GB1490272A - N-substituted 1,2,4-triazoles - Google Patents

N-substituted 1,2,4-triazoles

Info

Publication number
GB1490272A
GB1490272A GB10723/75A GB1072375A GB1490272A GB 1490272 A GB1490272 A GB 1490272A GB 10723/75 A GB10723/75 A GB 10723/75A GB 1072375 A GB1072375 A GB 1072375A GB 1490272 A GB1490272 A GB 1490272A
Authority
GB
United Kingdom
Prior art keywords
general formula
corresponding compound
triazoles
chr
triazole
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
GB10723/75A
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.)
Valeant Pharmaceuticals International Inc USA
Original Assignee
ICN Pharmaceuticals 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
Priority claimed from US05/452,213 external-priority patent/US3991078A/en
Application filed by ICN Pharmaceuticals Inc filed Critical ICN Pharmaceuticals Inc
Publication of GB1490272A publication Critical patent/GB1490272A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
    • C07H13/00—Compounds containing saccharide radicals esterified by carbonic acid or derivatives thereof, or by organic acids, e.g. phosphonic acids
    • C07H13/02—Compounds containing saccharide radicals esterified by carbonic acid or derivatives thereof, or by organic acids, e.g. phosphonic acids by carboxylic acids
    • C07H13/04—Compounds containing saccharide radicals esterified by carbonic acid or derivatives thereof, or by organic acids, e.g. phosphonic acids by carboxylic acids having the esterifying carboxyl radicals attached to acyclic carbon atoms
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
    • A61P31/12—Antivirals
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D249/00—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms
    • C07D249/02—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms not condensed with other rings
    • C07D249/08—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles
    • C07D249/10—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles 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
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
    • C07H19/00—Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof
    • C07H19/02—Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof sharing nitrogen
    • C07H19/04—Heterocyclic radicals containing only nitrogen atoms as ring hetero atom
    • C07H19/056—Triazole or tetrazole radicals

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Molecular Biology (AREA)
  • Genetics & Genomics (AREA)
  • Biotechnology (AREA)
  • Biochemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Medicinal Chemistry (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Oncology (AREA)
  • Communicable Diseases (AREA)
  • Virology (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)

Abstract

1490272 1,2,4-Triazoles ICN PHARMACEUTICALS Inc 14 March 1975 [18 March 1974] 10723/75 Heading C2C Novel 1,2,4-triazoles of the general formula (optionally in physiologically acceptable acid addition salt form), G is -CHR<SP>1</SP>-O-R<SP>11</SP>, in which each of R<SP>1</SP> and R<SP>11</SP> is a C 1-9 alkyl group or R<SP>1</SP> and R<SP>11</SP> are joined to form a cyclic ether group having 4 or 5 C atoms in the ring and the bond G-N is activated toward hydrolysis to an extent sufficient to effect at least 50% conversion to 3-R 1 -1,2,4-triazole in about 1 hour at 37‹ C. In simulated gastric fluid, as determined by ultraviolet spectroscopy, are prepared (a) by reacting under anhydrous conditions the corresponding compound in which G is H with an α,#-unsaturated ether of the general formula R<SP>11</SP>OCH = CHR<SP>111</SP> wherein R<SP>111</SP> is a hydrogen atom or C 1-8 alkyl group or R<SP>11</SP> and R<SP>111</SP> are joined to form a cyclic ether group having 4 or 5 C atoms in the ring in the presence of an acid catalyst; (b) when R 1 is -CONH 2 , by treating the corresponding compound in which R 1 is alkoxycarbonyl with ammonia, and (c) when R 1 is -CSNH 2 or -C(=NH)NH 2 , by reacting the corresponding compound in which R 1 is -CN with H 2 S or ammonia and ammonium chloride, respectively. The nitrile starting material of (c) is prepared analogously to method (a) above. Pharmaceutical compositions having antiviral activity comprise, as active ingredient, a triazole of the general formula above, together with a suitable carrier.
GB10723/75A 1974-03-18 1975-03-14 N-substituted 1,2,4-triazoles Expired GB1490272A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US05/452,213 US3991078A (en) 1971-06-01 1974-03-18 N-substituted 1,2,4-triazoles

Publications (1)

Publication Number Publication Date
GB1490272A true GB1490272A (en) 1977-10-26

Family

ID=23795554

Family Applications (1)

Application Number Title Priority Date Filing Date
GB10723/75A Expired GB1490272A (en) 1974-03-18 1975-03-14 N-substituted 1,2,4-triazoles

Country Status (13)

Country Link
JP (2) JPS50154252A (en)
AR (1) AR207138A1 (en)
BE (2) BE826777R (en)
CA (1) CA1050028A (en)
DE (1) DE2511829A1 (en)
DK (1) DK154343C (en)
ES (1) ES435690A2 (en)
FR (1) FR2264533B2 (en)
GB (1) GB1490272A (en)
NL (1) NL7503209A (en)
SE (1) SE7502994L (en)
YU (1) YU42138B (en)
ZA (1) ZA751663B (en)

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH02106421U (en) * 1989-02-07 1990-08-23
RU2624018C2 (en) * 2016-09-26 2017-06-30 Федеральное государственное бюджетное учреждение науки Институт биоорганической химии им. академиков М.М. Шемякина и Ю.А. Овчинникова РАН (ИБХ РАН) 5-(tetrahydrofuran-2-yl)-1,2,4-triazole-3-carboxylic acid amide with antiviral activity, and method for production

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3798209A (en) * 1971-06-01 1974-03-19 Icn Pharmaceuticals 1,2,4-triazole nucleosides

Also Published As

Publication number Publication date
YU65875A (en) 1983-01-21
YU42138B (en) 1988-06-30
DK154343B (en) 1988-11-07
NL7503209A (en) 1975-09-22
ES435690A2 (en) 1977-02-01
ZA751663B (en) 1976-02-25
JPS6133822B2 (en) 1986-08-04
DE2511829C2 (en) 1989-06-22
JPS50154252A (en) 1975-12-12
BE826777R (en) 1975-07-16
DK154343C (en) 1989-05-22
AU7914475A (en) 1976-09-23
JPS59144773A (en) 1984-08-18
DK106475A (en) 1975-09-19
DE2511829A1 (en) 1975-09-25
FR2264533A2 (en) 1975-10-17
BE904149Q (en) 1986-05-15
FR2264533B2 (en) 1978-09-01
CA1050028A (en) 1979-03-06
SE7502994L (en) 1975-09-19
AR207138A1 (en) 1976-09-15

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Legal Events

Date Code Title Description
PS Patent sealed
PCNP Patent ceased through non-payment of renewal fee
728C Application made for restoration (sect. 28/1977)
728A Order made restoring the patent (sect. 28/1977)
732 Registration of transactions, instruments or events in the register (sect. 32/1977)
PCNP Patent ceased through non-payment of renewal fee