CH285030A - Process for the manufacture of a new pain reliever drug. - Google Patents
Process for the manufacture of a new pain reliever drug.Info
- Publication number
- CH285030A CH285030A CH285030DA CH285030A CH 285030 A CH285030 A CH 285030A CH 285030D A CH285030D A CH 285030DA CH 285030 A CH285030 A CH 285030A
- Authority
- CH
- Switzerland
- Prior art keywords
- methyl
- manufacture
- pain reliever
- phenyl
- new pain
- Prior art date
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D231/00—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings
- C07D231/02—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings
- C07D231/10—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D231/14—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members 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
- C07D231/18—One oxygen or sulfur atom
- C07D231/20—One oxygen atom attached in position 3 or 5
- C07D231/22—One oxygen atom attached in position 3 or 5 with aryl radicals attached to ring nitrogen atoms
- C07D231/26—1-Phenyl-3-methyl-5- pyrazolones, unsubstituted or substituted on the phenyl ring
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Medicinal Preparation (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Description
Verfahren zur Herstellung eines neuen schmerzstillenden Arzneimittels. Gegenstand des vorliegenden Patentes ist ein Verfahren zur Herstellung eines neuen schmerzstillenden Arzneimittels, nämlich des 3- [N (ari#iethyl-ss-phenyl) - äthyl - aminomethyl] - 4-isopropy l-norant.ipyrins, das dadurch ge kennzeichnet ist, dass man l-Phenyl-2-methyl- 3-halogen-methyl-4-isopropyl-5-pyrazolon mit a-Methyl-ss-phenyl-äthylamin umsetzt.
Die Reaktion kann in An- oder Abwesen heit von Lösungsmitteln erfolgen. Das Pro dukt soll als Arzneimittel Verwendung fin den. 1)ie Reaktion verläuft. wie folgt
EMI0001.0013
<I>Beispiel:</I> 25 Teile 1-Phenyl-2-methyl-3-brommethyl- 4-isopropy1-5-pyrazolon werden in 50 Teilen Benzol gelöst. Es werden 22 Teile a-Methyl-ss- phenyl-äthylamin zugegeben. Die Lösung wird während etwa 15 Minuten unter Rückfluss ge kocht, dann wird das Benzol abdestilliert und der Rückstand mit Wasser verrieben.
Das Pyrazolon wird fest und kann nach dem Trocknen aus Petroläther umkristallisiert wer den; es kristallisiert in feinen weissen Nadeln vom Smp. 65 bis 66 C. Es ist in Wasser un löslich und in den meisten organischen Lö sungsmitteln löslich. Der Smp. seines sauren nxalates ist 207 bis 208 C u. Zers.
Process for the manufacture of a new pain reliever drug. The subject of the present patent is a process for the production of a new pain reliever drug, namely 3- [N (ari # iethyl-ss-phenyl) - ethyl - aminomethyl] - 4-isopropyl-norant.ipyrins, which is characterized by that 1-phenyl-2-methyl-3-halo-methyl-4-isopropyl-5-pyrazolone is reacted with a-methyl-ss-phenyl-ethylamine.
The reaction can take place in the presence or absence of solvents. The product is intended to be used as a medicinal product. 1) the reaction proceeds. as follows
EMI0001.0013
<I> Example: </I> 25 parts of 1-phenyl-2-methyl-3-bromomethyl-4-isopropy1-5-pyrazolone are dissolved in 50 parts of benzene. 22 parts of a-methyl-ss-phenyl-ethylamine are added. The solution is refluxed for about 15 minutes, then the benzene is distilled off and the residue is triturated with water.
The pyrazolone becomes solid and can be recrystallized from petroleum ether after drying; it crystallizes in fine white needles with a melting point of 65 to 66 C. It is insoluble in water and soluble in most organic solvents. The m.p. of its acidic nxalates is 207 to 208 C u. Decomp.
Claims (1)
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CH285030T | 1948-10-08 | ||
CH275620T | 1948-10-08 |
Publications (1)
Publication Number | Publication Date |
---|---|
CH285030A true CH285030A (en) | 1952-08-15 |
Family
ID=25731636
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CH285030D CH285030A (en) | 1948-10-08 | 1948-10-08 | Process for the manufacture of a new pain reliever drug. |
Country Status (1)
Country | Link |
---|---|
CH (1) | CH285030A (en) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR2472565A1 (en) * | 1979-11-09 | 1981-07-03 | Toho Pharma Co Ltd | N - ((ISOPROPYL-4-METHYL-2-PHENYL-1-PYRAZOLONE-5-YL-3) METHYL) ACETOXY-2-BENZAMIDE, PROCESS FOR PREPARING THE SAME, AND MEDICAMENTS CONTAINING THE SAME |
-
1948
- 1948-10-08 CH CH285030D patent/CH285030A/en unknown
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR2472565A1 (en) * | 1979-11-09 | 1981-07-03 | Toho Pharma Co Ltd | N - ((ISOPROPYL-4-METHYL-2-PHENYL-1-PYRAZOLONE-5-YL-3) METHYL) ACETOXY-2-BENZAMIDE, PROCESS FOR PREPARING THE SAME, AND MEDICAMENTS CONTAINING THE SAME |
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