CA2116785C - Sustained release organic nitrite therapy - Google Patents
Sustained release organic nitrite therapyInfo
- Publication number
- CA2116785C CA2116785C CA002116785A CA2116785A CA2116785C CA 2116785 C CA2116785 C CA 2116785C CA 002116785 A CA002116785 A CA 002116785A CA 2116785 A CA2116785 A CA 2116785A CA 2116785 C CA2116785 C CA 2116785C
- Authority
- CA
- Canada
- Prior art keywords
- nitrite
- patient
- organic
- nitrites
- group
- 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 - Fee Related
Links
- IOVCWXUNBOPUCH-UHFFFAOYSA-M Nitrite anion Chemical compound [O-]N=O IOVCWXUNBOPUCH-UHFFFAOYSA-M 0.000 title claims abstract description 71
- 238000002560 therapeutic procedure Methods 0.000 title claims abstract description 30
- 238000013268 sustained release Methods 0.000 title description 3
- 239000012730 sustained-release form Substances 0.000 title description 3
- 206010019280 Heart failures Diseases 0.000 claims abstract description 47
- 206010007559 Cardiac failure congestive Diseases 0.000 claims abstract description 45
- 206010002383 Angina Pectoris Diseases 0.000 claims abstract description 27
- 239000002552 dosage form Substances 0.000 claims abstract description 20
- 229940124549 vasodilator Drugs 0.000 claims abstract description 19
- 239000003071 vasodilator agent Substances 0.000 claims abstract description 19
- 206010020772 Hypertension Diseases 0.000 claims abstract description 17
- 238000011161 development Methods 0.000 claims abstract description 14
- 230000007774 longterm Effects 0.000 claims abstract description 12
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- 208000023589 ischemic disease Diseases 0.000 claims abstract description 5
- 230000001225 therapeutic effect Effects 0.000 claims abstract 4
- 238000001802 infusion Methods 0.000 claims description 39
- -1 alkyl nitrites Chemical class 0.000 claims description 21
- 239000002674 ointment Substances 0.000 claims description 20
- 238000001990 intravenous administration Methods 0.000 claims description 16
- APNSGVMLAYLYCT-UHFFFAOYSA-N isobutyl nitrite Chemical compound CC(C)CON=O APNSGVMLAYLYCT-UHFFFAOYSA-N 0.000 claims description 15
- OWFXIOWLTKNBAP-UHFFFAOYSA-N isoamyl nitrite Chemical compound CC(C)CCON=O OWFXIOWLTKNBAP-UHFFFAOYSA-N 0.000 claims description 9
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- 201000004332 intermediate coronary syndrome Diseases 0.000 claims description 4
- DCUDQJHBYBOPCQ-UHFFFAOYSA-N (3-chloro-2,2-dimethylpropyl) nitrite Chemical compound ClCC(C)(C)CON=O DCUDQJHBYBOPCQ-UHFFFAOYSA-N 0.000 claims description 3
- UYFFAINCSURFJZ-UHFFFAOYSA-N 2-phenylethyl nitrite Chemical compound O=NOCCC1=CC=CC=C1 UYFFAINCSURFJZ-UHFFFAOYSA-N 0.000 claims description 3
- KTQDPHRNUFXDJB-UHFFFAOYSA-N cyclohexylmethyl nitrite Chemical compound O=NOCC1CCCCC1 KTQDPHRNUFXDJB-UHFFFAOYSA-N 0.000 claims description 3
- 238000002360 preparation method Methods 0.000 claims description 2
- 239000004480 active ingredient Substances 0.000 claims 2
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- 239000008194 pharmaceutical composition Substances 0.000 claims 1
- 238000000034 method Methods 0.000 abstract description 18
- 230000001684 chronic effect Effects 0.000 abstract description 8
- 208000007718 Stable Angina Diseases 0.000 abstract description 5
- 241000700159 Rattus Species 0.000 description 31
- SNIOPGDIGTZGOP-UHFFFAOYSA-N Nitroglycerin Chemical compound [O-][N+](=O)OCC(O[N+]([O-])=O)CO[N+]([O-])=O SNIOPGDIGTZGOP-UHFFFAOYSA-N 0.000 description 25
- 230000000694 effects Effects 0.000 description 23
- 229960003711 glyceryl trinitrate Drugs 0.000 description 23
- 239000000006 Nitroglycerin Substances 0.000 description 21
- 230000002861 ventricular Effects 0.000 description 15
- 150000002826 nitrites Chemical class 0.000 description 12
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- 230000000144 pharmacologic effect Effects 0.000 description 9
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- 150000002823 nitrates Chemical class 0.000 description 8
- 229910002651 NO3 Inorganic materials 0.000 description 7
- NHNBFGGVMKEFGY-UHFFFAOYSA-N Nitrate Chemical compound [O-][N+]([O-])=O NHNBFGGVMKEFGY-UHFFFAOYSA-N 0.000 description 7
- 238000012377 drug delivery Methods 0.000 description 7
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- IOVCWXUNBOPUCH-UHFFFAOYSA-N Nitrous acid Chemical compound ON=O IOVCWXUNBOPUCH-UHFFFAOYSA-N 0.000 description 3
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- 229960003116 amyl nitrite Drugs 0.000 description 2
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- CSDTZUBPSYWZDX-UHFFFAOYSA-N n-pentyl nitrite Chemical compound CCCCCON=O CSDTZUBPSYWZDX-UHFFFAOYSA-N 0.000 description 2
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- 230000002085 persistent effect Effects 0.000 description 2
- 239000004800 polyvinyl chloride Substances 0.000 description 2
- LPXPTNMVRIOKMN-UHFFFAOYSA-M sodium nitrite Chemical compound [Na+].[O-]N=O LPXPTNMVRIOKMN-UHFFFAOYSA-M 0.000 description 2
- 239000007921 spray Substances 0.000 description 2
- 230000035488 systolic blood pressure Effects 0.000 description 2
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- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- KLDXJTOLSGUMSJ-UNTFVMJOSA-N (3s,3ar,6s,6ar)-2,3,3a,5,6,6a-hexahydrofuro[3,2-b]furan-3,6-diol Chemical compound O[C@H]1CO[C@@H]2[C@@H](O)CO[C@@H]21 KLDXJTOLSGUMSJ-UNTFVMJOSA-N 0.000 description 1
- PKJBRKTYYNRVSN-UHFFFAOYSA-N 10-(aminomethyl)-9,10-dihydroanthracene-1,2-diol Chemical compound OC1=CC=C2C(CN)C3=CC=CC=C3CC2=C1O PKJBRKTYYNRVSN-UHFFFAOYSA-N 0.000 description 1
- JXCNBASKFCBVAN-UHFFFAOYSA-N 2-methylbutan-2-yl nitrite Chemical compound CCC(C)(C)ON=O JXCNBASKFCBVAN-UHFFFAOYSA-N 0.000 description 1
- SRZUMZWWNSYFFG-UHFFFAOYSA-N 2-methylpentan-2-yl nitrite Chemical compound CCCC(C)(C)ON=O SRZUMZWWNSYFFG-UHFFFAOYSA-N 0.000 description 1
- MOZBKPKAAXKFBH-UHFFFAOYSA-N 6-methylheptan-2-yl nitrite Chemical compound CC(C)CCCC(C)ON=O MOZBKPKAAXKFBH-UHFFFAOYSA-N 0.000 description 1
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- HTTJABKRGRZYRN-UHFFFAOYSA-N Heparin Chemical compound OC1C(NC(=O)C)C(O)OC(COS(O)(=O)=O)C1OC1C(OS(O)(=O)=O)C(O)C(OC2C(C(OS(O)(=O)=O)C(OC3C(C(O)C(O)C(O3)C(O)=O)OS(O)(=O)=O)C(CO)O2)NS(O)(=O)=O)C(C(O)=O)O1 HTTJABKRGRZYRN-UHFFFAOYSA-N 0.000 description 1
- 206010020565 Hyperaemia Diseases 0.000 description 1
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- 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 description 1
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- 208000007271 Substance Withdrawal Syndrome Diseases 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 1
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- YEESUBCSWGVPCE-UHFFFAOYSA-N azanylidyneoxidanium iron(2+) pentacyanide Chemical compound [Fe++].[C-]#N.[C-]#N.[C-]#N.[C-]#N.[C-]#N.N#[O+] YEESUBCSWGVPCE-UHFFFAOYSA-N 0.000 description 1
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- PJMPHNIQZUBGLI-UHFFFAOYSA-N fentanyl Chemical compound C=1C=CC=CC=1N(C(=O)CC)C(CC1)CCN1CCC1=CC=CC=C1 PJMPHNIQZUBGLI-UHFFFAOYSA-N 0.000 description 1
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- 125000003976 glyceryl group Chemical group [H]C([*])([H])C(O[H])([H])C(O[H])([H])[H] 0.000 description 1
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- YWXYYJSYQOXTPL-SLPGGIOYSA-N isosorbide mononitrate Chemical compound [O-][N+](=O)O[C@@H]1CO[C@@H]2[C@@H](O)CO[C@@H]21 YWXYYJSYQOXTPL-SLPGGIOYSA-N 0.000 description 1
- 229960003827 isosorbide mononitrate Drugs 0.000 description 1
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- 229910052943 magnesium sulfate Inorganic materials 0.000 description 1
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- MYWUZJCMWCOHBA-VIFPVBQESA-N methamphetamine Chemical compound CN[C@@H](C)CC1=CC=CC=C1 MYWUZJCMWCOHBA-VIFPVBQESA-N 0.000 description 1
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- 229960004027 molsidomine Drugs 0.000 description 1
- XLFWDASMENKTKL-UHFFFAOYSA-N molsidomine Chemical compound O1C(N=C([O-])OCC)=C[N+](N2CCOCC2)=N1 XLFWDASMENKTKL-UHFFFAOYSA-N 0.000 description 1
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- 125000001893 nitrooxy group Chemical group [O-][N+](=O)O* 0.000 description 1
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- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 1
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Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/21—Esters, e.g. nitroglycerine, selenocyanates
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
- A61P9/06—Antiarrhythmics
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
- A61P9/08—Vasodilators for multiple indications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
- A61P9/10—Drugs for disorders of the cardiovascular system for treating ischaemic or atherosclerotic diseases, e.g. antianginal drugs, coronary vasodilators, drugs for myocardial infarction, retinopathy, cerebrovascula insufficiency, renal arteriosclerosis
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
- A61P9/12—Antihypertensives
Landscapes
- Health & Medical Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Medicinal Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Heart & Thoracic Surgery (AREA)
- Organic Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Cardiology (AREA)
- Emergency Medicine (AREA)
- Epidemiology (AREA)
- Vascular Medicine (AREA)
- Urology & Nephrology (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Medicinal Preparation (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US07/908,224 | 1992-07-02 | ||
| US07/908,224 US5278192A (en) | 1992-07-02 | 1992-07-02 | Method of vasodilator therapy for treating a patient with a condition |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CA2116785A1 CA2116785A1 (en) | 1994-01-20 |
| CA2116785C true CA2116785C (en) | 1998-04-07 |
Family
ID=25425396
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA002116785A Expired - Fee Related CA2116785C (en) | 1992-07-02 | 1993-06-30 | Sustained release organic nitrite therapy |
Country Status (19)
| Country | Link |
|---|---|
| US (2) | US5278192A (cg-RX-API-DMAC10.html) |
| EP (1) | EP0604642A1 (cg-RX-API-DMAC10.html) |
| JP (1) | JP2729333B2 (cg-RX-API-DMAC10.html) |
| KR (1) | KR0170789B1 (cg-RX-API-DMAC10.html) |
| CN (1) | CN1086997A (cg-RX-API-DMAC10.html) |
| AU (1) | AU667948B2 (cg-RX-API-DMAC10.html) |
| CA (1) | CA2116785C (cg-RX-API-DMAC10.html) |
| CZ (1) | CZ39894A3 (cg-RX-API-DMAC10.html) |
| HU (1) | HUT70501A (cg-RX-API-DMAC10.html) |
| IL (1) | IL106217A (cg-RX-API-DMAC10.html) |
| MX (1) | MX9303982A (cg-RX-API-DMAC10.html) |
| NO (1) | NO305886B1 (cg-RX-API-DMAC10.html) |
| NZ (1) | NZ254490A (cg-RX-API-DMAC10.html) |
| OA (1) | OA09890A (cg-RX-API-DMAC10.html) |
| PL (1) | PL302613A1 (cg-RX-API-DMAC10.html) |
| SK (1) | SK23594A3 (cg-RX-API-DMAC10.html) |
| TW (1) | TW261530B (cg-RX-API-DMAC10.html) |
| WO (1) | WO1994001103A1 (cg-RX-API-DMAC10.html) |
| ZA (1) | ZA934771B (cg-RX-API-DMAC10.html) |
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|---|---|---|---|---|
| US5278192A (en) * | 1992-07-02 | 1994-01-11 | The Research Foundation Of State University Of New York | Method of vasodilator therapy for treating a patient with a condition |
| US5646181A (en) * | 1992-07-02 | 1997-07-08 | Research Foundation Of State University Of New York | Method and compositions for treating impotence |
| GB9301192D0 (en) | 1993-06-09 | 1993-06-09 | Trott Francis W | Flower shaped mechanised table |
| US5973011A (en) * | 1994-03-30 | 1999-10-26 | Isis Pharma Gmbh | Pharmaceutical preparations and medicaments for the prevention and treatment of endothelial dysfunction |
| US5681278A (en) * | 1994-06-23 | 1997-10-28 | Cormedics Corp. | Coronary vasculature treatment method |
| US5594032A (en) * | 1994-11-10 | 1997-01-14 | Gonzalez-Cadavid; Nestor F. | Amelioration of human erectile dysfunction by treatment with iNOS, inducers of iNOS or iNOS cDNA |
| US5665077A (en) * | 1995-04-24 | 1997-09-09 | Nitrosci Pharmaceuticals Llc | Nitric oxide-releasing nitroso compositions and methods and intravascular devices for using them to prevent restenosis |
| US5645839A (en) * | 1995-06-07 | 1997-07-08 | Trustees Of Boston University | Combined use of angiotensin inhibitors and nitric oxide stimulators to treat fibrosis |
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| US6251436B1 (en) | 1995-09-29 | 2001-06-26 | L.A.M. Pharmaceutical Corporation | Drug preparations for treating sexual dysfunction |
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| US6036977A (en) * | 1995-09-29 | 2000-03-14 | L.A.M. Pharmaceutical Corp. | Drug preparations for treating sexual dysfunction |
| US6258032B1 (en) * | 1997-01-29 | 2001-07-10 | William M. Hammesfahr | Method of diagnosis and treatment and related compositions and apparatus |
| AU2252297A (en) * | 1996-01-31 | 1997-08-22 | Technology Licensing Co., L.L.C. | Method of diagnosis and treatment and related compositions and apparatus |
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| ZA989356B (en) * | 1997-10-16 | 1998-11-16 | Isis Pharma Gmbh | Pharmaceutical preparations |
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| US20060263419A1 (en) * | 2002-03-12 | 2006-11-23 | Hans-Michael Wolff | Transdermal therapeutic system for Parkinson's Disease |
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| US6936639B2 (en) * | 2002-08-21 | 2005-08-30 | The United States Of America As Represented By The Secretary Of The Department Of Health And Human Services | Nitroxyl progenitors in the treatment of heart failure |
| WO2005063221A1 (en) * | 2003-12-19 | 2005-07-14 | Duke University | Measuring vasodilating activity of blood samples to track disease course |
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| US20090209613A1 (en) * | 2005-06-13 | 2009-08-20 | Yeda Researc And Development Co. Ltd. At The Weizmann Institute Of Science | Use of allymercaptocaptopril for treating or preventing obesity and obesity related diseases |
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| WO2010147742A2 (en) | 2009-06-18 | 2010-12-23 | Theravasc Inc. | Use of nitrite salts in treating tissue damage |
| AU2010306755B2 (en) * | 2009-10-14 | 2015-12-24 | Theravasc Inc. | Pharmaceutical formulations of nitrite and uses thereof |
| WO2011063339A1 (en) * | 2009-11-23 | 2011-05-26 | Cardioxyl Pharmaceuticals, Inc. | Nitroxyl donors for the treatment of pulmonary hypertension |
| IN2012DN05028A (cg-RX-API-DMAC10.html) | 2009-12-07 | 2015-10-23 | Univ Johns Hopkins | |
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| US10166381B2 (en) | 2011-05-23 | 2019-01-01 | Excelsior Medical Corporation | Antiseptic cap |
| CN103796704B (zh) | 2011-07-12 | 2016-12-07 | 博讯瓦勒公司 | 用于将抗微生物剂递送到经皮导管中的装置 |
| AU2013304942A1 (en) * | 2012-08-23 | 2015-03-05 | Cardiolynx Ag | Extended release compositions of an aminoalkyl nitrate |
| JP2016509030A (ja) | 2013-02-20 | 2016-03-24 | セラバスク インコーポレーテッド | ニトライトの医薬製剤及びそれらの使用 |
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| US11225640B2 (en) | 2014-04-15 | 2022-01-18 | Aobiome Llc | Ammonia oxidizing bacteria for treatment of psoriasis |
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| WO2018071717A1 (en) | 2016-10-14 | 2018-04-19 | Icu Medical, Inc. | Sanitizing caps for medical connectors |
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| JP2022513096A (ja) | 2018-11-21 | 2022-02-07 | アイシーユー・メディカル・インコーポレーテッド | リング及びインサートを有するキャップを備える抗菌装置 |
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| US3106511A (en) * | 1961-12-14 | 1963-10-08 | Revlon | Amyl nitrite inhalant composition |
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| US4450175A (en) * | 1982-09-23 | 1984-05-22 | Warshaw Thelma G | Method and compositions for treating acne |
| DE3305690A1 (de) * | 1983-02-18 | 1984-08-30 | Heinrich Mack Nachf., 7918 Illertissen | Glycerinmononitrate zur behandlung der angina pectoris |
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| JPH06697B2 (ja) * | 1987-01-27 | 1994-01-05 | 積水化学工業株式会社 | テ−プ製剤 |
| JPH06696B2 (ja) * | 1987-01-27 | 1994-01-05 | 積水化学工業株式会社 | テ−プ製剤 |
| US4956181A (en) * | 1987-05-08 | 1990-09-11 | Eastman Kodak | Nitrate therapy for angina pectoris |
| US5278192A (en) * | 1992-07-02 | 1994-01-11 | The Research Foundation Of State University Of New York | Method of vasodilator therapy for treating a patient with a condition |
-
1992
- 1992-07-02 US US07/908,224 patent/US5278192A/en not_active Expired - Fee Related
-
1993
- 1993-06-30 NZ NZ254490A patent/NZ254490A/xx unknown
- 1993-06-30 EP EP93916879A patent/EP0604642A1/en not_active Withdrawn
- 1993-06-30 AU AU46587/93A patent/AU667948B2/en not_active Ceased
- 1993-06-30 WO PCT/US1993/006235 patent/WO1994001103A1/en not_active Ceased
- 1993-06-30 CZ CZ94398A patent/CZ39894A3/cs unknown
- 1993-06-30 KR KR1019940700689A patent/KR0170789B1/ko not_active Expired - Fee Related
- 1993-06-30 SK SK235-94A patent/SK23594A3/sk unknown
- 1993-06-30 JP JP6503397A patent/JP2729333B2/ja not_active Expired - Fee Related
- 1993-06-30 CA CA002116785A patent/CA2116785C/en not_active Expired - Fee Related
- 1993-06-30 US US08/199,280 patent/US5489610A/en not_active Expired - Fee Related
- 1993-06-30 HU HU9400627A patent/HUT70501A/hu unknown
- 1993-06-30 PL PL93302613A patent/PL302613A1/xx unknown
- 1993-07-01 MX MX9303982A patent/MX9303982A/es not_active IP Right Cessation
- 1993-07-02 IL IL106217A patent/IL106217A/en not_active IP Right Cessation
- 1993-07-02 ZA ZA934771A patent/ZA934771B/xx unknown
- 1993-07-02 CN CN93116247A patent/CN1086997A/zh active Pending
- 1993-08-20 TW TW082106738A patent/TW261530B/zh active
-
1994
- 1994-02-28 NO NO940691A patent/NO305886B1/no unknown
- 1994-02-28 OA OA60477A patent/OA09890A/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| IL106217A0 (en) | 1993-11-15 |
| ZA934771B (en) | 1994-01-20 |
| EP0604642A1 (en) | 1994-07-06 |
| NO305886B1 (no) | 1999-08-16 |
| AU667948B2 (en) | 1996-04-18 |
| CA2116785A1 (en) | 1994-01-20 |
| NO940691D0 (no) | 1994-02-28 |
| OA09890A (en) | 1994-09-15 |
| CN1086997A (zh) | 1994-05-25 |
| JPH06510800A (ja) | 1994-12-01 |
| HUT70501A (en) | 1995-10-30 |
| IL106217A (en) | 1998-04-05 |
| AU4658793A (en) | 1994-01-31 |
| HU9400627D0 (en) | 1994-06-28 |
| NZ254490A (en) | 1997-08-22 |
| NO940691L (no) | 1994-03-18 |
| WO1994001103A1 (en) | 1994-01-20 |
| TW261530B (cg-RX-API-DMAC10.html) | 1995-11-01 |
| PL302613A1 (en) | 1994-09-05 |
| CZ39894A3 (en) | 1994-11-16 |
| US5278192A (en) | 1994-01-11 |
| US5489610A (en) | 1996-02-06 |
| SK23594A3 (en) | 1994-08-10 |
| KR0170789B1 (ko) | 1999-02-01 |
| MX9303982A (es) | 1994-02-28 |
| JP2729333B2 (ja) | 1998-03-18 |
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