US343803A - Constantin fahlberg - Google Patents
Constantin fahlberg Download PDFInfo
- Publication number
- US343803A US343803A US343803DA US343803A US 343803 A US343803 A US 343803A US 343803D A US343803D A US 343803DA US 343803 A US343803 A US 343803A
- Authority
- US
- United States
- Prior art keywords
- sulphinide
- benzoic
- fahlberg
- alkaloid
- alkaloids
- 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 - Lifetime
Links
- 229930013930 alkaloids Natural products 0.000 description 38
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid group Chemical group C(C1=CC=CC=C1)(=O)O WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 30
- 150000003797 alkaloid derivatives Chemical class 0.000 description 22
- 150000001875 compounds Chemical class 0.000 description 18
- 150000003839 salts Chemical class 0.000 description 18
- 239000011780 sodium chloride Substances 0.000 description 18
- LOUPRKONTZGTKE-WZBLMQSHSA-N Quinine Chemical compound C([C@H]([C@H](C1)C=C)C2)C[N@@]1[C@@H]2[C@H](O)C1=CC=NC2=CC=C(OC)C=C21 LOUPRKONTZGTKE-WZBLMQSHSA-N 0.000 description 12
- 235000001258 Cinchona calisaya Nutrition 0.000 description 6
- 241000434299 Cinchona officinalis Species 0.000 description 6
- 229960000948 Quinine Drugs 0.000 description 6
- 235000019658 bitter taste Nutrition 0.000 description 6
- 239000000203 mixture Substances 0.000 description 6
- 239000000126 substance Substances 0.000 description 6
- KMPWYEUPVWOPIM-KODHJQJWSA-N Cinchonidine Chemical compound C1=CC=C2C([C@H]([C@H]3[N@]4CC[C@H]([C@H](C4)C=C)C3)O)=CC=NC2=C1 KMPWYEUPVWOPIM-KODHJQJWSA-N 0.000 description 4
- 230000001476 alcoholic Effects 0.000 description 4
- 230000001264 neutralization Effects 0.000 description 4
- KMPWYEUPVWOPIM-CFGMGRTJSA-N (S)-[(2R,4S,5S)-5-ethenyl-1-azabicyclo[2.2.2]octan-2-yl]-quinolin-4-ylmethanol Chemical compound C1=CC=C2C([C@@H]([C@@H]3N4CC[C@H]([C@@H](C4)C=C)C3)O)=CC=NC2=C1 KMPWYEUPVWOPIM-CFGMGRTJSA-N 0.000 description 2
- 241000157855 Cinchona Species 0.000 description 2
- 239000001828 Gelatine Substances 0.000 description 2
- 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 description 2
- LOUPRKONTZGTKE-LHHVKLHASA-N Quinidine Chemical compound C([C@H]([C@H](C1)C=C)C2)C[N@@]1[C@H]2[C@@H](O)C1=CC=NC2=CC=C(OC)C=C21 LOUPRKONTZGTKE-LHHVKLHASA-N 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 239000003513 alkali Substances 0.000 description 2
- -1 alkaline earths Substances 0.000 description 2
- 239000002775 capsule Substances 0.000 description 2
- 238000002425 crystallisation Methods 0.000 description 2
- 230000005712 crystallization Effects 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- 238000001704 evaporation Methods 0.000 description 2
- 229920000159 gelatin Polymers 0.000 description 2
- 235000019322 gelatine Nutrition 0.000 description 2
- 150000003840 hydrochlorides Chemical class 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 229910052751 metal Inorganic materials 0.000 description 2
- 239000002184 metal Substances 0.000 description 2
- 150000002739 metals Chemical class 0.000 description 2
- 229960005181 morphine Drugs 0.000 description 2
- 229930014694 morphine Natural products 0.000 description 2
- 230000003472 neutralizing Effects 0.000 description 2
- 241000894007 species Species 0.000 description 2
- 150000003467 sulfuric acid derivatives Chemical class 0.000 description 2
- 235000019605 sweet taste sensations Nutrition 0.000 description 2
- 235000019640 taste Nutrition 0.000 description 2
- 235000012431 wafers Nutrition 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D453/00—Heterocyclic compounds containing quinuclidine or iso-quinuclidine ring systems, e.g. quinine alkaloids
- C07D453/02—Heterocyclic compounds containing quinuclidine or iso-quinuclidine ring systems, e.g. quinine alkaloids containing not further condensed quinuclidine ring systems
- C07D453/04—Heterocyclic compounds containing quinuclidine or iso-quinuclidine ring systems, e.g. quinine alkaloids containing not further condensed quinuclidine ring systems having a quinolyl-4, a substituted quinolyl-4 or a alkylenedioxy-quinolyl-4 radical linked through only one carbon atom, attached in position 2, e.g. quinine
Definitions
- This invention relates to an improved medicated compound in the production of which the compound is employed for which Letters Patent were granted to me, No. 319,082, dated June 2,1885, and to which the chemical name of benzoic sulphinide has been given, theinvention being more especially designed to prepare salts of benzoic sulphinide with quinine, cinchonine,chinidine, cinchonidine,morphine, and other organic alkaloids, and to neutralize thereby the disagreeable bitter taste of the same, so that said alkaloids can be taken directly without any special vehicle, such as wafers, gelatine capsules, and the like.
- the invention consists of a medicated com pound formed of a combination of benzoic sulphinide with an organic alkaloid by first neutralizing said alkaloid with benzoic sulphinide in an aqueous or alcoholic solution, and then crystallizing the resulting salt from the same.
- .organic alkaloid may be united with benzoic sulphinide, provided it shows the ordinary alkaline reaction of pure alkaloids.
- the alkaloid is first neutralized by benzoic sulphinide, either in an aqueous or alcoholic solution, until blue litmus-paper is not changed, upon which the salt of the alkaloid is obtained by crystallization or evaporation (Specimens) of the liquid.
- a neutral salt of benzoic sulphinide and the organic alkaloid is thereby formed, in which the bitter taste of the alka loid is almost entirely neutralized by the sweet taste of the benzoic sulphinide.
- the neutral salts are changed to salts of an acid character by adding an additional quantity of benzoic sulphinide, which is of special advantage in the case of the alkaloids having a greater degree of bitterness, as in the case of quinine and the alkaloids of the different species of cinchona, which may thereby be more advantageously dispensed in pharmacy.
- a medicated compound consisting of benzoic sulphinide and an organic alkaloid, substantially as described.
- a medicated compound consisting of benz'oic sulphinide and quinine, substantially as described.
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
Description
UNITED STATES PATENT OEEicE,
OONS'IANTIN FAHLBERG, OF NEWV YORK, N. Y.
MEDICATED BENZOIC SULPHINIDE COMPOUND.
fiPECIPICATION forming part of Letters Patent Ne. 343,803, dated June 15,1886.
Application filed September 26, 1885. Serial No. 178.284.
T0 aZZ whom it may concern.-
Be it known that I, OONSTANTIN FAHLBERG, of the city, county, and State of New York, have invented certain new and useful Improvements in Medicated Compounds, of which the following is a specification.
This invention relates to an improved medicated compound in the production of which the compound is employed for which Letters Patent were granted to me, No. 319,082, dated June 2,1885, and to which the chemical name of benzoic sulphinide has been given, theinvention being more especially designed to prepare salts of benzoic sulphinide with quinine, cinchonine,chinidine, cinchonidine,morphine, and other organic alkaloids, and to neutralize thereby the disagreeable bitter taste of the same, so that said alkaloids can be taken directly without any special vehicle, such as wafers, gelatine capsules, and the like.
The invention consists of a medicated com pound formed of a combination of benzoic sulphinide with an organic alkaloid by first neutralizing said alkaloid with benzoic sulphinide in an aqueous or alcoholic solution, and then crystallizing the resulting salt from the same.
I have discovered by a series of tests that benzoic sulphinide enters into a chemical combination with organic alkaloids and forms salt-like compounds with the same in the same manner as it forms a chemical combination with the alkalies, alkaline earths, and metals, as stated in my prior patent referred to. Any
.organic alkaloid may be united with benzoic sulphinide, provided it shows the ordinary alkaline reaction of pure alkaloids.
In preparing salts of the alkaloids wit-h benzoic sulphinide, the alkaloid is first neutralized by benzoic sulphinide, either in an aqueous or alcoholic solution, until blue litmus-paper is not changed, upon which the salt of the alkaloid is obtained by crystallization or evaporation (Specimens) of the liquid. A neutral salt of benzoic sulphinide and the organic alkaloid is thereby formed, in which the bitter taste of the alka loid is almost entirely neutralized by the sweet taste of the benzoic sulphinide. Should it be desired to prepare salts of still sweeter taste, the neutral salts are changed to salts of an acid character by adding an additional quantity of benzoic sulphinide, which is of special advantage in the case of the alkaloids having a greater degree of bitterness, as in the case of quinine and the alkaloids of the different species of cinchona, which may thereby be more advantageously dispensed in pharmacy.
The effect of the compound formed of benzoic sulphinide and an organic alkaloid upon the human system has been found to be just as effective as those of the sulphates and hydrochlorides of said alkaloids.
Having thus described my invention, I claim as new and desire to secure by Letters Patent- 1. A medicated compound consisting of benzoic sulphinide and an organic alkaloid, substantially as described.
2. A medicated compound consisting of benz'oic sulphinide and quinine, substantially as described.
3. The method herein described of making a medicated compound from benzoic sulphinide and an organic alkaloid,which consists in dissolving said benzoic sulphinide and the alkaloid in alcohol or water, and then crystallizing the resulting salt from the solution, substantially as set forth. v
In testimony that I claim the foregoing as my invention I have signed my name in presence of two subscribing witnesses.
CONSTANTIN FAHLBERG.
Witnesses:
PAUL GOEPEL, SIDNEY MANN.
Publications (1)
| Publication Number | Publication Date |
|---|---|
| US343803A true US343803A (en) | 1886-06-15 |
Family
ID=2412879
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US343803D Expired - Lifetime US343803A (en) | Constantin fahlberg |
Country Status (1)
| Country | Link |
|---|---|
| US (1) | US343803A (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2686145A (en) * | 1951-04-19 | 1954-08-10 | Lloyd Brothers Inc | Water solution of khellin |
| US3011946A (en) * | 1955-02-15 | 1961-12-05 | Olin Mathieson | Parenterally administrable preparations of nystatin |
-
0
- US US343803D patent/US343803A/en not_active Expired - Lifetime
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2686145A (en) * | 1951-04-19 | 1954-08-10 | Lloyd Brothers Inc | Water solution of khellin |
| US3011946A (en) * | 1955-02-15 | 1961-12-05 | Olin Mathieson | Parenterally administrable preparations of nystatin |
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