PL442B1 - Method for producing a combination of diethylbarbituric acid. - Google Patents
Method for producing a combination of diethylbarbituric acid. Download PDFInfo
- Publication number
- PL442B1 PL442B1 PL442A PL44221A PL442B1 PL 442 B1 PL442 B1 PL 442B1 PL 442 A PL442 A PL 442A PL 44221 A PL44221 A PL 44221A PL 442 B1 PL442 B1 PL 442B1
- Authority
- PL
- Poland
- Prior art keywords
- producing
- combination
- diethylbarbituric acid
- dimethylpyrazolone
- phenyl
- Prior art date
Links
- FTOAOBMCPZCFFF-UHFFFAOYSA-N 5,5-diethylbarbituric acid Chemical compound CCC1(CC)C(=O)NC(=O)NC1=O FTOAOBMCPZCFFF-UHFFFAOYSA-N 0.000 title claims description 5
- 229960002319 barbital Drugs 0.000 title claims description 5
- 238000004519 manufacturing process Methods 0.000 title 1
- RMMXTBMQSGEXHJ-UHFFFAOYSA-N Aminophenazone Chemical compound O=C1C(N(C)C)=C(C)N(C)N1C1=CC=CC=C1 RMMXTBMQSGEXHJ-UHFFFAOYSA-N 0.000 claims description 5
- 238000000034 method Methods 0.000 claims description 3
- 238000002844 melting Methods 0.000 claims 1
- 230000008018 melting Effects 0.000 claims 1
- 150000001875 compounds Chemical class 0.000 description 8
- 150000003839 salts Chemical class 0.000 description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 150000007513 acids Chemical class 0.000 description 2
- 230000000202 analgesic effect Effects 0.000 description 2
- 230000000147 hypnotic effect Effects 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- RXXLWJKVDZLVHR-UHFFFAOYSA-N 4-benzyl-5-methylpyrazol-3-one Chemical class O=C1N=NC(C)=C1CC1=CC=CC=C1 RXXLWJKVDZLVHR-UHFFFAOYSA-N 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- 206010019233 Headaches Diseases 0.000 description 1
- 208000002193 Pain Diseases 0.000 description 1
- 239000000956 alloy Substances 0.000 description 1
- 229910045601 alloy Inorganic materials 0.000 description 1
- 150000001408 amides Chemical class 0.000 description 1
- 229940125717 barbiturate Drugs 0.000 description 1
- 231100000869 headache Toxicity 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- 239000000155 melt Substances 0.000 description 1
- 239000011707 mineral Substances 0.000 description 1
- 150000007524 organic acids Chemical class 0.000 description 1
- 235000005985 organic acids Nutrition 0.000 description 1
- 150000007530 organic bases Chemical class 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 229940124641 pain reliever Drugs 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 238000007711 solidification Methods 0.000 description 1
- 230000008023 solidification Effects 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
Description
Wedlug niniejszego wynalazku do¬ chodzi sie do nowego i swoistego pola¬ czenia z kwasu dwuetylobarbiturowego i dwumetyloamino-fenylo-dwumetylopy- razolonu, jezeli stopic ze soba te dwa skladniki.W tym celu stapia sie ze soba 462 cz. dwumetyloamino-fenylo-dwumetylo- pyrazolonu z 184 cz. kwasu dwuetylo¬ barbiturowego, przyczem temperatura nie powinna przekroczyc 110°. Przezro¬ czysty, zólty stop traktuje sie po zasty¬ gnieciu woda i oczyszcza. Powstaly zwia¬ zek topi sie przy 95° — 97° i jest rozpu¬ szczalny w goracej wodzie, alkoholu, ete¬ rze i innych rozpuszczalnikach organicz¬ nych. Analiza wykazala wzór C34H40O5N8.Obliczono, ze N stanowi 17,34 proc. Zna¬ leziono 17,34 proc. i 17,51 proc.Nowy zwiazek chemiczny ma znalezc zastosowanie jako srodek usmierzajacy ból, poniewaz wzmocniono w nim nie dzialanie nasenne, lecz analgetyczne. Jest to wazne, poniewaz dla celowego sto¬ sowania analgeticum, szczególnie dla usmierzenia bólu glowy, nalezy sie sta¬ rac, aby usmierzenie bólu bylo umozli¬ wione bez dzialania nasennego i aby w ten sposób nie naruszyc zdolnosci do pracy.- W nowym zwiazku nie ma sie do czynienia z zadna sola, np. w rodzaju znanych soli kwasów dwualkilobarbitu- rowych, wzgl. ar-alkilo-barbiturowych z zasadami organicznemi, wzgl. soli fe¬ ny lo-dwumetylopyrazolonu lub dwume- tylo-amino-fenylo-dwumetylopyrazolonu z kwasami organicznemi lub amidami kwasów. Te sole w zaden sposób nie róznia sie kolorem od substancji macie-rzystych, podczas gdy w przedlozonym wynalazku z bialych substancyj wyjscio¬ wych otrzymuje sie zwiazek, który jest zólty. Juz ta okolicznosc wskazuje, ze w zgloszonym sposobie zachodzi prze¬ miana czasteczkowa.Nowy zwiazek zachowuje sie wobec tego chemicznie równiez zupelnie ina¬ czej, jak wzmiankowane sole. Podczas gdy u tych ostatnich reakcja oddzielnych materjalów W3'jsciowych otrzymuje sie niezmieniona, nie zachodzi to z przyto¬ czonym zwiazkiem. Tak wiec dwumetylo- amino - fenylo - dwumetylopyrazolon daje przy umiarkowanem ogrzewaniu z woda utleniona i kwasem octowym charakte¬ rystyczne niebieskie zabarwienie, które nie wystepuje przy nowym zwiazku. O ile jednak nastapi rozszczepienie tego ostat¬ niego przez kwasy mineralne na goraco, wtedy zjawia sie reakcja na nowo.Zgloszony sposób prowadzi wiec nie¬ spodzianie do nowego zwiazku, o spe¬ cjalnym rodzaju, z nowemi wartosciowe- mi wlasnosciami. PLAccording to the present invention, a new and specific combination of diethylbarbituric acid and dimethylamino-phenyl-dimethylpyrazolone is achieved when the two components are melted together. For this purpose, 462 parts of the compound are melted together. dimethylamino-phenyl-dimethylpyrazolone with 184 parts of diethyl barbituric acid, but the temperature should not exceed 110 °. The clear yellow alloy is treated with water after solidification and cleaned. The resulting compound melts at 95 ° -97 ° and is soluble in hot water, alcohol, ether and other organic solvents. Analysis showed the formula C34H40O5N8. It was calculated that N is 17.34%. 17.34 percent were found. and 17.51 percent The new chemical compound is to be used as a pain reliever, because it strengthens its analgesic, not hypnotic effect. This is important because for the targeted use of the analgetic, especially for the control of headache, care must be taken so that pain can be measured without a hypnotic effect and thus not compromising the ability to work. there is no salt, for example of the type known to be of dialkyl carbitric acids or ar-alkyl-barbiturates with organic bases or salts of phenyl-dimethylpyrazolone or dimethyl-amino-phenyl-dimethylpyrazolone with organic acids or acid amides. These salts are in no way different in color from the parent substances, while in the present invention a compound which is yellow is obtained from the white starting materials. This circumstance already indicates that a molecular change takes place in the described method. The new compound therefore behaves chemically completely different than the salts mentioned. While in the latter the reaction of the separate raw materials is obtained unchanged, this does not occur with the compound referred to. Thus, dimethylamino-phenyl-dimethylpyrazolone gives, with moderate heating with hydrogen peroxide and acetic acid, a characteristic blue color which is not present with the new compound. However, as soon as the latter is split up by the mineral acids while hot, then the reaction is re-started. The requested method thus leads to the expectation of a new compound, of a special kind, with new valuable properties. PL
Claims (1)
Publications (1)
| Publication Number | Publication Date |
|---|---|
| PL442B1 true PL442B1 (en) | 1924-08-30 |
Family
ID=
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CN104086593B (en) | A kind of DOPO derivative, its preparation method and application | |
| JPH0225464A (en) | Bicyclic carboxamide, drug having erythrocyte coagulation or platelet coagulation inhibitory action containing said compound and intermediate product in production of said compound | |
| DE915605C (en) | Process for the preparation of dialkylaminobenzylidene dyes | |
| Greenwald | The chemistry of Jaffe's reaction for creatinine II. The effect of substitution in the creatinine molecule and a possible formula for the red tautomer1 | |
| CH543509A (en) | Aromatic ethers | |
| PL442B1 (en) | Method for producing a combination of diethylbarbituric acid. | |
| Kohler et al. | Delta ketonic nitriles and their relation to cyclic compounds. II | |
| Hanford et al. | Stereochemistry of Diphenyls. XLI. 1 The Effect of 4'-Substitution on the Rate of Racemization of 2-Nitro-6-carboxy-2'-methoxydiphenyl | |
| AU2013280925B2 (en) | Production of N-substituted sulfoximine pyridine N-oxides | |
| US2091571A (en) | Complex compounds of phenyl cinchoninic acid and method of making the same | |
| US657880A (en) | Compound of vinyldiaceton-alkamins and process of making same. | |
| US1478463A (en) | Tories | |
| JPS61165370A (en) | 3-phenylpyridine derivative | |
| CH619236A5 (en) | Process for the preparation of thienothiazine derivatives | |
| AT345843B (en) | PROCESS FOR THE PREPARATION OF NEW 4-HYDROXY-2H-NAPHTHO- (2,1-E) -1,2-THIAZINE-3-CARBOXAMIDE-1,1-DIOXIDE AND THE SALT THEREOF | |
| CH493523A (en) | (1) Bleaching of polymeric materials by incorporation of: where A is an aromatic residue of a larger aromatic system, e.g. a non-substituted benzene group, naph | |
| AT251596B (en) | Process for the preparation of new 5,6-dihydro-5-oxo-11H-pyrido [2,3-b] [1,5] benzodiazepines | |
| US2549600A (en) | Synthesis of 5-(2-thenoyl) pentanoic acid from thiophene, adipyl chloride and silica-alumina catalyst | |
| DE2462907C2 (en) | ||
| CH331062A (en) | Process for the production of new piperidines | |
| CH668068A5 (en) | METHOD FOR PRODUCING INDOLDER DERIVATIVES. | |
| AT64974B (en) | Process for the preparation of N-haloalkyl-CC-dialkylbarbituric acids. | |
| AT44961B (en) | Process for the preparation of p-Dialkylaminophenyl-2,4-dimethyl-3-oxymethyl-5-pyrazolone. | |
| Lange et al. | Quinazolines. III. The interaction of aniline with 2-chloro-4-alkoxyquinazolines and 2-chloro-4-ketodihydroquinazoline | |
| AT255410B (en) | Process for the preparation of 3-unsubstituted 2-oxo-tetrahydroimidazole derivatives |