(N)=CC=2)=N1 JLKIGFTWXXRPMT-UHFFFAOYSA-N 0.000 abstract 1
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)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH1305773A CH591456A5 (enrdf_load_stackoverflow) | 1973-09-12 | 1973-09-12 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1484481A true GB1484481A (en) | 1977-09-01 |
Family
ID=4388903
Family Applications (3)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB39617/74A Expired GB1484481A (en) | 1973-09-12 | 1974-09-11 | Benzylpyrimidine derivatives |
| GB47893/76A Expired GB1484482A (en) | 1973-09-12 | 1974-09-11 | Hydrocinnamic acid nitriles |
| GB47894/76A Expired GB1484483A (en) | 1973-09-12 | 1974-09-11 | Alpha-cyano hydrocinnamaldehyde acetals |
Family Applications After (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB47893/76A Expired GB1484482A (en) | 1973-09-12 | 1974-09-11 | Hydrocinnamic acid nitriles |
| GB47894/76A Expired GB1484483A (en) | 1973-09-12 | 1974-09-11 | Alpha-cyano hydrocinnamaldehyde acetals |
Country Status (28)
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB2161158A (en) * | 1981-11-09 | 1986-01-08 | Wellcome Found | Benzylpyrimidine synthesis and intermediates |
Families Citing this family (7)
| 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 |
| EP0001633A1 (en) * | 1977-10-18 | 1979-05-02 | The Wellcome Foundation Limited | Processes for preparing tri-heterocyclic substituted methanes and their conversion into further intermediates useful in the preparation of pharmacologically active compounds |
| CH639273A5 (de) * | 1978-09-12 | 1983-11-15 | Hoffmann La Roche | Diuretische mittel. |
| DE3250132C2 (de) * | 1981-11-09 | 1997-01-16 | Mallinckrodt Veterinary Inc | Verfahren zur Herstellung von 2,4-Diamino-5-benzyl-pyrimidinen und neue Zwischenprodukte des Verfahrens |
| GB2180836A (en) * | 1985-09-27 | 1987-04-08 | William James Stephen Barker | Sunscreen |
| 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)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1103931B (de) * | 1957-02-21 | 1961-04-06 | Wellcome Found | Verfahren zur Herstellung von 2, 4-Diamino-5-benzylpyrimidinderivaten |
| US3485840A (en) * | 1964-11-12 | 1969-12-23 | Hoffmann La Roche | 2,4-diamino - 5 - (2',4',5'-substituted benzyl) pyrimidines,intermediates and processes |
-
1973
- 1973-09-12 CH CH1305773A patent/CH591456A5/xx not_active IP Right Cessation
-
1974
- 1974-01-01 AR AR255569A patent/AR207764A1/es active
- 1974-08-06 YU YU02178/74A patent/YU217874A/xx unknown
- 1974-08-19 ZA ZA00745317A patent/ZA745317B/xx unknown
- 1974-08-21 CA CA207,509A patent/CA1037476A/en not_active Expired
- 1974-08-21 IL IL45510A patent/IL45510A/xx unknown
- 1974-09-02 FI FI2561/74A patent/FI58638C/fi active
- 1974-09-03 NL NL7411685.A patent/NL155827B/xx not_active IP Right Cessation
- 1974-09-04 DK DK468374AA patent/DK135683B/da unknown
- 1974-09-06 PL PL1974195308A patent/PL99159B1/pl unknown
- 1974-09-06 PL PL1974173909A patent/PL97757B1/pl unknown
- 1974-09-09 PH PH16253A patent/PH10643A/en unknown
- 1974-09-09 SE SE7411382A patent/SE419443B/xx unknown
- 1974-09-09 IE IE1870/74A patent/IE40523B1/xx unknown
- 1974-09-10 FR FR7430568A patent/FR2242984B1/fr not_active Expired
- 1974-09-10 DD DD181015A patent/DD116824A5/xx unknown
- 1974-09-10 DD DD190238A patent/DD122785A5/xx unknown
- 1974-09-10 LU LU70878A patent/LU70878A1/xx unknown
- 1974-09-10 JP JP49103536A patent/JPS6042238B2/ja not_active Expired
- 1974-09-11 GB GB39617/74A patent/GB1484481A/en not_active Expired
- 1974-09-11 GB GB47893/76A patent/GB1484482A/en not_active Expired
- 1974-09-11 BE BE148396A patent/BE819773A/xx not_active IP Right Cessation
- 1974-09-11 HU HUHO1718A patent/HU170427B/hu not_active IP Right Cessation
- 1974-09-11 AT AT735174A patent/AT338797B/de not_active IP Right Cessation
- 1974-09-11 GB GB47894/76A patent/GB1484483A/en not_active Expired
- 1974-09-11 ES ES429949A patent/ES429949A1/es not_active Expired
- 1974-09-11 CU CU34115A patent/CU34115A/es unknown
- 1974-09-11 SU SU7402058406A patent/SU577987A3/ru active
- 1974-09-11 NO NO743271A patent/NO140858C/no unknown
- 1974-09-12 BR BR7614/74A patent/BR7407614D0/pt unknown
- 1974-09-12 DE DE2443682A patent/DE2443682C2/de not_active Expired
-
1975
- 1975-04-25 ES ES437012A patent/ES437012A1/es not_active Expired
- 1975-04-25 ES ES437009A patent/ES437009A1/es not_active Expired
- 1975-04-25 ES ES437008A patent/ES437008A1/es not_active Expired
- 1975-04-25 ES ES437013A patent/ES437013A1/es not_active Expired
- 1975-04-25 ES ES437011A patent/ES437011A1/es not_active Expired
- 1975-04-25 ES ES437007A patent/ES437007A1/es not_active Expired
- 1975-06-20 SU SU752145937A patent/SU609465A3/ru active
- 1975-06-20 SU SU7502145932A patent/SU571189A3/ru active
- 1975-06-30 AR AR259408A patent/AR211387Q/es unknown
-
1980
- 1980-11-27 YU YU3016/80A patent/YU37154B/xx unknown
- 1980-11-27 YU YU3015/80A patent/YU37153B/xx unknown
-
1981
- 1981-01-08 HK HK1/81A patent/HK181A/xx unknown
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB2161158A (en) * | 1981-11-09 | 1986-01-08 | Wellcome Found | Benzylpyrimidine synthesis and intermediates |
| GB2161805A (en) * | 1981-11-09 | 1986-01-22 | Wellcome Found | Benzylpyrimidine synthesis and intermediates |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed [section 19, patents act 1949] | ||
| 704A | Declaration that licence is not available as of right for an excepted use (par. 4a/1977) | ||
| 732 | Registration of transactions, instruments or events in the register (sect. 32/1977) | ||
| PCNP | Patent ceased through non-payment of renewal fee |
Effective date: 19930911 |