GB1317338A - Quinazoline derivatives and processes for producing them - Google Patents

Quinazoline derivatives and processes for producing them

Info

Publication number
GB1317338A
GB1317338A GB1002471A GB1002471A GB1317338A GB 1317338 A GB1317338 A GB 1317338A GB 1002471 A GB1002471 A GB 1002471A GB 1002471 A GB1002471 A GB 1002471A GB 1317338 A GB1317338 A GB 1317338A
Authority
GB
United Kingdom
Prior art keywords
alkyl
general formula
group
hydrogen atom
quinazolinones
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
GB1002471A
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Sumitomo Chemical Co Ltd
Original Assignee
Sumitomo Chemical Co Ltd
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
Priority claimed from JP8677470A external-priority patent/JPS4821952B1/ja
Application filed by Sumitomo Chemical Co Ltd filed Critical Sumitomo Chemical Co Ltd
Publication of GB1317338A publication Critical patent/GB1317338A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D401/00Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
    • C07D401/02Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
    • C07D401/04Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings directly linked by a ring-member-to-ring-member bond
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D211/00Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
    • C07D211/04Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D211/06Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
    • C07D211/08Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms
    • C07D211/10Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms with radicals containing only carbon and hydrogen atoms attached to ring carbon atoms
    • C07D211/14Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms with radicals containing only carbon and hydrogen atoms attached to ring carbon atoms with hydrocarbon or substituted hydrocarbon radicals attached to the ring nitrogen atom
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D213/00Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
    • C07D213/02Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
    • C07D213/04Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/24Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with substituted hydrocarbon radicals attached to ring carbon atoms
    • C07D213/44Radicals substituted by doubly-bound oxygen, sulfur, or nitrogen atoms, or by two such atoms singly-bound to the same carbon atom
    • C07D213/46Oxygen atoms
    • C07D213/50Ketonic radicals
    • 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
    • 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
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D307/00Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
    • C07D307/02Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
    • C07D307/34Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D307/38Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with substituted hydrocarbon radicals attached to ring carbon atoms
    • C07D307/40Radicals substituted by oxygen atoms
    • C07D307/46Doubly bound oxygen atoms, or two oxygen atoms singly bound to the same carbon atom
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D333/00Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
    • C07D333/02Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings
    • C07D333/04Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom
    • C07D333/06Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to the ring carbon atoms
    • C07D333/22Radicals substituted by doubly bound hetero atoms, or by two hetero atoms other than halogen singly bound to the same carbon atom
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D409/00Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms
    • C07D409/02Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings
    • C07D409/04Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings directly linked by a ring-member-to-ring-member bond

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Footwear And Its Accessory, Manufacturing Method And Apparatuses (AREA)

Abstract

1317338 2(1H)-Quinazolinones SUMITOMO CHEMICAL CO Ltd 19 April 1971 [20 April 1970 3 June 1970 2 Oct 1970] 10024/71 Heading C2C 2(1H)-Quinazolinones of the general formula wherein R 1 and R 2 are each a hydrogen or halogen atom or a C 1-4 alkyl, C 1-4 alkoxy, nitro, trifluoromethyl, C 1-4 alkylthio or C 1-4 alkylsulphonyl group; R 3 is a hydrogen atom or a C 1-4 alkyl, C 2-5 alkenyl, C 1-4 alkoxy-C 1-4 alkyl, cycloalkyl, cycloalkenyl, naphthyl, pyridyl, furyl, pyrrolyl, thienyl, imidazolyl, pyrazolyl, oxazolyl, thiazolyl, pyrimidinyl, indolyl, quinolyl, C 1-4 haloalkyl, C 1-4 alkylthio-C 1-4 alkyl, C 1-4 alkoxycarbonyl-C 1-4 alkyl, C 1-4 alkanoyloxy-C 1-4 alkyl, -C n H 2n NR 4 R 5 or -C n H 2n CONR 6 R 7 group (where n is 1-4, R 4 and R 5 are each a C 1-4 alkyl group and R 6 and R 7 are each a hydrogen atom or C 1-4 alkyl group, or NR 4 R 5 or NR 6 R 7 is an optionally substituted 5- or 6- membered heterocyclic ring, optionally containing a further heteroatom); and R is a hydrogen atom or a C 1-4 alkyl, C 2-5 alkenyl, aralkyl, C 1-4 alkoxy-C 1-4 alkyl, C 3-6 cycloalkyl-C 1-4 alkyl, C 1-4 haloalkyl, C 1-4 alkylthio-C 1-4 alkyl, C 1-4 alkanoyloxy-C 1-4 alkyl, -C n H 2n NR<SP>1</SP> 4 R<SP>1</SP> 5 or -C n H 2n CONR<SP>1</SP> 6 R<SP>1</SP> 7 group (where n is 1-4, R<SP>1</SP> 4 and R<SP>1</SP> 5 are each an alkyl group and R<SP>1</SP> 6 and R<SP>1</SP> 7 are each a hydrogen atom or C 1-4 alkyl group, or NR<SP>1</SP> 4 R<SP>1</SP> 5 or NR<SP>1</SP> 6 R<SP>1</SP> 7 is an optionally substituted 5- or 6-membered heterocyclic ring, optionally containing a further heteroatom) are prepared by reaction of an N-phenyl-trihaloacetamide of the general formula wherein X is a halogen atom, with ammonia. 2(1H)-Quinazolinones of the first general formula above wherein R 1 and R 2 are as defined above, R is a C 3-6 cycloalkyl-C 1-4 alkyl group and R 3 is as defined above with the exception of a pyridyl group are novel and may also be prepared by reaction of the corresponding 2(1H)- quinazolinone, wherein R is a hydrogen atom with a reactive ester of a compound of the general formula ROH (R 1 , R 2 -substituted 2-RO-4-R 3 - quinazolines may also be formed as by-products in this process). N-Phenyl-trihaloacetamides of the second general formula above are prepared by reaction of an aniline derivative of the general formula with a trihaloacetic acid of the general formula X 3 C-COOH or a reactive derivative thereof.
GB1002471A 1970-04-20 1971-04-19 Quinazoline derivatives and processes for producing them Expired GB1317338A (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
JP3405770 1970-04-20
JP4857070 1970-06-03
JP8677470A JPS4821952B1 (en) 1970-10-02 1970-10-02

Publications (1)

Publication Number Publication Date
GB1317338A true GB1317338A (en) 1973-05-16

Family

ID=27288310

Family Applications (1)

Application Number Title Priority Date Filing Date
GB1002471A Expired GB1317338A (en) 1970-04-20 1971-04-19 Quinazoline derivatives and processes for producing them

Country Status (10)

Country Link
BE (1) BE765947A (en)
CA (1) CA957688A (en)
DE (1) DE2118315C3 (en)
DK (1) DK130115B (en)
FR (1) FR2092057B1 (en)
GB (1) GB1317338A (en)
HU (1) HU162492B (en)
NL (1) NL7105220A (en)
NO (1) NO131886C (en)
SE (1) SE378421B (en)

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0107398A1 (en) * 1982-09-30 1984-05-02 Ortho Pharmaceutical Corporation Ortho substituted dihydroxy-2(1H)quinazolinone-1-alkanoic acids
EP0138491A2 (en) * 1983-09-29 1985-04-24 Ortho Pharmaceutical Corporation Substituted 2(1H)-quinazolinone-1-alkanoic acids and esters
WO2008143759A1 (en) * 2007-04-25 2008-11-27 Exelixis, Inc. Pyrimidinones as casein kinase ii (ck2) modulators

Families Citing this family (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
BE795519A (en) * 1972-02-18 1973-06-18 Sumitomo Chemical Co PROCESS FOR PREPARING A URICOSURIC AGENT
GB1435721A (en) * 1972-05-18 1976-05-12 Lilly Industries Ltd Benzoxazole derivatives
DE2538077C3 (en) * 1975-08-27 1981-05-27 Tad Pharmazeutisches Werk Gmbh, 2190 Cuxhaven Process for the preparation of 4-hydroxypyrazolo- (3,4-d) -pyrimidine
AU533427B2 (en) * 1978-12-07 1983-11-24 Ortho Pharmaceutical Corporation Substituted 2(1h) quinazolinones
US4631283A (en) * 1982-09-30 1986-12-23 Ortho Pharmaceutical Corporation Ortho substituted dihydroxy-2(1H)quinazolinone-1-alkanoic acids

Family Cites Families (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR6001M (en) * 1966-12-02 1968-04-29
DE1935404C3 (en) * 1968-07-18 1975-02-13 Sumitomo Chemical Co., Ltd., Osaka (Japan) Process for the manufacture of quinazolines
DE2037693C3 (en) * 1969-08-02 1975-01-16 Sumitomo Chemical Co., Ltd., Osaka (Japan) 1-Cyclopropylmethyl-2 (1 H) -quinazolinone derivatives

Cited By (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0107398A1 (en) * 1982-09-30 1984-05-02 Ortho Pharmaceutical Corporation Ortho substituted dihydroxy-2(1H)quinazolinone-1-alkanoic acids
EP0138491A2 (en) * 1983-09-29 1985-04-24 Ortho Pharmaceutical Corporation Substituted 2(1H)-quinazolinone-1-alkanoic acids and esters
EP0138491A3 (en) * 1983-09-29 1986-01-15 Ortho Pharmaceutical Corporation Substituted 2(1h)-quinazolinone-1-alkanoic acids and esters
WO2008143759A1 (en) * 2007-04-25 2008-11-27 Exelixis, Inc. Pyrimidinones as casein kinase ii (ck2) modulators
CN102317281A (en) * 2007-04-25 2012-01-11 埃克塞利希斯股份有限公司 Pyrimidinones as casein kinase ii (CK2) modulators
US8324231B2 (en) 2007-04-25 2012-12-04 Exelixis, Inc. Pyrimidinones as casein kinase II (CK2) modulators
AU2008253684B2 (en) * 2007-04-25 2014-02-27 Exelixis, Inc. Pyrimidinones as Casein kinase II (CK2) modulators

Also Published As

Publication number Publication date
NL7105220A (en) 1971-10-22
CA957688A (en) 1974-11-12
FR2092057B1 (en) 1975-08-01
FR2092057A1 (en) 1972-01-21
DE2118315A1 (en) 1971-11-04
DE2118315B2 (en) 1974-08-01
DE2118315C3 (en) 1975-04-03
DK130115C (en) 1975-06-09
SE378421B (en) 1975-09-01
HU162492B (en) 1973-02-28
NO131886B (en) 1975-05-12
BE765947A (en) 1971-09-16
NO131886C (en) 1975-08-20
DK130115B (en) 1974-12-23

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Legal Events

Date Code Title Description
PS Patent sealed
PCNP Patent ceased through non-payment of renewal fee