CA2509252A1 - Synergistic combinations with analgesic properties comprising n-acylated 4-hydroxyphenylamine derivatives - Google Patents
Synergistic combinations with analgesic properties comprising n-acylated 4-hydroxyphenylamine derivatives Download PDFInfo
- Publication number
- CA2509252A1 CA2509252A1 CA002509252A CA2509252A CA2509252A1 CA 2509252 A1 CA2509252 A1 CA 2509252A1 CA 002509252 A CA002509252 A CA 002509252A CA 2509252 A CA2509252 A CA 2509252A CA 2509252 A1 CA2509252 A1 CA 2509252A1
- Authority
- CA
- Canada
- Prior art keywords
- mammal
- pain
- composition
- effective amount
- comprises administering
- 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.)
- Abandoned
Links
- 230000000202 analgesic effect Effects 0.000 title claims abstract description 30
- PLIKAWJENQZMHA-UHFFFAOYSA-N 4-aminophenol Chemical class NC1=CC=C(O)C=C1 PLIKAWJENQZMHA-UHFFFAOYSA-N 0.000 title abstract description 3
- 239000011885 synergistic combination Substances 0.000 title 1
- 208000002193 Pain Diseases 0.000 claims abstract description 57
- 230000036407 pain Effects 0.000 claims abstract description 56
- 238000000034 method Methods 0.000 claims abstract description 31
- 239000000014 opioid analgesic Substances 0.000 claims abstract description 29
- 239000000730 antalgic agent Substances 0.000 claims abstract description 28
- 229940121367 non-opioid analgesics Drugs 0.000 claims abstract description 26
- 241000124008 Mammalia Species 0.000 claims abstract 49
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- 239000000203 mixture Substances 0.000 claims description 50
- OROGSEYTTFOCAN-UHFFFAOYSA-N hydrocodone Natural products C1C(N(CCC234)C)C2C=CC(O)C3OC2=C4C1=CC=C2OC OROGSEYTTFOCAN-UHFFFAOYSA-N 0.000 claims description 33
- 229960004126 codeine Drugs 0.000 claims description 27
- BQJCRHHNABKAKU-KBQPJGBKSA-N morphine Chemical compound O([C@H]1[C@H](C=C[C@H]23)O)C4=C5[C@@]12CCN(C)[C@@H]3CC5=CC=C4O BQJCRHHNABKAKU-KBQPJGBKSA-N 0.000 claims description 18
- BRUQQQPBMZOVGD-XFKAJCMBSA-N Oxycodone Chemical compound O=C([C@@H]1O2)CC[C@@]3(O)[C@H]4CC5=CC=C(OC)C2=C5[C@@]13CCN4C BRUQQQPBMZOVGD-XFKAJCMBSA-N 0.000 claims description 11
- 229960002085 oxycodone Drugs 0.000 claims description 10
- 229960001736 buprenorphine Drugs 0.000 claims description 8
- RMRJXGBAOAMLHD-IHFGGWKQSA-N buprenorphine Chemical compound C([C@]12[C@H]3OC=4C(O)=CC=C(C2=4)C[C@@H]2[C@]11CC[C@]3([C@H](C1)[C@](C)(O)C(C)(C)C)OC)CN2CC1CC1 RMRJXGBAOAMLHD-IHFGGWKQSA-N 0.000 claims description 8
- 229960005181 morphine Drugs 0.000 claims description 8
- USSIQXCVUWKGNF-UHFFFAOYSA-N 6-(dimethylamino)-4,4-diphenylheptan-3-one Chemical compound C=1C=CC=CC=1C(CC(C)N(C)C)(C(=O)CC)C1=CC=CC=C1 USSIQXCVUWKGNF-UHFFFAOYSA-N 0.000 claims description 7
- IFKLAQQSCNILHL-QHAWAJNXSA-N butorphanol Chemical compound N1([C@@H]2CC3=CC=C(C=C3[C@@]3([C@]2(CCCC3)O)CC1)O)CC1CCC1 IFKLAQQSCNILHL-QHAWAJNXSA-N 0.000 claims description 7
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- VOKSWYLNZZRQPF-GDIGMMSISA-N pentazocine Chemical compound C1C2=CC=C(O)C=C2[C@@]2(C)[C@@H](C)[C@@H]1N(CC=C(C)C)CC2 VOKSWYLNZZRQPF-GDIGMMSISA-N 0.000 claims description 6
- 230000002195 synergetic effect Effects 0.000 claims description 6
- 229960004380 tramadol Drugs 0.000 claims description 6
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- IDBPHNDTYPBSNI-UHFFFAOYSA-N N-(1-(2-(4-Ethyl-5-oxo-2-tetrazolin-1-yl)ethyl)-4-(methoxymethyl)-4-piperidyl)propionanilide Chemical compound C1CN(CCN2C(N(CC)N=N2)=O)CCC1(COC)N(C(=O)CC)C1=CC=CC=C1 IDBPHNDTYPBSNI-UHFFFAOYSA-N 0.000 claims description 5
- ZTVQQQVZCWLTDF-UHFFFAOYSA-N Remifentanil Chemical compound C1CN(CCC(=O)OC)CCC1(C(=O)OC)N(C(=O)CC)C1=CC=CC=C1 ZTVQQQVZCWLTDF-UHFFFAOYSA-N 0.000 claims description 5
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- 229960003394 remifentanil Drugs 0.000 claims description 5
- GGCSSNBKKAUURC-UHFFFAOYSA-N sufentanil Chemical compound C1CN(CCC=2SC=CC=2)CCC1(COC)N(C(=O)CC)C1=CC=CC=C1 GGCSSNBKKAUURC-UHFFFAOYSA-N 0.000 claims description 5
- MKXZASYAUGDDCJ-SZMVWBNQSA-N LSM-2525 Chemical compound C1CCC[C@H]2[C@@]3([H])N(C)CC[C@]21C1=CC(OC)=CC=C1C3 MKXZASYAUGDDCJ-SZMVWBNQSA-N 0.000 claims description 4
- XADCESSVHJOZHK-UHFFFAOYSA-N Meperidine Chemical compound C=1C=CC=CC=1C1(C(=O)OCC)CCN(C)CC1 XADCESSVHJOZHK-UHFFFAOYSA-N 0.000 claims description 4
- 239000005557 antagonist Substances 0.000 claims description 4
- 229960001985 dextromethorphan Drugs 0.000 claims description 4
- 229960000482 pethidine Drugs 0.000 claims description 4
- -1 dexmetomidine Chemical compound 0.000 claims description 3
- FQXXSQDCDRQNQE-VMDGZTHMSA-N thebaine Chemical class C([C@@H](N(CC1)C)C2=CC=C3OC)C4=CC=C(OC)C5=C4[C@@]21[C@H]3O5 FQXXSQDCDRQNQE-VMDGZTHMSA-N 0.000 claims description 3
- YQEZLKZALYSWHR-UHFFFAOYSA-N Ketamine Chemical compound C=1C=CC=C(Cl)C=1C1(NC)CCCCC1=O YQEZLKZALYSWHR-UHFFFAOYSA-N 0.000 claims description 2
- 239000008896 Opium Substances 0.000 claims description 2
- LKYQLAWMNBFNJT-UHFFFAOYSA-N anileridine Chemical compound C1CC(C(=O)OCC)(C=2C=CC=CC=2)CCN1CCC1=CC=C(N)C=C1 LKYQLAWMNBFNJT-UHFFFAOYSA-N 0.000 claims description 2
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- JXMXDKHEZLKQPB-UHFFFAOYSA-N detomidine Chemical compound CC1=CC=CC(CC=2[N]C=NC=2)=C1C JXMXDKHEZLKQPB-UHFFFAOYSA-N 0.000 claims description 2
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- CAHCBJPUTCKATP-FAWZKKEFSA-N etorphine Chemical compound O([C@H]1[C@@]2(OC)C=C[C@@]34C[C@@H]2[C@](C)(O)CCC)C2=C5[C@]41CCN(C)[C@@H]3CC5=CC=C2O CAHCBJPUTCKATP-FAWZKKEFSA-N 0.000 claims description 2
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- VPNGEIHDPSLNMU-UHFFFAOYSA-N medetomidine hydrochloride Chemical compound Cl.C=1C=CC(C)=C(C)C=1C(C)C1=CNC=N1 VPNGEIHDPSLNMU-UHFFFAOYSA-N 0.000 claims description 2
- 230000000407 monoamine reuptake Effects 0.000 claims description 2
- INAXVFBXDYWQFN-XHSDSOJGSA-N morphinan Chemical class C1C2=CC=CC=C2[C@]23CCCC[C@H]3[C@@H]1NCC2 INAXVFBXDYWQFN-XHSDSOJGSA-N 0.000 claims description 2
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- OZYUPQUCAUTOBP-QXAKKESOSA-N Levallorphan Chemical compound C([C@H]12)CCC[C@@]11CCN(CC=C)[C@@H]2CC2=CC=C(O)C=C21 OZYUPQUCAUTOBP-QXAKKESOSA-N 0.000 claims 1
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- UVAZQQHAVMNMHE-BBRMVZONSA-N [(3s,4s)-1,3-dimethyl-4-phenylpiperidin-4-yl] propanoate Chemical compound C=1C=CC=CC=1[C@]1(OC(=O)CC)CCN(C)C[C@@H]1C UVAZQQHAVMNMHE-BBRMVZONSA-N 0.000 claims 1
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Classifications
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K45/00—Medicinal preparations containing active ingredients not provided for in groups A61K31/00 - A61K41/00
- A61K45/06—Mixtures of active ingredients without chemical characterisation, e.g. antiphlogistics and cardiaca
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/04—Centrally acting analgesics, e.g. opioids
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/06—Antimigraine agents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P29/00—Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
Landscapes
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Chemical & Material Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Medicinal Chemistry (AREA)
- Animal Behavior & Ethology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Engineering & Computer Science (AREA)
- Pain & Pain Management (AREA)
- Biomedical Technology (AREA)
- Neurology (AREA)
- Neurosurgery (AREA)
- Epidemiology (AREA)
- Rheumatology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Cosmetics (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US10/292,105 | 2002-11-12 | ||
| US10/292,105 US6864271B2 (en) | 2002-11-12 | 2002-11-12 | Synergistic combinations including N-acylated 4-hydroxyphenylamine derivatives |
| PCT/US2003/036039 WO2004043460A1 (en) | 2002-11-12 | 2003-11-12 | Synergistic combinations with analgesic properties comprising n-acylated 4-hydroxyphenylamine derivatives |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA2509252A1 true CA2509252A1 (en) | 2004-05-27 |
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Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA002509252A Abandoned CA2509252A1 (en) | 2002-11-12 | 2003-11-12 | Synergistic combinations with analgesic properties comprising n-acylated 4-hydroxyphenylamine derivatives |
Country Status (9)
| Country | Link |
|---|---|
| US (1) | US6864271B2 (enExample) |
| EP (2) | EP2074996A1 (enExample) |
| JP (1) | JP2006508137A (enExample) |
| AT (1) | ATE429913T1 (enExample) |
| AU (1) | AU2003294259B2 (enExample) |
| CA (1) | CA2509252A1 (enExample) |
| DE (1) | DE60327466D1 (enExample) |
| ES (1) | ES2325369T3 (enExample) |
| WO (1) | WO2004043460A1 (enExample) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US10682311B2 (en) | 2011-12-11 | 2020-06-16 | Baudax Bio, Inc. | Intranasal dexmedetomidine compositions and methods of use thereof |
Families Citing this family (19)
| Publication number | Priority date | Publication date | Assignee | Title |
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| ES2224430T3 (es) * | 1997-09-04 | 2005-03-01 | Novoneuron Inc | Noribogaina en el tratamiento del dolor y de la toxicomania. |
| US7064140B2 (en) * | 2002-11-12 | 2006-06-20 | Carlos Sunkel | Synergistic combinations including N-acylated 4-Hydroxyphenylamine derivatives and caffeine |
| US8026266B2 (en) | 2005-11-08 | 2011-09-27 | Arcion Therapeutics, Inc. | Treatment of length dependent neuropathy |
| US8362007B1 (en) | 2010-05-11 | 2013-01-29 | Demerx, Inc. | Substituted noribogaine |
| US8765737B1 (en) | 2010-05-11 | 2014-07-01 | Demerx, Inc. | Methods and compositions for preparing and purifying noribogaine |
| US9394294B2 (en) | 2010-05-11 | 2016-07-19 | Demerx, Inc. | Methods and compositions for preparing and purifying noribogaine |
| US9586954B2 (en) | 2010-06-22 | 2017-03-07 | Demerx, Inc. | N-substituted noribogaine prodrugs |
| US8741891B1 (en) | 2010-06-22 | 2014-06-03 | Demerx, Inc. | N-substituted noribogaine prodrugs |
| US8802832B2 (en) | 2010-06-22 | 2014-08-12 | Demerx, Inc. | Compositions comprising noribogaine and an excipient to facilitate transport across the blood brain barrier |
| US8637648B1 (en) | 2010-06-22 | 2014-01-28 | Demerx, Inc. | Compositions comprising noribogaine and an excipient to facilitate transport across the blood brain barrier |
| CA2806232A1 (en) | 2010-07-23 | 2012-01-26 | Demerx, Inc. | Noribogaine compositions |
| EP2481740B1 (en) | 2011-01-26 | 2015-11-04 | DemeRx, Inc. | Methods and compositions for preparing noribogaine from voacangine |
| US9617274B1 (en) | 2011-08-26 | 2017-04-11 | Demerx, Inc. | Synthetic noribogaine |
| WO2013085922A1 (en) | 2011-12-09 | 2013-06-13 | Demerx, Inc. | Phosphate esters of noribogaine |
| WO2013112673A1 (en) | 2012-01-25 | 2013-08-01 | Demerx, Inc. | Synthetic voacangine |
| US9150584B2 (en) | 2012-01-25 | 2015-10-06 | Demerx, Inc. | Indole and benzofuran fused isoquinuclidene derivatives and processes for preparing them |
| EP2934541A4 (en) | 2012-12-20 | 2016-08-03 | Demerx Inc | SUBSTITUTED NORIBOGAIN |
| US9045481B2 (en) | 2012-12-20 | 2015-06-02 | Demerx, Inc. | Substituted noribogaine |
| US9550789B2 (en) | 2014-06-18 | 2017-01-24 | Demerx, Inc. | Halogenated indole and benzofuran derivatives of isoquinuclidene and processes for preparing them |
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| US562110A (en) * | 1896-06-16 | Relasting-machine | ||
| US554636A (en) * | 1896-02-11 | Exercising-iviachine | ||
| US4681897A (en) | 1984-01-16 | 1987-07-21 | The Procter & Gamble Company | Pharmaceutical products providing enhanced analgesia |
| US4599342A (en) | 1984-01-16 | 1986-07-08 | The Procter & Gamble Company | Pharmaceutical products providing enhanced analgesia |
| US6127352A (en) * | 1988-02-01 | 2000-10-03 | Uribe; Jose R. | Pharmaceutical compositions with analgesics containing codeine |
| DE122004000032I2 (de) * | 1991-09-06 | 2006-02-09 | Mcneilab Inc | Zusammensetzung die eine Tramadol-Verbindung und Acetaminophen enth{lt, und ihre Verwendung |
| US5554636A (en) * | 1995-04-21 | 1996-09-10 | Lsu Medical Center Foundation | N-acylated 4-hydroxphenylamine derivatives with analgesic properties and pharmaceutical compositions containing them |
| US5840731A (en) | 1995-08-02 | 1998-11-24 | Virginia Commonwealth University | Pain-alleviating drug composition and method for alleviating pain |
| AU5882298A (en) | 1997-01-29 | 1998-08-18 | Chong Kun Dang Corporation | New analgesic composition |
| FR2770131A1 (fr) * | 1997-10-27 | 1999-04-30 | Union Pharma Scient Appl | Nouvelle association pharmaceutique a activite analgesique |
| US6143278A (en) * | 1998-02-23 | 2000-11-07 | Elkhoury; George F. | Topical application of opioid analgesic drugs such as morphine |
| GB9804885D0 (en) * | 1998-03-06 | 1998-04-29 | Merck Sharp & Dohme | Therapeutic combination |
| JPWO2001078681A1 (ja) * | 2000-04-17 | 2004-01-08 | 山之内製薬株式会社 | 薬物動態学的な薬物相互作用を回避する薬物送達システム及びその方法 |
| US6632217B2 (en) * | 2001-04-19 | 2003-10-14 | Microsolutions, Inc. | Implantable osmotic pump |
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2002
- 2002-11-12 US US10/292,105 patent/US6864271B2/en not_active Expired - Lifetime
-
2003
- 2003-11-12 AT AT03789740T patent/ATE429913T1/de not_active IP Right Cessation
- 2003-11-12 DE DE60327466T patent/DE60327466D1/de not_active Expired - Lifetime
- 2003-11-12 WO PCT/US2003/036039 patent/WO2004043460A1/en not_active Ceased
- 2003-11-12 AU AU2003294259A patent/AU2003294259B2/en not_active Ceased
- 2003-11-12 CA CA002509252A patent/CA2509252A1/en not_active Abandoned
- 2003-11-12 ES ES03789740T patent/ES2325369T3/es not_active Expired - Lifetime
- 2003-11-12 EP EP09157996A patent/EP2074996A1/en not_active Withdrawn
- 2003-11-12 EP EP03789740A patent/EP1572204B1/en not_active Expired - Lifetime
- 2003-11-12 JP JP2004552114A patent/JP2006508137A/ja active Pending
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US10682311B2 (en) | 2011-12-11 | 2020-06-16 | Baudax Bio, Inc. | Intranasal dexmedetomidine compositions and methods of use thereof |
Also Published As
| Publication number | Publication date |
|---|---|
| EP1572204B1 (en) | 2009-04-29 |
| DE60327466D1 (de) | 2009-06-10 |
| ATE429913T1 (de) | 2009-05-15 |
| US20040092541A1 (en) | 2004-05-13 |
| ES2325369T3 (es) | 2009-09-02 |
| US6864271B2 (en) | 2005-03-08 |
| AU2003294259B2 (en) | 2008-12-18 |
| WO2004043460A1 (en) | 2004-05-27 |
| EP2074996A1 (en) | 2009-07-01 |
| JP2006508137A (ja) | 2006-03-09 |
| EP1572204A1 (en) | 2005-09-14 |
| AU2003294259A1 (en) | 2004-06-03 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| EEER | Examination request | ||
| FZDE | Discontinued | ||
| FZDE | Discontinued |
Effective date: 20120323 |