GB1195066A - Quinazolinones and Pharmaceutical Compositions thereof - Google Patents
Quinazolinones and Pharmaceutical Compositions thereofInfo
- Publication number
- GB1195066A GB1195066A GB3835867A GB3835867A GB1195066A GB 1195066 A GB1195066 A GB 1195066A GB 3835867 A GB3835867 A GB 3835867A GB 3835867 A GB3835867 A GB 3835867A GB 1195066 A GB1195066 A GB 1195066A
- Authority
- GB
- United Kingdom
- Prior art keywords
- alkyl
- general formula
- compound
- quinazoline
- chlorophenyl
- 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
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
-
- 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
- C07D239/78—Quinazolines; Hydrogenated quinazolines with hetero atoms directly attached in position 2
- C07D239/80—Oxygen atoms
- C07D239/82—Oxygen atoms with an aryl radical attached in position 4
Abstract
1,195,066. Quinazolinones. SANDOZ Ltd. 21 Aug., 1967 [29 Aug., 1966; 4 May, 1967], No. 38358/67. Heading C2C. Novel 2-quinazolinones of the general Formula (I): wherein R is H, F, Cl, or Br; R 1 is C 1 to C 5 alkyl (other than tertiary alkyl having the tertiary C atom directly attached to the quinazolinone N atom), allyl or propargyl; and R 2 is phenyl or substituted phenyl of formula wherein Y is F, Cl, Br, OH, C 1 to C 4 alkyl, C 1 to C 4 alkoxy, or CF 3 ; and Y 1 is H, F, Cl, Br, C 1 to C 4 alkyl, or C 1 to C 4 alkoxy, are prepared by (1) reacting a compound of the general formula wherein R, R 1 and R 2 are as above, at a temperature of 140‹ C. or higher, with an alkyl (C 1 to C 5 ) carbamate in the presence of a Lewis acid; or (2) reacting a quinazolinone corresponding to (I) above but having an alkali metal atom in place of R 1 , with a compound R 1 X, where X is Br, Cl, or Iodine, in an inert organic solvent; or (3) if R 1 is methyl, oxidizing a compound of general Formula (VI): or of general Formula (VII): R 1 , R 2 and X being as above; or (4) if R 1 is C 1 to C 5 alkyl as defined above and one or both of Y and Y 1 are hydroxy, hydrolysing the corresponding compound in which one or both of Y and Y 1 are C 1 to C 4 alkoxy, under acidic conditions. The novel intermediates (VI) are prepared by reacting a quinazoline with CH 3 X, and are reduced to give the novel compounds (VII). 4 - (p - Chlorophenyl) - quinazoline is prepared from quinazoline and p-chlorophenyl-lithium and the 4-p-chlorophenyl-3,4-dihydroquinazoline produced is oxidized. Pharmaceutical compositions having anti-inflammatory activity comprise compounds of Formula (I) together with a physiologically acceptable carrier or diluent, and may be in forms for oral or parenteral administration, including oral prolonged release form.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US57551166A | 1966-08-29 | 1966-08-29 | |
US63601567A | 1967-05-04 | 1967-05-04 |
Publications (1)
Publication Number | Publication Date |
---|---|
GB1195066A true GB1195066A (en) | 1970-06-17 |
Family
ID=27076715
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB3835867A Expired GB1195066A (en) | 1966-08-29 | 1967-08-21 | Quinazolinones and Pharmaceutical Compositions thereof |
Country Status (5)
Country | Link |
---|---|
CH (1) | CH487902A (en) |
DE (1) | DE1695769C3 (en) |
ES (2) | ES344534A1 (en) |
FR (1) | FR1571271A (en) |
GB (1) | GB1195066A (en) |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2002102782A2 (en) * | 2001-06-15 | 2002-12-27 | Novartis Ag | QUINAZOLINE DERIVATIVES which PROMOTE THE RELEASE OF PARATHYROID_HORMONE |
US7696216B2 (en) | 2002-12-23 | 2010-04-13 | Novartis Ag | Aryl-quinazoline/aryl-2-amino-phenyl methanone derivatives |
-
1967
- 1967-08-16 CH CH1152967A patent/CH487902A/en not_active IP Right Cessation
- 1967-08-21 GB GB3835867A patent/GB1195066A/en not_active Expired
- 1967-08-25 DE DE1967S0111538 patent/DE1695769C3/en not_active Expired
- 1967-08-28 FR FR1571271D patent/FR1571271A/fr not_active Expired
- 1967-08-28 ES ES344534A patent/ES344534A1/en not_active Expired
- 1967-09-23 ES ES345400A patent/ES345400A1/en not_active Expired
Cited By (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2002102782A2 (en) * | 2001-06-15 | 2002-12-27 | Novartis Ag | QUINAZOLINE DERIVATIVES which PROMOTE THE RELEASE OF PARATHYROID_HORMONE |
WO2002102782A3 (en) * | 2001-06-15 | 2003-05-01 | Novartis Ag | QUINAZOLINE DERIVATIVES which PROMOTE THE RELEASE OF PARATHYROID_HORMONE |
EP2191832A1 (en) * | 2001-06-15 | 2010-06-02 | Novartis AG | Quinazoline derivatives which promote the release of parathyroid hormone |
US8476286B2 (en) | 2001-06-15 | 2013-07-02 | Novartis Ag | Quinazoline derivatives which promote the release of parathyroid hormone |
US7696216B2 (en) | 2002-12-23 | 2010-04-13 | Novartis Ag | Aryl-quinazoline/aryl-2-amino-phenyl methanone derivatives |
US8569317B2 (en) | 2002-12-23 | 2013-10-29 | Novartis Ag | Aryl-quinazoline/aryl-2amino-phenyl methanone derivatives |
Also Published As
Publication number | Publication date |
---|---|
FR1571271A (en) | 1969-06-20 |
CH487902A (en) | 1970-03-31 |
DE1695769C3 (en) | 1980-02-28 |
DE1695769A1 (en) | 1971-04-29 |
DE1695769B2 (en) | 1979-07-05 |
ES345400A1 (en) | 1969-02-01 |
ES344534A1 (en) | 1968-12-16 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
GB1282612A (en) | Quinazolinones | |
GB1133766A (en) | Novel acetals and a process for the manufacture and conversion thereof | |
DE2962643D1 (en) | 3,5-dihydroxypentanoic ester derivatives having antihyperlipaemic activity, their manufacture and pharmaceutical compositions containing them | |
GB1195907A (en) | Improvement in the preparation of 4-Oxopiperidine Compounds and certain Novel 4-Oxopiperidine Compounds | |
JPS5738774A (en) | Uracil derivative and its preparation | |
GB1414932A (en) | 6-styrylpyrazole 3,4-d pyrimidinones and pyrimidines | |
GB1195066A (en) | Quinazolinones and Pharmaceutical Compositions thereof | |
GB1234490A (en) | ||
GB1250504A (en) | ||
GB1397731A (en) | Monothiachromone-2-carboxylic acids | |
GB1248430A (en) | 4-phenyl-quinazolinone derivatives | |
GB1363064A (en) | Pyrimidine derivatives as intermediates in the synthesis of pteridines | |
GB1295806A (en) | ||
GB1481465A (en) | Thiazole derivatives and the production thereof | |
IE37043L (en) | Pyrimidones | |
GB1164555A (en) | New Tropine Derivatives | |
GB1211731A (en) | Quinazoline derivatives | |
IE34993B1 (en) | 3-amino-indeno(1,2,3-d,e)phthalazines and pharmaceutical compositions thereof | |
IE36968B1 (en) | Preparation of 1,4-disubstituted-2(1h)-quinazolinones | |
GB1341401A (en) | Methylenedioxy quinazoline derivatives | |
GB1183673A (en) | Novel Quinazolinone Derivatives | |
GB1184826A (en) | Substituted Aryloxy Hydroxy Amines | |
GB1203650A (en) | Quinazolinones | |
GB869485A (en) | New tricyclic oxygen-containing compounds and pesticidal compositions containing them | |
GB1285268A (en) | Thiazolopyrimidines |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
PS | Patent sealed | ||
PCNP | Patent ceased through non-payment of renewal fee |