IE43466L - TETRAZOLO [a] QUINAZOLONE DERIVATIVES - Google Patents
TETRAZOLO [a] QUINAZOLONE DERIVATIVESInfo
- Publication number
- IE43466L IE43466L IE760836A IE83676A IE43466L IE 43466 L IE43466 L IE 43466L IE 760836 A IE760836 A IE 760836A IE 83676 A IE83676 A IE 83676A IE 43466 L IE43466 L IE 43466L
- Authority
- IE
- Ireland
- Prior art keywords
- hydroxy
- benzyloxy
- july
- chloro
- reacting
- Prior art date
Links
- -1 benzyloxy, hydroxy Chemical group 0.000 abstract 4
- 150000001875 compounds Chemical class 0.000 abstract 3
- CNGRGEDXKHIFIL-UHFFFAOYSA-N 2-chloro-1h-quinazolin-4-one Chemical compound C1=CC=C2NC(Cl)=NC(=O)C2=C1 CNGRGEDXKHIFIL-UHFFFAOYSA-N 0.000 abstract 2
- RWZYAGGXGHYGMB-UHFFFAOYSA-N anthranilic acid Chemical compound NC1=CC=CC=C1C(O)=O RWZYAGGXGHYGMB-UHFFFAOYSA-N 0.000 abstract 2
- 229910052739 hydrogen Inorganic materials 0.000 abstract 2
- 239000001257 hydrogen Substances 0.000 abstract 2
- 125000004435 hydrogen atom Chemical class [H]* 0.000 abstract 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 2
- SDQJTWBNWQABLE-UHFFFAOYSA-N 1h-quinazoline-2,4-dione Chemical compound C1=CC=C2C(=O)NC(=O)NC2=C1 SDQJTWBNWQABLE-UHFFFAOYSA-N 0.000 abstract 1
- TUQSVSYUEBNNKQ-UHFFFAOYSA-N 2,4-dichloroquinazoline Chemical compound C1=CC=CC2=NC(Cl)=NC(Cl)=C21 TUQSVSYUEBNNKQ-UHFFFAOYSA-N 0.000 abstract 1
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 abstract 1
- 125000004423 acyloxy group Chemical group 0.000 abstract 1
- 229910052783 alkali metal Inorganic materials 0.000 abstract 1
- 125000003545 alkoxy group Chemical group 0.000 abstract 1
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- 150000001540 azides Chemical class 0.000 abstract 1
- 239000002585 base Substances 0.000 abstract 1
- 125000000051 benzyloxy group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])O* 0.000 abstract 1
- 239000004202 carbamide Substances 0.000 abstract 1
- 125000004432 carbon atom Chemical group C* 0.000 abstract 1
- 125000002091 cationic group Chemical group 0.000 abstract 1
- 230000032050 esterification Effects 0.000 abstract 1
- 238000005886 esterification reaction Methods 0.000 abstract 1
- 229910052736 halogen Inorganic materials 0.000 abstract 1
- 150000002367 halogens Chemical class 0.000 abstract 1
- 238000010438 heat treatment Methods 0.000 abstract 1
- 239000012948 isocyanate Substances 0.000 abstract 1
- 229910052751 metal Inorganic materials 0.000 abstract 1
- 239000002184 metal Substances 0.000 abstract 1
- XHXFXVLFKHQFAL-UHFFFAOYSA-N phosphoryl trichloride Chemical group ClP(Cl)(Cl)=O XHXFXVLFKHQFAL-UHFFFAOYSA-N 0.000 abstract 1
- FDDDEECHVMSUSB-UHFFFAOYSA-N sulfanilamide Chemical compound NC1=CC=C(S(N)(=O)=O)C=C1 FDDDEECHVMSUSB-UHFFFAOYSA-N 0.000 abstract 1
- 229940124530 sulfonamide Drugs 0.000 abstract 1
- 125000003831 tetrazolyl group Chemical group 0.000 abstract 1
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D487/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00
- C07D487/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00 in which the condensed system contains two hetero rings
- C07D487/04—Ortho-condensed systems
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P37/00—Drugs for immunological or allergic disorders
- A61P37/08—Antiallergic agents
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
- C07D239/70—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings condensed with carbocyclic rings or ring systems
- C07D239/72—Quinazolines; Hydrogenated quinazolines
- C07D239/95—Quinazolines; Hydrogenated quinazolines with hetero atoms directly attached in positions 2 and 4
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
- C07D239/70—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings condensed with carbocyclic rings or ring systems
- C07D239/72—Quinazolines; Hydrogenated quinazolines
- C07D239/95—Quinazolines; Hydrogenated quinazolines with hetero atoms directly attached in positions 2 and 4
- C07D239/96—Two oxygen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D491/00—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00
- C07D491/12—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00 in which the condensed system contains three hetero rings
- C07D491/14—Ortho-condensed systems
Landscapes
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Pulmonology (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Medicinal Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Immunology (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Plural Heterocyclic Compounds (AREA)
Abstract
1499255 Tetrazolo[a]-quinazolone derivatives PFIZER Inc 1 July 1976 [10 July 1975 28 Jan 1976] 27543/76 Heading C2C Novel compounds of the Formula I wherein each of R 1 and R 2 is hydrogen, halogen, C 1-4 alkyl, C 1-4 alkoxy, C 1-4 alkanoyloxy, benzyloxy, hydroxy, trifluoromethyl, or sulphonamide, or R 1 and R 2 when attached to adjacent carbon atoms in the ring and taken together form a methylenedioxy or ethylenedioxy group, provided R 1 and R 2 are not both hydrogen, and pharmaceutically acceptable cationic salts thereof, may be prepared by reacting the appropriate 2-chloro-4(3H)quinazolinone with a metal azide to form the tetrazole ring, optionally followed by debenzylating when R 1 and/or R 2 is benzyloxy to form the corresponding compound in which R 1 and/or R 2 is hydroxy and esterification of a free hydroxy group at R 1 and/or R 2 . The 2-chloro-4(3H)quinazolinones are prepared by reacting the appropriate anthranilic acid with urea or alkali metal isocyanate followed by heating to form a 2,4-(lH,3H)quinazolinedione, which with phosphorus oxychloride forms a 2,4-dichloroquinazoline which with base yields the required compound.
[GB1499255A]
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US59476575A | 1975-07-10 | 1975-07-10 | |
| US65325076A | 1976-01-28 | 1976-01-28 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| IE43466L true IE43466L (en) | 1977-01-10 |
| IE43466B1 IE43466B1 (en) | 1981-03-11 |
Family
ID=27082077
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| IE836/76A IE43466B1 (en) | 1975-07-10 | 1976-04-21 | Tetrazolo /a/ quinzolone derivatives |
Country Status (20)
| Country | Link |
|---|---|
| JP (1) | JPS5210297A (en) |
| AR (1) | AR211272A1 (en) |
| AU (1) | AU1515776A (en) |
| DD (1) | DD126326A5 (en) |
| DE (1) | DE2630053C3 (en) |
| DK (1) | DK143704C (en) |
| ES (1) | ES449570A1 (en) |
| FI (1) | FI762013A7 (en) |
| FR (1) | FR2316952A1 (en) |
| GB (1) | GB1499255A (en) |
| GR (1) | GR60543B (en) |
| IE (1) | IE43466B1 (en) |
| IL (1) | IL49850A0 (en) |
| LU (1) | LU75342A1 (en) |
| NL (1) | NL166024C (en) |
| NO (1) | NO762170L (en) |
| PH (1) | PH15280A (en) |
| PT (1) | PT65337B (en) |
| RO (1) | RO71662B (en) |
| SE (1) | SE7606762L (en) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2007261982A (en) * | 2006-03-28 | 2007-10-11 | Mitsubishi Gas Chem Co Inc | Method for producing quinazoline-2,4-dione derivative |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1519765A (en) * | 1974-09-05 | 1978-08-02 | Ici Ltd | Pesticidal dihydrotetrazolo(1,5a) quinazolines compositions and processes |
-
1976
- 1976-04-21 IE IE836/76A patent/IE43466B1/en unknown
- 1976-06-14 SE SE7606762A patent/SE7606762L/en unknown
- 1976-06-19 GR GR51048A patent/GR60543B/en unknown
- 1976-06-21 IL IL49850A patent/IL49850A0/en unknown
- 1976-06-23 AU AU15157/76A patent/AU1515776A/en not_active Expired
- 1976-06-23 NO NO762170A patent/NO762170L/no unknown
- 1976-06-28 PH PH18616A patent/PH15280A/en unknown
- 1976-07-01 GB GB27543/76A patent/GB1499255A/en not_active Expired
- 1976-07-02 NL NL7607315.A patent/NL166024C/en not_active IP Right Cessation
- 1976-07-03 DE DE2630053A patent/DE2630053C3/en not_active Expired
- 1976-07-05 ES ES449570A patent/ES449570A1/en not_active Expired
- 1976-07-08 AR AR263896A patent/AR211272A1/en active
- 1976-07-08 JP JP51081449A patent/JPS5210297A/en active Granted
- 1976-07-08 PT PT65337A patent/PT65337B/en unknown
- 1976-07-09 DK DK310876A patent/DK143704C/en not_active IP Right Cessation
- 1976-07-09 RO RO86909A patent/RO71662B/en unknown
- 1976-07-09 FR FR7621100A patent/FR2316952A1/en active Granted
- 1976-07-09 LU LU75342A patent/LU75342A1/xx unknown
- 1976-07-09 DD DD193778A patent/DD126326A5/xx unknown
- 1976-07-09 FI FI762013A patent/FI762013A7/fi not_active Application Discontinuation
Also Published As
| Publication number | Publication date |
|---|---|
| RO71662B (en) | 1983-04-30 |
| PT65337A (en) | 1976-08-01 |
| GB1499255A (en) | 1978-01-25 |
| PT65337B (en) | 1978-01-06 |
| RO71662A (en) | 1983-04-29 |
| SE7606762L (en) | 1977-01-11 |
| FR2316952A1 (en) | 1977-02-04 |
| JPS5432798B2 (en) | 1979-10-16 |
| AR211272A1 (en) | 1977-11-15 |
| PH15280A (en) | 1982-11-02 |
| NL166024B (en) | 1981-01-15 |
| GR60543B (en) | 1978-06-14 |
| NL7607315A (en) | 1977-01-12 |
| DE2630053A1 (en) | 1977-01-13 |
| ES449570A1 (en) | 1977-12-01 |
| IE43466B1 (en) | 1981-03-11 |
| AU1515776A (en) | 1978-01-05 |
| LU75342A1 (en) | 1977-04-01 |
| DK143704B (en) | 1981-09-28 |
| FR2316952B1 (en) | 1979-07-20 |
| DK310876A (en) | 1977-01-11 |
| IL49850A0 (en) | 1976-08-31 |
| DD126326A5 (en) | 1977-07-06 |
| NO762170L (en) | 1977-01-11 |
| JPS5210297A (en) | 1977-01-26 |
| DE2630053C3 (en) | 1981-05-21 |
| DK143704C (en) | 1982-03-15 |
| FI762013A7 (en) | 1977-01-11 |
| DE2630053B2 (en) | 1980-09-11 |
| NL166024C (en) | 1981-06-15 |
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