SE445221B - Fosfatet av 1-(2-hydroxietyl)-2-metyl-5-nitroimidazol och forfarande for framstellning av detta - Google Patents
Fosfatet av 1-(2-hydroxietyl)-2-metyl-5-nitroimidazol och forfarande for framstellning av dettaInfo
- Publication number
- SE445221B SE445221B SE7900952A SE7900952A SE445221B SE 445221 B SE445221 B SE 445221B SE 7900952 A SE7900952 A SE 7900952A SE 7900952 A SE7900952 A SE 7900952A SE 445221 B SE445221 B SE 445221B
- Authority
- SE
- Sweden
- Prior art keywords
- phosphate
- metronidazole
- water
- tablets
- agents
- Prior art date
Links
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- VAOCPAMSLUNLGC-UHFFFAOYSA-N metronidazole Chemical compound CC1=NC=C([N+]([O-])=O)N1CCO VAOCPAMSLUNLGC-UHFFFAOYSA-N 0.000 claims description 38
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- 229920000642 polymer Polymers 0.000 description 1
- 229920002451 polyvinyl alcohol Polymers 0.000 description 1
- 239000001267 polyvinylpyrrolidone Substances 0.000 description 1
- 229920000036 polyvinylpyrrolidone Polymers 0.000 description 1
- 235000013855 polyvinylpyrrolidone Nutrition 0.000 description 1
- 229920001592 potato starch Polymers 0.000 description 1
- 239000002243 precursor Substances 0.000 description 1
- 229960005205 prednisolone Drugs 0.000 description 1
- OIGNJSKKLXVSLS-VWUMJDOOSA-N prednisolone Chemical compound O=C1C=C[C@]2(C)[C@H]3[C@@H](O)C[C@](C)([C@@](CC4)(O)C(=O)CO)[C@@H]4[C@@H]3CCC2=C1 OIGNJSKKLXVSLS-VWUMJDOOSA-N 0.000 description 1
- 229960004618 prednisone Drugs 0.000 description 1
- XOFYZVNMUHMLCC-ZPOLXVRWSA-N prednisone Chemical compound O=C1C=C[C@]2(C)[C@H]3C(=O)C[C@](C)([C@@](CC4)(O)C(=O)CO)[C@@H]4[C@@H]3CCC2=C1 XOFYZVNMUHMLCC-ZPOLXVRWSA-N 0.000 description 1
- 238000003825 pressing Methods 0.000 description 1
- 229960001309 procaine hydrochloride Drugs 0.000 description 1
- 229960003910 promethazine Drugs 0.000 description 1
- 238000011321 prophylaxis Methods 0.000 description 1
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 1
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
- DCBSHORRWZKAKO-UHFFFAOYSA-N rac-1-monomyristoylglycerol Chemical compound CCCCCCCCCCCCCC(=O)OCC(O)CO DCBSHORRWZKAKO-UHFFFAOYSA-N 0.000 description 1
- 229940100618 rectal suppository Drugs 0.000 description 1
- 210000000664 rectum Anatomy 0.000 description 1
- 229920006395 saturated elastomer Polymers 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
- 239000002002 slurry Substances 0.000 description 1
- WXMKPNITSTVMEF-UHFFFAOYSA-M sodium benzoate Chemical compound [Na+].[O-]C(=O)C1=CC=CC=C1 WXMKPNITSTVMEF-UHFFFAOYSA-M 0.000 description 1
- 239000004299 sodium benzoate Substances 0.000 description 1
- 235000010234 sodium benzoate Nutrition 0.000 description 1
- 229960003885 sodium benzoate Drugs 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- 239000008354 sodium chloride injection Substances 0.000 description 1
- 229940079827 sodium hydrogen sulfite Drugs 0.000 description 1
- 235000010267 sodium hydrogen sulphite Nutrition 0.000 description 1
- 239000001488 sodium phosphate 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
- 229960004274 stearic acid Drugs 0.000 description 1
- 239000008174 sterile solution Substances 0.000 description 1
- 239000008227 sterile water for injection Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 229960004793 sucrose Drugs 0.000 description 1
- 230000035923 taste sensation Effects 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
- 238000002560 therapeutic procedure Methods 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
- 239000010409 thin film Substances 0.000 description 1
- ZCIHMQAPACOQHT-ZGMPDRQDSA-N trans-isorenieratene Natural products CC(=C/C=C/C=C(C)/C=C/C=C(C)/C=C/c1c(C)ccc(C)c1C)C=CC=C(/C)C=Cc2c(C)ccc(C)c2C ZCIHMQAPACOQHT-ZGMPDRQDSA-N 0.000 description 1
- 229960002622 triacetin Drugs 0.000 description 1
- 150000003626 triacylglycerols Chemical class 0.000 description 1
- LWIHDJKSTIGBAC-UHFFFAOYSA-K tripotassium phosphate Chemical compound [K+].[K+].[K+].[O-]P([O-])([O-])=O LWIHDJKSTIGBAC-UHFFFAOYSA-K 0.000 description 1
- 239000010981 turquoise Substances 0.000 description 1
- 235000013311 vegetables Nutrition 0.000 description 1
- 238000010792 warming Methods 0.000 description 1
- 239000008215 water for injection 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 (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US05/875,393 US4160827A (en) | 1978-02-06 | 1978-02-06 | Metronidazole phosphate and salts |
Publications (2)
Publication Number | Publication Date |
---|---|
SE7900952L SE7900952L (sv) | 1979-08-07 |
SE445221B true SE445221B (sv) | 1986-06-09 |
Family
ID=25365724
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
SE7900952A SE445221B (sv) | 1978-02-06 | 1979-02-02 | Fosfatet av 1-(2-hydroxietyl)-2-metyl-5-nitroimidazol och forfarande for framstellning av detta |
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 |
CA1108622A (en) | 1981-09-08 |
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 |
AU523423B2 (en) | 1982-07-29 |
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