KR950026874A - Triazole derivatives and preparation method thereof - Google Patents

Triazole derivatives and preparation method thereof Download PDF

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KR950026874A
KR950026874A KR1019940004917A KR19940004917A KR950026874A KR 950026874 A KR950026874 A KR 950026874A KR 1019940004917 A KR1019940004917 A KR 1019940004917A KR 19940004917 A KR19940004917 A KR 19940004917A KR 950026874 A KR950026874 A KR 950026874A
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South Korea
Prior art keywords
thio
butanol
triazol
formula
difluorophenyl
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KR1019940004917A
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Korean (ko)
Inventor
이종욱
채정석
강희일
이춘호
박수봉
김철
이원희
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김태훈
주식회사 유한양행
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Priority to KR1019940004917A priority Critical patent/KR950026874A/en
Priority to EP95912490A priority patent/EP0751943A1/en
Priority to PCT/KR1995/000019 priority patent/WO1995025107A1/en
Priority to CN 95192082 priority patent/CN1143962A/en
Priority to JP7523957A priority patent/JPH09505083A/en
Priority to AU19616/95A priority patent/AU1961695A/en
Publication of KR950026874A publication Critical patent/KR950026874A/en

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Abstract

본 발명은 하기 일반식(I)으로 표시되는 신규의 트리아졸 유도체에 관한 것으로, 더욱 상세하게는 항진균 활성을 갖는 트리아졸 유도체 또는 그의 약제학적으로 허용가능한 염 및 이들의 제조방법에 관한 것이다.The present invention relates to a novel triazole derivative represented by the following general formula (I), and more particularly to a triazole derivative having an antifungal activity or a pharmaceutically acceptable salt thereof and a method for preparing the same.

상기 일반식(I)에서 X 및 Y는 서로 같거나 다를 수 있으며, 수소 또는 할로겐을 나타내고, R은 구조식(II-a) 또는 (II-b)로 표시되는 치환된 티아디아졸을 나타낸다. 여기서 R1은 수소, C1-C3의 저급알킬, 페닐, 치환된 페닐, 몰포린, 피롤리딘, 티오몰포린 또는 피페리딘이다.In Formula (I), X and Y may be the same as or different from each other, and represent hydrogen or halogen, and R represents substituted thiadiazole represented by formula (II-a) or (II-b). Wherein R 1 is hydrogen, lower alkyl of C 1 -C 3 , phenyl, substituted phenyl, morpholine, pyrrolidine, thiomorpholine or piperidine.

Description

트리아졸 유도체 및 그의 제조방법Triazole derivatives and preparation method thereof

본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음Since this is an open matter, no full text was included.

Claims (5)

하기 일반식(I)으로 표시되는 트리아졸 유도체 또는 그의 약제학적으로 허용가능한 염.Triazole derivative represented by the following general formula (I) or its pharmaceutically acceptable salt. 여기서 X 및 Y는 서로 같거나 다를 수 있으며, 수소 또는 할로겐을 나타내고, R은 구조식(II-a) 또는 (II-b)로 표시되는 치환된 티아디아졸을 나타낸다. 여기서 R1은 수소, C1-C3의 저급알킬, 페닐, 치환된 페닐, 몰포린, 피롤리딘, 티오몰포린 또는 피페리딘이다.Wherein X and Y may be the same or different from each other, represent hydrogen or halogen, and R represents substituted thiadiazole represented by the formula (II-a) or (II-b). Wherein R 1 is hydrogen, lower alkyl of C 1 -C 3 , phenyl, substituted phenyl, morpholine, pyrrolidine, thiomorpholine or piperidine. 제1항에 있어서, (2R*,3R*)-2-(2,4-디플루오르페닐)-3-(1,2,3-티아디아졸-5-일)티오-1-(1H-1,2,4-트리아졸-1-일)-2-부탄올, (2R*,3R*)-2-(4-클로로세닐)-3-(1,2,3-티아디아졸-5-일)티오-1-(1H-1,2,4-트리아졸-1-일)-2-부탄올, (2R*,3R*)-2-(2,4-디클로로페닐)-3-(1,2,3-티아디아졸-5-일)티오-1-(1H-1,2,4-트리아졸-1-일)-2-부탄올, (2R*,3R*)-2-(2,4-디플루오르페닐)-3-(4-메틸-1,2,3-티아디아졸-5-일)티오-1-(1H-1,2,4-트리아졸-1-일)-2-부탄올, (2R*,3R*)-2-(2,4-디플루오르페닐)-3-(4-페닐-1,2,3-티아디아졸-5-일)티오-1-(1H-1,2,4-트리아졸-1-일)-2-부탄올, (2R*,3R*)-2-(2,4-디플루오르페닐)-3-[4-(2,4-디플루오르페닐)-1,2,3-티아디아졸-5-일]티오-1-(1H-1,2,4-트리아졸-1-일)-2-부탄올, (2R*,3R*)-2-(2,4-디플루오르페닐)-3-[3-(N-몰포리닐)-1,2,5-티아디아졸-4-일]티오-1-(1H-1,2,4-트리아졸-1-일)-2-부탄올, (2R*,3R*)-2-(2,4-디플루오르페닐)-3-[3-(N-티오몰포리닐)-1,2,5-티아디아졸-4-일]티오-1-(1H-1,2,4-트리아졸-1-일)-2-부탄올, (2R*,3R*)-2-(2,4-디플루오르페닐)-3-[3-(피페리딘-1-일)-1,2,5-티아디아졸-4-일]티오-1-(1H-1,2,4-트리아졸-1-일)-2-부탄올, (2R*,3R*)-2-(2,4-디플루오르페닐)-3-[3-(피롤리딘-1-일)-1,2,5-티아디아졸-4-일]티오-1-(1H-1,2,4-트리아졸-1-일)-2-부탄올, 또는 (2R,3R)-2-(2,4-디플루오르페닐)-3-[3-(N-티오몰포리닐)-1,2,5-티아디아졸-4-일]티오-1-(1H-1,2,4-트리아졸-1-일)-2-부탄올로 구성된 군으로부터 선택된 것을 특징으로하는 트리아졸 유도체 또는 그의 약제학적으로 허용가능한 염.The compound of claim 1, wherein (2R * , 3R * )-2- (2,4-difluorophenyl) -3- (1,2,3-thiadiazol-5-yl) thio-1- (1H- 1,2,4-triazol-1-yl) -2-butanol, (2R * , 3R * )-2- (4-chlorosenyl) -3- (1,2,3-thiadiazole-5- Yl) thio-1- (1H-1,2,4-triazol-1-yl) -2-butanol, (2R * , 3R * )-2- (2,4-dichlorophenyl) -3- (1 , 2,3-thiadiazol-5-yl) thio-1- (1H-1,2,4-triazol-1-yl) -2-butanol, (2R * , 3R * ) -2- (2 , 4-difluorophenyl) -3- (4-methyl-1,2,3-thiadiazol-5-yl) thio-1- (1H-1,2,4-triazol-1-yl)- 2-butanol, (2R * , 3R * )-2- (2,4-difluorophenyl) -3- (4-phenyl-1,2,3-thiadiazol-5-yl) thio-1- ( 1H-1,2,4-triazol-1-yl) -2-butanol, (2R * , 3R * )-2- (2,4-difluorophenyl) -3- [4- (2,4- Difluorophenyl) -1,2,3-thiadiazol-5-yl] thio-1- (1H-1,2,4-triazol-1-yl) -2-butanol, (2R * , 3R * ) -2- (2,4-difluorophenyl) -3- [3- (N-morpholinyl) -1,2,5-thiadiazol-4-yl] thio-1- (1H-1, 2,4-triazol-1-yl) -2-butanol, (2R * , 3R * )-2- (2,4-difluoro Lephenyl) -3- [3- (N-thiomorpholinyl) -1,2,5-thiadiazol-4-yl] thio-1- (1H-1,2,4-triazole-1- Yl) -2-butanol, (2R * , 3R * )-2- (2,4-difluorophenyl) -3- [3- (piperidin-1-yl) -1,2,5-thiadia Zol-4-yl] thio-1- (1H-1,2,4-triazol-1-yl) -2-butanol, (2R * , 3R * )-2- (2,4-difluorophenyl) -3- [3- (pyrrolidin-1-yl) -1,2,5-thiadiazol-4-yl] thio-1- (1H-1,2,4-triazol-1-yl) 2-butanol, or (2R, 3R) -2- (2,4-difluorophenyl) -3- [3- (N-thiomorpholinyl) -1,2,5-thiadiazole-4- Triazole derivatives or pharmaceutically acceptable salts thereof, characterized in that selected from the group consisting of il] thio-1- (1H-1,2,4-triazol-1-yl) -2-butanol. 일반식(III)의 화합물과 일반식(IV-a)의 화합물을 염기 존재하에서 반응시키는 것을 특징으로 하는 일반식(I)로 표시되는 트리아졸 유도체 또는 그의 약제학적으로 허용가능한 염의 제조방법.A method for producing a triazole derivative represented by formula (I) or a pharmaceutically acceptable salt thereof, wherein the compound of formula (III) is reacted with a compound of formula (IV-a) in the presence of a base. 여기서 X 및 Y는 서로 같거나 다를 수 있으며, 수소 또는 할로겐을 나타내고, R1은 수소, C1-C3의 저급알킬, 페닐, 치환된 페닐, 몰포린, 피롤리딘, 티오몰포린 또는 피페리딘이다.Wherein X and Y may be the same as or different from each other, and represent hydrogen or halogen, R 1 is hydrogen, lower alkyl of C 1 -C 3 , phenyl, substituted phenyl, morpholine, pyrrolidine, thiomorpholine or pi Ferridine. 일반식(V)의 화합물과 일반식(IV-b)의 화합물을 리튬퍼클로레이트(LiClO4) 존재하에서 반응시키는 것을 특징으로 하는 일반식(I)로 표시되는 트리아졸 유도체 또는 그의 약제학적으로 허용가능한 염의 제조방법.A triazole derivative represented by formula (I) or a pharmaceutically acceptable compound thereof, characterized by reacting a compound of formula (V) with a compound of formula (IV-b) in the presence of lithium perchlorate (LiClO 4 ) Preparation of Salts. 여기서 M은 알칼리 금속염이고, X 및 Y는 서로 같거나 다를 수 있으며, 수소 또는 할로겐을 나타내고, R1은 수소, C1-C3의 저급알킬, 페닐, 치환된 페닐, 몰포린, 피롤리딘, 티오몰포린 또는 피페리딘이다.Wherein M is an alkali metal salt, X and Y may be the same or different and represent hydrogen or halogen, R 1 is hydrogen, lower alkyl of C 1 -C 3 , phenyl, substituted phenyl, morpholine, pyrrolidine , Thiomorpholine or piperidine. 하기 일반식(I)으로 표시되는 트리아졸 유도체 또는 그의 약제학적으로 허용 가능한 염 및 약제학적으로 허용 가능한 담체를 함유하는 항진균조성물.An antifungal composition containing the triazole derivative represented by the following general formula (I) or a pharmaceutically acceptable salt thereof and a pharmaceutically acceptable carrier. 여기서 X 및 Y는 서로 같거나 다를 수 있으며, 수소 또는 할로겐을 나타내고, R은 구조식(II-a) 또는 (II-b)로 표시되는 치환된 티아디아졸을 나타낸다. 또한, R1은 수소, C1-C3의 저급알킬, 페닐, 치환된 페닐, 몰포린, 피롤리딘, 티오몰포린 또는 피페리딘이다.Wherein X and Y may be the same or different from each other, represent hydrogen or halogen, and R represents substituted thiadiazole represented by the formula (II-a) or (II-b). R 1 is also hydrogen, lower alkyl of C 1 -C 3 , phenyl, substituted phenyl, morpholine, pyrrolidine, thiomorpholine or piperidine. ※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.※ Note: The disclosure is based on the initial application.
KR1019940004917A 1994-03-12 1994-03-12 Triazole derivatives and preparation method thereof KR950026874A (en)

Priority Applications (6)

Application Number Priority Date Filing Date Title
KR1019940004917A KR950026874A (en) 1994-03-12 1994-03-12 Triazole derivatives and preparation method thereof
EP95912490A EP0751943A1 (en) 1994-03-12 1995-03-13 Triazole compounds and processes for the preparation thereof
PCT/KR1995/000019 WO1995025107A1 (en) 1994-03-12 1995-03-13 Triazole compounds and processes for the preparation thereof
CN 95192082 CN1143962A (en) 1994-03-12 1995-03-13 Triazole compound and processes for preparation thereof
JP7523957A JPH09505083A (en) 1994-03-12 1995-03-13 Triazole compound and method for producing the same
AU19616/95A AU1961695A (en) 1994-03-12 1995-03-13 Triazole compounds and processes for the preparation thereof

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KR1019940004917A KR950026874A (en) 1994-03-12 1994-03-12 Triazole derivatives and preparation method thereof

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KR950026874A true KR950026874A (en) 1995-10-16

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