GB1298209A - Improvements in or relating to pyridazine derivatives - Google Patents

Improvements in or relating to pyridazine derivatives

Info

Publication number
GB1298209A
GB1298209A GB6208969A GB6208969A GB1298209A GB 1298209 A GB1298209 A GB 1298209A GB 6208969 A GB6208969 A GB 6208969A GB 6208969 A GB6208969 A GB 6208969A GB 1298209 A GB1298209 A GB 1298209A
Authority
GB
United Kingdom
Prior art keywords
group
chlorine
atom
hydrazino
general 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
GB6208969A
Inventor
Paul Leroy Anderson
William Joseph Houlihan
Robert Everett Manning
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.)
Sandoz AG
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 GB1298209A publication Critical patent/GB1298209A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D237/00—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings
    • C07D237/02—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings not condensed with other rings
    • C07D237/06—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members
    • C07D237/10—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings not condensed with other rings having 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
    • C07D237/20—Nitrogen atoms
    • E—FIXED CONSTRUCTIONS
    • E04—BUILDING
    • E04H—BUILDINGS OR LIKE STRUCTURES FOR PARTICULAR PURPOSES; SWIMMING OR SPLASH BATHS OR POOLS; MASTS; FENCING; TENTS OR CANOPIES, IN GENERAL
    • E04H1/00—Buildings or groups of buildings for dwelling or office purposes; General layout, e.g. modular co-ordination or staggered storeys
    • E04H1/12—Small buildings or other erections for limited occupation, erected in the open air or arranged in buildings, e.g. kiosks, waiting shelters for bus stops or for filling stations, roofs for railway platforms, watchmen's huts or dressing cubicles
    • E04H1/14—Telephone cabinets

Landscapes

  • Engineering & Computer Science (AREA)
  • Architecture (AREA)
  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Civil Engineering (AREA)
  • Structural Engineering (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)

Abstract

1298209 Hydrazinopyridazines SANDOZ Ltd 19 Dec 1969 [30 Dec 1968 25 July 1969 4 Aug 1969] 62089/69 Heading C2C Novel hydrazinopyridazines of the general formula wherein R 1 is a hydrogen atom, a C 1-5 alkyl group, a C 3-5 alkenyl group, with the proviso that an ethylenic linkage is not adjacent the nitrogen atom, a C 2-4 hydroxyalkyl group (provided that the OH group is not in the α-position) or a phenyl group optionally monosubstituted by a fluorine or chlorine atom, or a C 1-5 alkyl, C 1-5 alkoxy or trifluoromethyl group and one of R 2 and R 3 is a hydrazino or -NH-N = CR 4 R 5 group, in which R 4 and R 5 are each a hydrogen atom or a C 1-5 alkyl, C 3-5 alkenyl, phenyl, styryl or phenyl-(CH 2 ) n - group, where n is 1, 2 or 3, and the other is a hydrogen, chlorine or bromine atom, with the provisos that when R 2 is a hydrazino group and R 3 is a chlorine atom, or when R 3 is a hydrazino group and R 2 is a chlorine atom, R 1 is other than a hydrogen atom or C 1-5 alkyl group, and when R 3 is a hydrazino group and R 2 is a hydrogen atom, R 1 is other than a hydrogen atom, and acid addition salts thereof are prepared (a) when one of R 2 and R 3 is a hydrazino group and the other is a chlorine or bromine atom, by reaction of an aminohalopyridazine of the general formula wherein X is a chlorine or bromine atom, with the proviso that when X is a chlorine atom, R 1 is not a hydrogen atom or C 1-5 alkyl group, with hydrazine; (b) when one of R 2 and R 3 is a hydrazino group and the other is a hydrogen atom, by reaction of an aminohalopyridazine of the general formula wherein one of Y 1 and Y 2 is a hydrogen atom and the other is a chlorine or bromine atom, with hydrazine; (c) when R 1 is other than a C 3-5 alkenyl group and one of R 2 and R 3 is a hydrazino group and the other is a hydrogen atom, by catalytic hydrogenation of the corresponding compound wherein one of R 2 and R 3 is a hydrazino group and the other is a chlorine or bromine atom, in the presence of an alkali metal base and an inert solvent; or (d) when one of R 2 and R 3 is a -NH-N = CR 4 R 5 group and the other is a hydrogen, chlorine or bromine atom, by reaction of the corresponding compound wherein one of R 2 and R 3 is a hydrazino group and the other is a hydrogen, chlorine or bromine atom with a carbonyl compound of the general formula R 4 R 5 CO; followed optionally by salification of the product. Aminohalopyridazines of the third general formula above are prepared by treatment of a hydrazinopyridazine of the first general formula above wherein one of R 2 and R 3 is a hydrazino group and the other is a chlorine or bromine atom, with copper sulphate at 50-100‹C. in an inert solvent. Pharmaceutical compositions having antihypertensive, and in some cases, anti-inflammatory and anorexic activity comprise, as active ingredient, a hydrazino-pyridazine of the first general formula above or a pharmaceutically acceptable acid addition salt thereof, in admixture with a diluent or carrier, and may be administered orally or parenterally.
GB6208969A 1968-12-30 1969-12-19 Improvements in or relating to pyridazine derivatives Expired GB1298209A (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US78806468A 1968-12-30 1968-12-30
US84504369A 1969-07-25 1969-07-25
US84747169A 1969-08-04 1969-08-04

Publications (1)

Publication Number Publication Date
GB1298209A true GB1298209A (en) 1972-11-29

Family

ID=27419848

Family Applications (2)

Application Number Title Priority Date Filing Date
GB6208969A Expired GB1298209A (en) 1968-12-30 1969-12-19 Improvements in or relating to pyridazine derivatives
GB3210872A Expired GB1298210A (en) 1968-12-30 1969-12-19 Improvements in or relating to dihalo-pyridazine derivatives

Family Applications After (1)

Application Number Title Priority Date Filing Date
GB3210872A Expired GB1298210A (en) 1968-12-30 1969-12-19 Improvements in or relating to dihalo-pyridazine derivatives

Country Status (7)

Country Link
BE (1) BE743814A (en)
CA (1) CA942305A (en)
DE (1) DE1964439A1 (en)
ES (1) ES374986A1 (en)
FR (1) FR2027338B1 (en)
GB (2) GB1298209A (en)
SE (1) SE360656B (en)

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB1168334A (en) * 1967-01-25 1969-10-22 Lepetit Spa New Pharmacologically Active Pyridazines

Also Published As

Publication number Publication date
FR2027338B1 (en) 1974-05-24
CA942305A (en) 1974-02-19
DE1964439A1 (en) 1970-07-16
SE360656B (en) 1973-10-01
FR2027338A1 (en) 1970-09-25
GB1298210A (en) 1972-11-29
BE743814A (en) 1970-06-29
ES374986A1 (en) 1973-03-16

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Legal Events

Date Code Title Description
PS Patent sealed
PLNP Patent lapsed through nonpayment of renewal fees