IL246146B2 - Acidity-regulating preparations to prevent pregnancy, using an antimicrobial compound based on alginic acid - Google Patents
Acidity-regulating preparations to prevent pregnancy, using an antimicrobial compound based on alginic acidInfo
- Publication number
- IL246146B2 IL246146B2 IL246146A IL24614616A IL246146B2 IL 246146 B2 IL246146 B2 IL 246146B2 IL 246146 A IL246146 A IL 246146A IL 24614616 A IL24614616 A IL 24614616A IL 246146 B2 IL246146 B2 IL 246146B2
- Authority
- IL
- Israel
- Prior art keywords
- acid
- composition
- hours
- alginic acid
- minutes
- Prior art date
Links
- 235000010443 alginic acid Nutrition 0.000 title claims description 187
- 229920000615 alginic acid Polymers 0.000 title claims description 187
- 150000004781 alginic acids Chemical class 0.000 title claims description 162
- 239000000783 alginic acid Substances 0.000 title claims description 160
- 229960001126 alginic acid Drugs 0.000 title claims description 160
- 239000000203 mixture Substances 0.000 title claims description 149
- 230000003139 buffering effect Effects 0.000 title claims description 54
- 239000002253 acid Substances 0.000 title description 59
- 239000003433 contraceptive agent Substances 0.000 title description 51
- 230000002254 contraceptive effect Effects 0.000 title description 51
- 239000004599 antimicrobial Substances 0.000 title description 3
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 claims description 96
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 claims description 70
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 claims description 61
- 235000010418 carrageenan Nutrition 0.000 claims description 61
- 239000000679 carrageenan Substances 0.000 claims description 61
- 229920001525 carrageenan Polymers 0.000 claims description 61
- 229940113118 carrageenan Drugs 0.000 claims description 61
- UHVMMEOXYDMDKI-JKYCWFKZSA-L zinc;1-(5-cyanopyridin-2-yl)-3-[(1s,2s)-2-(6-fluoro-2-hydroxy-3-propanoylphenyl)cyclopropyl]urea;diacetate Chemical compound [Zn+2].CC([O-])=O.CC([O-])=O.CCC(=O)C1=CC=C(F)C([C@H]2[C@H](C2)NC(=O)NC=2N=CC(=CC=2)C#N)=C1O UHVMMEOXYDMDKI-JKYCWFKZSA-L 0.000 claims description 61
- 150000001875 compounds Chemical class 0.000 claims description 60
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 51
- 239000005711 Benzoic acid Substances 0.000 claims description 42
- 235000010233 benzoic acid Nutrition 0.000 claims description 42
- JVTAAEKCZFNVCJ-REOHCLBHSA-N L-lactic acid Chemical compound C[C@H](O)C(O)=O JVTAAEKCZFNVCJ-REOHCLBHSA-N 0.000 claims description 40
- 235000016337 monopotassium tartrate Nutrition 0.000 claims description 38
- KYKNRZGSIGMXFH-ZVGUSBNCSA-M potassium bitartrate Chemical compound [K+].OC(=O)[C@H](O)[C@@H](O)C([O-])=O KYKNRZGSIGMXFH-ZVGUSBNCSA-M 0.000 claims description 38
- 239000000230 xanthan gum Substances 0.000 claims description 36
- 229920001285 xanthan gum Polymers 0.000 claims description 36
- 235000010493 xanthan gum Nutrition 0.000 claims description 36
- 229940082509 xanthan gum Drugs 0.000 claims description 36
- 235000015165 citric acid Nutrition 0.000 claims description 32
- 239000000227 bioadhesive Substances 0.000 claims description 31
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims description 30
- 229940081543 potassium bitartrate Drugs 0.000 claims description 28
- AEMOLEFTQBMNLQ-VANFPWTGSA-N D-mannopyranuronic acid Chemical compound OC1O[C@H](C(O)=O)[C@@H](O)[C@H](O)[C@@H]1O AEMOLEFTQBMNLQ-VANFPWTGSA-N 0.000 claims description 25
- 208000019802 Sexually transmitted disease Diseases 0.000 claims description 24
- 229960004365 benzoic acid Drugs 0.000 claims description 24
- 235000011187 glycerol Nutrition 0.000 claims description 24
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 claims description 19
- CIWBSHSKHKDKBQ-JLAZNSOCSA-N Ascorbic acid Chemical compound OC[C@H](O)[C@H]1OC(=O)C(O)=C1O CIWBSHSKHKDKBQ-JLAZNSOCSA-N 0.000 claims description 18
- KCXVZYZYPLLWCC-UHFFFAOYSA-N EDTA Chemical compound OC(=O)CN(CC(O)=O)CCN(CC(O)=O)CC(O)=O KCXVZYZYPLLWCC-UHFFFAOYSA-N 0.000 claims description 18
- 239000006172 buffering agent Substances 0.000 claims description 18
- 229960001484 edetic acid Drugs 0.000 claims description 18
- LXCFILQKKLGQFO-UHFFFAOYSA-N methylparaben Chemical compound COC(=O)C1=CC=C(O)C=C1 LXCFILQKKLGQFO-UHFFFAOYSA-N 0.000 claims description 18
- QFOHBWFCKVYLES-UHFFFAOYSA-N Butylparaben Chemical compound CCCCOC(=O)C1=CC=C(O)C=C1 QFOHBWFCKVYLES-UHFFFAOYSA-N 0.000 claims description 16
- QELSKZZBTMNZEB-UHFFFAOYSA-N propylparaben Chemical compound CCCOC(=O)C1=CC=C(O)C=C1 QELSKZZBTMNZEB-UHFFFAOYSA-N 0.000 claims description 16
- 230000001568 sexual effect Effects 0.000 claims description 16
- 239000002562 thickening agent Substances 0.000 claims description 16
- URAYPUMNDPQOKB-UHFFFAOYSA-N triacetin Chemical compound CC(=O)OCC(OC(C)=O)COC(C)=O URAYPUMNDPQOKB-UHFFFAOYSA-N 0.000 claims description 16
- 229920001661 Chitosan Polymers 0.000 claims description 15
- 239000003755 preservative agent Substances 0.000 claims description 15
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- 229920000148 Polycarbophil calcium Polymers 0.000 claims description 13
- 229920002125 Sokalan® Polymers 0.000 claims description 13
- DPXJVFZANSGRMM-UHFFFAOYSA-N acetic acid;2,3,4,5,6-pentahydroxyhexanal;sodium Chemical compound [Na].CC(O)=O.OCC(O)C(O)C(O)C(O)C=O DPXJVFZANSGRMM-UHFFFAOYSA-N 0.000 claims description 13
- 239000001768 carboxy methyl cellulose Substances 0.000 claims description 13
- 239000001863 hydroxypropyl cellulose Substances 0.000 claims description 13
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- 239000001866 hydroxypropyl methyl cellulose Substances 0.000 claims description 13
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- 229920003088 hydroxypropyl methyl cellulose Polymers 0.000 claims description 13
- UFVKGYZPFZQRLF-UHFFFAOYSA-N hydroxypropyl methyl cellulose Chemical compound OC1C(O)C(OC)OC(CO)C1OC1C(O)C(O)C(OC2C(C(O)C(OC3C(C(O)C(O)C(CO)O3)O)C(CO)O2)O)C(CO)O1 UFVKGYZPFZQRLF-UHFFFAOYSA-N 0.000 claims description 13
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- 235000019812 sodium carboxymethyl cellulose Nutrition 0.000 claims description 13
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- 239000003937 drug carrier Substances 0.000 claims description 11
- FBPFZTCFMRRESA-FSIIMWSLSA-N D-Glucitol Natural products OC[C@H](O)[C@H](O)[C@@H](O)[C@H](O)CO FBPFZTCFMRRESA-FSIIMWSLSA-N 0.000 claims description 10
- FBPFZTCFMRRESA-JGWLITMVSA-N D-glucitol Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-JGWLITMVSA-N 0.000 claims description 10
- 206010061218 Inflammation Diseases 0.000 claims description 10
- 229960000583 acetic acid Drugs 0.000 claims description 10
- 230000004054 inflammatory process Effects 0.000 claims description 10
- 239000000600 sorbitol Substances 0.000 claims description 10
- 235000010356 sorbitol Nutrition 0.000 claims description 10
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 claims description 10
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 claims description 9
- BJEPYKJPYRNKOW-REOHCLBHSA-N (S)-malic acid Chemical compound OC(=O)[C@@H](O)CC(O)=O BJEPYKJPYRNKOW-REOHCLBHSA-N 0.000 claims description 9
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 claims description 9
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 claims description 9
- FEWJPZIEWOKRBE-JCYAYHJZSA-N Dextrotartaric acid Chemical compound OC(=O)[C@H](O)[C@@H](O)C(O)=O FEWJPZIEWOKRBE-JCYAYHJZSA-N 0.000 claims description 9
- 229920002148 Gellan gum Polymers 0.000 claims description 9
- 239000005642 Oleic acid Substances 0.000 claims description 9
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 claims description 9
- RVGRUAULSDPKGF-UHFFFAOYSA-N Poloxamer Chemical compound C1CO1.CC1CO1 RVGRUAULSDPKGF-UHFFFAOYSA-N 0.000 claims description 9
- 235000021355 Stearic acid Nutrition 0.000 claims description 9
- FEWJPZIEWOKRBE-UHFFFAOYSA-N Tartaric acid Natural products [H+].[H+].[O-]C(=O)C(O)C(O)C([O-])=O FEWJPZIEWOKRBE-UHFFFAOYSA-N 0.000 claims description 9
- BJEPYKJPYRNKOW-UHFFFAOYSA-N alpha-hydroxysuccinic acid Natural products OC(=O)C(O)CC(O)=O BJEPYKJPYRNKOW-UHFFFAOYSA-N 0.000 claims description 9
- 235000010323 ascorbic acid Nutrition 0.000 claims description 9
- 239000011668 ascorbic acid Substances 0.000 claims description 9
- 229960005070 ascorbic acid Drugs 0.000 claims description 9
- BEFDCLMNVWHSGT-UHFFFAOYSA-N ethenylcyclopentane Chemical compound C=CC1CCCC1 BEFDCLMNVWHSGT-UHFFFAOYSA-N 0.000 claims description 9
- 239000001530 fumaric acid Substances 0.000 claims description 9
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- 235000011087 fumaric acid Nutrition 0.000 claims description 9
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- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 claims description 9
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- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 claims description 9
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- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 claims description 9
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- GHXZTYHSJHQHIJ-UHFFFAOYSA-N Chlorhexidine Chemical compound C=1C=C(Cl)C=CC=1NC(N)=NC(N)=NCCCCCCN=C(N)N=C(N)NC1=CC=C(Cl)C=C1 GHXZTYHSJHQHIJ-UHFFFAOYSA-N 0.000 claims description 8
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 claims description 8
- JVTAAEKCZFNVCJ-UWTATZPHSA-N D-lactic acid Chemical compound C[C@@H](O)C(O)=O JVTAAEKCZFNVCJ-UWTATZPHSA-N 0.000 claims description 8
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- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
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| PCT/US2014/071664 WO2015095793A1 (en) | 2013-12-19 | 2014-12-19 | Compositions and methods for inhibiting inflammation and diseases using an alginic acid-based antimicrobial compound |
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| EA201590008A1 (ru) | 2012-06-13 | 2015-05-29 | Ивофем, Инк. | Композиции и способы повышения эффективности бактерицидных средств контрацепции |
| JP2017501227A (ja) | 2013-12-19 | 2017-01-12 | エヴォフェム，インク． | アルギン酸をベースとする抗菌性化合物を使用して炎症と疾患を阻害するための組成物及び方法 |
| DE102017110168A1 (de) | 2016-05-25 | 2017-11-30 | Samsung Electronics Co., Ltd. | Elektronische Vorrichtung mit NFC-Antenne |
| US20190209502A1 (en) * | 2016-09-12 | 2019-07-11 | Evofem, Inc. | Combination gel for sexually transmitted infections |
| US11419835B2 (en) * | 2016-10-04 | 2022-08-23 | Evofem, Inc. | Method of treatment and prevention of bacterial vaginosis |
| WO2023076968A1 (en) * | 2021-10-28 | 2023-05-04 | Evofem, Inc. | Rapidly dissolving vaginal film with contraceptive action and sexually transmitted infection prevention |
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| US6706276B2 (en) * | 2000-03-07 | 2004-03-16 | Rush-Presbyterian-St. Luke's Medical Center | Compositions and methods for trapping and inactivating pathogenic microbes and spermatozoa |
| WO2009155118A1 (en) * | 2008-05-30 | 2009-12-23 | Reprotect, Inc. | Compositions and methods for inactivation of pathogens at genital tract surfaces |
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| IT1213323B (it) | 1986-08-07 | 1989-12-20 | Crinos Industria Farmaco | Composizione per uso locale ad atti vita' spermicida virulicida ,disinfettante e/o battericida |
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| JP3202365B2 (ja) * | 1992-12-04 | 2001-08-27 | 株式会社紀文フードケミファ | オリゴマンヌロン酸を重合度によって分離する方法 |
| US5592949A (en) | 1994-06-29 | 1997-01-14 | Moench; Thomas R. | Device for acidic buffering and method for inactivation of pathogens |
| US5667492A (en) | 1994-10-07 | 1997-09-16 | Columbia Laboratories, Inc. | Use and composition of an anti-sexually transmitted diseases formulation |
| FR2728464B1 (fr) | 1994-12-22 | 1997-04-30 | Innothera Lab Sa | Forme galenique unitaire, son procede d'obtention et ses utilisations |
| US6093394A (en) | 1997-04-11 | 2000-07-25 | Gynelogix, Inc. | Vaginal lactobacillus medicant |
| AU1661901A (en) | 1999-11-24 | 2001-06-04 | Cargill Dow Llc | Improved lactic acid processing; methods; arrangements; and, products |
| JP2009102407A (ja) * | 2001-03-08 | 2009-05-14 | Rohto Pharmaceut Co Ltd | Ｇリッチなアルギン酸含有組成物 |
| US20020177624A1 (en) | 2001-03-16 | 2002-11-28 | Calvin Hanna | Acetate-lactate buffering vaginal gel and for method of making same and treating bacterial vaginosis |
| ITMI20010913A1 (it) | 2001-05-04 | 2002-11-04 | Univ Pavia | Composizioni a rilascio controllato di acido lattico a livello vaginale |
| CA2449247A1 (en) * | 2001-06-11 | 2002-12-19 | Merck & Co., Inc. | A method for treating inflammatory diseases by administering a ppar-delta agonist |
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| RU2257197C1 (ru) * | 2004-05-12 | 2005-07-27 | Дулькис Мария Дмитриевна | Вагинальные суппозитории, обладающие контрацептивным действием |
| UA93354C2 (ru) | 2004-07-09 | 2011-02-10 | Гилиад Сайенсиз, Инк. | Местный противовирусный препарат |
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| JP2010528052A (ja) | 2007-05-24 | 2010-08-19 | ニューヨーク ブラッド センター， インコーポレイテッド | 生体接着性ジェルを提供する迅速に分散し得る膣錠剤 |
| TW200927141A (en) | 2007-11-22 | 2009-07-01 | Bayer Schering Pharma Oy | Vaginal delivery system |
| CA2721457A1 (en) | 2008-04-16 | 2009-10-22 | Cipla Limited | Topical combinations comprising an antimycotic agent and an antiviral agent |
| EP2130531A1 (en) | 2008-06-04 | 2009-12-09 | Rolf Kullgren AB | Vaginal suppository comprising lactic acid |
| EP2440560A1 (en) | 2009-06-10 | 2012-04-18 | Ultimorphix Technologies B.v. | The succinate of tenofovir disoproxil |
| WO2012151237A1 (en) * | 2011-05-02 | 2012-11-08 | Aptalis Pharmatech, Inc. | Rapid dissolve tablet compositions for vaginal administration |
| JP5986632B2 (ja) | 2011-06-28 | 2016-09-06 | メディシス ファーマシューティカル コーポレイション | 高用量粘膜接着性メトロニダゾール水系ゲル製剤および細菌性膣炎を治療するためのそれらの使用 |
| EA201590008A1 (ru) * | 2012-06-13 | 2015-05-29 | Ивофем, Инк. | Композиции и способы повышения эффективности бактерицидных средств контрацепции |
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| JP2017501227A (ja) | 2013-12-19 | 2017-01-12 | エヴォフェム，インク． | アルギン酸をベースとする抗菌性化合物を使用して炎症と疾患を阻害するための組成物及び方法 |
| AU2015201042A1 (en) | 2014-02-28 | 2015-09-17 | Macfarlane Burnet Institute For Medical Research And Public Health Pty Ltd | Therapeutic Method |
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Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6706276B2 (en) * | 2000-03-07 | 2004-03-16 | Rush-Presbyterian-St. Luke's Medical Center | Compositions and methods for trapping and inactivating pathogenic microbes and spermatozoa |
| WO2009155118A1 (en) * | 2008-05-30 | 2009-12-23 | Reprotect, Inc. | Compositions and methods for inactivation of pathogens at genital tract surfaces |
Non-Patent Citations (1)
| Title |
|---|
| HIGGINS CHRIS,, L-LACTATE AND D-LACTATE - CLINICAL SIGNIFICANCE OF THE DIFFERENCE, 31 October 2011 (2011-10-31) * |
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| US20160354394A1 (en) | 2016-12-08 |
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| DK3082826T3 (da) | 2020-05-04 |
| JP2020125298A (ja) | 2020-08-20 |
| CN114452298A (zh) | 2022-05-10 |
| IL246146B1 (en) | 2023-11-01 |
| RU2691950C1 (ru) | 2019-06-19 |
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