GB733732A - Improvements in or relating to new mercurated organic compounds and process of preparing the same - Google Patents
Improvements in or relating to new mercurated organic compounds and process of preparing the sameInfo
- Publication number
- GB733732A GB733732A GB13442/53A GB1344253A GB733732A GB 733732 A GB733732 A GB 733732A GB 13442/53 A GB13442/53 A GB 13442/53A GB 1344253 A GB1344253 A GB 1344253A GB 733732 A GB733732 A GB 733732A
- Authority
- GB
- United Kingdom
- Prior art keywords
- salts
- general formula
- anhydro
- phenoxyacetic
- acid
- 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
Links
- 238000000034 method Methods 0.000 title abstract 3
- 150000002894 organic compounds Chemical class 0.000 title 1
- 150000003839 salts Chemical class 0.000 abstract 8
- 239000002253 acid Substances 0.000 abstract 5
- -1 alkyl radical Chemical class 0.000 abstract 4
- MFDFERRIHVXMIY-UHFFFAOYSA-N procaine Chemical class CCN(CC)CCOC(=O)C1=CC=C(N)C=C1 MFDFERRIHVXMIY-UHFFFAOYSA-N 0.000 abstract 4
- 239000000243 solution Substances 0.000 abstract 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 4
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 abstract 3
- 239000002585 base Substances 0.000 abstract 3
- 150000007529 inorganic bases Chemical class 0.000 abstract 3
- 150000007530 organic bases Chemical class 0.000 abstract 3
- 229910052708 sodium Inorganic materials 0.000 abstract 3
- 239000011734 sodium Substances 0.000 abstract 3
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 abstract 2
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 abstract 2
- 125000004432 carbon atom Chemical group C* 0.000 abstract 2
- 239000000203 mixture Substances 0.000 abstract 2
- LCPDWSOZIOUXRV-UHFFFAOYSA-N phenoxyacetic acid Chemical compound OC(=O)COC1=CC=CC=C1 LCPDWSOZIOUXRV-UHFFFAOYSA-N 0.000 abstract 2
- 229910052700 potassium Inorganic materials 0.000 abstract 2
- 239000011591 potassium Substances 0.000 abstract 2
- 229960004919 procaine Drugs 0.000 abstract 2
- ZFXYFBGIUFBOJW-UHFFFAOYSA-N theophylline Chemical compound O=C1N(C)C(=O)N(C)C2=C1NC=N2 ZFXYFBGIUFBOJW-UHFFFAOYSA-N 0.000 abstract 2
- 229960000278 theophylline Drugs 0.000 abstract 2
- QYZBCWXZSYTIOY-UHFFFAOYSA-N Mercuric oxide Chemical compound [O-2].[Hg+2] QYZBCWXZSYTIOY-UHFFFAOYSA-N 0.000 abstract 1
- 150000007513 acids Chemical class 0.000 abstract 1
- 229910052783 alkali metal Inorganic materials 0.000 abstract 1
- 150000001340 alkali metals Chemical class 0.000 abstract 1
- 150000001412 amines Chemical class 0.000 abstract 1
- FQPFAHBPWDRTLU-UHFFFAOYSA-N aminophylline Chemical compound NCCN.O=C1N(C)C(=O)N(C)C2=C1NC=N2.O=C1N(C)C(=O)N(C)C2=C1NC=N2 FQPFAHBPWDRTLU-UHFFFAOYSA-N 0.000 abstract 1
- 150000003863 ammonium salts Chemical class 0.000 abstract 1
- 239000007864 aqueous solution Substances 0.000 abstract 1
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 abstract 1
- 239000002934 diuretic Substances 0.000 abstract 1
- 230000001882 diuretic effect Effects 0.000 abstract 1
- 150000002169 ethanolamines Chemical class 0.000 abstract 1
- QUPDWYMUPZLYJZ-UHFFFAOYSA-N ethyl Chemical compound C[CH2] QUPDWYMUPZLYJZ-UHFFFAOYSA-N 0.000 abstract 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 abstract 1
- LYCAIKOWRPUZTN-UHFFFAOYSA-N ethylene glycol Natural products OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 abstract 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 abstract 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 abstract 1
- 229940101209 mercuric oxide Drugs 0.000 abstract 1
- UKWHYYKOEPRTIC-UHFFFAOYSA-N mercury(II) oxide Inorganic materials [Hg]=O UKWHYYKOEPRTIC-UHFFFAOYSA-N 0.000 abstract 1
- WCYWZMWISLQXQU-UHFFFAOYSA-N methyl Chemical compound [CH3] WCYWZMWISLQXQU-UHFFFAOYSA-N 0.000 abstract 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 abstract 1
- 239000000047 product Substances 0.000 abstract 1
- 239000001488 sodium phosphate Substances 0.000 abstract 1
- 230000001225 therapeutic effect Effects 0.000 abstract 1
- RYFMWSXOAZQYPI-UHFFFAOYSA-K trisodium phosphate Chemical compound [Na+].[Na+].[Na+].[O-]P([O-])([O-])=O RYFMWSXOAZQYPI-UHFFFAOYSA-K 0.000 abstract 1
- 229910000406 trisodium phosphate Inorganic materials 0.000 abstract 1
- 235000019801 trisodium phosphate Nutrition 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F3/00—Compounds containing elements of Groups 2 or 12 of the Periodic Table
- C07F3/10—Mercury compounds
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
The invention comprises phenoxyacetic anhydro-acids of the general formula <FORM:0733732/IV (b)/1> wherein R represents an alkyl radical containing 1 to 6 carbon atoms, salts thereof of the general formula <FORM:0733732/IV (b)/2> wherein R has the above significance and X is derived from an inorganic or organic base, a process for the preparation of the anhydroacids by reacting a solution of o-allylcarbamyl phenoxyacetic acid in the required glycol alkyl ether with a mercuric salt or mercuric oxide, and a process for the preparation of the salts by reacting the anhydro-acid in water with an inorganic or organic base. The salts may be formed from alkali metal bases, particularly sodium and potassium bases, ammonium and substituted ammonium bases, and amines. In the examples anhydro acids of the above general formula are prepared in which R represents the methyl, ethyl, butyl and 2-ethylbutyl radical, and the following salts of the above general formula are prepared: the sodium, potassium and procaine salts when R represents the methyl radical, and the ammonium and ethanolamine salts when R represents the ethyl radical.ALSO:A therapeutic composition contains as a diuretic a phenoxyacetic anhydro-acid of the general formula <FORM:0733732/VI/1> wherein R represents an alkyl radical containing 1 to 6 carbon atoms, or a salt thereof of the general formula <FORM:0733732/VI/2> wherein R has the above significance and X is derived from an inorganic or organic base. The salts are particularly useful since they are water soluble to form solutions having a concentration of about 5 to 20 per cent (w/v). Preferably theophyllin, or a salt thereof, is added to the solution. A local an sthetic may be added to the solution, e.g. procaine in amount of about 1 to 5 per cent. In the examples the following compositions are prepared: (1) an aqueous solution of sodium o-[N-2 - (b - methoxyethoxy) - 3 - hydroxymercuripropylcarbamyl] - phenoxyacetate; (2) the procaine salt of o-[N-(b -methoxyethoxy) -3-hydroxymercuripropylcarbamyl]-phenoxyacetic acid, theophyllin, procaine, water and sufficient hydroxide to bring the pH to about 7; (3) o - [N - 2 - (b - methoxyethoxy) - 3 - hydroxymercuripropylcarbamyl] - phenoxyacetic anhydro - acid, theophyllinethylenediamine addition product, trisodium phosphate and water.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB13442/53A GB733732A (en) | 1953-05-13 | 1953-05-13 | Improvements in or relating to new mercurated organic compounds and process of preparing the same |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB13442/53A GB733732A (en) | 1953-05-13 | 1953-05-13 | Improvements in or relating to new mercurated organic compounds and process of preparing the same |
Publications (1)
Publication Number | Publication Date |
---|---|
GB733732A true GB733732A (en) | 1955-07-20 |
Family
ID=10023067
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB13442/53A Expired GB733732A (en) | 1953-05-13 | 1953-05-13 | Improvements in or relating to new mercurated organic compounds and process of preparing the same |
Country Status (1)
Country | Link |
---|---|
GB (1) | GB733732A (en) |
-
1953
- 1953-05-13 GB GB13442/53A patent/GB733732A/en not_active Expired
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