CA1301150C - Substituted benzoate ester prodrug derivatives of nalbuphine, intermediates thereto, and processes - Google Patents

Substituted benzoate ester prodrug derivatives of nalbuphine, intermediates thereto, and processes

Info

Publication number
CA1301150C
CA1301150C CA000485661A CA485661A CA1301150C CA 1301150 C CA1301150 C CA 1301150C CA 000485661 A CA000485661 A CA 000485661A CA 485661 A CA485661 A CA 485661A CA 1301150 C CA1301150 C CA 1301150C
Authority
CA
Canada
Prior art keywords
compound
nalbuphine
oral administration
consisting essentially
composition consisting
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 - Lifetime
Application number
CA000485661A
Other languages
English (en)
French (fr)
Inventor
Elie G. Shami
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Bristol Myers Squibb Pharma Co
Original Assignee
DuPont Merck Pharmaceutical Co
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by DuPont Merck Pharmaceutical Co filed Critical DuPont Merck Pharmaceutical Co
Application granted granted Critical
Publication of CA1301150C publication Critical patent/CA1301150C/en
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D489/00Heterocyclic compounds containing 4aH-8, 9 c- Iminoethano-phenanthro [4, 5-b, c, d] furan ring systems, e.g. derivatives of [4, 5-epoxy]-morphinan of the formula:
    • C07D489/06Heterocyclic compounds containing 4aH-8, 9 c- Iminoethano-phenanthro [4, 5-b, c, d] furan ring systems, e.g. derivatives of [4, 5-epoxy]-morphinan of the formula: with a hetero atom directly attached in position 14
    • C07D489/08Oxygen atom
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D221/00Heterocyclic compounds containing six-membered rings having one nitrogen atom as the only ring hetero atom, not provided for by groups C07D211/00 - C07D219/00
    • C07D221/02Heterocyclic compounds containing six-membered rings having one nitrogen atom as the only ring hetero atom, not provided for by groups C07D211/00 - C07D219/00 condensed with carbocyclic rings or ring systems
    • C07D221/22Bridged ring systems
    • C07D221/28Morphinans
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D489/00Heterocyclic compounds containing 4aH-8, 9 c- Iminoethano-phenanthro [4, 5-b, c, d] furan ring systems, e.g. derivatives of [4, 5-epoxy]-morphinan of the formula:
    • C07D489/02Heterocyclic compounds containing 4aH-8, 9 c- Iminoethano-phenanthro [4, 5-b, c, d] furan ring systems, e.g. derivatives of [4, 5-epoxy]-morphinan of the formula: with oxygen atoms attached in positions 3 and 6, e.g. morphine, morphinone

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
CA000485661A 1984-05-14 1985-06-27 Substituted benzoate ester prodrug derivatives of nalbuphine, intermediates thereto, and processes Expired - Lifetime CA1301150C (en)

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
US733,464 1984-05-14
US62792384A 1984-07-05 1984-07-05
US627,923 1984-07-05
US06/733,464 US4668685A (en) 1984-07-05 1985-05-14 Substituted benzoate ester prodrug derivatives of 3-hydroxymorphinans, which are analgesics or narcotic antagonists

Publications (1)

Publication Number Publication Date
CA1301150C true CA1301150C (en) 1992-05-19

Family

ID=27090564

Family Applications (1)

Application Number Title Priority Date Filing Date
CA000485661A Expired - Lifetime CA1301150C (en) 1984-05-14 1985-06-27 Substituted benzoate ester prodrug derivatives of nalbuphine, intermediates thereto, and processes

Country Status (18)

Country Link
US (1) US4668685A (instruction)
EP (1) EP0170090B1 (instruction)
AU (1) AU578391B2 (instruction)
CA (1) CA1301150C (instruction)
DE (1) DE3573251D1 (instruction)
DK (1) DK160501C (instruction)
ES (1) ES8704443A1 (instruction)
FI (1) FI83215C (instruction)
GR (1) GR851653B (instruction)
HK (1) HK39790A (instruction)
HU (1) HU193995B (instruction)
IE (1) IE58136B1 (instruction)
IL (1) IL75721A (instruction)
MX (1) MX160445A (instruction)
NO (1) NO171209C (instruction)
NZ (1) NZ212641A (instruction)
PT (1) PT80773B (instruction)
SU (2) SU1450742A3 (instruction)

Families Citing this family (51)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4673679A (en) * 1986-05-14 1987-06-16 E. I. Du Pont De Nemours And Company Use of prodrugs of 3-hydroxymorphinans to prevent bitter taste upon buccal, nasal or sublingual administration
DK107688D0 (da) * 1988-03-01 1988-03-01 Novo Industri As Carbaminsyreestere af substituerede 7-hydroxy-2,3,4,5-tetrahydro-1h-3-benzazepiner
US6702705B1 (en) 1988-05-04 2004-03-09 Igen International, Inc. Prodrugs activated by targeted catalytic proteins
DK24089D0 (da) * 1989-01-20 1989-01-20 Hans Bundgaard Novel prodrug derivatives of biologically active agents containing hydroxyl groups or nh-acidic groups
US6258360B1 (en) * 1989-05-04 2001-07-10 Igen International, Inc. Prodrugs activated by targeted catalytic proteins
WO1993002703A1 (en) * 1991-08-05 1993-02-18 Igen, Inc. Prodrugs activated by targeted catalytic proteins
US5968551A (en) * 1991-12-24 1999-10-19 Purdue Pharma L.P. Orally administrable opioid formulations having extended duration of effect
DK0577847T3 (da) * 1992-01-23 1999-06-23 Toray Industries Morphinanderivat og medicinsk anvendelse deraf
TW372972B (en) * 1992-10-23 1999-11-01 Novartis Ag Antiretroviral acyl compounds
EP0615756B1 (en) * 1993-03-15 2001-06-27 National Science Council Nalbuphine esters and long-acting pharmaceutical compositions containing them
CA2143864C (en) * 1993-07-23 2006-01-24 Hiroshi Nagase Morphinan derivatives and pharmaceutical use thereof
US5376662A (en) * 1993-12-08 1994-12-27 Ockert; David M. Method of attenuating nerve injury induced pain
US5869669A (en) * 1996-07-26 1999-02-09 Penick Corporation Preparation of 14-hydroxynormorphinones from normorphinone dienol acylates
US6225321B1 (en) * 1997-06-05 2001-05-01 Oliver Yoa-Pu Hu Long analgesic acting nalbuphine polyester derivative and method of use
US6375957B1 (en) 1997-12-22 2002-04-23 Euro-Celtique, S.A. Opioid agonist/opioid antagonist/acetaminophen combinations
DK2266564T3 (da) 1997-12-22 2013-06-03 Euro Celtique Sa Farmaceutisk oral doseringsform omfattende en kombination af en opioidagonist og en opioidantagonist
ATE233264T1 (de) * 2000-04-27 2003-03-15 Oliver Yoa-Pu Hu Polynalbuphinderivat
US6569449B1 (en) 2000-11-13 2003-05-27 University Of Kentucky Research Foundation Transdermal delivery of opioid antagonist prodrugs
CN1525851A (zh) 2001-05-11 2004-09-01 ������ҩ�����޹�˾ 抗滥用阿片样物质控释剂型
EP1421085B1 (en) * 2001-08-23 2010-04-28 N.V. Organon Process for the preparation of a 14-hydroxynormorphinone derivative
US20040033253A1 (en) * 2002-02-19 2004-02-19 Ihor Shevchuk Acyl opioid antagonists
CA2478523A1 (en) 2002-04-05 2003-10-16 Euro-Celtique S.A. Matrix for sustained, invariant and independent release of active compounds
US20040202717A1 (en) 2003-04-08 2004-10-14 Mehta Atul M. Abuse-resistant oral dosage forms and method of use thereof
US20080020028A1 (en) * 2003-08-20 2008-01-24 Euro-Celtique S.A. Transdermal dosage form comprising an active agent and a salt and a free-base form of an adverse agent
EP1604666A1 (en) * 2004-06-08 2005-12-14 Euro-Celtique S.A. Opioids for the treatment of the Chronic Obstructive Pulmonary Disease (COPD)
EP1604667A1 (en) * 2004-06-08 2005-12-14 Euro-Celtique S.A. Opioids for the treatment of the restless leg syndrome
EP1809104A4 (en) * 2004-09-23 2009-04-29 Alexander Michalow METHODS FOR REGULATING NEUROTRANSMITTER SYSTEMS BY INDUCING COUNTER-ADAPTATIONS
US20080045610A1 (en) * 2004-09-23 2008-02-21 Alexander Michalow Methods for regulating neurotransmitter systems by inducing counteradaptations
MX2007009162A (es) * 2005-01-28 2007-10-23 Euro Celtique Sa Formas de dosis rsistente al alcohol.
EP1702558A1 (en) * 2005-02-28 2006-09-20 Euro-Celtique S.A. Method and device for the assessment of bowel function
EP1695700A1 (en) * 2005-02-28 2006-08-30 Euro-Celtique S.A. Dosage form containing oxycodone and naloxone
WO2006126529A1 (ja) * 2005-05-25 2006-11-30 Shionogi & Co., Ltd. 6,7-不飽和-7-カルバモイル置換モルヒナン誘導体
WO2007022535A2 (en) 2005-08-19 2007-02-22 Pharmacofore, Inc. Prodrugs of active agents
GB0606124D0 (en) * 2006-03-28 2006-05-03 Reckitt Benckiser Healthcare Buprenorphine derivatives and uses thereof
BRPI0808651A2 (pt) * 2007-03-09 2014-08-19 Green Cross Corp Pró-medicamentos oralmente biodisponíveis de (+)-3-hidroximorfinano para a prevenção ou o tratamento da doença de parkinson.
ES2635733T3 (es) * 2008-07-07 2017-10-04 Euro-Celtique S.A. Uso de antagonistas opioideos para tratar la retención urinaria
ES2706407T3 (es) 2009-03-10 2019-03-28 Euro Celtique Sa Composiciones farmacéuticas de liberación inmediata que comprenden oxicodona y naloxona
US10849981B2 (en) 2009-07-02 2020-12-01 KemPham, Inc. Benzoic acid, benzoic acid derivatives and heteroaryl carboxylic acid conjugates of hydrocodone, prodrugs, methods of making and use thereof
UA102916C2 (uk) 2009-07-02 2013-08-27 Кемфарм, Інк. Композиція на основі кон'югату гідрокодону з бензойною кислотою, похідними бензойної кислоти або гетероарилкарбоновою кислотою, проліки, спосіб лікування від зловживань
WO2011008636A1 (en) * 2009-07-15 2011-01-20 Mallinckrodt Inc. 3-oxy-hydromorphone derivatives
WO2012063933A1 (ja) * 2010-11-12 2012-05-18 塩野義製薬株式会社 6,7-不飽和-7-カルバモイルモルヒナン誘導体の結晶およびその製造方法
CN104136031B (zh) 2011-10-26 2016-05-04 凯姆制药公司 氢吗啡酮的苯甲酸缀合物、苯甲酸衍生物缀合物和杂芳基羧酸缀合物、其前药、制备和使用方法
NZ716267A (en) 2013-07-23 2017-05-26 Euro Celtique Sa A combination of oxycodone and naloxone for use in treating pain in patients suffering from pain and a disease resulting in intestinal dysbiosis and/or increasing the risk for intestinal bacterial translocation
KR20190049944A (ko) 2014-11-25 2019-05-09 켐팜 인코포레이티드 옥시코돈의 벤조산, 벤조산 유도체 및 헤테로아릴 카르복실산 콘쥬게이트
CN106999487A (zh) 2014-12-02 2017-08-01 凯姆制药公司 羟吗啡酮的苯甲酸缀合物、苯甲酸衍生物缀合物和杂芳基羧酸缀合物、其前药、制备和使用方法
US10155771B2 (en) * 2015-11-04 2018-12-18 Noramco, Inc. Selective reduction of morphinan alkaloids
US10799496B2 (en) 2018-07-13 2020-10-13 Alkermes Pharma Ireland Limited Naphthylenyl compounds for long-acting injectable compositions and related methods
WO2020012245A1 (en) 2018-07-13 2020-01-16 Alkermes Pharma Ireland Limited Thienothiophene-naltrexone prodrugs for long-acting injectable compositions
US11186585B2 (en) 2018-08-17 2021-11-30 Kappa-Pharma LLC Compositions and methods of enhancing opioid receptor engagement by opioid hexadienoates and optionally substituted hexadienoates
WO2020094634A1 (en) 2018-11-05 2020-05-14 Alkermes Pharma Ireland Limited Thiophene prodrugs of naltroxene for long-acting injectable compositions and related methods
WO2021029914A1 (en) 2019-08-11 2021-02-18 Kappa-Pharma LLC Compositions and methods of enhancing opioid receptor engagement by opioid hexadienoates and optionally substituted hexadienoates

Family Cites Families (14)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE224197C (instruction) *
US3254088A (en) * 1961-03-14 1966-05-31 Lewenstein Morphine derivative
FR1602610A (en) * 1962-10-10 1971-01-04 10.10.62.-17.4.63. 38445-15209 thebaine derivs
US3332950A (en) * 1963-03-23 1967-07-25 Endo Lab 14-hydroxydihydronormorphinone derivatives
IL26896A (en) * 1966-01-19 1970-11-30 Endo Lab 14 - Hydroxynormorphinins and 14 - Hydroxynormorphinones
GB1097167A (en) * 1966-05-31 1967-12-29 Shionogi & Co 3-hydroxy-6-oxo-n-phenethylmorphinan compounds and their production
CH543514A (de) * 1967-08-25 1973-10-31 Hoffmann La Roche Verfahren zur Herstellung von Morphinanderivaten
US3654280A (en) * 1968-03-21 1972-04-04 Shionogi & Co L-n allylic-3-hydroxy-6-oxomorphinans
DE2323192A1 (de) * 1972-05-10 1973-12-13 Endo Lab Injizierbare, langwirkende antagonistpraeparate gegen narkotika und rauschgifte
US4161597A (en) * 1976-12-20 1979-07-17 Research Corporation N-alkyl-14-hydroxymorphinans and derivatives
JPS59184163A (ja) * 1983-04-02 1984-10-19 Res Inst For Prod Dev 3−ベンゾイルチオ−17−メチルモルヒナン
JPS59184183A (ja) * 1983-04-02 1984-10-19 Res Inst For Prod Dev 3−ベンゾイルチオ−4、5α−エポキシ−7α−〔1(R)−ヒドロキシ−1−メチルブチル〕−6−メトキシ−17−メチル−6、14−エンド−エテノモルヒナン
JPS59184182A (ja) * 1983-04-02 1984-10-19 Res Inst For Prod Dev 3−ベンゾイルチオ−4、5α−エポキシ−7α−〔1(R)−ヒドロキシ−1−メチルベンチル〕−6−メトキシ−17−メチル−6、14−エンド−エタノモルヒナン
JPS59186987A (ja) * 1983-04-06 1984-10-23 Res Inst For Prod Dev 3−ベンゾイルチオ−4、5α−エポキシ−7α−〔1(R)−ヒドロキシ−1−メチルブチル〕−6−メトキシ−17−メチル−6、14−エンド−エテノモルヒナン

Also Published As

Publication number Publication date
IL75721A (en) 1990-04-29
FI852659A0 (fi) 1985-07-04
NO171209C (no) 1993-02-10
IE851683L (en) 1986-01-05
SU1450742A3 (ru) 1989-01-07
DE3573251D1 (en) 1989-11-02
ES544852A0 (es) 1987-04-01
DK306885A (da) 1986-01-06
DK306885D0 (da) 1985-07-04
IE58136B1 (en) 1993-07-14
IL75721A0 (en) 1985-11-29
NO852699L (no) 1986-01-06
FI83215B (fi) 1991-02-28
ES8704443A1 (es) 1987-04-01
EP0170090B1 (en) 1989-09-27
AU578391B2 (en) 1988-10-20
AU4451685A (en) 1986-01-09
HU193995B (en) 1987-12-28
PT80773A (en) 1985-08-01
US4668685A (en) 1987-05-26
NZ212641A (en) 1988-10-28
EP0170090A1 (en) 1986-02-05
HUT40132A (en) 1986-11-28
HK39790A (en) 1990-06-01
FI83215C (fi) 1991-06-10
GR851653B (instruction) 1985-11-26
FI852659L (fi) 1986-01-06
PT80773B (pt) 1987-10-20
DK160501C (da) 1991-08-26
SU1508960A3 (ru) 1989-09-15
DK160501B (da) 1991-03-18
NO171209B (no) 1992-11-02
MX160445A (es) 1990-03-02

Similar Documents

Publication Publication Date Title
CA1301150C (en) Substituted benzoate ester prodrug derivatives of nalbuphine, intermediates thereto, and processes
US5180722A (en) 10,11-methylenedioxy-20(RS)-camptothecin and 10,11-methylenedioxy-20(S)-camptothecin analogs
JP3447292B2 (ja) イミダゾピリジン及び胃腸の疾病の治療のためのその使用
EP0046666B1 (en) 2(3h)-indolones, process for their preparation and compositions containing them
US5340817A (en) Method of treating tumors with anti-tumor effective camptothecin compounds
NZ235329A (en) 20(s or rs)-camptothecin derivatives and pharmaceutical compositions
US4132709A (en) [2]Benzopyrano[4,3-c]pyridine derivatives and process therefor
CA1125657A (en) Derivatives of 1,2,3,3a,8,8a-hexadydropyrrolo ¬2,3-b| indole
CZ286949B6 (cs) Nové benzomorfany, způsob výroby a farmaceutické prostředky s jejich obsahem
US4370341A (en) 6,7,8,9-Tetrahydro-3H-benz[E]indol-8-amine derivatives
JPH07500329A (ja) ピロロ−ピリダジン
NO145618B (no) Analogifremgangsmaate ved fremstilling av nye, terapeutisk aktive spiro-(1,3-dioxolan-4,3`-kinuclidin-forbindelser
US6693198B2 (en) Amonafide salts
AU2003248910B2 (en) Naphthalimide synthesis including amonafide synthesis and pharmaceutical preparations thereof
CN118480041A (zh) 取代的多环化合物及其药物组合物和用途
KR100339115B1 (ko) 결정성3-(4-헥실옥시-1,2,5-티아디아졸-3-일)-1,2,5,6-테트라하이드로-1-메틸피리딘(+)l-하이드로겐타르트레이트,이의제조방법및이를포함하는약제학적조성물
US3056796A (en) 2.8-diazaspiro(4.5)decane-1.3 diones
EP1885727A2 (en) Syntheses and preparations of narwedine and related novel compounds
CA1159459A (en) 6,7,8,9-tetrahydro-3h-benz¬e| indolamine derivatives
GB1590155A (en) Cis-4a-phenyl-2,3,4,4a,5,6,7,7a-octahydro-1h-2-pyrindines and pharmaceutical compositions containing them
EP0116373B1 (en) 2h-(1) benzoxepino(5,4-b)-1,4-oxazine derivatives
US3467755A (en) Compositions and methods for producing sedation and tranquilization with substituted 4,5,6,7- tetrahydro-4-oxindoles
US3457271A (en) 11-lower alkyl-hexahydro-1-benzazepino (3,2,1-h,i)pyrido(4,3-b)indole
US3476755A (en) 8,13-diazasteroids
US3452025A (en) 1-amino-1,3,4,6,7,11b-hexahydro-2h-benzo(a) quinolizines

Legal Events

Date Code Title Description
MKLA Lapsed