ES368949A1 - Procedure for the obtaining of 3,4-dihydroquinazolinones (Machine-translation by Google Translate, not legally binding) - Google Patents
Procedure for the obtaining of 3,4-dihydroquinazolinones (Machine-translation by Google Translate, not legally binding)Info
- Publication number
- ES368949A1 ES368949A1 ES368949A ES368949A ES368949A1 ES 368949 A1 ES368949 A1 ES 368949A1 ES 368949 A ES368949 A ES 368949A ES 368949 A ES368949 A ES 368949A ES 368949 A1 ES368949 A1 ES 368949A1
- Authority
- ES
- Spain
- Prior art keywords
- alkyl
- amino
- alkylamino
- alkoxy
- isopropyl
- 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
- C07D239/78—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
-
- 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
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/495—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with two or more nitrogen atoms as the only ring heteroatoms, e.g. piperazine or tetrazines
- A61K31/505—Pyrimidines; Hydrogenated pyrimidines, e.g. trimethoprim
-
- G—PHYSICS
- G02—OPTICS
- G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
- G02B27/00—Optical systems or apparatus not provided for by any of the groups G02B1/00 - G02B26/00, G02B30/00
- G02B27/02—Viewing or reading apparatus
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Physics & Mathematics (AREA)
- Epidemiology (AREA)
- Optics & Photonics (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- General Physics & Mathematics (AREA)
- Life Sciences & Earth Sciences (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)
Abstract
The invention comprises compounds of formula wherein n is 1 or 2, R when n = 1 is H, F, Cl, Br, C 1-5 alkyl, C 1-4 alkoxy, alkythio or alkylamino, di(C 1-4 alkyl)amino, NO 2, CN, NH 2, OH, SH, AcNH or CF 3, R when n = 2 is H, F, Cl, Br, C 1-5 alkyl or C 1-4 alkoxy, R 1 is C 1-5 alkyl, R 2 is H, C 1-5 alkyl or omega-di(C 1-4 alkyl)- amino-C 1-4 -alkyl, and R 3 is Ph possibly containing up to 2 substituents which are F, Cl, Br, C 1-4 alkyl or C 1-4 alkoxy and/or a CF 3 group. These compounds may be prepared by (1) hydrogenating the 3,4 - dehydro analogues (2) alkylating the 3-position (3) reacting the 3,4- dehydro analogues with an alkyl-lithium or Grignard compound (4) cyclizing a corresponding 1 - alkyl - 1 - (2 - benzoyl)phenylurea or a 1 -alkyl- 1 -phenylurea/benzaldehyde mixture (5) alkylating in the compound where R is amino or alkylamino, to give an alkylamino or dialkylamino group (6) reductively alkylating the compound where R is nitro. Starting materials.-Details are given for the preparation of 2-isopropylamino-4-methylbenzophenone, N-isopropyl-m-toluidene and its N- carbamyl derivative, p-chloro-N-methylaniline and its N-formyl derivative, 2-amino-5-chloro- 4-methylbenzhydrol and its N-isopropyl derivative, and 2-(N-ethyl or -isopropyl)amino-5- nitrobenzophenone. Therapeutic compositions having antiinflammatory, and in some cases antipyretic or analgesic activity, comprise compounds of the above formula in association with a physiologically acceptable diluent or carrier for oral or parenteral administration.
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US74180768A | 1968-07-01 | 1968-07-01 | |
US78725468A | 1968-12-26 | 1968-12-26 | |
US81943569A | 1969-04-25 | 1969-04-25 |
Publications (1)
Publication Number | Publication Date |
---|---|
ES368949A1 true ES368949A1 (en) | 1971-07-16 |
Family
ID=27419280
Family Applications (6)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
ES368949A Expired ES368949A1 (en) | 1968-07-01 | 1969-06-30 | Procedure for the obtaining of 3,4-dihydroquinazolinones (Machine-translation by Google Translate, not legally binding) |
ES388758A Expired ES388758A1 (en) | 1968-07-01 | 1971-03-01 | Procedure for the obtaining of 3,4-dihydro-quinazolinones. (Machine-translation by Google Translate, not legally binding) |
ES388759A Expired ES388759A1 (en) | 1968-07-01 | 1971-03-01 | Procedure for the obtaining of 3,4-dihydro-quinazolinones. (Machine-translation by Google Translate, not legally binding) |
ES388762A Expired ES388762A1 (en) | 1968-07-01 | 1971-03-01 | Procedure for the obtaining of 3,4-dihydro-quinazolinones. (Machine-translation by Google Translate, not legally binding) |
ES388760A Expired ES388760A1 (en) | 1968-07-01 | 1971-03-01 | Procedure for the obtaining of 3,4-dihydro-quinazolinones. (Machine-translation by Google Translate, not legally binding) |
ES388761A Expired ES388761A1 (en) | 1968-07-01 | 1971-03-01 | Procedure for the obtaining of 3,4-dihydro-quinazolinones. (Machine-translation by Google Translate, not legally binding) |
Family Applications After (5)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
ES388758A Expired ES388758A1 (en) | 1968-07-01 | 1971-03-01 | Procedure for the obtaining of 3,4-dihydro-quinazolinones. (Machine-translation by Google Translate, not legally binding) |
ES388759A Expired ES388759A1 (en) | 1968-07-01 | 1971-03-01 | Procedure for the obtaining of 3,4-dihydro-quinazolinones. (Machine-translation by Google Translate, not legally binding) |
ES388762A Expired ES388762A1 (en) | 1968-07-01 | 1971-03-01 | Procedure for the obtaining of 3,4-dihydro-quinazolinones. (Machine-translation by Google Translate, not legally binding) |
ES388760A Expired ES388760A1 (en) | 1968-07-01 | 1971-03-01 | Procedure for the obtaining of 3,4-dihydro-quinazolinones. (Machine-translation by Google Translate, not legally binding) |
ES388761A Expired ES388761A1 (en) | 1968-07-01 | 1971-03-01 | Procedure for the obtaining of 3,4-dihydro-quinazolinones. (Machine-translation by Google Translate, not legally binding) |
Country Status (7)
Country | Link |
---|---|
BE (1) | BE735439A (en) |
CH (1) | CH515911A (en) |
DE (1) | DE1932396A1 (en) |
ES (6) | ES368949A1 (en) |
FR (1) | FR2012062A1 (en) |
GB (1) | GB1256593A (en) |
NL (1) | NL6909864A (en) |
Families Citing this family (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
BE759671A (en) * | 1969-12-01 | 1971-06-01 | Sandoz Sa | QUINAZOLINONE DERIVATIVES, THEIR PREPARATION AND MEDICINAL PRODUCTS CONTAINING THESE DERIVATIVES |
DK129348B (en) * | 1970-07-13 | 1974-09-30 | Sumitomo Chemical Co | Analogous process for the preparation of 1-substituted 3,4-dihydro-2 (1H) -quinazolinone derivatives. |
DE2162327C3 (en) * | 1970-12-23 | 1975-09-18 | Sumitomo Chemical Co., Ltd., Osaka (Japan) | Process for the preparation of 3,4-Oihydro-2 (1 H) -quinazolinones |
IL102764A0 (en) * | 1991-08-16 | 1993-01-31 | Merck & Co Inc | Quinazoline derivatives,and pharmaceutical compositions containing them |
AU2436792A (en) * | 1991-08-16 | 1993-03-16 | Merck & Co., Inc. | Quinazoline derivatives as inhibitors of hiv reverse transcriptase |
EP0626373B1 (en) * | 1993-05-26 | 1998-12-23 | Sumitomo Pharmaceuticals Company, Limited | Quinazolinone derivatives |
WO2015120059A1 (en) * | 2014-02-04 | 2015-08-13 | Yates Charles Ryan | Inhibitors of paxillin function and related compositions and methods |
-
1969
- 1969-06-11 CH CH889369A patent/CH515911A/en not_active IP Right Cessation
- 1969-06-13 GB GB1256593D patent/GB1256593A/en not_active Expired
- 1969-06-26 NL NL6909864A patent/NL6909864A/xx unknown
- 1969-06-26 DE DE19691932396 patent/DE1932396A1/en active Pending
- 1969-06-30 BE BE735439D patent/BE735439A/xx unknown
- 1969-06-30 FR FR6921995A patent/FR2012062A1/fr not_active Withdrawn
- 1969-06-30 ES ES368949A patent/ES368949A1/en not_active Expired
-
1971
- 1971-03-01 ES ES388758A patent/ES388758A1/en not_active Expired
- 1971-03-01 ES ES388759A patent/ES388759A1/en not_active Expired
- 1971-03-01 ES ES388762A patent/ES388762A1/en not_active Expired
- 1971-03-01 ES ES388760A patent/ES388760A1/en not_active Expired
- 1971-03-01 ES ES388761A patent/ES388761A1/en not_active Expired
Also Published As
Publication number | Publication date |
---|---|
ES388758A1 (en) | 1974-03-01 |
DE1932396A1 (en) | 1970-01-08 |
ES388760A1 (en) | 1974-03-01 |
NL6909864A (en) | 1970-01-05 |
ES388759A1 (en) | 1974-03-01 |
CH515911A (en) | 1971-11-30 |
ES388762A1 (en) | 1974-03-01 |
GB1256593A (en) | 1971-12-08 |
BE735439A (en) | 1969-12-30 |
FR2012062A1 (en) | 1970-03-13 |
ES388761A1 (en) | 1974-03-01 |
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