IE33186B1 - Quinazoline-thione derivatives - Google Patents

Quinazoline-thione derivatives

Info

Publication number
IE33186B1
IE33186B1 IE891/69A IE89169A IE33186B1 IE 33186 B1 IE33186 B1 IE 33186B1 IE 891/69 A IE891/69 A IE 891/69A IE 89169 A IE89169 A IE 89169A IE 33186 B1 IE33186 B1 IE 33186B1
Authority
IE
Ireland
Prior art keywords
alkyl
alkoxy
compounds
reacting
prepared
Prior art date
Application number
IE891/69A
Other versions
IE33186L (en
Original Assignee
Sandoz Ag
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 by Sandoz Ag filed Critical Sandoz Ag
Publication of IE33186L publication Critical patent/IE33186L/en
Publication of IE33186B1 publication Critical patent/IE33186B1/en

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
    • 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
    • GPHYSICS
    • G01MEASURING; TESTING
    • G01LMEASURING FORCE, STRESS, TORQUE, WORK, MECHANICAL POWER, MECHANICAL EFFICIENCY, OR FLUID PRESSURE
    • G01L13/00Devices or apparatus for measuring differences of two or more fluid pressure values
    • G01L13/02Devices or apparatus for measuring differences of two or more fluid pressure values using elastically-deformable members or pistons as sensing elements

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Epidemiology (AREA)
  • Physics & Mathematics (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Physics & Mathematics (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Water Treatment By Electricity Or Magnetism (AREA)

Abstract

1,265,548. Quinazeline-thione derivatives. SANDOZ Ltd. 13 June, 1969 [1 July, 1968; 15 April, 1969; 25 April, 1969], No. 30195/69. Heading C2C. Novel compounds I (including salts of the dialkylamino compounds) wherein x y signifies -CR 2 = N- or R is H, F, Cl, Br, C 1 to C 5 alkyl, C 1 to C, alkoxy or alkylthio, NO 2 , CF 3 or di -C 1 to C 4 alkylamino, n is 1 or 2 provided that when n is 2 the R's (may be same or different) signify H, F, Cl, Br, C 1 to C 5 alkyl or C 1 to C 4 alkoxy, R 1 is C 1 to C 5 alkyl, allyl or propargyl and R 2 is phenyl or Y,Y i -substituted phenyl (Y is F, Cl, Br, 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 obtained: (a) by interacting phosphorus pentasulphide and compounds III (prepared by reacting compounds IV with a urethane; IV are obtained by alkylation of corresponding primary amines ) ; (b) by reacting IV with a carboxylic acid chloride or bromide and MNCS (M is alkali or alkaline earth metal cation or the ammonium cation) or with the reaction product thereof or with isothiocyanic acid (conveniently prepared in situ); (c) by reacting isothiocyanic acid with compounds VI (prepared by interaction of IV and, e.g. sodium borohydride); or (d) by interacting an aldehyde, Y<SP>1</SP> 1 C 6 H 4 .CHO, and compounds IX (prepared by saponification of appropriate acylated thioureas; R<SP>1</SP> is H, F, Cl, Br, C 1 to C 5 alkyl or C 1 to C 4 alkoxy, R<SP>1</SP> 1 is C 1 to C 5 alkyl, n<SP>1</SP> is 1 or 2 provided that when n<SP>1</SP> is 2 no more than one R<SP>1</SP> is halogen or a branched chain substituent and provided that R<SP>1</SP> is other than a branched chain substituent when in the 5- or 8-position, and Y<SP>1</SP> 1 is H, F, Cl, Br, C 1 to C 3 alkyl or C 1 or C 2 alkoxy). N - Isopropyl - N - (m - tolyl) - N<SP>1</SP> - benzoylthiourea is obtained by reacting N-isopropyl-3- methylaniline with benzoyl chloride in the presence of ammonium thiocyanate. Pharmaceutical preparations showing, in particular, activity contain I as active ingredient; administration is orally or parenterally. [GB1265548A]
IE891/69A 1968-07-01 1969-06-30 Quinazoline-thione derivatives IE33186B1 (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US74180568A 1968-07-01 1968-07-01
US81638369A 1969-04-15 1969-04-15
US81947769A 1969-04-25 1969-04-25

Publications (2)

Publication Number Publication Date
IE33186L IE33186L (en) 1970-01-01
IE33186B1 true IE33186B1 (en) 1974-04-17

Family

ID=27419277

Family Applications (1)

Application Number Title Priority Date Filing Date
IE891/69A IE33186B1 (en) 1968-07-01 1969-06-30 Quinazoline-thione derivatives

Country Status (15)

Country Link
BE (1) BE735343A (en)
BG (1) BG16035A3 (en)
CA (1) CA956950A (en)
CH (1) CH514596A (en)
DE (1) DE1932401C3 (en)
DK (1) DK131151B (en)
ES (3) ES368945A1 (en)
FR (1) FR2012060A1 (en)
GB (1) GB1265548A (en)
IE (1) IE33186B1 (en)
IL (1) IL32504A (en)
NL (1) NL6909804A (en)
NO (1) NO128998B (en)
RO (1) RO56665A (en)
SE (1) SE376421B (en)

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE2037693C3 (en) * 1969-08-02 1975-01-16 Sumitomo Chemical Co., Ltd., Osaka (Japan) 1-Cyclopropylmethyl-2 (1 H) -quinazolinone derivatives
WO2015120059A1 (en) * 2014-02-04 2015-08-13 Yates Charles Ryan Inhibitors of paxillin function and related compositions and methods

Also Published As

Publication number Publication date
ES379708A1 (en) 1973-02-01
NL6909804A (en) 1970-01-05
FR2012060A1 (en) 1970-03-13
NO128998B (en) 1974-02-11
IL32504A0 (en) 1969-08-27
ES379709A1 (en) 1973-01-16
GB1265548A (en) 1972-03-01
CA956950A (en) 1974-10-29
DK131151C (en) 1975-10-27
RO56665A (en) 1974-06-01
SE376421B (en) 1975-05-26
BG16035A3 (en) 1972-05-20
CH514596A (en) 1971-10-31
DE1932401B2 (en) 1979-08-16
DE1932401A1 (en) 1970-01-08
DK131151B (en) 1975-06-02
DE1932401C3 (en) 1980-04-17
IE33186L (en) 1970-01-01
ES368945A1 (en) 1971-07-16
BE735343A (en) 1969-12-29
IL32504A (en) 1973-06-29

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