FI61481C - Foerfarande foer framstaellning av nya terapeutiskt anvaendbara piperidinderivat - Google Patents

Foerfarande foer framstaellning av nya terapeutiskt anvaendbara piperidinderivat Download PDF

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Publication number
FI61481C
FI61481C FI760646A FI760646A FI61481C FI 61481 C FI61481 C FI 61481C FI 760646 A FI760646 A FI 760646A FI 760646 A FI760646 A FI 760646A FI 61481 C FI61481 C FI 61481C
Authority
FI
Finland
Prior art keywords
parts
formula
methyl
phenylethyl
filtered
Prior art date
Application number
FI760646A
Other languages
English (en)
Finnish (fi)
Swedish (sv)
Other versions
FI760646A (de
FI61481B (fi
Inventor
Paul Adriaan Jan Janssen
Daele Georges Henri Paul Van
Original Assignee
Janssen Pharmaceutica Nv
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 Janssen Pharmaceutica Nv filed Critical Janssen Pharmaceutica Nv
Publication of FI760646A publication Critical patent/FI760646A/fi
Publication of FI61481B publication Critical patent/FI61481B/fi
Application granted granted Critical
Publication of FI61481C publication Critical patent/FI61481C/fi

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D207/30—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members
    • C07D207/32—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
    • C07D207/33—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms with substituted hydrocarbon radicals, directly attached to ring carbon atoms
    • C07D207/333—Radicals substituted by oxygen or sulfur atoms
    • 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
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D211/00—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
    • C07D211/04—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D211/06—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
    • C07D211/36—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D211/56—Nitrogen atoms
    • C07D211/58—Nitrogen atoms attached in position 4
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D211/00—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
    • C07D211/04—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D211/06—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
    • C07D211/36—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D211/60—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
    • C07D211/62—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals attached in position 4
    • C07D211/66—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals attached in position 4 having a hetero atom as the second substituent in position 4
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D333/00—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
    • C07D333/02—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings
    • C07D333/04—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom
    • C07D333/06—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to the ring carbon atoms
    • C07D333/14—Radicals substituted by singly bound hetero atoms other than halogen
    • C07D333/16—Radicals substituted by singly bound hetero atoms other than halogen by oxygen atoms

Landscapes

  • Organic Chemistry (AREA)
  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Neurosurgery (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Neurology (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Engineering & Computer Science (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Pain & Pain Management (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Biomedical Technology (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Hydrogenated Pyridines (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Pyrrole Compounds (AREA)
  • Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
  • Heterocyclic Compounds Containing Sulfur Atoms (AREA)
FI760646A 1975-03-14 1976-03-12 Foerfarande foer framstaellning av nya terapeutiskt anvaendbara piperidinderivat FI61481C (fi)

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
US55851175A 1975-03-14 1975-03-14
US55851175 1975-03-14
US05/648,685 US3998834A (en) 1975-03-14 1976-01-13 N-(4-piperidinyl)-n-phenylamides and -carbamates
US64868576 1976-01-13

Publications (3)

Publication Number Publication Date
FI760646A FI760646A (de) 1976-09-15
FI61481B FI61481B (fi) 1982-04-30
FI61481C true FI61481C (fi) 1982-08-10

Family

ID=27071767

Family Applications (1)

Application Number Title Priority Date Filing Date
FI760646A FI61481C (fi) 1975-03-14 1976-03-12 Foerfarande foer framstaellning av nya terapeutiskt anvaendbara piperidinderivat

Country Status (28)

Country Link
US (1) US3998834A (de)
JP (1) JPS5946217B2 (de)
AT (1) AT359493B (de)
AU (1) AU503632B2 (de)
BG (1) BG28259A3 (de)
CA (1) CA1080232A (de)
CH (1) CH629486A5 (de)
CZ (1) CZ278060B6 (de)
DE (1) DE2610228A1 (de)
DK (1) DK148960C (de)
ES (1) ES446034A1 (de)
FI (1) FI61481C (de)
FR (1) FR2303546A1 (de)
GB (1) GB1538938A (de)
HU (1) HU172963B (de)
IE (1) IE42512B1 (de)
IL (1) IL49204A (de)
IT (1) IT1057988B (de)
LU (1) LU74511A1 (de)
NL (1) NL185279C (de)
NO (1) NO146162C (de)
NZ (1) NZ180096A (de)
PH (1) PH12746A (de)
PL (1) PL102474B1 (de)
PT (1) PT64898B (de)
SE (1) SE426486B (de)
SU (1) SU1227109A3 (de)
YU (1) YU39960B (de)

Families Citing this family (61)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4179569A (en) * 1975-03-14 1979-12-18 Janssen Pharmaceutica N.V. N-(4-piperidinyl)-N-phenylamides
US4208418A (en) * 1975-09-23 1980-06-17 Janssen Pharmaceutica N.V. N-Aryl-N-(1-alkyl-4-piperidinyl)arylacetamides
US4225606A (en) * 1975-09-23 1980-09-30 Janssen Pharmaceutica N.V. N-Aryl-N-(1-L-4-piperidinyl)arylacetamides
FR2389622B1 (de) * 1977-05-05 1982-05-21 Janssen Pharmaceutica Nv
US4167574A (en) * 1978-03-13 1979-09-11 Janssen Pharmaceutica, N.V. N-phenyl-N-(4-piperidinyl)amides
US4584303A (en) * 1984-04-09 1986-04-22 The Boc Group, Inc. N-aryl-N-(4-piperidinyl)amides and pharmaceutical compositions and method employing such compounds
FR2608602A1 (fr) * 1986-12-23 1988-06-24 Cerm Cent Europ Rech Mauvernay Nouvelles 3-piperidineamines ou 3-azepineamines substituees, leur preparation et leurs applications en therapeutique
US4849521A (en) * 1987-11-02 1989-07-18 Boc, Inc. Stereoselective preparation of 3-substituted-4-piperidine compounds and derivatives
US4957929A (en) * 1987-11-02 1990-09-18 Boc, Inc. 4-phenyl-4-[N-(phenyl)amido]piperidine compounds and pharmaceutical compositions employing such compounds
US4921864A (en) * 1987-11-02 1990-05-01 Boc, Inc. 4-Phenyl-4-(N-(phenyl)amido) piperidine derivatives and pharmaceutical compositions and method employing such compounds
USRE33495E (en) * 1987-11-02 1990-12-18 Boc, Inc. Stereoselective preparation of 3-substituted-4-anilino-piperidine compounds and derivatives
US4791121A (en) * 1987-11-02 1988-12-13 The Boc Group, Inc. 4-phenyl-4-(N-(phenyl)amido) piperidine derivatives and pharmaceutical compositions and method employing such compounds
US5013742A (en) * 1987-11-02 1991-05-07 Boc, Inc. 4-phenyl-4-N-(phenyl) amido piperidine derivatives and pharmaceutical compositions and method employing such compounds
US4801615A (en) * 1987-12-31 1989-01-31 The Boc Group, Inc. 4-heterohexacyclic-4-(N-(phenyl)amido) piperidine derivatives and pharmaceutical compositions and method employing such compounds
US4791120A (en) * 1987-12-31 1988-12-13 The Boc Group, Inc. 4-heteropentacyclic-4-[N-(phenyl)amino] piperidine derivatives and pharmaceutical compositions and method employing such compounds
US5019583A (en) * 1989-02-15 1991-05-28 Glaxo Inc. N-phenyl-N-(4-piperidinyl)amides useful as analgesics
US5053411A (en) * 1989-04-20 1991-10-01 Anaquest, Inc. N-aryl-N-[4-(1-heterocyclicalkyl)piperidinyl]amides and pharmaceutical compositions and methods employing such compounds
US5145967A (en) * 1989-04-20 1992-09-08 Anaquest, Inc. Method for preparing 4-alkoxyalkyl-4-phenylaminopiperdines and derivatives thereof
USRE34201E (en) * 1989-04-20 1993-03-23 Anaquest, Inc. N-aryl-N-[4-(1-heterocyclicalkyl)piperidinyl]amides and pharmaceutical compositions and methods employing such compounds
US5100903A (en) * 1989-05-12 1992-03-31 Anaquest, Inc. N-aryl-n-(1-substituted-3-alkoxy-4-piperidinyl)amides and pharmaceutical compositions and methods employing such compounds
US4994471A (en) * 1989-05-12 1991-02-19 Boc, Inc. N-aryl-N-(1-substituted-3-alkoxy-4-piperidinyl)amides and pharmaceutical compositions and methods employing such compounds
US4939161A (en) * 1989-05-12 1990-07-03 Boc, Inc. Analgesic N-aryl-N-[1-substituted-3,5-dimethyl-4-piperidinyl]amides
US5039804A (en) * 1989-12-13 1991-08-13 Glaxo Inc. Preparation of substituted alkali metal piperidine-4-carboxylates
US5126455A (en) * 1989-12-13 1992-06-30 Glaxo Inc. Preparation of substituted alkali metal piperidine-4-carboxylates
US5214148A (en) * 1990-12-18 1993-05-25 Glaxo Inc. Analgesic N-phenyl-N-(3-OR1 -3-ME-4-piperidinyl)amides
US5130321A (en) * 1990-12-18 1992-07-14 Glaxo Inc. Analgesic n-phenyl-n-(3-or 1-3-me-4-piperidinyl)amides
FR2676054B1 (fr) * 1991-05-03 1993-09-03 Sanofi Elf Nouveaux composes n-alkylenepiperidino et leurs enantiomeres, procede pour leur preparation et compositions pharmaceutiques les contenant.
GB9316863D0 (en) * 1993-08-13 1993-09-29 Glaxo Group Ltd Chemical process
US5489689A (en) * 1993-09-30 1996-02-06 Mallinckrodt Chemical, Inc. Preparation of piperidine derivatives
US6835194B2 (en) * 1999-03-18 2004-12-28 Durect Corporation Implantable devices and methods for treatment of pain by delivery of fentanyl and fentanyl congeners
US6541021B1 (en) * 1999-03-18 2003-04-01 Durect Corporation Devices and methods for pain management
WO2000061557A1 (fr) * 1999-04-09 2000-10-19 Mochida Pharmaceutical Co., Ltd. Derives de 4-hydroxypiperidine ayant un effet anti-arythmique
US7361666B2 (en) * 1999-05-25 2008-04-22 Sepracor, Inc. Heterocyclic analgesic compounds and methods of use thereof
US6635661B2 (en) 2000-05-25 2003-10-21 Sepracor Inc. Heterocyclic analgesic compounds and methods of use thereof
US6677332B1 (en) 1999-05-25 2004-01-13 Sepracor, Inc. Heterocyclic analgesic compounds and methods of use thereof
DE60030883T2 (de) * 1999-12-06 2007-09-06 Mallinckrodt, Inc. Verfahren zur herstellung von alfentanil, sufentanil und remifentanil
US7074803B2 (en) * 2001-03-02 2006-07-11 Durect Corporation Opioid formulations
US20040102476A1 (en) * 2002-11-25 2004-05-27 Chan Tai Wah High concentration formulations of opioids and opioid derivatives
EP1795526A4 (de) * 2004-09-14 2010-10-13 Nippon Chemiphar Co N-substituierte n-(4-piperidinyl)amidderivate
JP2008088057A (ja) * 2005-03-23 2008-04-17 Nippon Chemiphar Co Ltd Ｎ−置換−ｎ−（４−ピペリジニル）アミド誘導体
WO2007061555A1 (en) * 2005-11-17 2007-05-31 Mallinckrodt Inc. Process for synthesizing remifentanil
AU2007208438A1 (en) * 2006-01-24 2007-08-02 Mallinckrodt Inc. Process for synthesizing remifentanil
EP1867635A1 (de) * 2006-06-15 2007-12-19 Kern Pharma, S.L. Verfahren zur Herstellung von Remifentanil, seine Zwischenprodukte, die Verwendung von diesen Zwischenprodukten und das Verfahren zur deren Herstellung
US20080009782A1 (en) * 2006-06-28 2008-01-10 Alza Corporation Methods and Devices for Transdermal Electrotransport Delivery of Lofentanil and Carfentanil
WO2008005423A1 (en) * 2006-07-03 2008-01-10 Cambrex Charles City, Inc. Improved method of making sufentanil
CA2670704A1 (en) * 2006-11-29 2008-06-05 Mallinckrodt Inc. New process for remifentanil synthesis
WO2010027770A1 (en) * 2008-09-04 2010-03-11 Mallinckrodt Inc. Crystalline forms of sufentanil citrate
US8299258B2 (en) * 2008-11-04 2012-10-30 Cambrex Charles City Method of making piperidine derivatives
US8946433B2 (en) 2010-09-17 2015-02-03 Mallinckrodt Llc Process for the preparation of sufentanil base and related compounds
EP2455377B1 (de) 2010-11-11 2014-07-09 hameln rds gmbh Synthese von Fentanyl Analoga
EP2646107A2 (de) 2010-12-01 2013-10-09 Spinal Modulation Inc. Wirkstofffreisetzungssysteme für selektive nervenmodulation
KR102637496B1 (ko) * 2013-03-13 2024-02-19 프레지던트 앤드 펠로우즈 오브 하바드 칼리지 스테이플드 및 스티치드 폴리펩티드 및 그의 용도
US10752588B2 (en) 2014-12-19 2020-08-25 The Broad Institute, Inc. Dopamine D2 receptor ligands
EP3233077A4 (de) 2014-12-19 2018-08-08 The Broad Institute Inc. Dopamin-d2-rezeptor-liganden
WO2016191472A1 (en) 2015-05-27 2016-12-01 Mallinckrodt Llc Preparation of sufentanil citrate and sufentanil base
CN106854203B (zh) * 2015-12-08 2020-12-01 江苏恩华药业股份有限公司 枸橼酸舒芬太尼的新晶型及其制备方法
PL3199523T3 (pl) 2016-01-29 2019-03-29 Bioka s. r.o. Nowa procedura do produkcji n-fenylo-n-(4- piperydynylo) pochodnych amidowych, jakimi jest na przykład remifentanyl i karfentanyl
CN108503579B (zh) * 2018-03-28 2021-03-26 南京医科大学 芬太尼类似物及其应用
CN113214140B (zh) * 2020-02-03 2022-09-09 江苏谛奇医药科技有限公司 哌啶酰胺类衍生物、其药物组合物及其应用
EP4196478A1 (de) 2020-08-14 2023-06-21 Novartis AG Heteroarylsubstituierte spiropiperidinylderivate und pharmazeutische verwendungen davon
CN114262320A (zh) * 2021-12-28 2022-04-01 宜昌人福药业有限责任公司 一种利用连续流微通道反应器制备苯胺基哌啶类药物的合成方法

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
NL135583C (de) * 1961-10-10
US3171838A (en) * 1961-10-10 1965-03-02 Res Lab Dr C Janssen N V Aroylalkyl and hydroxyaralkyl derivatives of 4-(n-arylalkanamido)-piperidines and related compounds

Also Published As

Publication number Publication date
FR2303546A1 (fr) 1976-10-08
NO146162B (no) 1982-05-03
AU503632B2 (en) 1979-09-13
SU1227109A3 (ru) 1986-04-23
IE42512L (en) 1976-09-14
FI760646A (de) 1976-09-15
CH629486A5 (de) 1982-04-30
FR2303546B1 (de) 1980-11-28
NL185279C (nl) 1990-03-01
LU74511A1 (de) 1976-09-01
JPS5946217B2 (ja) 1984-11-10
ES446034A1 (es) 1977-10-16
NO760591L (de) 1976-09-15
DK148960B (da) 1985-12-02
IE42512B1 (en) 1980-08-27
JPS51115478A (en) 1976-10-12
CZ278060B6 (en) 1993-08-11
NL7602612A (nl) 1976-09-16
PT64898A (en) 1976-04-01
NO146162C (no) 1982-08-11
CZ163276A3 (en) 1993-03-17
DK148960C (da) 1986-06-23
PL102474B1 (pl) 1979-03-31
PH12746A (en) 1979-08-09
IT1057988B (it) 1982-03-30
AU1200676A (en) 1977-09-22
NZ180096A (en) 1978-06-02
SE426486B (sv) 1983-01-24
GB1538938A (en) 1979-01-24
SE7602740L (sv) 1976-09-15
DK110376A (da) 1976-09-15
HU172963B (hu) 1979-01-28
DE2610228A1 (de) 1976-09-30
FI61481B (fi) 1982-04-30
YU65276A (en) 1982-08-31
AT359493B (de) 1980-11-10
IL49204A (en) 1979-11-30
IL49204A0 (en) 1976-05-31
ATA184676A (de) 1980-04-15
CA1080232A (en) 1980-06-24
BG28259A3 (en) 1980-03-25
NL185279B (nl) 1989-10-02
YU39960B (en) 1985-06-30
DE2610228C2 (de) 1990-04-05
PT64898B (en) 1977-08-18
US3998834A (en) 1976-12-21

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Owner name: JANSSEN PHARMACEUTICA N.V.