GB1233938A - - Google Patents
Info
- Publication number
- GB1233938A GB1233938A GB1233938DA GB1233938A GB 1233938 A GB1233938 A GB 1233938A GB 1233938D A GB1233938D A GB 1233938DA GB 1233938 A GB1233938 A GB 1233938A
- Authority
- GB
- United Kingdom
- Prior art keywords
- allyl
- compounds
- mercaptoquinoline
- quinoline
- mercapto group
- 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.)
- Expired
Links
- SMWDFEZZVXVKRB-UHFFFAOYSA-N Quinoline Chemical compound N1=CC=CC2=CC=CC=C21 SMWDFEZZVXVKRB-UHFFFAOYSA-N 0.000 abstract 4
- 150000001875 compounds Chemical class 0.000 abstract 3
- 230000000694 effects Effects 0.000 abstract 2
- 238000007363 ring formation reaction Methods 0.000 abstract 2
- 125000003396 thiol group Chemical group [H]S* 0.000 abstract 2
- UMGDCJDMYOKAJW-UHFFFAOYSA-N thiourea Chemical compound NC(N)=S UMGDCJDMYOKAJW-UHFFFAOYSA-N 0.000 abstract 2
- WUDTTZKUHIULJE-UHFFFAOYSA-N 2,3-dihydrothieno[3,2-c]quinoline Chemical class S1CCC=2C=NC=3C=CC=CC3C21 WUDTTZKUHIULJE-UHFFFAOYSA-N 0.000 abstract 1
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Natural products NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 125000003545 alkoxy group Chemical group 0.000 abstract 1
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- 230000000202 analgesic effect Effects 0.000 abstract 1
- 230000003110 anti-inflammatory effect Effects 0.000 abstract 1
- 230000001754 anti-pyretic effect Effects 0.000 abstract 1
- 239000002221 antipyretic Substances 0.000 abstract 1
- 239000006227 byproduct Substances 0.000 abstract 1
- 239000003795 chemical substances by application Substances 0.000 abstract 1
- 229910052736 halogen Inorganic materials 0.000 abstract 1
- 125000001475 halogen functional group Chemical group 0.000 abstract 1
- 125000005843 halogen group Chemical group 0.000 abstract 1
- 238000010438 heat treatment Methods 0.000 abstract 1
- 125000004356 hydroxy functional group Chemical group O* 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- 231100000252 nontoxic Toxicity 0.000 abstract 1
- 230000003000 nontoxic effect Effects 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- 230000001225 therapeutic effect Effects 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D215/00—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems
- C07D215/02—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom
- C07D215/16—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms 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
- C07D215/20—Oxygen atoms
- C07D215/22—Oxygen atoms attached in position 2 or 4
- C07D215/233—Oxygen atoms attached in position 2 or 4 only one oxygen atom which is attached in position 4
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D215/00—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems
- C07D215/02—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom
- C07D215/16—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms 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
- C07D215/18—Halogen atoms or nitro radicals
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D215/00—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems
- C07D215/02—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom
- C07D215/16—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms 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
- C07D215/36—Sulfur atoms
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
- Quinoline Compounds (AREA)
Abstract
1,233,938. Substituted 2,3 - dihydrothieno- [3,2-c]quinolines. SHIONOGI & CO., Ltd. 27 Aug., 1968 [9 May, 1968], No. 40967/68. Heading C2C. The invention comprises compounds of formula wherein R<SP>1</SP> is C 1-5 alkyl (R<SP>2</SP> = H) or Me (R<SP>2</SP> = Me), and X is halogen or C 1-5 alkoxy. These compounds are prepared by heating the corresponding (a) 4 - (1 - R - allyl)quinoline or 3 - (3- R - allyl) - 4 - mercaptoquinoline to effect cyclization, or (b) 3 - (3 - R - allyl) - 4 - halo(or hydroxy)quinoline or 3 - (3 - R - 2 - halopropyl)- 4 - haloquinoline in presence of a mercapto group introducing agent, to introduce a mercapto group and effect cyclization. 3 - Allyl - 6 - chloro - 4 - mercaptoquinoline is formed as a by-product from 3 - allyl - 4,6- dichloroquinoline and thiourea. Therapeutic compositions comprise compounds of the above formula or their non-toxic pharmaceutically acceptable acid addition salts, which are antipyretic, analgesic and anti-inflammatory. Oral administration is preferred.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP3114568 | 1968-05-09 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1233938A true GB1233938A (en) | 1971-06-03 |
Family
ID=12323256
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB1233938D Expired GB1233938A (en) | 1968-05-09 | 1968-08-27 |
Country Status (8)
| Country | Link |
|---|---|
| BE (1) | BE719767A (en) |
| DE (1) | DE1795150C3 (en) |
| DK (1) | DK123301B (en) |
| FR (1) | FR8201M (en) |
| GB (1) | GB1233938A (en) |
| NL (1) | NL6811750A (en) |
| NO (1) | NO125978B (en) |
| SE (1) | SE333145B (en) |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0326330A2 (en) * | 1988-01-29 | 1989-08-02 | DowElanco | Quinoline, quinazoline, and cinnoline fungicides |
| US5114939A (en) * | 1988-01-29 | 1992-05-19 | Dowelanco | Substituted quinolines and cinnolines as fungicides |
| US5296484A (en) * | 1988-01-29 | 1994-03-22 | Dowelanco | Quinoline derivatives |
| CN1034204C (en) * | 1988-01-29 | 1997-03-12 | 伊莱利利公司 | Substituted quinolines and cinnolines |
-
1968
- 1968-07-31 DK DK368568A patent/DK123301B/en unknown
- 1968-08-12 SE SE1083268A patent/SE333145B/en unknown
- 1968-08-16 NL NL6811750A patent/NL6811750A/xx unknown
- 1968-08-16 DE DE19681795150 patent/DE1795150C3/en not_active Expired
- 1968-08-21 BE BE719767D patent/BE719767A/xx unknown
- 1968-08-27 GB GB1233938D patent/GB1233938A/en not_active Expired
- 1968-09-16 NO NO365268A patent/NO125978B/no unknown
- 1968-10-31 FR FR172291A patent/FR8201M/fr not_active Expired
Cited By (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0326330A2 (en) * | 1988-01-29 | 1989-08-02 | DowElanco | Quinoline, quinazoline, and cinnoline fungicides |
| EP0326330A3 (en) * | 1988-01-29 | 1990-08-22 | DowElanco | Quinoline, quinazoline, and cinnoline fungicides |
| US5114939A (en) * | 1988-01-29 | 1992-05-19 | Dowelanco | Substituted quinolines and cinnolines as fungicides |
| AU626279B2 (en) * | 1988-01-29 | 1992-07-30 | Dow Agrosciences Llc | Quinoline, quinazoline, and cinnoline fungicides |
| US5145843A (en) * | 1988-01-29 | 1992-09-08 | Dowelanco | Quinoline and cinnoline fungicides |
| US5296484A (en) * | 1988-01-29 | 1994-03-22 | Dowelanco | Quinoline derivatives |
| CN1034204C (en) * | 1988-01-29 | 1997-03-12 | 伊莱利利公司 | Substituted quinolines and cinnolines |
Also Published As
| Publication number | Publication date |
|---|---|
| FR8201M (en) | 1970-09-14 |
| DE1795150C3 (en) | 1974-01-24 |
| NO125978B (en) | 1972-12-04 |
| NL6811750A (en) | 1969-11-11 |
| DE1795150A1 (en) | 1972-03-09 |
| BE719767A (en) | 1969-02-03 |
| DK123301B (en) | 1972-06-05 |
| DE1795150B2 (en) | 1973-06-07 |
| SE333145B (en) | 1971-03-08 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| GB1381979A (en) | Amino derivatives of quinoline quinoxaline and quinazoline | |
| SE8204237L (en) | CARBOSTYRIC ASSOCIATIONS, COMPOSITIONS CONTAINING THESE AND THE PROCEDURES FOR PREPARING THEREOF | |
| SE8102220L (en) | USE OF SUBSTITUTED DERIVATIVES OF 4-PHENYL-4-OXO-2-BUTENIC ACID AS A MEDICINE | |
| GB1290818A (en) | ||
| GB1233938A (en) | ||
| ES475533A1 (en) | Novel propione amide derivative and its manufacture | |
| GB1457484A (en) | Acylamidocephalosporins | |
| DE2963010D1 (en) | 3-chloro-6-hydroxy-5-methylbenzoic acid derivatives, corresponding pharmaceutical preparations, growth promoting compositions, the use of the compounds for promoting growth in certain animals and their manufacture | |
| GB1474296A (en) | 4-aminoquinoline derivatives | |
| GB1169945A (en) | Pharmaceutical Compositions containing Diphenylalkyl-amine Derivatives | |
| GB1500962A (en) | Furo(2,3-d)pyrimidine derivatives | |
| GB1170680A (en) | Novel Pyridine Derivatives | |
| GB1229509A (en) | ||
| SE8001981L (en) | COMPOSITIONS FOR TREATMENT OF GLAUCOM | |
| GB1325280A (en) | 3-substituted-as-triazino-5,6-c-quinolines | |
| GB1265744A (en) | ||
| HUT36818A (en) | Process for perparing new flavene and thioflavene derivatives further pharmaceutical compositions containing thereof | |
| IL61769A0 (en) | 2-phenylamino-imidazolines-(2),their preparation and pharmaceutical compositions containing them | |
| GB1187071A (en) | N-Amino-Substituted 4-Anilino-Pyridines | |
| GB1259400A (en) | ||
| GB1228080A (en) | ||
| GB1469200A (en) | 3-thiomethyl-2-2-dialkylamino-ethyl-indoles | |
| GB1492236A (en) | Di-hydroethanoanthracene derivatives | |
| GB1152103A (en) | 2-Lower Alkyl-2,3-Dihydrothieno[3,2-c]Quinolines | |
| GB1510765A (en) | Piperidine derivatives of indole |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed | ||
| PLNP | Patent lapsed through nonpayment of renewal fees |