GB1217847A - Carbamic acid esters and process for their manufacture - Google Patents
Carbamic acid esters and process for their manufactureInfo
- Publication number
- GB1217847A GB1217847A GB55219/67A GB5521967A GB1217847A GB 1217847 A GB1217847 A GB 1217847A GB 55219/67 A GB55219/67 A GB 55219/67A GB 5521967 A GB5521967 A GB 5521967A GB 1217847 A GB1217847 A GB 1217847A
- Authority
- GB
- United Kingdom
- Prior art keywords
- general formula
- carbamic acid
- atom
- quinolyl
- substituted
- 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
- 229940112021 centrally acting muscle relaxants carbamic acid ester Drugs 0.000 title 1
- 238000004519 manufacturing process Methods 0.000 title 1
- 238000000034 method Methods 0.000 title 1
- JOYRKODLDBILNP-UHFFFAOYSA-N urethane group Chemical group NC(=O)OCC JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 title 1
- 125000005843 halogen group Chemical group 0.000 abstract 3
- FLCPORVHXQFBHT-UHFFFAOYSA-N quinolin-8-yl carbamate Chemical class C1=CN=C2C(OC(=O)N)=CC=CC2=C1 FLCPORVHXQFBHT-UHFFFAOYSA-N 0.000 abstract 3
- 125000000217 alkyl group Chemical group 0.000 abstract 2
- 125000004432 carbon atom Chemical group C* 0.000 abstract 2
- 125000001183 hydrocarbyl group Chemical group 0.000 abstract 2
- 229910052757 nitrogen Inorganic materials 0.000 abstract 2
- 150000004325 8-hydroxyquinolines Chemical class 0.000 abstract 1
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical group [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 abstract 1
- KZBUYRJDOAKODT-UHFFFAOYSA-N Chlorine Chemical compound ClCl KZBUYRJDOAKODT-UHFFFAOYSA-N 0.000 abstract 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 1
- 239000004480 active ingredient Substances 0.000 abstract 1
- 125000004414 alkyl thio group Chemical group 0.000 abstract 1
- 230000029936 alkylation Effects 0.000 abstract 1
- 238000005804 alkylation reaction Methods 0.000 abstract 1
- 230000003569 amebicidal effect Effects 0.000 abstract 1
- -1 carbamoyl halide Chemical class 0.000 abstract 1
- 238000006243 chemical reaction Methods 0.000 abstract 1
- 229910052801 chlorine Inorganic materials 0.000 abstract 1
- 239000000460 chlorine Substances 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 229910052739 hydrogen Inorganic materials 0.000 abstract 1
- 239000001257 hydrogen Substances 0.000 abstract 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 1
- 239000012948 isocyanate Substances 0.000 abstract 1
- 150000002513 isocyanates Chemical class 0.000 abstract 1
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 abstract 1
- 125000004433 nitrogen atom Chemical class N* 0.000 abstract 1
- 239000008194 pharmaceutical composition Substances 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- 125000000858 thiocyanato group Chemical group *SC#N 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
- C07D215/24—Oxygen atoms attached in position 8
-
- 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
- C07D215/24—Oxygen atoms attached in position 8
- C07D215/26—Alcohols; Ethers thereof
- C07D215/32—Esters
- C07D215/34—Carbamates
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
1,217,847. Substituted carbamic acid 8- quinolyl esters. SCHERING A.G. 5 Dec., 1967 [5 Dec., 1966], No. 55219/66. Heading C2C. Novel substituted carbamic acid 8-quinolyl esters of the general formula wherein R 1 is a hydrogen atom or an alkyl group containing from 2 to 6 carbon atoms, R 2 is an unsubstituted hydrocarbon group or a hydrocarbon group substituted by one or more halogen atoms, nitro groups, thiocyanato groups, alkylthio groups or a group of the formula wherein R 1 , Y and Z have the above significance, Y is a hydrogen or halogen atom and Z is a chlorine or bromine atom, are prepared by reaction of an 8-hydroxy-quinoline derivative of the general formula or a salt thereof, with an isocyanate of the general formula R 2 NCO or with a carbamoyl halide of the general formula Hal-CO-NR 1 R 2 , wherein Hal is a halogen atom, and, if desired, in a resulting compound that is mono-substituted on the amide nitrogen atom, alkylation of this nitrogen atom with an alkyl group containing from 2 to 6 carbon atoms. Pharmaceutical compositions having amoebicidal activity comprise as active ingredient a substituted carbamic acid 8-quinolyl ester of the first general formula above in admixture or conjunction with a pharmaceutically suitable carrier.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DESC039914 | 1966-12-05 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1217847A true GB1217847A (en) | 1970-12-31 |
Family
ID=7435413
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB55219/67A Expired GB1217847A (en) | 1966-12-05 | 1967-12-05 | Carbamic acid esters and process for their manufacture |
Country Status (3)
| Country | Link |
|---|---|
| CH (1) | CH511852A (en) |
| FR (2) | FR1550499A (en) |
| GB (1) | GB1217847A (en) |
-
1967
- 1967-12-04 FR FR1550499D patent/FR1550499A/fr not_active Expired
- 1967-12-04 CH CH1699467A patent/CH511852A/en not_active IP Right Cessation
- 1967-12-05 GB GB55219/67A patent/GB1217847A/en not_active Expired
-
1968
- 1968-03-01 FR FR142016A patent/FR7364M/fr not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| CH511852A (en) | 1971-08-31 |
| FR7364M (en) | 1969-10-20 |
| FR1550499A (en) | 1968-12-20 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed [section 19, patents act 1949] | ||
| PLNP | Patent lapsed through nonpayment of renewal fees |