GB831071A - Analgesic compounds - Google Patents
Analgesic compoundsInfo
- Publication number
- GB831071A GB831071A GB1288756A GB1288756A GB831071A GB 831071 A GB831071 A GB 831071A GB 1288756 A GB1288756 A GB 1288756A GB 1288756 A GB1288756 A GB 1288756A GB 831071 A GB831071 A GB 831071A
- Authority
- GB
- United Kingdom
- Prior art keywords
- phenol
- ethyl
- meta
- carbamate
- 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
- 230000000202 analgesic effect Effects 0.000 title 1
- 150000001875 compounds Chemical class 0.000 title 1
- -1 alkali metal cyanate Chemical class 0.000 abstract 6
- OSDLLIBGSJNGJE-UHFFFAOYSA-N 4-chloro-3,5-dimethylphenol Chemical compound CC1=CC(O)=CC(C)=C1Cl OSDLLIBGSJNGJE-UHFFFAOYSA-N 0.000 abstract 5
- 150000002989 phenols Chemical class 0.000 abstract 4
- KXDHJXZQYSOELW-UHFFFAOYSA-M Carbamate Chemical compound NC([O-])=O KXDHJXZQYSOELW-UHFFFAOYSA-M 0.000 abstract 3
- LTRVUFFOMIUCPJ-UHFFFAOYSA-N 2-ethyl-5-methylphenol Chemical compound CCC1=CC=C(C)C=C1O LTRVUFFOMIUCPJ-UHFFFAOYSA-N 0.000 abstract 2
- XTCHLXABLZQNNN-UHFFFAOYSA-N 3-ethyl-5-methylphenol Chemical compound CCC1=CC(C)=CC(O)=C1 XTCHLXABLZQNNN-UHFFFAOYSA-N 0.000 abstract 2
- YQUQWHNMBPIWGK-UHFFFAOYSA-N 4-isopropylphenol Chemical compound CC(C)C1=CC=C(O)C=C1 YQUQWHNMBPIWGK-UHFFFAOYSA-N 0.000 abstract 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 abstract 2
- KXDHJXZQYSOELW-UHFFFAOYSA-N Carbamic acid Chemical group NC(O)=O KXDHJXZQYSOELW-UHFFFAOYSA-N 0.000 abstract 2
- 125000003545 alkoxy group Chemical group 0.000 abstract 2
- 125000000217 alkyl group Chemical group 0.000 abstract 2
- 125000004432 carbon atom Chemical group C* 0.000 abstract 2
- 239000007788 liquid Substances 0.000 abstract 2
- HQKMJHAJHXVSDF-UHFFFAOYSA-L magnesium stearate Chemical compound [Mg+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O HQKMJHAJHXVSDF-UHFFFAOYSA-L 0.000 abstract 2
- QWVGKYWNOKOFNN-UHFFFAOYSA-N o-cresol Chemical compound CC1=CC=CC=C1O QWVGKYWNOKOFNN-UHFFFAOYSA-N 0.000 abstract 2
- IWDCLRJOBJJRNH-UHFFFAOYSA-N p-cresol Chemical compound CC1=CC=C(O)C=C1 IWDCLRJOBJJRNH-UHFFFAOYSA-N 0.000 abstract 2
- NWVVVBRKAWDGAB-UHFFFAOYSA-N p-methoxyphenol Chemical compound COC1=CC=C(O)C=C1 NWVVVBRKAWDGAB-UHFFFAOYSA-N 0.000 abstract 2
- 239000007787 solid Substances 0.000 abstract 2
- 239000000126 substance Substances 0.000 abstract 2
- 125000001424 substituent group Chemical group 0.000 abstract 2
- VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 abstract 2
- LCHYEKKJCUJAKN-UHFFFAOYSA-N 2-propylphenol Chemical compound CCCC1=CC=CC=C1O LCHYEKKJCUJAKN-UHFFFAOYSA-N 0.000 abstract 1
- ASHGTJPOSUFTGB-UHFFFAOYSA-N 3-methoxyphenol Chemical compound COC1=CC=CC(O)=C1 ASHGTJPOSUFTGB-UHFFFAOYSA-N 0.000 abstract 1
- NDUMSJWWRWOBDX-UHFFFAOYSA-N 3-methyl-4-propylphenol Chemical compound CCCC1=CC=C(O)C=C1C NDUMSJWWRWOBDX-UHFFFAOYSA-N 0.000 abstract 1
- NGSJNQJPYFYNJV-UHFFFAOYSA-N 5-methyl-2-propylphenol Chemical compound CCCC1=CC=C(C)C=C1O NGSJNQJPYFYNJV-UHFFFAOYSA-N 0.000 abstract 1
- 235000003911 Arachis Nutrition 0.000 abstract 1
- 244000105624 Arachis hypogaea Species 0.000 abstract 1
- 229920000084 Gum arabic Polymers 0.000 abstract 1
- GUBGYTABKSRVRQ-QKKXKWKRSA-N Lactose Natural products OC[C@H]1O[C@@H](O[C@H]2[C@H](O)[C@@H](O)C(O)O[C@@H]2CO)[C@H](O)[C@@H](O)[C@H]1O GUBGYTABKSRVRQ-QKKXKWKRSA-N 0.000 abstract 1
- 239000005662 Paraffin oil Substances 0.000 abstract 1
- YGYAWVDWMABLBF-UHFFFAOYSA-N Phosgene Chemical compound ClC(Cl)=O YGYAWVDWMABLBF-UHFFFAOYSA-N 0.000 abstract 1
- 229920003171 Poly (ethylene oxide) Polymers 0.000 abstract 1
- 229920002472 Starch Polymers 0.000 abstract 1
- 235000010489 acacia gum Nutrition 0.000 abstract 1
- 239000000205 acacia gum Substances 0.000 abstract 1
- 239000003513 alkali Substances 0.000 abstract 1
- 229910052783 alkali metal Inorganic materials 0.000 abstract 1
- 229910021529 ammonia Inorganic materials 0.000 abstract 1
- 239000002775 capsule Substances 0.000 abstract 1
- 150000004657 carbamic acid derivatives Chemical class 0.000 abstract 1
- 150000004649 carbonic acid derivatives Chemical class 0.000 abstract 1
- 239000003518 caustics Substances 0.000 abstract 1
- 239000006185 dispersion Substances 0.000 abstract 1
- 150000002334 glycols Chemical class 0.000 abstract 1
- LHGVFZTZFXWLCP-UHFFFAOYSA-N guaiacol Chemical compound COC1=CC=CC=C1O LHGVFZTZFXWLCP-UHFFFAOYSA-N 0.000 abstract 1
- 229940102223 injectable solution Drugs 0.000 abstract 1
- 239000008101 lactose Substances 0.000 abstract 1
- RLSSMJSEOOYNOY-UHFFFAOYSA-N m-cresol Chemical compound CC1=CC=CC(O)=C1 RLSSMJSEOOYNOY-UHFFFAOYSA-N 0.000 abstract 1
- 235000019359 magnesium stearate Nutrition 0.000 abstract 1
- 229940100630 metacresol Drugs 0.000 abstract 1
- 239000002480 mineral oil Substances 0.000 abstract 1
- 231100000252 nontoxic Toxicity 0.000 abstract 1
- 230000003000 nontoxic effect Effects 0.000 abstract 1
- ZVCDLGYNFYZZOK-UHFFFAOYSA-M sodium cyanate Chemical compound [Na]OC#N ZVCDLGYNFYZZOK-UHFFFAOYSA-M 0.000 abstract 1
- 239000002904 solvent Substances 0.000 abstract 1
- 239000008107 starch Substances 0.000 abstract 1
- 235000019698 starch Nutrition 0.000 abstract 1
- 239000000454 talc Substances 0.000 abstract 1
- 229910052623 talc Inorganic materials 0.000 abstract 1
- 235000012222 talc Nutrition 0.000 abstract 1
- 230000001225 therapeutic effect Effects 0.000 abstract 1
- YNJBWRMUSHSURL-UHFFFAOYSA-N trichloroacetic acid Chemical compound OC(=O)C(Cl)(Cl)Cl YNJBWRMUSHSURL-UHFFFAOYSA-N 0.000 abstract 1
- 239000008158 vegetable oil Substances 0.000 abstract 1
- 235000013311 vegetables Nutrition 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C271/00—Derivatives of carbamic acids, i.e. compounds containing any of the groups, the nitrogen atom not being part of nitro or nitroso groups
- C07C271/06—Esters of carbamic acids
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Abstract
Carbonates of phenols which are substituted with alkyl or alkoxy groups containing from one to three carbon atoms are prepared by reacting the substituted phenol with an alkali metal cyanate, e.g. sodium cyanate, and trichloroacetic acid in a solvent, e.g. carbon tetrachloride or by reacting the substituted phenol with phosgene and caustic alkali followed by treatment with ammonia. Specified carbamates are those of meta-cresol having a melting-point of 135 DEG to 137 DEG C., o- and p-cresol, 2 : 3-, 3 : 4-, 2 : 4- and 2 : 5-dimethylphenol, 2 : 3 : 4-, 2 : 3 : 5-, 2 : 4 : 5- and 3 : 4 : 5 - trimethylphenol, 2 : 3 : 4 : 5 - tetramethylphenol, meta-ethyl- and meta-n-propylphenol, ortho-, meta- and para-methoxyphenol, ortho - alkyl - phenol, 2 - n propyl-phenol, 2 - n - propyl - 3 : 5 - dimethyl - phenol, 3 - methyl - 4 - ethyl - and 3 - methyl - 4 - n - propyl - phenol, 2 - ethyl - 5 - methyl - phenol, 2 - ethyl - 3 : 5 - dimethyl - phenol, 2 - ethyl - 4:5 - dimethyl - phenol, 3 - ethyl - 5 - methylphenol, 4 - ethyl - 2:5 - dimethyl - phenol, p-isopropyl - phenol, 2 - n - propyl - 5 - methyl - phenol and a - and b -naphthol. Specification 761,817 is referred to.ALSO:A therapeutic preparation contains a carbamate of a substituted phenol, the substituent or substituents being alkyl or alkoxy groups containing from one to three carbon atoms, admixed with a non-toxic, inert non-aqueous liquid or an inert solid substance. The carbamate, examples of which are listed, may be substituted in the meta position to the carbamate residue, and may have at least one free position ortho to the carbamate residue. The preparation, which may contain from 5 to 95% carbamate, may take the form of a tablet or capsule for oral administration, or an injectable solution or dispersion. Specified nonaqueous liquids are vegetable and mineral oils, e.g. arachis and paraffin oil, and polyoxyethylene glycols, and solid substances specified are starch, lactose, acacia gum, talc and magnesium stearate. Specification 761,817 is referred to.
Priority Applications (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB1288756A GB831071A (en) | 1956-04-26 | 1956-04-26 | Analgesic compounds |
| ES0235077A ES235077A1 (en) | 1956-04-26 | 1957-04-25 | Analgesic compounds |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB1288756A GB831071A (en) | 1956-04-26 | 1956-04-26 | Analgesic compounds |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB831071A true GB831071A (en) | 1960-03-23 |
Family
ID=10012958
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB1288756A Expired GB831071A (en) | 1956-04-26 | 1956-04-26 | Analgesic compounds |
Country Status (2)
| Country | Link |
|---|---|
| ES (1) | ES235077A1 (en) |
| GB (1) | GB831071A (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4056635A (en) | 1974-03-28 | 1977-11-01 | Imperial Chemical Industries Limited | 2,6-Diisopropylphenol as an anaesthetic agent |
| US4798846A (en) * | 1974-03-28 | 1989-01-17 | Imperial Chemical Industries Plc | Pharmaceutical compositions |
-
1956
- 1956-04-26 GB GB1288756A patent/GB831071A/en not_active Expired
-
1957
- 1957-04-25 ES ES0235077A patent/ES235077A1/en not_active Expired
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4056635A (en) | 1974-03-28 | 1977-11-01 | Imperial Chemical Industries Limited | 2,6-Diisopropylphenol as an anaesthetic agent |
| US4452817A (en) * | 1974-03-28 | 1984-06-05 | Imperial Chemical Industries Plc | Anaesthetic compositions containing 2,6-diisopropylphenol |
| US4798846A (en) * | 1974-03-28 | 1989-01-17 | Imperial Chemical Industries Plc | Pharmaceutical compositions |
Also Published As
| Publication number | Publication date |
|---|---|
| ES235077A1 (en) | 1957-11-16 |
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