CA1108622A - Metronidazole phosphate and salts - Google Patents
Metronidazole phosphate and saltsInfo
- Publication number
- CA1108622A CA1108622A CA319,763A CA319763A CA1108622A CA 1108622 A CA1108622 A CA 1108622A CA 319763 A CA319763 A CA 319763A CA 1108622 A CA1108622 A CA 1108622A
- Authority
- CA
- Canada
- Prior art keywords
- metronidazole
- phosphate
- agents
- water
- formula
- 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
- VAOCPAMSLUNLGC-UHFFFAOYSA-N metronidazole Chemical compound CC1=NC=C([N+]([O-])=O)N1CCO VAOCPAMSLUNLGC-UHFFFAOYSA-N 0.000 title claims abstract description 46
- 229960000282 metronidazole Drugs 0.000 title claims abstract description 46
- 150000003839 salts Chemical class 0.000 title claims description 14
- 150000001875 compounds Chemical class 0.000 claims abstract description 32
- 239000000126 substance Substances 0.000 claims description 19
- 239000003795 chemical substances by application Substances 0.000 claims description 11
- 238000000034 method Methods 0.000 claims description 11
- NJDPBWLDVFCXNP-UHFFFAOYSA-L 2-cyanoethyl phosphate Chemical group [O-]P([O-])(=O)OCCC#N NJDPBWLDVFCXNP-UHFFFAOYSA-L 0.000 claims description 5
- KCIDZIIHRGYJAE-YGFYJFDDSA-L dipotassium;[(2r,3r,4s,5r,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] phosphate Chemical class [K+].[K+].OC[C@H]1O[C@H](OP([O-])([O-])=O)[C@H](O)[C@@H](O)[C@H]1O KCIDZIIHRGYJAE-YGFYJFDDSA-L 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 claims 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract description 35
- 239000000203 mixture Substances 0.000 abstract description 19
- 230000003115 biocidal effect Effects 0.000 abstract description 3
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- 150000001768 cations Chemical class 0.000 abstract description 2
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- 235000002639 sodium chloride Nutrition 0.000 description 22
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- 229940100618 rectal suppository Drugs 0.000 description 1
- 210000000664 rectum Anatomy 0.000 description 1
- CVHZOJJKTDOEJC-UHFFFAOYSA-N saccharin Chemical compound C1=CC=C2C(=O)NS(=O)(=O)C2=C1 CVHZOJJKTDOEJC-UHFFFAOYSA-N 0.000 description 1
- 229940081974 saccharin Drugs 0.000 description 1
- 235000019204 saccharin Nutrition 0.000 description 1
- 239000000901 saccharin and its Na,K and Ca salt Substances 0.000 description 1
- 230000035807 sensation Effects 0.000 description 1
- 235000019615 sensations Nutrition 0.000 description 1
- 235000019613 sensory perceptions of taste Nutrition 0.000 description 1
- 239000008159 sesame oil Substances 0.000 description 1
- 235000011803 sesame oil Nutrition 0.000 description 1
- 235000013874 shellac Nutrition 0.000 description 1
- 239000004208 shellac Substances 0.000 description 1
- 229940113147 shellac Drugs 0.000 description 1
- ZLGIYFNHBLSMPS-ATJNOEHPSA-N shellac Chemical compound OCCCCCC(O)C(O)CCCCCCCC(O)=O.C1C23[C@H](C(O)=O)CCC2[C@](C)(CO)[C@@H]1C(C(O)=O)=C[C@@H]3O ZLGIYFNHBLSMPS-ATJNOEHPSA-N 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 235000012239 silicon dioxide Nutrition 0.000 description 1
- 239000002002 slurry Substances 0.000 description 1
- 229940083542 sodium Drugs 0.000 description 1
- 235000015424 sodium Nutrition 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- 239000008354 sodium chloride injection Substances 0.000 description 1
- 235000010267 sodium hydrogen sulphite Nutrition 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- 239000007905 soft elastic gelatin capsule Substances 0.000 description 1
- 239000007909 solid dosage form Substances 0.000 description 1
- 239000000600 sorbitol Substances 0.000 description 1
- 235000010356 sorbitol Nutrition 0.000 description 1
- 239000012177 spermaceti Substances 0.000 description 1
- 229940084106 spermaceti Drugs 0.000 description 1
- 239000007921 spray Substances 0.000 description 1
- 239000008227 sterile water for injection Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 210000002784 stomach Anatomy 0.000 description 1
- 238000007920 subcutaneous administration Methods 0.000 description 1
- 230000002311 subsequent effect Effects 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 238000013268 sustained release Methods 0.000 description 1
- 239000007939 sustained release tablet Substances 0.000 description 1
- 239000012730 sustained-release form Substances 0.000 description 1
- 230000035923 taste sensation Effects 0.000 description 1
- RTKIYNMVFMVABJ-UHFFFAOYSA-L thimerosal Chemical compound [Na+].CC[Hg]SC1=CC=CC=C1C([O-])=O RTKIYNMVFMVABJ-UHFFFAOYSA-L 0.000 description 1
- 229940033663 thimerosal Drugs 0.000 description 1
- 238000004448 titration Methods 0.000 description 1
- 229960002622 triacetin Drugs 0.000 description 1
- 150000003626 triacylglycerols Chemical class 0.000 description 1
- LENZDBCJOHFCAS-UHFFFAOYSA-N tris Chemical compound OCC(N)(CO)CO LENZDBCJOHFCAS-UHFFFAOYSA-N 0.000 description 1
- 235000013311 vegetables Nutrition 0.000 description 1
- 239000007762 w/o emulsion Substances 0.000 description 1
- 239000008215 water for injection Substances 0.000 description 1
- 239000008136 water-miscible vehicle Substances 0.000 description 1
- 238000005303 weighing Methods 0.000 description 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
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/547—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom
- C07F9/645—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having two nitrogen atoms as the only ring hetero atoms
- C07F9/6503—Five-membered rings
- C07F9/6506—Five-membered rings having the nitrogen atoms in positions 1 and 3
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Organic Chemistry (AREA)
- General Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Molecular Biology (AREA)
- Biochemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Oncology (AREA)
- Pharmacology & Pharmacy (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Animal Behavior & Ethology (AREA)
- Communicable Diseases (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Medicinal Chemistry (AREA)
- General Chemical & Material Sciences (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US875,393 | 1978-02-06 | ||
| US05/875,393 US4160827A (en) | 1978-02-06 | 1978-02-06 | Metronidazole phosphate and salts |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA1108622A true CA1108622A (en) | 1981-09-08 |
Family
ID=25365724
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA319,763A Expired CA1108622A (en) | 1978-02-06 | 1979-01-17 | Metronidazole phosphate and salts |
Country Status (16)
| Country | Link |
|---|---|
| US (1) | US4160827A (en, 2012) |
| JP (1) | JPS54115375A (en, 2012) |
| AU (1) | AU523423B2 (en, 2012) |
| BE (1) | BE873973A (en, 2012) |
| CA (1) | CA1108622A (en, 2012) |
| CH (1) | CH638535A5 (en, 2012) |
| DE (1) | DE2903269A1 (en, 2012) |
| ES (1) | ES477265A1 (en, 2012) |
| FR (1) | FR2416234A1 (en, 2012) |
| GB (1) | GB2013683B (en, 2012) |
| GR (1) | GR67623B (en, 2012) |
| IT (1) | IT1116516B (en, 2012) |
| NL (1) | NL7900858A (en, 2012) |
| PH (1) | PH14464A (en, 2012) |
| SE (1) | SE445221B (en, 2012) |
| ZA (1) | ZA79282B (en, 2012) |
Families Citing this family (45)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4386079A (en) * | 1981-11-23 | 1983-05-31 | The Upjohn Company | Method of treating depression |
| US4531004A (en) * | 1981-11-23 | 1985-07-23 | The Upjohn Company | Dimetronidazole phosphates |
| CA1237670A (en) * | 1983-05-26 | 1988-06-07 | Andrew S. Janoff | Drug preparations of reduced toxicity |
| US5059591B1 (en) * | 1983-05-26 | 2000-04-25 | Liposome Co Inc | Drug preparations of reduced toxicity |
| PT78628B (en) * | 1984-05-02 | 1986-06-18 | Liposome Co Inc | Pharmaceutical composition with reduced toxicity |
| US4943579A (en) * | 1987-10-06 | 1990-07-24 | The United States Of America As Represented By The Secretary Of The Department Of Health And Human Services | Water soluble prodrugs of camptothecin |
| US7223421B2 (en) * | 2000-06-30 | 2007-05-29 | Mcneil-Ppc, Inc. | Teste masked pharmaceutical particles |
| US8512718B2 (en) | 2000-07-03 | 2013-08-20 | Foamix Ltd. | Pharmaceutical composition for topical application |
| US6423707B1 (en) | 2000-08-28 | 2002-07-23 | California Pacific Medical Center | Nitroimidazole ester analogues and therapeutic applications |
| EP1305008A4 (en) * | 2001-03-27 | 2005-02-09 | R P Scherer Technologies Inc A | IMPROVED FORMS OF PHARMACEUTICALLY ACTIVE AGENTS AND PROCESS FOR THE PRODUCTION THEREOF |
| IL152486A0 (en) | 2002-10-25 | 2003-05-29 | Meir Eini | Alcohol-free cosmetic and pharmaceutical foam carrier |
| US7704518B2 (en) | 2003-08-04 | 2010-04-27 | Foamix, Ltd. | Foamable vehicle and pharmaceutical compositions thereof |
| US8119109B2 (en) | 2002-10-25 | 2012-02-21 | Foamix Ltd. | Foamable compositions, kits and methods for hyperhidrosis |
| US10117812B2 (en) | 2002-10-25 | 2018-11-06 | Foamix Pharmaceuticals Ltd. | Foamable composition combining a polar solvent and a hydrophobic carrier |
| US8900554B2 (en) | 2002-10-25 | 2014-12-02 | Foamix Pharmaceuticals Ltd. | Foamable composition and uses thereof |
| US7820145B2 (en) | 2003-08-04 | 2010-10-26 | Foamix Ltd. | Oleaginous pharmaceutical and cosmetic foam |
| US7700076B2 (en) | 2002-10-25 | 2010-04-20 | Foamix, Ltd. | Penetrating pharmaceutical foam |
| US8119150B2 (en) | 2002-10-25 | 2012-02-21 | Foamix Ltd. | Non-flammable insecticide composition and uses thereof |
| AU2003279493B2 (en) | 2002-10-25 | 2009-08-20 | Foamix Pharmaceuticals Ltd. | Cosmetic and pharmaceutical foam |
| US9265725B2 (en) | 2002-10-25 | 2016-02-23 | Foamix Pharmaceuticals Ltd. | Dicarboxylic acid foamable vehicle and pharmaceutical compositions thereof |
| US8486376B2 (en) | 2002-10-25 | 2013-07-16 | Foamix Ltd. | Moisturizing foam containing lanolin |
| US9211259B2 (en) | 2002-11-29 | 2015-12-15 | Foamix Pharmaceuticals Ltd. | Antibiotic kit and composition and uses thereof |
| US9668972B2 (en) | 2002-10-25 | 2017-06-06 | Foamix Pharmaceuticals Ltd. | Nonsteroidal immunomodulating kit and composition and uses thereof |
| US20080138296A1 (en) | 2002-10-25 | 2008-06-12 | Foamix Ltd. | Foam prepared from nanoemulsions and uses |
| US7575739B2 (en) | 2003-04-28 | 2009-08-18 | Foamix Ltd. | Foamable iodine composition |
| GB0315671D0 (en) * | 2003-07-04 | 2003-08-13 | Chelsea And Westminster Nhs Tr | Improvements in or relating to organic compounds |
| US8486374B2 (en) | 2003-08-04 | 2013-07-16 | Foamix Ltd. | Hydrophilic, non-aqueous pharmaceutical carriers and compositions and uses |
| US8795693B2 (en) | 2003-08-04 | 2014-08-05 | Foamix Ltd. | Compositions with modulating agents |
| DE602004017214D1 (de) * | 2003-10-28 | 2008-11-27 | Ems Sa | Antibakterielle und/oder gegen protozoen wirksame nitroimidazolderivatverbindungen mit ureasehemmender wirkung, verfahren zur herstellung dieser verbindungen und deren verwendung in pharmazeutischen zusammensetzungen und medikamenten |
| JP2008540511A (ja) | 2005-05-09 | 2008-11-20 | フォーミックス エルティーディー． | 糖類発泡性組成物 |
| US20080260655A1 (en) | 2006-11-14 | 2008-10-23 | Dov Tamarkin | Substantially non-aqueous foamable petrolatum based pharmaceutical and cosmetic compositions and their uses |
| US8636982B2 (en) | 2007-08-07 | 2014-01-28 | Foamix Ltd. | Wax foamable vehicle and pharmaceutical compositions thereof |
| WO2009069006A2 (en) | 2007-11-30 | 2009-06-04 | Foamix Ltd. | Foam containing benzoyl peroxide |
| WO2010041141A2 (en) | 2008-10-07 | 2010-04-15 | Foamix Ltd. | Oil-based foamable carriers and formulations |
| WO2009072007A2 (en) | 2007-12-07 | 2009-06-11 | Foamix Ltd. | Carriers, formulations, methods for formulating unstable active agents for external application and uses thereof |
| AU2009205314A1 (en) | 2008-01-14 | 2009-07-23 | Foamix Ltd. | Poloxamer foamable pharmaceutical compositions with active agents and/or therapeutic cells and uses |
| WO2010125470A2 (en) | 2009-04-28 | 2010-11-04 | Foamix Ltd. | Foamable vehicle and pharmaceutical compositions comprising aprotic polar solvents and uses thereof |
| WO2011013009A2 (en) | 2009-07-29 | 2011-02-03 | Foamix Ltd. | Non surfactant hydro-alcoholic foamable compositions, breakable foams and their uses |
| CA2769677A1 (en) | 2009-07-29 | 2011-02-03 | Foamix Ltd. | Non surface active agent non polymeric agent hydro-alcoholic foamable compositions, breakable foams and their uses |
| CA2776366C (en) | 2009-10-02 | 2017-07-18 | Foamix Ltd. | Surfactant-free water-free foamable compositions, breakable foams and gels and their uses |
| US9849142B2 (en) | 2009-10-02 | 2017-12-26 | Foamix Pharmaceuticals Ltd. | Methods for accelerated return of skin integrity and for the treatment of impetigo |
| CN102516299A (zh) * | 2011-12-09 | 2012-06-27 | 陕西合成药业有限公司 | 左旋奥硝唑磷酸酯氨基酸盐及其制备方法和用途 |
| CN102516298A (zh) * | 2011-12-09 | 2012-06-27 | 陕西合成药业有限公司 | 左旋奥硝唑磷酸酯稳定的药用盐及其制备方法和用途 |
| MX2020012139A (es) | 2016-09-08 | 2021-01-29 | Vyne Pharmaceuticals Inc | Composiciones y metodos para tratar rosacea y acne. |
| CN108295039A (zh) * | 2018-02-28 | 2018-07-20 | 重庆希尔安药业有限公司 | 甲硝唑阴道泡腾片及其制备方法 |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| BE571291A (fr) * | 1957-09-20 | 1962-01-12 | Rhone Poulenc Sa | Nouveaux derives de l'imidazole et leur preparation. |
| US2944061A (en) * | 1957-09-20 | 1960-07-05 | Acyl derivatives and process | |
| GB1280355A (en) * | 1969-06-20 | 1972-07-05 | Rech S Et D Applic Scient Et M | Substituted 5-nitro-imidazoles and their preparation |
| FR2054504B1 (en, 2012) * | 1969-07-18 | 1973-06-08 | Rhone Poulenc Sa | |
| US3910945A (en) * | 1972-10-04 | 1975-10-07 | Searle & Co | 2-(2-Methyl-5-nitro-1-imidazolyl)ethyl-N-arylalkyldithiocarbamates |
| US3882136A (en) * | 1973-11-16 | 1975-05-06 | Searle & Co | S-{8 omega-(1-imidazolyl) alkyl{9 hydrogen monothiosulfates and salts thereof |
-
1978
- 1978-02-06 US US05/875,393 patent/US4160827A/en not_active Expired - Lifetime
-
1979
- 1979-01-17 CA CA319,763A patent/CA1108622A/en not_active Expired
- 1979-01-23 ZA ZA79282A patent/ZA79282B/xx unknown
- 1979-01-26 AU AU43705/79A patent/AU523423B2/en not_active Ceased
- 1979-01-29 DE DE2903269A patent/DE2903269A1/de not_active Ceased
- 1979-01-29 GR GR58208A patent/GR67623B/el unknown
- 1979-01-30 ES ES477265A patent/ES477265A1/es not_active Expired
- 1979-02-02 IT IT47874/79A patent/IT1116516B/it active
- 1979-02-02 SE SE7900952A patent/SE445221B/sv not_active IP Right Cessation
- 1979-02-02 NL NL7900858A patent/NL7900858A/xx not_active Application Discontinuation
- 1979-02-05 FR FR7902950A patent/FR2416234A1/fr active Granted
- 1979-02-05 GB GB7903940A patent/GB2013683B/en not_active Expired
- 1979-02-05 PH PH22156A patent/PH14464A/en unknown
- 1979-02-06 CH CH116479A patent/CH638535A5/de not_active IP Right Cessation
- 1979-02-06 JP JP1275979A patent/JPS54115375A/ja active Pending
- 1979-02-06 BE BE0/193304A patent/BE873973A/xx not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| US4160827A (en) | 1979-07-10 |
| AU4370579A (en) | 1979-08-16 |
| GR67623B (en, 2012) | 1981-09-01 |
| ZA79282B (en) | 1980-01-30 |
| IT7947874A0 (it) | 1979-02-02 |
| FR2416234B1 (en, 2012) | 1983-02-04 |
| NL7900858A (nl) | 1979-08-08 |
| JPS54115375A (en) | 1979-09-07 |
| FR2416234A1 (fr) | 1979-08-31 |
| DE2903269A1 (de) | 1979-08-09 |
| GB2013683A (en) | 1979-08-15 |
| IT1116516B (it) | 1986-02-10 |
| GB2013683B (en) | 1982-06-30 |
| ES477265A1 (es) | 1980-10-01 |
| BE873973A (fr) | 1979-08-06 |
| PH14464A (en) | 1981-07-29 |
| CH638535A5 (de) | 1983-09-30 |
| SE7900952L (sv) | 1979-08-07 |
| SE445221B (sv) | 1986-06-09 |
| AU523423B2 (en) | 1982-07-29 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| MKEX | Expiry |