AT59699B - Process for the preparation of therapeutically valuable double salts from morphine and narcotine. - Google Patents
Process for the preparation of therapeutically valuable double salts from morphine and narcotine.Info
- Publication number
- AT59699B AT59699B AT59699DA AT59699B AT 59699 B AT59699 B AT 59699B AT 59699D A AT59699D A AT 59699DA AT 59699 B AT59699 B AT 59699B
- Authority
- AT
- Austria
- Prior art keywords
- morphine
- narcotine
- preparation
- therapeutically valuable
- double salts
- Prior art date
Links
- BQJCRHHNABKAKU-KBQPJGBKSA-N morphine Chemical compound O([C@H]1[C@H](C=C[C@H]23)O)C4=C5[C@@]12CCN(C)[C@@H]3CC5=CC=C4O BQJCRHHNABKAKU-KBQPJGBKSA-N 0.000 title description 10
- AKNNEGZIBPJZJG-MSOLQXFVSA-N (-)-noscapine Chemical compound CN1CCC2=CC=3OCOC=3C(OC)=C2[C@@H]1[C@@H]1C2=CC=C(OC)C(OC)=C2C(=O)O1 AKNNEGZIBPJZJG-MSOLQXFVSA-N 0.000 title description 5
- AKNNEGZIBPJZJG-UHFFFAOYSA-N alpha-noscapine Natural products CN1CCC2=CC=3OCOC=3C(OC)=C2C1C1C2=CC=C(OC)C(OC)=C2C(=O)O1 AKNNEGZIBPJZJG-UHFFFAOYSA-N 0.000 title description 5
- 229960005181 morphine Drugs 0.000 title description 5
- PLPRGLOFPNJOTN-UHFFFAOYSA-N narcotine Natural products COc1ccc2C(OC(=O)c2c1OC)C3Cc4c(CN3C)cc5OCOc5c4OC PLPRGLOFPNJOTN-UHFFFAOYSA-N 0.000 title description 5
- 150000003839 salts Chemical class 0.000 title description 5
- -1 alkali metal salts Chemical class 0.000 claims description 2
- 229910052783 alkali metal Inorganic materials 0.000 claims 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 9
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 5
- 239000000243 solution Substances 0.000 description 4
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- TZCXTZWJZNENPQ-UHFFFAOYSA-L barium sulfate Chemical compound [Ba+2].[O-]S([O-])(=O)=O TZCXTZWJZNENPQ-UHFFFAOYSA-L 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- JXBUOZMYKQDZFY-UHFFFAOYSA-N 4-hydroxybenzene-1,3-disulfonic acid Chemical compound OC1=CC=C(S(O)(=O)=O)C=C1S(O)(=O)=O JXBUOZMYKQDZFY-UHFFFAOYSA-N 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 229960004715 morphine sulfate Drugs 0.000 description 1
- GRVOTVYEFDAHCL-RTSZDRIGSA-N morphine sulfate pentahydrate Chemical compound O.O.O.O.O.OS(O)(=O)=O.O([C@H]1[C@H](C=C[C@H]23)O)C4=C5[C@@]12CCN(C)[C@@H]3CC5=CC=C4O.O([C@H]1[C@H](C=C[C@H]23)O)C4=C5[C@@]12CCN(C)[C@@H]3CC5=CC=C4O GRVOTVYEFDAHCL-RTSZDRIGSA-N 0.000 description 1
- 150000003467 sulfuric acid derivatives Chemical class 0.000 description 1
Landscapes
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Description
<Desc/Clms Page number 1>
EMI1.1
EMI1.2
EMI1.3
EMI1.4
EMI1.5
EMI1.6
<Desc/Clms Page number 2>
Beispiel 3. Phenoldisulfosaures Morphin-Narkotin@
EMI2.1
4'69 Teile phenoldisulfosaures Barium werden in 100 Teilen Wasser gelöst und mit einer wässerigen Lösung von '79 TeilenMorphinsulfat und 4'98 Teilen Narkotinsulfat versetzt. Man erwärmt einige Zeit auf dem Wasserbad, filtriert vom Bariumsulfat ab und dampft die Lösung im Vakuum ein. Das so erhaltene Salz ist schwer löslich in kaltem Wasser, leicht löslich in Alkohol und heissem Wasser.
Beispiel 4. Morphin-Dinarkotin-Salizylodisulfonat :
EMI2.2
3@7 Teile Salizyldisulfosäure (Gazz. chim. ital. 18 [1888], Seite 347) werden in 50 Teilen 50 /igom Alkohol gelöst, der heissen Lösung nacheinander 3@03 Teile Morphin (1 Molekül) und 8@26 Teile Narkotin (2 Moleküle) zugefüge und hierauf im Vakuum eingedampft.
Das so erhaltene Salz ist schwer löslich in heissem und kaltem Wasser, leicht löslich in Alkohol.
EMI2.3
EMI2.4
EMI2.5
werden wie im vorhergehenden Beispiel zur Lösung gebracht und die filtrierte Lösung im Vakuum eingedampft. Das Salz ist in kaltem Wasser schwer löslich, leicht löslich in Alkohol und heissem Wasser.
EMI2.6
EMI2.7
6@0 Torle Morphin und 82 Teile Narkotin werden m 40 Teilen Normalschwefelsäm'f gelöst und im Vakuum eingeengt. Das Salz ist leicht löslich in Wasser und verdünnten Alkohol und unterscheidet sich hinsichtlich des Schmelzpunktes und der Löslichkeit, z. B in Wasser, wesentlich von einem blossen Gemisch der einzelnen Sulfate im molekularen Verhältnis.
<Desc / Clms Page number 1>
EMI1.1
EMI1.2
EMI1.3
EMI1.4
EMI1.5
EMI1.6
<Desc / Clms Page number 2>
Example 3. Phenol disulfonic acid morphine narcotine
EMI2.1
4,69 parts of barium phenol disulfate are dissolved in 100 parts of water and mixed with an aqueous solution of 79 parts of morphine sulfate and 4,98 parts of narcotine sulfate. The mixture is warmed for some time on the water bath, the barium sulfate is filtered off and the solution is evaporated in vacuo. The salt thus obtained is sparingly soluble in cold water, easily soluble in alcohol and hot water.
Example 4. Morphine Dinarkotine Salicylodisulfonate:
EMI2.2
3 @ 7 parts of salicyldisulfonic acid (Gazz. Chim. Ital. 18 [1888], page 347) are dissolved in 50 parts of 50 / igom alcohol, the hot solution successively 3 @ 03 parts of morphine (1 molecule) and 8 @ 26 parts of narcotine ( 2 molecules) and then evaporated in vacuo.
The salt thus obtained is sparingly soluble in hot and cold water and easily soluble in alcohol.
EMI2.3
EMI2.4
EMI2.5
are brought to the solution as in the previous example and the filtered solution is evaporated in vacuo. The salt is sparingly soluble in cold water, easily soluble in alcohol and hot water.
EMI2.6
EMI2.7
6 @ 0 Torle Morphine and 82 parts of narcotine are dissolved in 40 parts of normal sulfuric acid and concentrated in vacuo. The salt is easily soluble in water and dilute alcohol and differs in terms of melting point and solubility, e.g. B in water, essentially from a mere mixture of the individual sulfates in the molecular ratio.
Claims (1)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE59699X | 1911-07-04 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| AT59699B true AT59699B (en) | 1913-06-25 |
Family
ID=5630123
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| AT59699D AT59699B (en) | 1911-07-04 | 1912-05-13 | Process for the preparation of therapeutically valuable double salts from morphine and narcotine. |
Country Status (1)
| Country | Link |
|---|---|
| AT (1) | AT59699B (en) |
-
1912
- 1912-05-13 AT AT59699D patent/AT59699B/en active
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| AT59699B (en) | Process for the preparation of therapeutically valuable double salts from morphine and narcotine. | |
| DE254502C (en) | ||
| AT113002B (en) | Process for the preparation of monoboric acid choline. | |
| DE117095C (en) | ||
| CH234924A (en) | Process for the preparation of pregnen- (4,5) -in- (20,21) -ol- (17) -one- (3) -ethylene-ketal- (3). | |
| DE479016C (en) | Process for the production of choline monoborate | |
| DE489572C (en) | Process for the preparation of pure dehydrocholic acid and its sodium salt | |
| AT112734B (en) | Process for the preparation of monocamphorates of the Solanaceae alkaloids. | |
| AT65803B (en) | Method for the preparation of cocaine isovalerate. | |
| AT111249B (en) | Process for the preparation of complex antimony compounds. | |
| DE588160C (en) | Process for the preparation of new calcium compounds | |
| DE374097C (en) | Process for the production of double compounds from caffeine which are easily soluble in water | |
| DE532536C (en) | Process for the preparation of sulfosalicylic acid compounds of quinine | |
| DE467627C (en) | Process for the preparation of N-methanesulfinic acid salts of secondary aromatic-aliphatic amines | |
| AT147483B (en) | Process for the preparation of compounds of methyl N-methyltetrahydronicotinate. | |
| DE665793C (en) | Process for the preparation of ª ‰ - (p-Oxyphenyl) -isopropylmethylamine | |
| DE183328C (en) | ||
| DE231092C (en) | ||
| CH236519A (en) | Process for the preparation of pregnen- (4,5) -in- (20,21) -ol- (17) -one- (3) -propylene ketal- (3). | |
| DE628535C (en) | Process for producing a quinine salt | |
| AT224630B (en) | Process for the preparation of the new α- (3-acetylamino-2,4,6-triiodophenoxy) -caproic acid, its alkyl esters and salts | |
| DE710225C (en) | Process for the preparation of compounds of dioxydialkylstilbenes | |
| CH202370A (en) | Process for preparing a sulfonic acid amide compound. | |
| CH104723A (en) | Process for the preparation of an easily soluble quinine salt. | |
| DE1196207B (en) | Process for the preparation of new quaternary ajmalinium salts |