GB1218163A - Novel aminoketones - Google Patents
Novel aminoketonesInfo
- Publication number
- GB1218163A GB1218163A GB1181069A GB1181069A GB1218163A GB 1218163 A GB1218163 A GB 1218163A GB 1181069 A GB1181069 A GB 1181069A GB 1181069 A GB1181069 A GB 1181069A GB 1218163 A GB1218163 A GB 1218163A
- Authority
- GB
- United Kingdom
- Prior art keywords
- amino
- general formula
- dihalo
- alkyl
- 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
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical class NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 title 1
- RWRDLPDLKQPQOW-UHFFFAOYSA-N Pyrrolidine Chemical compound C1CCNC1 RWRDLPDLKQPQOW-UHFFFAOYSA-N 0.000 abstract 3
- 239000002253 acid Substances 0.000 abstract 3
- 150000003839 salts Chemical class 0.000 abstract 3
- 125000006273 (C1-C3) alkyl group Chemical group 0.000 abstract 2
- YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical compound C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 abstract 2
- GLUUGHFHXGJENI-UHFFFAOYSA-N Piperazine Chemical compound C1CNCCN1 GLUUGHFHXGJENI-UHFFFAOYSA-N 0.000 abstract 2
- NQRYJNQNLNOLGT-UHFFFAOYSA-N Piperidine Chemical compound C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 abstract 2
- -1 carbalkoxyalkyl Chemical group 0.000 abstract 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 2
- CHRAJVQLWOMYQI-SCZZXKLOSA-N (1s,5r)-5,8,8-trimethyl-3-azabicyclo[3.2.1]octane Chemical group C1NC[C@H]2CC[C@]1(C)C2(C)C CHRAJVQLWOMYQI-SCZZXKLOSA-N 0.000 abstract 1
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical group [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 abstract 1
- 101100294102 Caenorhabditis elegans nhr-2 gene Proteins 0.000 abstract 1
- KZBUYRJDOAKODT-UHFFFAOYSA-N Chlorine Chemical compound ClCl KZBUYRJDOAKODT-UHFFFAOYSA-N 0.000 abstract 1
- 239000004480 active ingredient Substances 0.000 abstract 1
- 125000005073 adamantyl group Chemical group C12(CC3CC(CC(C1)C3)C2)* 0.000 abstract 1
- 125000003342 alkenyl group Chemical group 0.000 abstract 1
- 125000004183 alkoxy alkyl group Chemical group 0.000 abstract 1
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- 150000001412 amines Chemical class 0.000 abstract 1
- 230000000202 analgesic effect Effects 0.000 abstract 1
- 230000000954 anitussive effect Effects 0.000 abstract 1
- 230000002082 anti-convulsion Effects 0.000 abstract 1
- ZSIQJIWKELUFRJ-UHFFFAOYSA-N azepane Chemical compound C1CCCNCC1 ZSIQJIWKELUFRJ-UHFFFAOYSA-N 0.000 abstract 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 abstract 1
- 229910052801 chlorine Inorganic materials 0.000 abstract 1
- 239000000460 chlorine Substances 0.000 abstract 1
- 125000004966 cyanoalkyl group Chemical group 0.000 abstract 1
- 125000000753 cycloalkyl group Chemical group 0.000 abstract 1
- 125000004985 dialkyl amino alkyl group Chemical group 0.000 abstract 1
- 125000005982 diphenylmethyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])(*)C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 abstract 1
- 239000003937 drug carrier Substances 0.000 abstract 1
- 125000005843 halogen group Chemical group 0.000 abstract 1
- 125000002768 hydroxyalkyl group Chemical group 0.000 abstract 1
- 229910052500 inorganic mineral Inorganic materials 0.000 abstract 1
- 239000011707 mineral Substances 0.000 abstract 1
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 abstract 1
- 229910052757 nitrogen Inorganic materials 0.000 abstract 1
- 125000004433 nitrogen atom Chemical group N* 0.000 abstract 1
- 239000008194 pharmaceutical composition Substances 0.000 abstract 1
- 239000000546 pharmaceutical excipient Substances 0.000 abstract 1
- 239000000932 sedative agent Substances 0.000 abstract 1
- 230000001624 sedative effect Effects 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C255/00—Carboxylic acid nitriles
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
1,218,163. 4 - Amino - 3,5 - dihalo - #- amino - propiophenones. DR. KARL THOMAE G.m.b.H. 5 March, 1969, No. 11810/69. Heading C2C. Novel 4 - amino - 3,5 - dihalo - # - aminopropiophenones of the general formula wherein each Hal is a chlorine or bromine atom; R 1 is a hydrogen atom or a C 1-3 alkyl group; and R 2 and R 3 are each a hydrogen atom or an alkyl, alkenyl, hydroxyalkyl, alkoxyalkyl, cyanoalkyl, dialkylaminoalkyl, carbalkoxyalkyl, cycloalkyl, phenyl, benzyl or adamantyl group; or R 2 and R 3 , together with the adjacent nitrogen atom, form a pyrrolidine, piperidine, hexamethyleneimine, piperazine, morpholine or camphidine ring system which may be substituted by a C 1-3 alkyl, diphenylmethyl or phenyl group which may in turn be substituted by a halogen atom or a methyl methoxy or nitro group; and physiologically acceptable acid addition salts thereof are prepared by reaction of a 4 - amino - 3,5 - dihaloacetophenone of the general formula with fromaldehyde and an amine of the general formula NHR 2 R 3 or a mineral acid salt thereof, followed optionally by salification of the product. Pharmaceutical compositions having analgesic, sedative, anti-convulsive and anti-tussive activity comprise, as active ingredient, a 4 - amino- 3,5 - dihalo - # - amino - propiophenone of the first general formula above or a physiologically acceptable acid addition salt thereof, in association with a pharmaceutical carrier or excipient, and may be administered orally, parenterally or rectally.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB1181069A GB1218163A (en) | 1969-03-05 | 1969-03-05 | Novel aminoketones |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB1181069A GB1218163A (en) | 1969-03-05 | 1969-03-05 | Novel aminoketones |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1218163A true GB1218163A (en) | 1971-01-06 |
Family
ID=9993114
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB1181069A Expired GB1218163A (en) | 1969-03-05 | 1969-03-05 | Novel aminoketones |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB1218163A (en) |
-
1969
- 1969-03-05 GB GB1181069A patent/GB1218163A/en not_active Expired
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