ES357511A1 - Nitrofuryl derivatives of 5-substituted isoxazolines - Google Patents

Nitrofuryl derivatives of 5-substituted isoxazolines

Info

Publication number
ES357511A1
ES357511A1 ES357511A ES357511A ES357511A1 ES 357511 A1 ES357511 A1 ES 357511A1 ES 357511 A ES357511 A ES 357511A ES 357511 A ES357511 A ES 357511A ES 357511 A1 ES357511 A1 ES 357511A1
Authority
ES
Spain
Prior art keywords
alkyl
substituted
nhcoch
nitro
alkoxy
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
ES357511A
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.)
Novartis AG
Original Assignee
JR Geigy 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 JR Geigy AG filed Critical JR Geigy AG
Publication of ES357511A1 publication Critical patent/ES357511A1/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D413/00Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms
    • C07D413/02Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings
    • C07D413/04Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings directly linked by a ring-member-to-ring-member bond
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00Medicinal preparations containing organic active ingredients
    • A61K31/33Heterocyclic compounds
    • A61K31/395Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
    • A61K31/41Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with two or more ring hetero atoms, at least one of which being nitrogen, e.g. tetrazole
    • A61K31/42Oxazoles

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Epidemiology (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)

Abstract

The invention comprises compounds of formula wherein R 1 is CN, NH 2 , Cl, Br, 2,3-epoxypropoxy, morpholino, piperidino, pyrrolidino, SR 3 , OR 3 , OCOR 3 , CH 2 COR 3 , N(R 3 ) 2 , NHCOR 4 , or ureido (possibly mono-, di- or tri-C 1-3 -alkyl substituted) R 2 is H or C 1-3 alkyl (or R 1 = R 2 = H) R 3 is C 1-3 alkyl and R 4 is a C 5-7 -ring cycloalkyl group, C 1-3 alkoxy or C 1-6 alkyl (possibly mono- or di-substituted by Cl, Br, C 1-6 alkoxy, C 2-7 alkoxycarbonyl or CN). These compounds are prepared by reacting with CH 2 : CR 2 CH 2 R 1 , 5 - nitro - 2 - furonitrile oxide which may be generated in situ from a 5- nitro - 2 - furohydroxamyl halide (e.g. with NaOMe) but the above compound where R 1 is NHCOCH 2 CO 2 Et (R 2 = H) is made by reacting that where R 1 is NHCOCH 2 CN with HCl + EtOH, followed by hydrolysis.
ES357511A 1967-08-26 1968-08-23 Nitrofuryl derivatives of 5-substituted isoxazolines Expired ES357511A1 (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB3935167 1967-08-26

Publications (1)

Publication Number Publication Date
ES357511A1 true ES357511A1 (en) 1970-03-16

Family

ID=10409082

Family Applications (1)

Application Number Title Priority Date Filing Date
ES357511A Expired ES357511A1 (en) 1967-08-26 1968-08-23 Nitrofuryl derivatives of 5-substituted isoxazolines

Country Status (18)

Country Link
US (1) US3769295A (en)
JP (1) JPS4827310B1 (en)
AT (1) AT277221B (en)
BE (1) BE719891A (en)
CA (1) CA933926A (en)
CH (1) CH502372A (en)
CS (1) CS157037B2 (en)
DE (1) DE1795208A1 (en)
DK (1) DK118820B (en)
ES (1) ES357511A1 (en)
FI (1) FI48930C (en)
FR (2) FR1589115A (en)
GB (1) GB1234213A (en)
IE (1) IE32300B1 (en)
NL (2) NL6811722A (en)
NO (1) NO125931B (en)
SE (1) SE330540B (en)
YU (1) YU199068A (en)

Families Citing this family (14)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3915978A (en) * 1970-01-07 1975-10-28 Merck & Co Inc Nitroimidazoles
US4010176A (en) * 1972-10-27 1977-03-01 Merck & Co., Inc. Isoxazole substituted nitroimidazoles
US4203994A (en) * 1976-06-14 1980-05-20 Eli Lilly And Company Fungicidal 3-phenyl-5-(substituted methyl)isoxazoles
US4109002A (en) * 1976-06-14 1978-08-22 Eli Lilly And Company Fungicidal 3-phenyl-5-(substituted methyl) isoxaxoles
IL85691A0 (en) * 1987-04-10 1988-08-31 Pennwalt Corp 5-(phenyl or phenoxymethyl)-3-(2-furanyl or 2-thienyl)-3-(1h-imidazol-1-ylmethyl)-2-methylisoxazolidines and salts thereof
ES2186916T3 (en) * 1996-08-21 2003-05-16 Upjohn Co ISOXAZOLINE DERIVATIVES AS ANTIMICROBIAL AGENTS.
CA2315735A1 (en) * 1998-02-13 1999-08-19 Michael R. Barbachyn Substituted aminophenyl isoxazoline derivatives useful as antimicrobials
WO1999043671A1 (en) * 1998-02-25 1999-09-02 Pharmacia & Upjohn Company Substituted aminomethyl isoxazoline derivatives useful as antimicrobials
ES2256331T3 (en) 2000-12-21 2006-07-16 PHARMACIA & UPJOHN COMPANY LLC ANTIMICROBIAL QUINOLINE DERIVATIVES AND USE OF THE SAME TO TREAT BACTERIAL INFECTIONS.
ATE323087T1 (en) * 2001-10-25 2006-04-15 ARYL SUBSTITUTED OXAZOLIDINONES WITH ANTIBACTERIAL ACTIVITY
EP1443930A1 (en) * 2001-10-25 2004-08-11 AstraZeneca AB Isoxazoline derivatives useful as antimicrobials
CN101774976B (en) * 2010-01-26 2012-05-09 天津药物研究院 Sulfonyl isoxazoline derivative and anti-tumor application
CN101781294B (en) * 2010-03-10 2012-02-01 天津药物研究院 Imidazole derivative, and preparation method and application thereof
KR20180003534A (en) * 2015-02-27 2018-01-09 오피 바이오 팩토리 컴퍼니, 리미티드 Method for producing keromycin and its derivatives

Also Published As

Publication number Publication date
YU199068A (en) 1978-05-15
GB1234213A (en) 1971-06-03
FI48930C (en) 1975-02-10
AT277221B (en) 1969-12-10
SE330540B (en) 1970-11-23
NO125931B (en) 1972-11-27
CA933926A (en) 1973-09-18
DE1795208A1 (en) 1972-03-16
BE719891A (en) 1969-02-24
CH502372A (en) 1971-01-31
IE32300L (en) 1969-02-26
FR8102M (en) 1970-07-27
US3769295A (en) 1973-10-30
FI48930B (en) 1974-10-31
NL6811722A (en) 1969-02-28
CS157037B2 (en) 1974-08-23
JPS4827310B1 (en) 1973-08-21
FR1589115A (en) 1970-03-23
DK118820B (en) 1970-10-12
NL137326C (en)
IE32300B1 (en) 1973-06-13

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