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BE815405A - Pyrazolo(1,5-a)-s-triazines - and their salts, with bronchospasmolytic activity - Google Patents

Pyrazolo(1,5-a)-s-triazines - and their salts, with bronchospasmolytic activity

Info

Publication number
BE815405A
BE815405A BE144632A BE144632A BE815405A BE 815405 A BE815405 A BE 815405A BE 144632 A BE144632 A BE 144632A BE 144632 A BE144632 A BE 144632A BE 815405 A BE815405 A BE 815405A
Authority
BE
Belgium
Prior art keywords
alkyl
atom
subst
atoms
opt
Prior art date
Application number
BE144632A
Other languages
French (fr)
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 BE815405A publication Critical patent/BE815405A/en

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D487/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00
    • C07D487/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00 in which the condensed system contains two hetero rings
    • C07D487/04—Ortho-condensed systems
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D231/00—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings
    • C07D231/02—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings
    • C07D231/10—Heterocyclic 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
    • C07D231/14—Heterocyclic 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
    • C07D231/38—Nitrogen atoms

Landscapes

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

Abstract

(A) Cpds. of formula (I) and their acid-addition salts are new (where R' is H, alkyl, 3-6C cycloalkyl, phenyl opt. subst. by halogen, alkyl, alkoxy; R2 is H, Cl, Br, formyl acetyl, NH2, NO2, alkyl dialkylaminomethyl or the group -NH.CO.A where A is H or alkyl opt. subst. by halogen; R3 is H, OH, alkyl, 3-6C cycloalkyl, phenyl opt. subst. by halogen, alkyl, alkoxy; R4 is H, alkyl, alkenyl or alkynyl where the multiple bond is not alpha to the N-atom, hydroxyalkyl or alkoxyalkyl where the O-atom is separated from the N-atom by at least two C-atoms; dialkylaminoalkyl in which the N-atoms are separated by at least two C-atoms; 3-7C cycloalkyl, 4-10C cycloalkylalkyl, pyridyl, pyrimidyl, benzyl (opt. subst. in the aryl part by halogen, OH, alkyl, alkoxy), NH2, dialkylamino, 2-7C alkyleneimino; R5 is H, alkyl, alkenyl or alkynyl where the multiple bond is not alpha to the N-atom to which the group is attached, hydroxyalkyl or alkoxyalkyl where the O-atom is separated from the N-atom by at least two C-atoms, dialkylaminoalkyl where the two N-atoms are separated by at least two C-atoms, 3-7C cycloalkyl, 4-10C cycloalkylalkyl; or R4 and R5 together with the attached N-atom form piperidino, pyrrolidino, morpholino, thiomorpholino, or a group N4-B-(1-piperazinyl) where B is alkyl or hydroxyalkyl where the OH group is separated from the N4-atom by at least 2 C-atoms; or phenyl opt. subst. by halogen, alkyl, alkoxy; the group A opt. present in the group R2 must be H, Me or Et when R4, R5 are both H). (B) Cpds. of formula (II) are also new: (where R' is as in I; R2a is H Cl, Br, NO2, alkyl; R3a is H, alkyl, 3-6C cycloalkyl, phenyl opt. subst. by halo, alkyl, alkoxy; X is OH or the group SR6 where R6 is H, alkyl, 3-6C cycloalkyl, benzyl, opt. subst. by OH, alkyl, alkoxy or halogen on the benzene ring.) (I) and (II) are bronchospasmolytics; acute LD50 (p.o.rat) is typically >=100mg/kg. (II) are also inters. to (I).
BE144632A 1973-05-22 1974-05-22 Pyrazolo(1,5-a)-s-triazines - and their salts, with bronchospasmolytic activity BE815405A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CH725773 1973-05-22

Publications (1)

Publication Number Publication Date
BE815405A true BE815405A (en) 1974-11-22

Family

ID=4322305

Family Applications (1)

Application Number Title Priority Date Filing Date
BE144632A BE815405A (en) 1973-05-22 1974-05-22 Pyrazolo(1,5-a)-s-triazines - and their salts, with bronchospasmolytic activity

Country Status (2)

Country Link
BE (1) BE815405A (en)
ZA (1) ZA743316B (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5246932A (en) * 1991-05-23 1993-09-21 Imperial Chemical Industries Plc Heterocyclic compounds
US5290776A (en) * 1991-05-23 1994-03-01 Imperial Chemical Industries, Plc Azole derivatives

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0459702A1 (en) * 1990-05-29 1991-12-04 Zeneca Limited Azole Derivatives

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5246932A (en) * 1991-05-23 1993-09-21 Imperial Chemical Industries Plc Heterocyclic compounds
US5290776A (en) * 1991-05-23 1994-03-01 Imperial Chemical Industries, Plc Azole derivatives

Also Published As

Publication number Publication date
ZA743316B (en) 1976-01-28

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