ES453908A1 - Production of pyrazolone derivatives and use of the same as pharmaceutical agent - Google Patents

Production of pyrazolone derivatives and use of the same as pharmaceutical agent

Info

Publication number
ES453908A1
ES453908A1 ES453908A ES453908A ES453908A1 ES 453908 A1 ES453908 A1 ES 453908A1 ES 453908 A ES453908 A ES 453908A ES 453908 A ES453908 A ES 453908A ES 453908 A1 ES453908 A1 ES 453908A1
Authority
ES
Spain
Prior art keywords
moiety
formula
alkyl
derivatives
trifluoromethyl
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
ES453908A
Other languages
Spanish (es)
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.)
Bayer AG
Original Assignee
Bayer 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 Bayer AG filed Critical Bayer AG
Publication of ES453908A1 publication Critical patent/ES453908A1/en
Expired legal-status Critical Current

Links

Classifications

    • 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
    • C07D231/28—Two oxygen or sulfur atoms
    • C07D231/30—Two oxygen or sulfur atoms attached in positions 3 and 5
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P7/00—Drugs for disorders of the blood or the extracellular fluid
    • A61P7/02—Antithrombotic agents; Anticoagulants; Platelet aggregation inhibitors
    • 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
    • C07D231/18—One oxygen or sulfur atom
    • C07D231/20—One oxygen atom attached in position 3 or 5
    • 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
    • C07D231/28—Two oxygen or sulfur atoms

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • General Chemical & Material Sciences (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Diabetes (AREA)
  • Hematology (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Engineering & Computer Science (AREA)
  • Medicinal Chemistry (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Plural Heterocyclic Compounds (AREA)

Abstract

Procedure for the preparation of pyrazolone derivatives of formula I **(See formula)** where R1 signifies hydrogen, trifluoromethyl or an alkyl, aryl, aralkyl or heteroaryl moiety, where the above mentioned moieties may optionally be substituted, R2 means alkyl, substituted alkyl, aryl, aralkyl, trihalogenomethyl apto, alkoxy or aryloxy and R3 means a moiety unsubstituted or substituted naphthyl, bearing 1 to 3 substituents equal to or different from the halogen group, trifluoromethyl, alkyl, alkenyl, alkoxy, alkylamino, cyano, trifluoromethoxy, nitro, hydroxy, SO-alkyl (n = 0 to 2) or SO-trifluoromethyl (n = O to 2), characterized in that A) hydrazines of formula II R3-O-CH2-CH2-NH-NH2 (II) where R3 has the meaning indicated above, they are reacted with derivatives of the β-keto acid of formula III **(See formula)** where R1 and R2 have the meaning indicated above, and X means a leaving moiety, such as the hydroxy, alkoxy, aralkoxy, amino or alkylamino moiety, optionally in the presence of inert solvents and basic or acidic catalysts, such as hydroxides and carbonates alkaline and alloaline-earth metals, or such as hydrohalic acids, sulfuric acid or sulfidic acids, at temperatures between 10 and 200ºC, or B) Naphthoxyethyl derivatives of formula IV R3-O-CH2-CH2-A (IV) where R3 has the meaning of above and A means a leaving moiety, such as halogen or the dialkyloxonium, dialkylsulfonium or trialkylammonium moiety or the aryl moiety or trifluoromethylsulfonic acid, with pyrazolone derivatives- (5) of formula V **(See formula)** (Machine-translation by Google Translate, not legally binding)
ES453908A 1975-12-05 1976-12-03 Production of pyrazolone derivatives and use of the same as pharmaceutical agent Expired ES453908A1 (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DE19752554701 DE2554701A1 (en) 1975-12-05 1975-12-05 3,4-DISUBSTITUTED 2- (BETA-NAPHTHYLOXY) -AETHYLPYRAZOLONE

Publications (1)

Publication Number Publication Date
ES453908A1 true ES453908A1 (en) 1977-11-16

Family

ID=5963526

Family Applications (1)

Application Number Title Priority Date Filing Date
ES453908A Expired ES453908A1 (en) 1975-12-05 1976-12-03 Production of pyrazolone derivatives and use of the same as pharmaceutical agent

Country Status (9)

Country Link
JP (1) JPS5271467A (en)
BE (1) BE849047A (en)
DE (1) DE2554701A1 (en)
DK (1) DK545676A (en)
ES (1) ES453908A1 (en)
FR (1) FR2333505A1 (en)
LU (1) LU76328A1 (en)
NL (1) NL7613451A (en)
SE (1) SE7613536L (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN104945294A (en) * 2014-03-31 2015-09-30 中国科学院上海有机化学研究所 Compound containing trifluoromethylthio group and preparation method thereof
CN104974065A (en) * 2015-06-15 2015-10-14 华东理工大学 Method for preparing alpha-trifluoromethylthio-one

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE3432062A1 (en) * 1984-08-31 1986-03-06 Bayer Ag, 5090 Leverkusen PYRAZOLDION DERIVATIVES AND THEIR APPLICATION IN THE FIGHT AGAINST DISEASES
JP3994453B2 (en) * 1995-10-13 2007-10-17 日産化学工業株式会社 Pyrazolones

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN104945294A (en) * 2014-03-31 2015-09-30 中国科学院上海有机化学研究所 Compound containing trifluoromethylthio group and preparation method thereof
CN104974065A (en) * 2015-06-15 2015-10-14 华东理工大学 Method for preparing alpha-trifluoromethylthio-one

Also Published As

Publication number Publication date
SE7613536L (en) 1977-06-06
DK545676A (en) 1977-06-06
NL7613451A (en) 1977-06-07
DE2554701A1 (en) 1977-06-08
FR2333505A1 (en) 1977-07-01
JPS5271467A (en) 1977-06-14
LU76328A1 (en) 1977-11-21
BE849047A (en) 1977-06-03

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