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GB1471276A - 5-benzylpicolinic acid deri vatives - Google Patents

5-benzylpicolinic acid deri vatives

Info

Publication number
GB1471276A
GB1471276A GB96376A GB96376A GB1471276A GB 1471276 A GB1471276 A GB 1471276A GB 96376 A GB96376 A GB 96376A GB 96376 A GB96376 A GB 96376A GB 1471276 A GB1471276 A GB 1471276A
Authority
GB
United Kingdom
Prior art keywords
alkoxy
acid
hydroxy
compounds
formula
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
GB96376A
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.)
Takara Shuzo Co Ltd
Nippon Shinyaku Co Ltd
Original Assignee
Takara Shuzo Co Ltd
Nippon Shinyaku 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 JP1000075A external-priority patent/JPS5186467A/en
Priority claimed from JP999975A external-priority patent/JPS5186469A/en
Priority claimed from JP1000275A external-priority patent/JPS5186471A/en
Priority claimed from JP999875A external-priority patent/JPS5186468A/en
Priority claimed from JP1000175A external-priority patent/JPS5186470A/en
Priority claimed from JP1000375A external-priority patent/JPS5186472A/en
Application filed by Takara Shuzo Co Ltd, Nippon Shinyaku Co Ltd filed Critical Takara Shuzo Co Ltd
Publication of GB1471276A publication Critical patent/GB1471276A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D213/00—Heterocyclic 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
    • C07D213/02—Heterocyclic 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
    • C07D213/04—Heterocyclic 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
    • C07D213/60—Heterocyclic 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 hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D213/78—Carbon atoms having three bonds to hetero atoms, with at the most one bond to halogen, e.g. ester or nitrile radicals
    • C07D213/79—Acids; Esters
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D213/00—Heterocyclic 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
    • C07D213/02—Heterocyclic 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
    • C07D213/04—Heterocyclic 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
    • C07D213/60—Heterocyclic 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 hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D213/78—Carbon atoms having three bonds to hetero atoms, with at the most one bond to halogen, e.g. ester or nitrile radicals
    • C07D213/81—Amides; Imides

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Pyridine Compounds (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Abstract

1471276 5-Benzylpicolinic acid derivatives NIPPON SHINYAKU CO Ltd and TAKARA SHUZO CO Ltd 12 Jan 1976 [22 Jan 1975 (6) 00963/76 Heading C2C The invention comprises compounds of general formula where R<SP>1</SP> and R<SP>2</SP>, which may be the same or different, represent hydrogen, C 1 -C 6 alkyl, halogen, C 1 -C 6 alkoxy, nitro, amino, acetylamino, hydroxy or acetoxy, and R represents hydroxy, alkoxy or -NR 4 R 5 where R and R<SP>5</SP> are hydrogen, C 1 -C 6 alkyl, aralkyl or phenyl. An acid of Formula I (R=OH) may be prepared from the corresponding compound in which there is a methyl group in the 2-position of the pyridine ring either directly by oxidation (e.g. with selenium dioxide) or by first oxidizing with a peracid to the N-oxide, treating this with acetic anhydride to obtain the compound corresponding to I but with a CH 3 COCH 2 - group in the 2-position, hydrolysing this to the HOCH 2 - group and oxidizing, e.g. with permanganic acid, to HOOC-. With compounds of Formula I in which R is hydroxy or alkoxy, the following interconversions of R<SP>2</SP> groups and/or R<SP>3</SP> groups may be carried out by conventional methods: and alkoxy#hydroxy. The free acid (R=OH) may be converted to the ester (R = alkoxy) and the acid or ester may be converted to the amide (H = -NR<SP>4</SP>R<SP>5</SP>). Some of the compounds are isolated as the hydrochlorides. Compounds of Formula I have pharmaceutical activity.
GB96376A 1975-01-22 1976-01-12 5-benzylpicolinic acid deri vatives Expired GB1471276A (en)

Applications Claiming Priority (6)

Application Number Priority Date Filing Date Title
JP1000075A JPS5186467A (en) 1975-01-22 1975-01-22 55 benjirupikorinsanjudotaino seiho
JP999975A JPS5186469A (en) 1975-01-22 1975-01-22 55 benjirupikorinsanjudotaino seiho
JP1000275A JPS5186471A (en) 1975-01-22 1975-01-22 55 benjirupikorinsanjudotaino seiho
JP999875A JPS5186468A (en) 1975-01-22 1975-01-22 55 benjirupikorinsanjudotainoseiho
JP1000175A JPS5186470A (en) 1975-01-22 1975-01-22 55 benjirupikorinsanjudotaino seiho
JP1000375A JPS5186472A (en) 1975-01-22 1975-01-22 55 benjirupikorinsanjudotaino seiho

Publications (1)

Publication Number Publication Date
GB1471276A true GB1471276A (en) 1977-04-21

Family

ID=27548239

Family Applications (1)

Application Number Title Priority Date Filing Date
GB96376A Expired GB1471276A (en) 1975-01-22 1976-01-12 5-benzylpicolinic acid deri vatives

Country Status (3)

Country Link
DE (1) DE2602340C3 (en)
FR (1) FR2298331A1 (en)
GB (1) GB1471276A (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4271170A (en) 1978-12-28 1981-06-02 Ono Pharmaceutical Co., Ltd., Pyridine derivatives
EP1132376A1 (en) * 1998-11-20 2001-09-12 Takeda Chemical Industries, Ltd. Beta-amyloid protein production/secretion inhibitors

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EA200801909A1 (en) 2004-12-23 2009-06-30 Глэксо Груп Лимитед PYRIDINE COMPOUNDS FOR THE TREATMENT OF DISEASES MEDIATED BY PROSTAGLANDINE

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4271170A (en) 1978-12-28 1981-06-02 Ono Pharmaceutical Co., Ltd., Pyridine derivatives
EP1132376A1 (en) * 1998-11-20 2001-09-12 Takeda Chemical Industries, Ltd. Beta-amyloid protein production/secretion inhibitors
EP1132376A4 (en) * 1998-11-20 2002-09-18 Takeda Chemical Industries Ltd Beta-amyloid protein production/secretion inhibitors
US6586475B1 (en) 1998-11-20 2003-07-01 Takeda Chemical Industries, Ltd. β-amyloid protein production/secretion inhibitors

Also Published As

Publication number Publication date
DE2602340A1 (en) 1976-07-29
FR2298331A1 (en) 1976-08-20
FR2298331B1 (en) 1979-09-21
DE2602340B2 (en) 1977-12-29
DE2602340C3 (en) 1978-08-31

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Legal Events

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