DE202169C - - Google Patents
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- Publication number
- DE202169C DE202169C DENDAT202169D DE202169DA DE202169C DE 202169 C DE202169 C DE 202169C DE NDAT202169 D DENDAT202169 D DE NDAT202169D DE 202169D A DE202169D A DE 202169DA DE 202169 C DE202169 C DE 202169C
- Authority
- DE
- Germany
- Prior art keywords
- hydrochloric acid
- dioxyphenylethanolmethylamine
- absolute alcohol
- alcoholic
- soluble
- 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.)
- Active
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- VEXZGXHMUGYJMC-UHFFFAOYSA-N HCl Chemical class Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims description 12
- 230000001476 alcoholic Effects 0.000 claims description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 4
- UCTWMZQNUQWSLP-VIFPVBQESA-N Epinephrine Chemical compound CNC[C@H](O)C1=CC=C(O)C(O)=C1 UCTWMZQNUQWSLP-VIFPVBQESA-N 0.000 description 3
- RTZKZFJDLAIYFH-UHFFFAOYSA-N diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- 150000003839 salts Chemical class 0.000 description 2
- 239000011780 sodium chloride Substances 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- 229940102884 Adrenalin Drugs 0.000 description 1
- 229960005139 epinephrine Drugs 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 239000000155 melt Substances 0.000 description 1
- 230000001264 neutralization Effects 0.000 description 1
- 230000002335 preservative Effects 0.000 description 1
- 239000003755 preservative agent Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 230000001225 therapeutic Effects 0.000 description 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Description
KAISERLICHESIMPERIAL
PATENTAMT.PATENT OFFICE.
Alle Versuche, kristallisierte Salze des als »Suprarenin« oder »Adrenalin« im Handel befindlichen o-Dioxyphenyläthanolmethylamin .zu gewinnen, waren seither erfolglos (vgl. u. a. 5 J. Takamine, Chemisches Centralblatt 1901, II, S. 1354). Die Base selbst ist unlöslich; sie wurde daher in salzsaurer Lösung in Handel gebracht. Diese Lösung hatte indes den Nach-' teil, daß sie schlecht haltbar war und nur unter Zusatz von Konservierungsmitteln verwendet werden konnte. Ein vollkommen luftbeständiges, kristallisierendes, in Wasser leicht und neutral lösliches Salz des o-Dioxyphenyläthanolmethylamins wäre therapeutisch von bedeutendem Wert.All attempts to find crystallized salts of what is commercially available as "Suprarenin" or "Adrenalin" o-Dioxyphenylethanolmethylamine. to win have since then been unsuccessful (cf. 5 J. Takamine, Chemisches Centralblatt 1901, II, p. 1354). The base itself is insoluble; it was therefore marketed in a hydrochloric acid solution. This solution, however, had the disadvantage ' part of the fact that it was poorly preserved and only used with the addition of preservatives could be. A completely air-resistant, crystallizing one, easily in water and neutrally soluble salt of o-dioxyphenylethanolmethylamine would be of significant therapeutic value.
Es wurde nun gefunden, daß man das salzsaure Salz der Base in schönen Kristallen und in guter Ausbeute erhält, wenn man synthetisch dargestelltes o-Dioxyphenyläthanolmethylamin (vgl. Patent 157300, Kl. 12 q, Beispiel 1) mit alkoholischer Salzsäure behandelt. It has now been found that the hydrochloric acid salt of the base can be converted into beautiful crystals and obtained in good yield if synthetically prepared o-dioxyphenylethanolmethylamine is used (cf. Patent 157300, class 12 q, example 1) treated with alcoholic hydrochloric acid.
Beispiel: iMolekül synthetisch dargestelltes o-Dioxyphenyläthanolmethylamin wird mit etwas absolutem Alkohol durchfeuchtet und in der theoretisch nötigen Menge alkoholischer Salzsäure gelöst. Nach einiger Zeit, namentlich nach häufigem Rühren mit dem Glasstab kristallisiert die Flüssigkeit. Die Kristalle werden abgesaugt, mit absolutem Alkohol und Äther gewaschen und aus Alkohol umkristallisiert.Example: i molecule of synthetically produced o-dioxyphenylethanolmethylamine is moistened with a little absolute alcohol and dissolved in the theoretically necessary amount of alcoholic hydrochloric acid. After a while, namely after frequent stirring with the glass rod, the liquid crystallizes. The crystals are filtered off with suction, washed with absolute alcohol and ether and recrystallized from alcohol.
Das auf diese Weise erhaltene salzsaure o-Dioxyphenyläthanolmethylamin ist farblos, leicht und mit neutraler Reaktion in Wasser löslich, schwer löslich in absolutem Alkohol. Es schmilzt bei 1570.The hydrochloric acid o-dioxyphenylethanolmethylamine obtained in this way is colorless, easily and with a neutral reaction soluble in water, sparingly soluble in absolute alcohol. It melts at 157 0 .
3535
Claims (1)
Publications (1)
Publication Number | Publication Date |
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DE202169C true DE202169C (en) |
Family
ID=464673
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
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DENDAT202169D Active DE202169C (en) |
Country Status (1)
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DE (1) | DE202169C (en) |
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