IE34268L - Hydrazines and hydrazones of pyrazolopyridine carboxylic¹acids and esters. - Google Patents

Hydrazines and hydrazones of pyrazolopyridine carboxylic¹acids and esters.

Info

Publication number
IE34268L
IE34268L IE73470A IE73470A IE34268L IE 34268 L IE34268 L IE 34268L IE 73470 A IE73470 A IE 73470A IE 73470 A IE73470 A IE 73470A IE 34268 L IE34268 L IE 34268L
Authority
IE
Ireland
Prior art keywords
alkyl
phenyl
formula
compound
alkoxy
Prior art date
Application number
IE73470A
Other versions
IE34268B1 (en
Original Assignee
Squibb & Sons Inc
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 Squibb & Sons Inc filed Critical Squibb & Sons Inc
Publication of IE34268L publication Critical patent/IE34268L/en
Publication of IE34268B1 publication Critical patent/IE34268B1/en

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D231/00Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings
    • C07D231/02Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings
    • C07D231/10Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D231/14Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members 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
    • C07D231/38Nitrogen atoms
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D471/00Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00
    • C07D471/02Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains two hetero rings
    • C07D471/04Ortho-condensed systems

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

1317797 Pyrazolo-pyridines E R SQUIBB & SONS Inc 10 June 1970 [16 June 1969] 28164/70 Heading C2C Novel compounds of Formulµ I and II: (in which R 1 is H, alkyl or phenyl-C 1-7 alkyl, R 2 is C 1-7 alkyl, phenyl, phenyl-C 1-7 alkyl, R 6 and/or R 7 -substituted phenyl-C 1-7 alkyl or cycloalkyl-C 1-7 alkyl, R 3 is H, C 1-7 alkyl, phenyl or R 6 and/or R 7 -substituted phenyl, R 4 is H, C 1-7 alkyl, C 1-7 alkanoyl or phenyl, R 5 is H, alkyl or C 1-7 alkanoyl, each of R 6 and R 7 is halogen, C 1-7 alkyl or C 1-7 alkoxy, X is H, C 1-7 alkyl, C 1-7 hydroxyalkyl, phenyl, R 6 - and/or R 7 - substituted phenyl, phenyl-C 1-7 alkyl or R 6 and/or R 7 -substituted phenyl-C 1-7 alkyl, Y is C 1-7 alkyl, C 1-7 hydroxyalkyl, phenyl, R 6 and/or R 7 -substituted phenyl, phenyl-C 1-7 alkyl or R 6 and/or R 7 -substituted phenyl-C 1-7 alkyl or X and Y together with the adjacent carbon atom represent cycloalkylidene or 5-nitro-2- furylidene) and acid addition salts thereof, are prepared by reacting a compound of Formula III: (in which R<SP>1</SP> is Cl, OH, C 1-7 alkoxy or phenyl- C 1-7 alkoxy) with a hydrazine of formula H 2 N.NR 4 R 5 , or a salt thereof, to form a product of Formula I, and, if desired, when R 4 and R 5 in the product are both H, reacting the product with a carbonyl compound of formula XYC = O to form a product of Formula II, and optionally converting either of said products to an acid addition salt thereof. Compounds I in which R 4 is H and R 5 is C 2-7 alkyl may also be prepared by reduction of appropriately substituted compounds II. Compounds of Formula III are prepared by reacting a compound of Formula IV: with a compound of Formula V: (in which R 1 is C 1-7 alkyl or phenyl-C 1-7 alkyl) to give a compound of Formula VI: cyclizing this to give a compound III in which R<SP>1</SP> is OH and R 1 is C 1-7 alkyl or phenyl-C 1-7 alkyl, and, if desired, hydrolysing the ester group to the free acid group and/or converting the OH group to a chlorine atom or an alkoxy group. Pharmaceutical and disinfectant compositions comprise one of the above novel compounds together with a carrier. The pharmaceutical compositions may be used as antibacterial agents, as tranquillizers and in the relief of asthma, and may be in a form suitable for oral, topical or parenteral administration. The compositions may be in the form of a soap or detergent. [GB1317797A]
IE73470A 1969-06-16 1970-06-08 Hydrazines and hydrazones of pyrazolopyridine carboxylic acids and esters IE34268B1 (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US83367269A 1969-06-16 1969-06-16

Publications (2)

Publication Number Publication Date
IE34268L true IE34268L (en) 1970-12-16
IE34268B1 IE34268B1 (en) 1975-03-19

Family

ID=25264992

Family Applications (1)

Application Number Title Priority Date Filing Date
IE73470A IE34268B1 (en) 1969-06-16 1970-06-08 Hydrazines and hydrazones of pyrazolopyridine carboxylic acids and esters

Country Status (9)

Country Link
JP (1) JPS518957B1 (en)
CA (1) CA924721A (en)
CH (1) CH525227A (en)
DE (1) DE2028869A1 (en)
DK (1) DK137241B (en)
GB (1) GB1317797A (en)
HU (1) HU162876B (en)
IE (1) IE34268B1 (en)
NL (1) NL165461C (en)

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3669950A (en) * 1970-12-01 1972-06-13 Squibb & Sons Inc DIPYRAZOLO{8 3,4-b:3,4d{9 -PYRIDIN-3-ONES
SI1212089T1 (en) 1999-08-21 2006-08-31 Altana Pharma Ag Synergistic combination of roflumilast and salmeterol

Also Published As

Publication number Publication date
NL165461B (en) 1980-11-17
HU162876B (en) 1973-04-28
NL165461C (en) 1981-04-15
DE2028869A1 (en) 1970-12-23
DK137241C (en) 1978-07-10
GB1317797A (en) 1973-05-23
IE34268B1 (en) 1975-03-19
NL7008768A (en) 1970-12-18
DK137241B (en) 1978-02-06
JPS518957B1 (en) 1976-03-22
CA924721A (en) 1973-04-17
CH525227A (en) 1972-07-15

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