GB1256593A - - Google Patents

Info

Publication number
GB1256593A
GB1256593A GB1256593DA GB1256593A GB 1256593 A GB1256593 A GB 1256593A GB 1256593D A GB1256593D A GB 1256593DA GB 1256593 A GB1256593 A GB 1256593A
Authority
GB
United Kingdom
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
Application number
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed filed Critical
Publication of GB1256593A publication Critical patent/GB1256593A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D239/00Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
    • C07D239/70Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings condensed with carbocyclic rings or ring systems
    • C07D239/72Quinazolines; Hydrogenated quinazolines
    • C07D239/78Quinazolines; Hydrogenated quinazolines with hetero atoms directly attached in position 2
    • C07D239/80Oxygen atoms
    • C07D239/82Oxygen atoms with an aryl radical attached in position 4
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00Medicinal preparations containing organic active ingredients
    • A61K31/33Heterocyclic compounds
    • A61K31/395Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
    • A61K31/495Heterocyclic 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
    • A61K31/505Pyrimidines; Hydrogenated pyrimidines, e.g. trimethoprim
    • GPHYSICS
    • G02OPTICS
    • G02BOPTICAL ELEMENTS, SYSTEMS OR APPARATUS
    • G02B27/00Optical systems or apparatus not provided for by any of the groups G02B1/00 - G02B26/00, G02B30/00
    • G02B27/02Viewing or reading apparatus

Landscapes

  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Organic Chemistry (AREA)
  • Physics & Mathematics (AREA)
  • Public Health (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Epidemiology (AREA)
  • Veterinary Medicine (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Medicinal Chemistry (AREA)
  • General Physics & Mathematics (AREA)
  • Optics & Photonics (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

1,256,593. 3,4 - Dihydroquinazolin - 2 - ones. SANDOZ Ltd. 13 June, 1969 [1 July, 1968; 26 Dec., 1968; 25 April, 1969], No. 30194/69. Heading C2C. 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.
GB1256593D 1968-07-01 1969-06-13 Expired GB1256593A (en)

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
GB1256593A true GB1256593A (en) 1971-12-08

Family

ID=27419280

Family Applications (1)

Application Number Title Priority Date Filing Date
GB1256593D Expired GB1256593A (en) 1968-07-01 1969-06-13

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)

* Cited by examiner, † Cited by third party
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.
AU438472B2 (en) * 1970-12-23 1973-08-09 Sumitomo Chemical Company, Limited Quinazolinone derivatives anda process for production thereof
WO1993004047A1 (en) * 1991-08-16 1993-03-04 Merck & Co., Inc. Quinazoline derivatives as inhibitors of hiv reverse transcriptase
IL102764A0 (en) * 1991-08-16 1993-01-31 Merck & Co Inc Quinazoline derivatives,and pharmaceutical compositions containing them
ATE174908T1 (en) * 1993-05-26 1999-01-15 Sumitomo Pharma QUINAZOLINONE DERIVATIVES
EP3102567B1 (en) * 2014-02-04 2019-07-17 University of Tennessee Research Foundation Inhibitors of paxillin function and related compositions and methods

Also Published As

Publication number Publication date
ES368949A1 (en) 1971-07-16
ES388760A1 (en) 1974-03-01
FR2012062A1 (en) 1970-03-13
ES388761A1 (en) 1974-03-01
ES388759A1 (en) 1974-03-01
NL6909864A (en) 1970-01-05
BE735439A (en) 1969-12-30
ES388762A1 (en) 1974-03-01
DE1932396A1 (en) 1970-01-08
CH515911A (en) 1971-11-30
ES388758A1 (en) 1974-03-01

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Legal Events

Date Code Title Description
PS Patent sealed
PLNP Patent lapsed through nonpayment of renewal fees