KR870008877A - 2-아조릴메틸-2-아릴-1.3- 디옥소란 및 그의 염의 제조방법 - Google Patents
2-아조릴메틸-2-아릴-1.3- 디옥소란 및 그의 염의 제조방법 Download PDFInfo
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Abstract
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Claims (9)
- A) 일반식(Ⅱ)의 화합물을 일반식(Ⅲ)의 화합물과 반응시키거나,B) 일반식(Ⅳ)의 화합물을 먼서 일반식(Ⅲ)의 화합물과 반응시켜 일반식(Ⅴ)의 화합물을 생성시킨 다음, 일반식(Ⅴ)의 화합물을 일반식(Ⅵ)의 화합물과 반응시커거나,C) 일반식(Ⅶ)의 화합물을 일반식(Ⅷ)의 1,2-디올과 반응시키거나,D) 일반식(Ⅸ)의 화합물 또는 이 화합물의 염을 일반식(X)의 화합물 또는 일반식(XI)의 화합물과 반응시키거나,E) 일반식(Ⅱa)의 화합물을 일반식(X)의 화합물과 반응시켜 Z가 산소이고 L이 O인 일반식(Ⅰ)의 화합물을 형성시키거나,F) 일반식(Ⅱa)의 화합물을 일반식(XI)의 화합물과 반응시켜 Z가 산소이고 L,m 및 p가 동시에 O인 일반식(Ⅰ)의 화합물을 형성시키고, 필요에 따라, 상기 A) 내지 F)공정에 의해 수득된 일반식(Ⅰ)의 화합물을 그의 무기 또는 유기산과의 생리학적으로 허용되는 염으로 전환시키는 일반식(Ⅰ)의 화합물 및 그의 생리학적으로 허용되는 산-부가염의 제조방법.상기식에서,A는 CH 또는 N이고,Ar은 나프틸, 티에닐, 할로티에닐 또는 비치환되거나 3개 이하의 치환체를 운반하는 페닐그룹이며, 여기서 상기 치환체는 같거나 또는 다를 수 있으며 또한 F,Cl,Br,I,CF3,OCH3,OC2H5,CH3,C2H5,C6H5또는 페녹시를 나타내며,Z는 산소이거나 또는, L, m 및 n이 동시에 0인 경우는 산소 또는 S이고, 단 이 경우에 일반식(Ⅲ)및 (Ⅴ)에서는 S이며,R1은 C1내지 C3-알킬, 또는 F 또는 Cl이며,g은 0,1 또는 2이고,L은 0 또는 1이며,m은 0,1,2,3 또는 4이고, 단 일반식(X)에서 m은 1,2,3 또는 4이며,p는 0이거나 또는, m이 0이 아닌 경우 또는 L 및 m이 동시에 0인 경우는 0 또는 1이며,X는 산소이거나 또는, m이 0이 아닌 경우 또는 L,m 및 p가 동시에 0인 경우 또는 동시에 m 및 p 가 0이고 n이 0이 아닌 경우는 산소, S 또는 N-R3이며, 단 일반식(XI)에서는 X는 산소이거나, n이 0이 아닌 경우는 산소, S는 NR3이며, 여기서 R3는 H,C1내지 C4-알킬, 페닐 또는 벤질이며,R2는 각기 독립적으로 C1내지 C4-알킬, C1내지 C4-알콕시, F,Cl,Br,I,SCH3,CO-C6H5,CF3,COOCH3,COOC2H|5또는 NO2이고,n은 0,1 또는 2이며, 또는 n이 2인 경우, R2는 추가로 페닐환과 함께 나프틸라디칼을 형성하는 -CH=CH-CH=CH 그룹이거나, 또는 동시에 p가 0이고 n이 1인 경우, R2는 추가로 비치환되거나 또는 페닐라디칼내에 2개 이하의 같거나 다른 치환체를 운반하는 페녹시그룹이며, 여기서 상기 치환체는 F,Cl,Br,OCH3,CH3, 또는 C2H5이며,E및 E1는 Cl,Br,I 또는 아세톡시, 트리플루오로아세틸옥시, 벤조일옥시, 니트로벤조일옥시와 같은 아실옥시, 메탄설포닐옥시와 같은 C1내지 C3-알킬설포닐옥시, 또는 벤젠-, 니트로벤젠-, 브로모벤젠- 또는 톨루엔설포닐옥시와 같은 아릴설포닐옥시이고,M은 H, 알칼리금속 또는 알칼리토금속, 특히 Li,Na 또는 K, 또는 NH4이고,단, 일반식(Ⅱa)에서 M은 H, 또는 알칼리금속 또는 알칼리토금속, 특히 Li,Na 또는 K이며,M′는 H, 알칼리금속, 알킬리토금속 또는 Si(CH3)3이며,Hal은 Cl, Br 또는 I, 바람직하게는 Cl이다.
- 제 1 항에 있어서 치환체 및 지수중의 적어도 하나가 다음 의미를 갖는 일반식(Ⅰ) 화합물의 제조방법.A는 CH 또는 N이고,Ar은 1 또는 2개의 F 또는 Cl원자로 치환된 페닐그룹이며,Z는 산소이거나 또는, L,m 및 p가 동시에 0인 경우는 산소 또는 S이고,R1은 CH3또는 C2H5이며,g는 0 또는 2이고,L는 0 또는 1이며,m은 0,1,2 또는 3이고,p는 0이거나 또는, m이 1인 경우는 0 또는 1이며,X는 산소이거나 또는, m이 1,2 또는 3인 경우 또는 L 및 m이 동시에 0인 경우, 또는 동시에 m이 0이고 n이 1 또는 2인 경우는 산소 또는 S이고,R2는 각기 독립적으로 C1내지 C4-알킬, C1내지 C4-알콕시, F,Cl,Br이거나 또는, p가 0이고 n이 1인 경우는 OC6H5이며,n은 0,1 또는 2이다.
- 제 1 항에 있어서, 치환체 및 지수중의 적어도 하나가 다음 의미를 갖는 일반식(Ⅰ) 화합물의 제조방법.A는 CH 또는 N이고,Ar은 2,4-디클로로페닐이며,Z는 산소이고,R1은 CH3이며,g는 0 또는 2이고,L는 0 또는 1이며,m은 0,1,2 또는 3이고,p는 0이거나 또는, m이 1인 경우는 0 또는 1이며,X는 산소이거나 또는, m이 1,2 또는 3인 경우 또는 L 및 m이 동시에 0인 경우는 산소 또는 S이고,R2는 각기 독립적으로 CH3,C2H5,C1내지 C4-알콕시, F,Cl 또는 Br이며,n은 0,1 또는 2이다.
- 제 1 항에 있어서, L,m 및 p가 동시에 0이거나 또는, L이 0이고 m 및 p가 동시에 1이며, 또한 각 경우에 X가 산소 또는 S이고 n이 0 또는 1이며, R2가 CH3,C2H5,C1내지 C4알콕시, F,Cl 또는 Br인 일반식(Ⅰ) 화합물의 제조방법.
- 제 1 항에 있어서, 디옥소락환상의 4번위치의 아조릴메틸라디칼 및 피페라지노페녹시메틸 그룹이 시스위치에 있는 일반식(Ⅰ) 화합물의 제조방법.
- 일반식(ⅩⅥ)의 화합물 또는 이 화합물의 염을 일반식(Ⅹ)의 화합물 또는 일반식(XI)의 화합물과 반응시키고, 필요에 따라 생성된 일반식(Ⅲa)의 화합물을 그의 무기 또는 유기산과의 산-부가염으로 전환시키는 일반식(Ⅲa)의 화합물 및 그의 산-부가염의 제조방법.상기식에서,R1은 C1내지 C3-알킬, F 또는 Cl이고,g는 0,1 또는 2이며,m은 0,1,2,3 또는 4이고, 단 일반식(Ⅹ)에서 m은 1,2,3 또는 4이며,p는 0이거나 또는, m이 0 아닌 경우는 0 또는 1이며,X는 산소이거나 또는, m이 0이 아닌 경우 또는 동시에 m 및 p가 0이고 n이 0이 아닌 경우는 산소, S 또는 N-R3이며, 단 일반식(XI)에서 X는 산소이거나, n이 0이 아닌 경우는 산소, S 또는 N-R3이며, 여기서 R3는 H,C1내지 C4-알킬, 페틸 또는 벤질이고,R2는 각기 독립적으로 C1내지 C4-알킬, C1내지 C4-알콕시 ,F,Cl,Br,I,SCH3,CO-C6H5, CF3또는 NO2이며,n은 0,1 또는 2이며, 또는 n이 2인 경우, R2는 추가로, 페닐환과 함께 나프틸라디칼을 형성하는 -CH=CH-CH=CH 그룹이거나, 또는 p가 0이고 n이 1인 경우, R2는 추가로 비치환되거나 또는 페닐 페닐라디칼내에 2개 이하의 같거나 다른 치환체를 운반하는 페녹시 그룹이며, 여기서 상기 치환체는 F,Cl,Br,OCH3,CH3또는 C2H|5이며,E는 Cl,Br,I, 아세톡시, 트리플루오로아세톡시, 벤조일옥시, 니트로벤조일옥시와 같은 아실옥시, 메탄설포닐옥시와 같은 C1내지 C3-알킬설포닐옥시, 또는 벤젠-, 니트로벤젠-, 브로모벤젠- 또는 톨루엔설포닐옥시와 같은 아릴설포닐옥시이고,Hal은 Cl,Br 또는 I, 바람직하게는 Cl이다.
- 항진균제로서 제 1 항에 따른 일반식(Ⅰ)의 화합물의 용도.
- 항진균 작용을 갖는 약제 제조용으로서 제 1 항에 따른 일반식(Ⅰ)의 화합물의 용도.
- 제 1 항에 따른 활성량의 화합물(Ⅰ)을 약제학적으로 적합한 부형제와 함께 투여하는 진균병 치료방법.※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
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DEP3609597.4 | 1986-03-21 | ||
DE19863609597 DE3609597A1 (de) | 1986-03-21 | 1986-03-21 | 2-azolylmethyl-2-aryl-1,3-dioxolane und deren salze, verfahren zu ihrer herstellung, sie enthaltende mittel und ihre verwendung |
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Publication Number | Publication Date |
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KR870008877A true KR870008877A (ko) | 1987-10-21 |
Family
ID=6296969
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
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KR870002542A KR870008877A (ko) | 1986-03-21 | 1987-03-20 | 2-아조릴메틸-2-아릴-1.3- 디옥소란 및 그의 염의 제조방법 |
Country Status (15)
Country | Link |
---|---|
US (2) | US4818758A (ko) |
EP (1) | EP0237964A3 (ko) |
JP (1) | JPS62234084A (ko) |
KR (1) | KR870008877A (ko) |
AU (1) | AU590400B2 (ko) |
CA (1) | CA1277664C (ko) |
DE (1) | DE3609597A1 (ko) |
DK (1) | DK144487A (ko) |
FI (1) | FI871207A (ko) |
HU (1) | HU208692B (ko) |
IL (1) | IL81949A (ko) |
MX (1) | MX5654A (ko) |
NO (1) | NO871166L (ko) |
PT (1) | PT84531B (ko) |
ZA (1) | ZA872022B (ko) |
Families Citing this family (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE3609597A1 (de) * | 1986-03-21 | 1987-10-01 | Hoechst Ag | 2-azolylmethyl-2-aryl-1,3-dioxolane und deren salze, verfahren zu ihrer herstellung, sie enthaltende mittel und ihre verwendung |
DE3609596A1 (de) * | 1986-03-21 | 1987-10-01 | Hoechst Ag | 2-azolylmethyl-2-aryl-1,3-dioxolane und deren salze, verfahren zu ihrer herstellung, sie enthaltende mittel und ihre verwendung |
DE3609598A1 (de) * | 1986-03-21 | 1987-10-01 | Hoechst Ag | 2-azolylmethyl-2-aryl-1,3-dioxolane und deren salze, verfahren zu ihrer herstellung, sie enthaltende mittel und ihre verwendung |
GB8911158D0 (en) * | 1989-05-16 | 1989-07-05 | Janssen Pharmaceutica Nv | Antiviral pyridazinamines |
US5256665A (en) * | 1991-05-10 | 1993-10-26 | Fabrica Espanola De Productos Quimicos Y Farmaceuticos, S.A. | Process for preparing new 2-piperazinylbenzimidazole |
JP3193560B2 (ja) * | 1993-04-16 | 2001-07-30 | 明治製菓株式会社 | 新規ベンゾオキサゾール誘導体 |
US5486625A (en) * | 1994-07-08 | 1996-01-23 | Schering Corporation | Process for the preparation of chiral intermediates useful for the synthesis of antifungal agents |
Family Cites Families (17)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4144346A (en) * | 1977-01-31 | 1979-03-13 | Janssen Pharmaceutica N.V. | Novel 1-(1,3-dioxolan-2-ylmethyl)-1H-imidazoles |
US4267179A (en) * | 1978-06-23 | 1981-05-12 | Janssen Pharmaceutica, N.V. | Heterocyclic derivatives of (4-phenylpiperazin-1-yl-aryloxymethyl-1,3-dioxolan-2-yl)methyl-1H-imidazoles and 1H-1,2,4-triazoles |
US4368200A (en) * | 1978-06-23 | 1983-01-11 | Janssen Pharmaceutica N.V. | Heterocyclic derivatives of (4-phenyl-piperazine-1-yl-aryloxymethyl-1,3-dioxolan-2-yl)-methyl-1H-imidazoles and 1H-1,2,4-triazoles |
US4287195A (en) * | 1978-07-14 | 1981-09-01 | Janssen Pharmaceutica, N.V. | Heterocyclic derivatives of [4-(piperazin-1-yl-phenyloxymethyl)-1,3-dioxolan-2-ylmethyl]-1H-imidazoles and 1H-1,2,4-triazoles |
US4503055A (en) * | 1979-03-26 | 1985-03-05 | Janssen Pharmaceutica, N.V. | Derivatives of [4-(piperazin-1-yl-phenyloxymethyl)-1,3-dioxolan-2-ylmethyl]-1H-imidazoles and 1H-1,2,4-triazoles |
US4402957A (en) * | 1979-04-04 | 1983-09-06 | Janssen Pharmaceutica N.V. | Heterocyclic derivatives of [4-(piperazin-1-ylphenyloxymethyl)-1,3-dioxolan-2-ylmethyl]-1H-imidazoles and 1H-1,2,4-triazoles |
DE3039087A1 (de) * | 1980-10-16 | 1982-05-19 | Hoechst Ag, 6000 Frankfurt | 1-(1,3-dioxolan-2-ylmethyl)-azole, ihre salze, verfahren zu ihrer herstellung und ihre verwendung |
US4490530A (en) * | 1981-01-14 | 1984-12-25 | Janssen Pharmaceutica N.V. | Heterocyclic derivatives of (4-phenylpiperazin-1-yl-aryloxymethyl-1,3-dioxolan-2-yl)-methyl-1H-imidazoles and 1H-1,2,4-triazoles |
DE3101502A1 (de) * | 1981-01-19 | 1982-08-26 | Basf Ag, 6700 Ludwigshafen | Phenylpiperazinderivate von hetarylphenolen und hetarylanilinen, ihre hersttellung und diese enthaltendetherapeutische mittel |
FI834141A (fi) * | 1982-11-16 | 1984-05-17 | Ciba Geigy Ag | Foerfarande foer framstaellning av nya arylfenyleterderivat. |
US4619931A (en) * | 1983-02-28 | 1986-10-28 | Janssen Pharmaceutica, N.V. | [[4-[4-(4-phenyl-1-piperazinyl)phenoxymethyl]-1,3-dioxolan-2-yl]methyl]-1H-imidazoles and 1H-1,2,4-triazoles |
DE3404819A1 (de) * | 1984-02-10 | 1985-08-14 | Ludwig Heumann & Co GmbH, 8500 Nürnberg | Neue 1,3-dioxolanylderivate, verfahren zu ihrer herstellung, ihre verwendung und diese verbindungen enthaltendes arzneimittel |
DE3410070A1 (de) * | 1984-03-20 | 1985-10-03 | Hoechst Ag, 6230 Frankfurt | 1-(2-aryl-1,3-dioxolan-2-ylmethyl)-azole, ihre salze, verfahren zu ihrer herstellung, sie enthaltende zubereitungen und ihre verwendung |
JPS6282575U (ko) * | 1985-11-13 | 1987-05-26 | ||
DE3609598A1 (de) * | 1986-03-21 | 1987-10-01 | Hoechst Ag | 2-azolylmethyl-2-aryl-1,3-dioxolane und deren salze, verfahren zu ihrer herstellung, sie enthaltende mittel und ihre verwendung |
DE3609596A1 (de) * | 1986-03-21 | 1987-10-01 | Hoechst Ag | 2-azolylmethyl-2-aryl-1,3-dioxolane und deren salze, verfahren zu ihrer herstellung, sie enthaltende mittel und ihre verwendung |
DE3609597A1 (de) * | 1986-03-21 | 1987-10-01 | Hoechst Ag | 2-azolylmethyl-2-aryl-1,3-dioxolane und deren salze, verfahren zu ihrer herstellung, sie enthaltende mittel und ihre verwendung |
-
1986
- 1986-03-21 DE DE19863609597 patent/DE3609597A1/de not_active Withdrawn
-
1987
- 1987-03-12 EP EP87103590A patent/EP0237964A3/de not_active Withdrawn
- 1987-03-19 FI FI871207A patent/FI871207A/fi not_active Application Discontinuation
- 1987-03-19 US US07/028,173 patent/US4818758A/en not_active Expired - Fee Related
- 1987-03-19 HU HU871221A patent/HU208692B/hu not_active IP Right Cessation
- 1987-03-19 ZA ZA872022A patent/ZA872022B/xx unknown
- 1987-03-20 CA CA000532653A patent/CA1277664C/en not_active Expired - Fee Related
- 1987-03-20 PT PT84531A patent/PT84531B/pt not_active IP Right Cessation
- 1987-03-20 DK DK144487A patent/DK144487A/da not_active Application Discontinuation
- 1987-03-20 NO NO871166A patent/NO871166L/no unknown
- 1987-03-20 AU AU70423/87A patent/AU590400B2/en not_active Ceased
- 1987-03-20 MX MX565487A patent/MX5654A/es unknown
- 1987-03-20 IL IL81949A patent/IL81949A/xx unknown
- 1987-03-20 JP JP62064428A patent/JPS62234084A/ja active Pending
- 1987-03-20 KR KR870002542A patent/KR870008877A/ko not_active Application Discontinuation
-
1988
- 1988-12-29 US US07/291,952 patent/US4877878A/en not_active Expired - Fee Related
Also Published As
Publication number | Publication date |
---|---|
HUT48239A (en) | 1989-05-29 |
IL81949A (en) | 1991-05-12 |
NO871166D0 (no) | 1987-03-20 |
CA1277664C (en) | 1990-12-11 |
DK144487A (da) | 1987-09-22 |
AU590400B2 (en) | 1989-11-02 |
DE3609597A1 (de) | 1987-10-01 |
JPS62234084A (ja) | 1987-10-14 |
NO871166L (no) | 1987-09-22 |
IL81949A0 (en) | 1987-10-20 |
AU7042387A (en) | 1987-09-24 |
ZA872022B (en) | 1987-09-10 |
US4818758A (en) | 1989-04-04 |
DK144487D0 (da) | 1987-03-20 |
FI871207A0 (fi) | 1987-03-19 |
EP0237964A3 (de) | 1989-03-22 |
EP0237964A2 (de) | 1987-09-23 |
PT84531A (de) | 1987-04-01 |
HU208692B (en) | 1993-12-28 |
PT84531B (pt) | 1989-11-10 |
US4877878A (en) | 1989-10-31 |
MX5654A (es) | 1993-04-01 |
FI871207A (fi) | 1987-09-22 |
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