[go: up one dir, main page]

WO1996023795A1 - Derives d'acide pseudomonique - Google Patents

Derives d'acide pseudomonique Download PDF

Info

Publication number
WO1996023795A1
WO1996023795A1 PCT/JP1996/000168 JP9600168W WO9623795A1 WO 1996023795 A1 WO1996023795 A1 WO 1996023795A1 JP 9600168 W JP9600168 W JP 9600168W WO 9623795 A1 WO9623795 A1 WO 9623795A1
Authority
WO
WIPO (PCT)
Prior art keywords
dioxide
acid
reaction
solvent
holotin
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.)
Ceased
Application number
PCT/JP1996/000168
Other languages
English (en)
Japanese (ja)
Inventor
Katsumi Fujimoto
Yuji Iwano
Natsuki Tanaka
Yukio Utsui
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.)
SANKYO-COMPANY Ltd
Sankyo Co Ltd
Original Assignee
SANKYO-COMPANY Ltd
Sankyo Co Ltd
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 SANKYO-COMPANY Ltd, Sankyo Co Ltd filed Critical SANKYO-COMPANY Ltd
Priority to AU44969/96A priority Critical patent/AU4496996A/en
Publication of WO1996023795A1 publication Critical patent/WO1996023795A1/fr
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D495/00—Heterocyclic compounds containing in the condensed system at least one hetero ring having sulfur atoms as the only ring hetero atoms
    • C07D495/02—Heterocyclic compounds containing in the condensed system at least one hetero ring having sulfur atoms as the only ring hetero atoms in which the condensed system contains two hetero rings
    • C07D495/04—Ortho-condensed systems

Definitions

  • Suitable compounds of the present invention can be exemplified by the compounds described in Table 1, but the present invention is not limited to these compounds.
  • preferred compounds include 3, 4, 56, 7, 89,
  • the active compound of the carboxylic acid obtained in this way is reacted without simplification or simplification, and the compound is reacted with an amino ester (Y (CH 2 StammC 0 R 4) in the presence or absence of a base.
  • the amide form of (2) is obtained
  • the base used is not particularly limited as long as it is used as a base in a usual reaction, but is preferably N-methylmorpholine.
  • the solvent to be used is not particularly limited as long as it does not inhibit the reaction.
  • Halogenated hydrocarbons such as dichloromethane, dichloroethane, and chloroform
  • distillates such as acetate nitrile Ryls
  • ethers such as ether, tetrahydrofuran, dioxane
  • amides such as dimethylformamide and dimethylacetamide
  • ketones such as aceton and 2-butanone.
  • the reaction temperature is from 120 ° C. to 100 ° C., preferably from 110 ° C. to 50 ° C.
  • the reaction time varies depending on the compound, reaction temperature, etc., but is usually 30 minutes to 30 hours. Yes! tf is from 1 hour to 24 rub f? il.
  • Alkali gold carbonate such as potassium carbonate and lithium carbonate
  • alkali gold hydroxide such as sodium hydroxide, potassium hydroxide and lithium hydroxide or aqueous ammonia, concentrated ammonia Ammonia such as methanol
  • the protecting group for the hydroxyl group is a lower alkoxy S-substituted alkyl group, tetrahydrobilanyl group or tetrahydrothiopyranyl group, it is usually removed by treating with an acid in a solvent.
  • the acid used is not particularly limited as long as it is usually used as Brenstead acid, and is preferably an inorganic acid or a group acid such as hydrochloric acid or sulfuric acid, or an organic acid such as p-toluenesulfonic acid.
  • a strongly acidic cation exchange resin such as Dowex 50 W can also be used.
  • the solvent to be used is not particularly limited as long as it does not participate in the present reaction. Examples thereof include alcohols such as methanol and ethanol; ethers such as tetrahydrofuran and dioxane; and organic solvents and water.
  • the target compound can be obtained by a conventional method, for example, by pouring the reaction solution into water, extracting with a water-immiscible solvent such as benzene, ether, or ethyl acetate, and distilling off the solvent from the extract. Can be If desired, it can be purified by various chromatographic or recrystallization methods.
  • a water-immiscible solvent such as benzene, ether, or ethyl acetate
  • the reaction time varies depending on the oxidizing agent, base, reaction temperature and the like to be used, but is usually 15 minutes to 30 hours, preferably 15 minutes to 2 hours.

Landscapes

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

Abstract

Composé ayant un excellent effet antimicrobien et utile en tant qu'agent antimicrobien, de formule générale (I) dans laquelle n est compris entre 1 et 20, m représente 1 ou 2, R représente H ou OH et X représente O, NH, etc.
PCT/JP1996/000168 1995-01-31 1996-01-30 Derives d'acide pseudomonique Ceased WO1996023795A1 (fr)

Priority Applications (1)

Application Number Priority Date Filing Date Title
AU44969/96A AU4496996A (en) 1995-01-31 1996-01-30 Pseudomonic acid derivatives

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
JP7/13865 1995-01-31
JP1386595 1995-01-31

Publications (1)

Publication Number Publication Date
WO1996023795A1 true WO1996023795A1 (fr) 1996-08-08

Family

ID=11845149

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/JP1996/000168 Ceased WO1996023795A1 (fr) 1995-01-31 1996-01-30 Derives d'acide pseudomonique

Country Status (2)

Country Link
AU (1) AU4496996A (fr)
WO (1) WO1996023795A1 (fr)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5827872A (en) * 1996-08-23 1998-10-27 Webster; John M. Xenomins novel heterocyclic compounds with antimicrobial and antneoplastic properties
US6583171B1 (en) 1996-04-04 2003-06-24 Welichem Biotech Inc. Antineoplastic agents

Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH05132486A (ja) * 1991-05-07 1993-05-28 Sankyo Co Ltd 新規化合物チオマリノール
EP0595458A1 (fr) * 1992-09-18 1994-05-04 Sankyo Company Limited Dérivés de thiomarinol et procédés pour leur préparation
WO1994026750A1 (fr) * 1993-05-13 1994-11-24 Smithkline Beecham Plc Derives deoxythiomarinol, procede et intermediaires pour leur preparation et leur utilisation comme microbicides et herbicides
WO1994028001A1 (fr) * 1993-05-21 1994-12-08 Smithkline Beecham Plc Derives de thiomarinol, procede et intermediaires pour leur preparation et leur utilisation comme microbicides et herbicides
WO1995005384A1 (fr) * 1993-08-13 1995-02-23 Smithkline Beecham Plc Derives d'acides moniques a et c a activite antibacterienne, antimycoplasmique, antifongique et herbicide

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH05132486A (ja) * 1991-05-07 1993-05-28 Sankyo Co Ltd 新規化合物チオマリノール
EP0595458A1 (fr) * 1992-09-18 1994-05-04 Sankyo Company Limited Dérivés de thiomarinol et procédés pour leur préparation
WO1994026750A1 (fr) * 1993-05-13 1994-11-24 Smithkline Beecham Plc Derives deoxythiomarinol, procede et intermediaires pour leur preparation et leur utilisation comme microbicides et herbicides
WO1994028001A1 (fr) * 1993-05-21 1994-12-08 Smithkline Beecham Plc Derives de thiomarinol, procede et intermediaires pour leur preparation et leur utilisation comme microbicides et herbicides
WO1995005384A1 (fr) * 1993-08-13 1995-02-23 Smithkline Beecham Plc Derives d'acides moniques a et c a activite antibacterienne, antimycoplasmique, antifongique et herbicide

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6583171B1 (en) 1996-04-04 2003-06-24 Welichem Biotech Inc. Antineoplastic agents
US5827872A (en) * 1996-08-23 1998-10-27 Webster; John M. Xenomins novel heterocyclic compounds with antimicrobial and antneoplastic properties

Also Published As

Publication number Publication date
AU4496996A (en) 1996-08-21

Similar Documents

Publication Publication Date Title
AU2023204386B2 (en) N-heterocyclic five-membered ring-containing capsid protein assembly inhibitor, pharmaceutical composition thereof, and use thereof
CN114292272A (zh) 一种核苷类化合物及其用途
US10202388B2 (en) Fused-ring compounds, pharmaceutical composition and uses thereof
WO2021093758A1 (fr) Dérivé de pyrimido et son application en médecine
JP2009509986A5 (fr)
WO2021028323A1 (fr) Dérivés de (2-acétamidyle)thio-bêta-d-galactopyranoside
US20230113609A1 (en) Sstr5 antagonists
CN116806219A (zh) 羟基杂环烷-氨甲酰基衍生物
JP2023065577A (ja) 代謝関連の突然変異誘発性及び線維性の症状及び障害を治療するためのホルモン受容体調節薬
JPS63275561A (ja) 置換ピロール類
PL169425B1 (pl) Sposób wytwarzania nowych estrów kwasu 10-(1-hydroksyetylo)-11-okso-1- azatricyklo[7.2.0.0. 3 , 8 ] -undec-2-eno-2-karboksylowego PL PL PL PL
WO1996023795A1 (fr) Derives d'acide pseudomonique
WO1997035835A1 (fr) Derives du phenylethanolaminotetralincarboxylate disubstitues en positions 3 et 4
JPH054939A (ja) ナフタレン誘導体
WO2005037837A1 (fr) Derive 2-amino-[1,2,4]triazolo[1,5-a]pyrimidine substitue et utilisation de ce derive
JP2010522225A (ja) 新規５−シアノ−プロスタサイクリン誘導体、及びａ型インフルエンザウイルス感染症の治療のための薬剤としてのその使用
CN113330020A (zh) 用于治疗神经变性疾病的2-氟代的胆汁酸
JP2765001B2 (ja) プロテアーゼ阻害剤
JPH08269067A (ja) シュードモン酸誘導体
JPS6388175A (ja) オキソラブダン化合物
JPH05186437A (ja) 縮合ピリミジン誘導体
CN1414959A (zh) 制备5－氧代－7－氧杂双环[4.1.0]庚－3－烯－3－羧酸酯的方法
JP2612649B2 (ja) Ｄｃ−８９誘導体
JPH0118916B2 (fr)
JP3422512B2 (ja) 置換イミダゾピリダジン誘導体、その製造法、中間体および剤

Legal Events

Date Code Title Description
AK Designated states

Kind code of ref document: A1

Designated state(s): AU CA CN CZ FI HU KR MX NO NZ RU US

AL Designated countries for regional patents

Kind code of ref document: A1

Designated state(s): AT BE CH DE DK ES FR GB GR IE IT LU MC NL PT SE

DFPE Request for preliminary examination filed prior to expiration of 19th month from priority date (pct application filed before 20040101)
121 Ep: the epo has been informed by wipo that ep was designated in this application
122 Ep: pct application non-entry in european phase