KR840004076A - 티오메틸 파리딘 유도체의 제조방법 - Google Patents
티오메틸 파리딘 유도체의 제조방법 Download PDFInfo
- Publication number
- KR840004076A KR840004076A KR1019830001178A KR830001178A KR840004076A KR 840004076 A KR840004076 A KR 840004076A KR 1019830001178 A KR1019830001178 A KR 1019830001178A KR 830001178 A KR830001178 A KR 830001178A KR 840004076 A KR840004076 A KR 840004076A
- Authority
- KR
- South Korea
- Prior art keywords
- group
- thiomethyl
- pyridine
- producing
- derivative
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims 3
- 125000000066 S-methyl group Chemical group [H]C([H])([H])S* 0.000 title 1
- -1 thiol salt Chemical class 0.000 claims 9
- 238000004519 manufacturing process Methods 0.000 claims 6
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical group C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 claims 5
- 125000005843 halogen group Chemical group 0.000 claims 4
- 125000000217 alkyl group Chemical group 0.000 claims 3
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 3
- 125000000714 pyrimidinyl group Chemical group 0.000 claims 3
- 150000008044 alkali metal hydroxides Chemical class 0.000 claims 2
- 125000003545 alkoxy group Chemical group 0.000 claims 2
- RAXXELZNTBOGNW-UHFFFAOYSA-N imidazole Natural products C1=CNC=N1 RAXXELZNTBOGNW-UHFFFAOYSA-N 0.000 claims 2
- 125000002971 oxazolyl group Chemical group 0.000 claims 2
- 125000001424 substituent group Chemical group 0.000 claims 2
- 125000000335 thiazolyl group Chemical group 0.000 claims 2
- 125000001544 thienyl group Chemical group 0.000 claims 2
- BSKHPKMHTQYZBB-UHFFFAOYSA-N 2-methylpyridine Chemical class CC1=CC=CC=N1 BSKHPKMHTQYZBB-UHFFFAOYSA-N 0.000 claims 1
- 125000002373 5 membered heterocyclic group Chemical group 0.000 claims 1
- 125000004070 6 membered heterocyclic group Chemical group 0.000 claims 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 claims 1
- WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 claims 1
- 239000002253 acid Substances 0.000 claims 1
- 229910052783 alkali metal Inorganic materials 0.000 claims 1
- 150000001340 alkali metals Chemical group 0.000 claims 1
- 125000004103 aminoalkyl group Chemical group 0.000 claims 1
- 125000003118 aryl group Chemical group 0.000 claims 1
- 125000004218 chloromethyl group Chemical group [H]C([H])(Cl)* 0.000 claims 1
- 239000012458 free base Substances 0.000 claims 1
- 125000000623 heterocyclic group Chemical group 0.000 claims 1
- 150000002460 imidazoles Chemical class 0.000 claims 1
- 125000002883 imidazolyl group Chemical group 0.000 claims 1
- 229910052744 lithium Inorganic materials 0.000 claims 1
- 235000021110 pickles Nutrition 0.000 claims 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 claims 1
- 125000004076 pyridyl group Chemical group 0.000 claims 1
- 150000003839 salts Chemical class 0.000 claims 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom 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
- C07D213/62—Oxygen or sulfur atoms
- C07D213/70—Sulfur atoms
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P11/00—Drugs for disorders of the respiratory system
- A61P11/10—Expectorants
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/24—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with substituted hydrocarbon radicals attached to ring carbon atoms
- C07D213/28—Radicals substituted by singly-bound oxygen or sulphur atoms
- C07D213/32—Sulfur atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
- C07D401/12—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings linked by a chain containing hetero atoms as chain links
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D487/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00
- C07D487/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00 in which the condensed system contains two hetero rings
- C07D487/04—Ortho-condensed systems
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Animal Behavior & Ethology (AREA)
- Pulmonology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Engineering & Computer Science (AREA)
- Life Sciences & Earth Sciences (AREA)
- Bioinformatics & Cheminformatics (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Pyridine Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Saccharide Compounds (AREA)
Abstract
내용 없음
Description
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음
Claims (8)
- 알칼리 금속 수산화물이 화학량론적 양 이상으로 존재하는 수성-알코올성 알칼리 금속 수산화물 용액내에서 다음 식(Ⅲ)의 티올산염과 다음 식(Ⅳ)의 염화피클일 히드로할라이드를 반응시켜서 다음 식(Ⅰ)의 티오메틸피리딘 유도체들을 제조한 후, 경우에 따라서 이 반응에 의하여 수득된 최종 유리염기를 치료학적으로 -수락할 수 있는 산성부가염으로 전환시킴을 특징으로 하는 티오메틸피리딘 유도체의 제조방법.이 식에서 R은 피리딘고리의 2, -3- 또는 4-위치에 부착되는 Q-S-CH2-기 (Q는 치환되었거나 치환되지 않은 아릴기이거나 또는 한 개 이상의 치환체를 함유할 수 있거나 임의로 치환된 페닐기나 임의로 치환된 헤테로고리와 축합될 수도 있는 5- 또는 6-원형의 헤테로 고리형태로된 기이다)이고;R'는 저급알킬기이거나 할로겐원자 또는 아미노알킬기이며;n은 0 또는 1-4까지의 정수이다.Q-SMn (Ⅲ)이 식에서 Q는 식(Ⅰ)에서 정의한 바와 같고; Me는 알칼리 금속원자이다.이 식에서 Hal은 할로겐원자를 나타내며; 클로로메틸기는 피리딘고리의 2-, 3- 또는 4-위치에 있으며, R'와 n은 식(Ⅰ)에서 정의한 바와 같다.
- 제1항에 있어서, n이 0인 티오메틸피리딘 유도체를 제조함을 특징으로 하는 티오메틸피리딘 유도체의 제조방법.
- 제1항에 있어서, n이 1이고, R'가 피리딘고 리중 6-위치에 부착되어 있는 티오메틸 피리딘 유도체를 제조함을 특징으로 하는 티오메틸 피리딘 유도체의 제조방법.
- 제1항에 있어서, n이 2이고, R'가 피리딘고리중 5- 와 6-위치에 부착되어 있는 티오메틸 피리딘 유도체를 제조함을 특징으로 하는 티오메틸 피리딘 유도체의 제조방법.
- 제1항에 있어서, Q가 임의로 치환된 페닐기인 티오메틸 피리딘 유도체를 제조함을 특징으로 하는 티오메틸 피리딘 유도체의 제조방법.
- 제5항에 있어서, 할로겐원자나 저급알킬기 또는 저급알콕시기가 페닐기중 P-위치에 치환됨을 특징으로 하는 티오메틸 피리딘 유도체의 제조방법.
- 제1항에 있어서, Q가 임의로 치환된 이미다졸 일기, 티아졸일기, 티에닐기, 옥사졸일기, 피리미딘일기 또는 피리딜기인 티오메틸 피리딘 유도체를 제조함을 특징으로 하는 티오메틸 피리딘 유도체의 제조방법.
- 제7항에 있어서, 이미다졸일기, 티아졸일기, 티에닐기, 옥사졸일기, 피리미딘일기 또는 피리미딜기가 저급알킬기와 할로겐원자 및 알콕시기 등으로 이루어진 기중에서 선택한 한 개나 두 개의 치환제로 치환됨을 특징으로한 티오메틸 피리딘 유도체의 제조방법.※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE3216843A DE3216843C2 (de) | 1982-05-05 | 1982-05-05 | 3-Thiomethyl-pyridin-Derivate, Verfahren zu ihrer Herstellung und diese Verbindungen enthaltende Arzneimittel |
DE3216843.8 | 1982-05-05 | ||
DE32168438 | 1982-05-05 |
Publications (2)
Publication Number | Publication Date |
---|---|
KR840004076A true KR840004076A (ko) | 1984-10-06 |
KR860001578B1 KR860001578B1 (ko) | 1986-10-10 |
Family
ID=6162790
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
KR1019830001178A KR860001578B1 (ko) | 1982-05-05 | 1983-03-24 | 3-티오메틸 파리딘 유도체의 제조방법 |
Country Status (19)
Country | Link |
---|---|
US (2) | US4866066A (ko) |
EP (1) | EP0093252B1 (ko) |
JP (1) | JPS58203965A (ko) |
KR (1) | KR860001578B1 (ko) |
AT (1) | ATE32894T1 (ko) |
AU (1) | AU565518B2 (ko) |
CA (1) | CA1213279A (ko) |
DD (1) | DD208801A5 (ko) |
DE (2) | DE3216843C2 (ko) |
DK (1) | DK160500C (ko) |
ES (1) | ES520774A0 (ko) |
GR (1) | GR78961B (ko) |
HU (1) | HU189272B (ko) |
IE (1) | IE55263B1 (ko) |
IL (1) | IL68228A (ko) |
MX (1) | MX7122E (ko) |
PT (1) | PT76614B (ko) |
YU (1) | YU91483A (ko) |
ZA (1) | ZA832203B (ko) |
Families Citing this family (10)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
ATE25255T1 (de) * | 1983-05-05 | 1987-02-15 | Heumann Ludwig & Co Gmbh | Pyrimidin-thioalkylpyridin-derivate, verfahren zu ihrer herstellung und diese verbindung enthaltende arzneimittel. |
US4575554A (en) * | 1983-12-05 | 1986-03-11 | The Upjohn Company | Substituted 2-pyridylmethylthio- and sulfinyl-benzimidazoles as gastric antisecretory agents |
GB2161160B (en) * | 1984-07-06 | 1989-05-24 | Fisons Plc | Heterocyclic sulphinyl compounds |
DE3722810A1 (de) * | 1987-07-10 | 1989-01-19 | Hoechst Ag | Substituierte benzimidazole, verfahren zu deren herstellung, diese enthaltende pharmazeutische zubereitungen und deren verwendung |
RU2419602C2 (ru) | 2003-08-06 | 2011-05-27 | Синомикс Инк. | Новые ароматизирующие вещества, модификаторы вкуса, соединения, придающие вкус, усилители вкуса, соединения, придающие вкус "умами" или сладкий вкус, и/или усилители и их применение |
US20060045953A1 (en) * | 2004-08-06 | 2006-03-02 | Catherine Tachdjian | Aromatic amides and ureas and their uses as sweet and/or umami flavor modifiers, tastants and taste enhancers |
WO2006084184A2 (en) * | 2005-02-04 | 2006-08-10 | Senomyx, Inc. | Molecules comprising linked organic moieties as flavor modifiers for comestible compositions |
WO2006084186A2 (en) * | 2005-02-04 | 2006-08-10 | Senomyx, Inc. | Compounds comprising linked hetero aryl moieties and their use as novel umami flavor modifiers, tastants and taste enhancers for comestible compositions |
TW200715993A (en) * | 2005-06-15 | 2007-05-01 | Senomyx Inc | Bis-aromatic amides and their uses as sweet flavor modifiers, tastants, and taste enhancers |
DK2010009T3 (en) | 2006-04-21 | 2017-10-02 | Senomyx Inc | PROCEDURES FOR THE PREPARATION OF SOLID FLAVOR COMPOSITIONS |
Family Cites Families (14)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB1239017A (ko) * | 1968-02-22 | 1971-07-14 | ||
GB1234058A (ko) * | 1968-10-21 | 1971-06-03 | ||
GB1406882A (en) * | 1972-04-28 | 1975-09-17 | Leo Pharm Prod Ltd | Benzoic acid derivatives and benzisptjoaup'e 1.1 dopxode derovatoves |
GB1434405A (en) * | 1973-09-06 | 1976-05-05 | Leo Pharm Prod Ltd | Phenyl-benzoic acid derivatives |
SE418966B (sv) * | 1974-02-18 | 1981-07-06 | Haessle Ab | Analogiforfarande for framstellning av foreningar med magsyrasekretionsinhiberande verkan |
SE416649B (sv) * | 1974-05-16 | 1981-01-26 | Haessle Ab | Forfarande for framstellning av foreningar som paverkar magsyrasekretionen |
JPS52125170A (en) * | 1976-04-12 | 1977-10-20 | Yoshitomi Pharmaceut Ind Ltd | Pyridine derivatives |
IT1092343B (it) * | 1978-02-02 | 1985-07-06 | Poli Ind Chimica Spa | Pirimidilsolfuri ad attivita' antisecretoria,processo per la loro preparazione e composizioni farmaceutiche che li contengono |
SE7804231L (sv) * | 1978-04-14 | 1979-10-15 | Haessle Ab | Magsyrasekretionsmedel |
GB2038825B (en) * | 1978-12-16 | 1983-02-09 | Wyeth John & Brother Ltd | Heterocyclic compounds substituted by heterocyclyl-alkyl-thio groups |
GB2069493B (en) * | 1980-02-20 | 1984-02-29 | Wyeth John & Brother Ltd | Pyridine derivatives |
CH644116A5 (de) * | 1980-08-21 | 1984-07-13 | Hoffmann La Roche | Imidazolderivate. |
IL66340A (en) * | 1981-08-13 | 1986-08-31 | Haessle Ab | Pharmaceutical compositions comprising pyridylmethyl-thiobenzimidazole derivatives,certain such novel derivatives and their preparation |
US4546113A (en) * | 1983-04-14 | 1985-10-08 | Pfizer Inc. | Antiprotozoal diamidines |
-
1982
- 1982-05-05 DE DE3216843A patent/DE3216843C2/de not_active Expired
-
1983
- 1983-03-16 AT AT83102598T patent/ATE32894T1/de active
- 1983-03-16 EP EP83102598A patent/EP0093252B1/de not_active Expired
- 1983-03-16 DE DE8383102598T patent/DE3375917D1/de not_active Expired
- 1983-03-18 ES ES520774A patent/ES520774A0/es active Granted
- 1983-03-21 AU AU12648/83A patent/AU565518B2/en not_active Ceased
- 1983-03-24 IL IL68228A patent/IL68228A/xx unknown
- 1983-03-24 KR KR1019830001178A patent/KR860001578B1/ko not_active IP Right Cessation
- 1983-03-25 DD DD83249188A patent/DD208801A5/de not_active IP Right Cessation
- 1983-03-29 ZA ZA832203A patent/ZA832203B/xx unknown
- 1983-04-21 YU YU00914/83A patent/YU91483A/xx unknown
- 1983-04-25 CA CA000426609A patent/CA1213279A/en not_active Expired
- 1983-04-27 DK DK188183A patent/DK160500C/da not_active IP Right Cessation
- 1983-04-27 HU HU831446A patent/HU189272B/hu not_active IP Right Cessation
- 1983-04-28 JP JP58076039A patent/JPS58203965A/ja active Pending
- 1983-04-28 IE IE976/83A patent/IE55263B1/en unknown
- 1983-04-28 PT PT76614A patent/PT76614B/pt not_active IP Right Cessation
- 1983-04-28 GR GR71260A patent/GR78961B/el unknown
- 1983-04-29 MX MX8310600U patent/MX7122E/es unknown
-
1987
- 1987-02-17 US US07/015,007 patent/US4866066A/en not_active Expired - Fee Related
- 1987-03-16 US US07/026,189 patent/US4810715A/en not_active Expired - Fee Related
Also Published As
Publication number | Publication date |
---|---|
ZA832203B (en) | 1983-12-28 |
ES8401755A1 (es) | 1984-01-01 |
AU1264883A (en) | 1983-11-10 |
PT76614B (de) | 1986-01-17 |
ATE32894T1 (de) | 1988-03-15 |
DK188183A (da) | 1983-11-06 |
MX7122E (es) | 1987-06-29 |
IE830976L (en) | 1983-11-05 |
DK160500B (da) | 1991-03-18 |
JPS58203965A (ja) | 1983-11-28 |
GR78961B (ko) | 1984-10-02 |
IL68228A0 (en) | 1983-06-15 |
DE3375917D1 (en) | 1988-04-14 |
PT76614A (de) | 1983-05-01 |
US4866066A (en) | 1989-09-12 |
US4810715A (en) | 1989-03-07 |
DE3216843A1 (de) | 1983-11-17 |
AU565518B2 (en) | 1987-09-17 |
CA1213279A (en) | 1986-10-28 |
EP0093252A2 (de) | 1983-11-09 |
DD208801A5 (de) | 1984-04-11 |
DE3216843C2 (de) | 1986-10-23 |
KR860001578B1 (ko) | 1986-10-10 |
YU91483A (en) | 1986-02-28 |
IL68228A (en) | 1987-12-20 |
DK188183D0 (da) | 1983-04-27 |
IE55263B1 (en) | 1990-07-18 |
EP0093252A3 (en) | 1984-08-22 |
EP0093252B1 (de) | 1988-03-09 |
ES520774A0 (es) | 1984-01-01 |
HU189272B (en) | 1986-06-30 |
DK160500C (da) | 1991-08-26 |
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