KR870004009A - 티아졸 유도체의 제조방법 - Google Patents
티아졸 유도체의 제조방법 Download PDFInfo
- Publication number
- KR870004009A KR870004009A KR1019860008678A KR860008678A KR870004009A KR 870004009 A KR870004009 A KR 870004009A KR 1019860008678 A KR1019860008678 A KR 1019860008678A KR 860008678 A KR860008678 A KR 860008678A KR 870004009 A KR870004009 A KR 870004009A
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- KR
- South Korea
- Prior art keywords
- group
- carbon atoms
- formula
- lower alkoxy
- alkyl group
- Prior art date
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- 150000007979 thiazole derivatives Chemical class 0.000 title claims 3
- 238000000034 method Methods 0.000 title claims 2
- 125000004432 carbon atom Chemical group C* 0.000 claims 8
- 125000003545 alkoxy group Chemical group 0.000 claims 7
- 125000000217 alkyl group Chemical group 0.000 claims 7
- 125000004453 alkoxycarbonyl group Chemical group 0.000 claims 6
- 125000005843 halogen group Chemical group 0.000 claims 5
- 125000001997 phenyl group Chemical class [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 5
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 4
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 4
- 150000003839 salts Chemical class 0.000 claims 4
- 125000005647 linker group Chemical group 0.000 claims 3
- 239000002253 acid Substances 0.000 claims 2
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical group [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims 2
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims 2
- 150000001875 compounds Chemical class 0.000 claims 2
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 claims 2
- 230000007062 hydrolysis Effects 0.000 claims 2
- 238000006460 hydrolysis reaction Methods 0.000 claims 2
- 229910052760 oxygen Inorganic materials 0.000 claims 2
- 239000001301 oxygen Substances 0.000 claims 2
- VZWOXDYRBDIHMA-UHFFFAOYSA-N 2-methyl-1,3-thiazole Chemical compound CC1=NC=CS1 VZWOXDYRBDIHMA-UHFFFAOYSA-N 0.000 claims 1
- -1 5-tetrazolyl group Chemical group 0.000 claims 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims 1
- 150000003935 benzaldehydes Chemical class 0.000 claims 1
- 229910052799 carbon Inorganic materials 0.000 claims 1
- 125000003262 carboxylic acid ester group Chemical class [H]C([H])([*:2])OC(=O)C([H])([H])[*:1] 0.000 claims 1
- 230000032050 esterification Effects 0.000 claims 1
- 238000005886 esterification reaction Methods 0.000 claims 1
- 229910052736 halogen Inorganic materials 0.000 claims 1
- 125000000383 tetramethylene group Chemical group [H]C([H])([*:1])C([H])([H])C([H])([H])C([H])([H])[*:2] 0.000 claims 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
- C07D277/02—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings
- C07D277/20—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D277/22—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
- C07D277/60—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings condensed with carbocyclic rings or ring systems
- C07D277/62—Benzothiazoles
- C07D277/68—Benzothiazoles 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 in position 2
- C07D277/82—Nitrogen atoms
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P37/00—Drugs for immunological or allergic disorders
- A61P37/08—Antiallergic agents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
- C07D277/02—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings
- C07D277/20—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D277/22—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
- C07D277/24—Radicals substituted by oxygen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
- C07D277/02—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings
- C07D277/20—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D277/22—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
- C07D277/28—Radicals substituted by nitrogen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
- C07D277/02—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings
- C07D277/20—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D277/22—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
- C07D277/30—Radicals substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
- C07D277/02—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings
- C07D277/20—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D277/32—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole 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
- C07D277/56—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
- C07D277/60—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings condensed with carbocyclic rings or ring systems
- C07D277/62—Benzothiazoles
- C07D277/64—Benzothiazoles with only hydrocarbon or substituted hydrocarbon radicals attached in position 2
Abstract
내용 없음
Description
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음
Claims (2)
- 일반식(Ⅵ)의 벤젠유도체를 일반식(Ⅶ)의 카복실산 에스테르와 반응시켜 일반식(Im)의 화합물을 수득한 다음, Z가 X인 경우에는 가수분해를 행하여 산 또는 염을 수득하고, Z와 R13이 함께인 경우에는 필요하다면 에스테르화를 행함을 특징으로 하여 일반식(Ⅰ)의 티아졸 유도체 또는 약학적으로 허용할 수 있는 이의 염을 제조하는 방법.상기식에서, R1및 R3는 서로 독립적으로 수소원자, 탄소수 1 내지 8의 알킬그룹, 저급 알콕시카보닐그룹 또는 치환되거나 비치환된 페닐그룹이거나, 이들은 함께 축합 사이클로헥산환에 상당하는 테라메틸렌그룹 또는 축합 벤젠환에 상당하는 비치환되거나 할로겐 원자, 저급 알콕시그룹, 저급 알콕시카보닐그룹 또는 탄소수 1 내지 3의 알킬그룹으로 치환된 부라디에닐렌 그룹이고, R3, R4, R5및 R6는 서로 독립적으로 수소원자, 하이드록실그룹, 저급 알콕시그룹, 탄소수 1 내지 3의 알킬그룹 또는 할로겐원자이며, A는 쇄원(chain member)2 내지 4의 연결그룹이고, B는 쇄원 2 내지 5의 연결그룹이며, Y 는 산소 또는 NH이고, Q는 카복실그룹, 저급알콕시그룹, 하이드록실그룹, 탄소수 2 내지 6의 알콕시카보닐그룹 또는 5-테트라졸릴그룹이며, B5는 직접결합 또는 쇄원 1 내지 4의 연결그룹이고, R13은 탄소수 1 내지 5의 알킬그룹이며, Z는 X 또는 -COX(여기서, X는 할로겐이며, Z와 R13이 함께이어도 상관없다)이다 [단, Y가 산소인 경우, Z 는 X이다].
- 일반식(Ⅳ)의 벤즈알데하이드 유도체를 일반식(Ⅴ)의 2-메틸티아졸과 반응시켜 일반식(Ⅰj)의 화합물을 수득한 다음, 필요하다면 가수분해를 행하여 산 또는 염을 수득함을 특징으로 하여 일반식(Ⅰ)의 티아졸 유도체 및 약학적으로 허용할 수 있는 이의 염을 제조하는 방법.상기식에서, R1및 R2는 서로 독립적으로 수소원자, 탄소수 1 내지 8의 알킬그룹, 저급 알콕시카보닐그룹 또는 치환되거나 비치환된 페닐그룹이거나, 이들은 함께 축합 사이클로헥산환에 상당하는 테트라메틸렌그룹 또는 축합 벤젠환에 상당하는 비치환되거나 할로겐원자, 저급알콕시그룹, 저급알콕시카보닐 그룹 또는 탄소수 1 내지 3의 알킬그룹으로 치환된 부라디에닐렌 그룹이고, R3, R4, R5은 R6은 서로 독립적으로 수소원자, 하이드록실그룹, 저급 알콕시그룹, 탄소수 1 내지 3의 알킬그룹 또는 할로겐원자이며, R13은 탄소수 1 내지 5의 알콕시그룹이고, B는 쇄원 2 내지 5의 연결그룹이며, Q는 카복실그룹, 저급알콕시그룹, 하이드록실그룹, 탄소수 2 내지 6의 알콕시카보닐그룹 또는 5-테트졸릴 그룹이다.※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP228912 | 1985-10-16 | ||
JP60-228912 | 1985-10-16 | ||
JP60228912A JPS62142168A (ja) | 1985-10-16 | 1985-10-16 | チアゾ−ル誘導体及びそれを有効成分とするロイコトリエンきつ抗剤 |
Publications (2)
Publication Number | Publication Date |
---|---|
KR870004009A true KR870004009A (ko) | 1987-05-06 |
KR930006285B1 KR930006285B1 (ko) | 1993-07-12 |
Family
ID=16883798
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
KR1019860008678A KR930006285B1 (ko) | 1985-10-16 | 1986-10-16 | 티아졸 유도체의 제조방법 |
Country Status (11)
Country | Link |
---|---|
US (1) | US4902700A (ko) |
EP (1) | EP0219436B1 (ko) |
JP (1) | JPS62142168A (ko) |
KR (1) | KR930006285B1 (ko) |
AU (1) | AU603343B2 (ko) |
CA (1) | CA1326034C (ko) |
DE (1) | DE3689436T2 (ko) |
DK (1) | DK169128B1 (ko) |
HU (1) | HU203228B (ko) |
SU (1) | SU1554763A3 (ko) |
UA (1) | UA5585A1 (ko) |
Families Citing this family (68)
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US5089495A (en) * | 1989-01-30 | 1992-02-18 | Imperial Chemical Industries Plc | Heterocyclic thiazole derivatives and pharmaceutical compositions comprising said derivatives |
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JPH03173874A (ja) * | 1989-09-29 | 1991-07-29 | Mitsubishi Kasei Corp | 新規複素環化合物 |
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JP2832923B2 (ja) * | 1990-07-13 | 1998-12-09 | 吉富製薬株式会社 | スチリル化合物およびその医薬用途 |
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US5273986A (en) * | 1992-07-02 | 1993-12-28 | Hoffmann-La Roche Inc. | Cycloalkylthiazoles |
US5508408A (en) * | 1993-09-10 | 1996-04-16 | Ciba-Geigy Corporation | Quinoline compound |
WO1996033181A1 (en) * | 1995-04-21 | 1996-10-24 | Daiichi Pharmaceutical Co., Ltd. | Ethynylthiazole derivative |
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AR076220A1 (es) | 2009-04-09 | 2011-05-26 | Astrazeneca Ab | Derivados de pirazol [4,5 - e] pirimidina |
KR101907535B1 (ko) | 2009-10-02 | 2018-10-15 | 아벡신 에이에스 | 소염제 2-옥소티아졸 및 2-옥소옥사졸 |
CN113398126A (zh) | 2011-12-16 | 2021-09-17 | 佛罗里达大学研究基金会 | 4′-去铁硫素类似物的用途 |
WO2014118195A1 (en) | 2013-01-29 | 2014-08-07 | Avexxin As | Antiinflammatory and antitumor 2-oxothiazoles and 2-oxothiophenes compounds |
AU2014352780A1 (en) | 2013-11-22 | 2016-06-09 | University Of Florida Research Foundation, Inc. | Desferrithiocin analogs and uses thereof |
GB201413695D0 (en) | 2014-08-01 | 2014-09-17 | Avexxin As | Compound |
US10570104B2 (en) | 2015-04-27 | 2020-02-25 | University Of Florida Research Foundation, Incorporated | Metabolically programmed metal chelators and uses thereof |
GB201604318D0 (en) | 2016-03-14 | 2016-04-27 | Avexxin As | Combination therapy |
US11919873B1 (en) | 2023-08-29 | 2024-03-05 | King Faisal University | 1,3-benzothiazol-2-yl-N′-(benzoyloxy)ethanimidamide as an antitumor and antimicrobial compound |
US11912676B1 (en) | 2023-08-29 | 2024-02-27 | King Faisal University | N'-[(4-chlorobenzoyl)oxy]-1,3-benzothiazole-2-carboximidamide as an antitumor and antimicrobial compound |
Family Cites Families (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3137655A (en) * | 1961-03-21 | 1964-06-16 | Glanzstoff Ag | Optical brightening |
DE1670908A1 (de) * | 1967-08-16 | 1971-04-29 | Hoechst Ag | Neue Benzimidazolverbindungen,Verfahren zu ihrer Herstellung und ihre Verwendung als optische Aufhellungsmittel |
US3974282A (en) * | 1972-11-04 | 1976-08-10 | Beecham Group Limited | Hypoglycemic stilbazolte derivatives |
DE2331444A1 (de) * | 1973-06-20 | 1975-01-23 | Hoechst Ag | Neue styryl-benzoxazole, verfahren zu deren herstellung und ihre verwendung als optische aufhellungsmittel |
DE3148291A1 (de) * | 1981-12-05 | 1983-06-09 | Basf Ag, 6700 Ludwigshafen | Harnstoffderivate, verfahren zu ihrer herstellung und ihre verwendung zur bekaempfung unerwuenschten pflanzenwuchses |
US4594425A (en) * | 1984-02-09 | 1986-06-10 | American Home Products Corporation | Heterocyclic compounds as antiallergic agents |
US4581457A (en) * | 1984-09-21 | 1986-04-08 | American Home Products Corporation | Heterocyclic sulfonamides |
-
1985
- 1985-10-16 JP JP60228912A patent/JPS62142168A/ja active Granted
-
1986
- 1986-10-15 AU AU63930/86A patent/AU603343B2/en not_active Ceased
- 1986-10-15 CA CA000520544A patent/CA1326034C/en not_active Expired - Fee Related
- 1986-10-15 DK DK494186A patent/DK169128B1/da not_active IP Right Cessation
- 1986-10-15 UA UA4028404A patent/UA5585A1/uk unknown
- 1986-10-15 SU SU864028404A patent/SU1554763A3/ru active
- 1986-10-16 HU HU864318A patent/HU203228B/hu not_active IP Right Cessation
- 1986-10-16 KR KR1019860008678A patent/KR930006285B1/ko not_active IP Right Cessation
- 1986-10-16 DE DE86402327T patent/DE3689436T2/de not_active Expired - Fee Related
- 1986-10-16 EP EP86402327A patent/EP0219436B1/en not_active Expired - Lifetime
-
1988
- 1988-11-28 US US07/279,225 patent/US4902700A/en not_active Expired - Fee Related
Also Published As
Publication number | Publication date |
---|---|
AU6393086A (en) | 1987-04-30 |
UA5585A1 (uk) | 1994-12-28 |
JPH057386B2 (ko) | 1993-01-28 |
DE3689436T2 (de) | 1994-04-14 |
CA1326034C (en) | 1994-01-11 |
EP0219436B1 (en) | 1993-12-22 |
DK169128B1 (da) | 1994-08-22 |
JPS62142168A (ja) | 1987-06-25 |
EP0219436A3 (en) | 1989-12-27 |
HU203228B (en) | 1991-06-28 |
DK494186A (da) | 1987-04-17 |
SU1554763A3 (ru) | 1990-03-30 |
DK494186D0 (da) | 1986-10-15 |
US4902700A (en) | 1990-02-20 |
HUT47090A (en) | 1989-01-30 |
KR930006285B1 (ko) | 1993-07-12 |
AU603343B2 (en) | 1990-11-15 |
DE3689436D1 (de) | 1994-02-03 |
EP0219436A2 (en) | 1987-04-22 |
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