ES266752A1 - 2-substituted sulphanilamidoquinazolines and process - Google Patents
2-substituted sulphanilamidoquinazolines and processInfo
- Publication number
- ES266752A1 ES266752A1 ES0266752A ES266752A ES266752A1 ES 266752 A1 ES266752 A1 ES 266752A1 ES 0266752 A ES0266752 A ES 0266752A ES 266752 A ES266752 A ES 266752A ES 266752 A1 ES266752 A1 ES 266752A1
- Authority
- ES
- Spain
- Prior art keywords
- quinazoline
- alkoxy
- methyl
- treating
- methoxy
- 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
Classifications
-
- 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
- C07D239/86—Quinazolines; Hydrogenated quinazolines with hetero atoms directly attached in position 4
- C07D239/94—Nitrogen atoms
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B22—CASTING; POWDER METALLURGY
- B22D—CASTING OF METALS; CASTING OF OTHER SUBSTANCES BY THE SAME PROCESSES OR DEVICES
- B22D19/00—Casting in, on, or around objects which form part of the product
- B22D19/04—Casting in, on, or around objects which form part of the product for joining parts
-
- 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
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Mechanical Engineering (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
Abstract
The invention comprises a compound having the formula: <FORM:0920019/IV(a)/1> wherein R2 contains up to 6 carbon atoms and is an alkyl mercapto, alkenoxy, alkoxy, alkoxysubstituted alkoxy, monovalent aliphatic or alkoxy-substituted monovalent aliphatic radical, R1 contains up to 6 carbon atoms and is a hydrogen atom or an aliphatic acyl group, R5 is a methyl or methoxy group, or a chlorine atom and the pharmaceutically acceptable metal salt thereof and a process for the preparation thereof by reaction according to the equation: <FORM:0920019/IV(a)/2> wherein X is an alkoxy, alkenoxy, alkoxysubstituted alkoxy or alkyl mercapto group, and R2, R4, and R5 are as previously defined, in the presence of a polar organic diluent at a temperature 80 DEG C.-155 DEG C. If desired the sulphanilamidoquinazoline derivative thus obtained is reacted with a base to obtain a salt or may be acylated to obtain the corresponding N4-acyl substituted sulphanilamidoquinazoline derivative. 2,4-Dichloroquinazoline is obtained from the corresponding hydroxy compound with POCl3. 6-Methyl-quinazoline-2,4-dione is obtained by treating 5-methyl anthranilic acid with potassium cyanate. 2,4-Dichloro-6-methyl quinazoline is obtained by treating 6 - methyl-quinazoline-2,4-dione with POCl3. 2-Chloro-4-methoxy-quinazoline is obtained by treating 2,4 - dichloroquinazoline with sodium in absolute methanol. 2,4-Dimethoxy-quinazoline is obtained by treating 2-chloro-4-methoxyquinazoline with sodium in absolute methanol. 2-Methyl-4-methylthioquinazoline by treating 2-methyl-4-mercaptoquinazoline with dimmthyl sulphate. 2-Ethyl-4-mercaptoquinazoline is obtained by treating 2-ethyl-4-quinazolone with phosphorus pentasulphide. 7-Methoxy-quinazoline-2,4-dione is obtained by treating 4-methoxy-anthranilic acid with potassium cyanate. In a similar manner, the following compounds are obtained, 2,4dichloro-7-methoxy-quinazoline, 2,4-dimethoxy6-chloro-quinazoline, 2,4,7-trimethoxy-quinazoline, and 2,4-dimethoxy-6-methyl-quinazo-line.ALSO:Compositions useful in the treatment of infections caused by micro-organisms and containing compounds of the formula <FORM:0920019/VI/1> wherein R2 contains up to six carbon atoms and is alkyl mercapto, alkenoxy, alkoxy, alkoxy-substituted alkoxy, monovalent aliphatic, or alkoxy-substituted monovalent aliphatic radical, R4 contains up to six carbon atoms and is a hydrogen atom or an aliphatic acyl group, R5 is a methyl or methoxy group or chlorine atom, or a pharmaceutically acceptable metal salt thereof, together with antibiotics, penicillins, tetracyclines, anti-inflammatory or antipyretic drugs, are administered orally or parenterally as tablets, capsules, elixirs, suspensions or solutions.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US2852260A | 1960-05-12 | 1960-05-12 | |
US93035A US3155650A (en) | 1961-03-03 | 1961-03-03 | 2-substituted-4-sulfanilamidoquinazolines and process |
Publications (1)
Publication Number | Publication Date |
---|---|
ES266752A1 true ES266752A1 (en) | 1961-09-16 |
Family
ID=26703793
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
ES0266752A Expired ES266752A1 (en) | 1960-05-12 | 1961-04-20 | 2-substituted sulphanilamidoquinazolines and process |
Country Status (6)
Country | Link |
---|---|
BE (1) | BE603719A (en) |
CH (1) | CH422803A (en) |
ES (1) | ES266752A1 (en) |
FR (1) | FR1132M (en) |
GB (1) | GB920019A (en) |
SE (1) | SE311364B (en) |
Families Citing this family (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB2160201B (en) * | 1984-06-14 | 1988-05-11 | Wyeth John & Brother Ltd | Quinazoline and cinnoline derivatives |
GB0007657D0 (en) * | 2000-03-29 | 2000-05-17 | Celltech Therapeutics Ltd | Chemical compounds |
WO2003055866A1 (en) * | 2001-12-21 | 2003-07-10 | Bayer Pharmaceuticals Corporation | Quinazoline and quinoline derivative compounds as inhibitors of prolylpeptidase, inducers of apoptosis and cancer treatment agents |
-
1961
- 1961-04-20 GB GB14271/61A patent/GB920019A/en not_active Expired
- 1961-04-20 ES ES0266752A patent/ES266752A1/en not_active Expired
- 1961-05-10 FR FR861496A patent/FR1132M/en active Active
- 1961-05-10 CH CH552161A patent/CH422803A/en unknown
- 1961-05-12 BE BE603719A patent/BE603719A/en unknown
- 1961-05-12 SE SE4978/61A patent/SE311364B/xx unknown
Also Published As
Publication number | Publication date |
---|---|
GB920019A (en) | 1963-03-06 |
SE311364B (en) | 1969-06-09 |
CH422803A (en) | 1966-10-31 |
FR1132M (en) | 1962-02-19 |
BE603719A (en) | 1961-11-13 |
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