AR019080A1 - Procedimiento para preparar a eleccion n-metil-n-[(1s)-1-fenil-2-((3s)-3-hidroxipirrolidin-1-il)etil]-2,2-difenilaceta-mida o n-metil-n-[(1r)-1-fenil-2-((3r)-3-hidroxipirrolidin-1-il)-etil]-2,2-difenilacetamida. - Google Patents

Procedimiento para preparar a eleccion n-metil-n-[(1s)-1-fenil-2-((3s)-3-hidroxipirrolidin-1-il)etil]-2,2-difenilaceta-mida o n-metil-n-[(1r)-1-fenil-2-((3r)-3-hidroxipirrolidin-1-il)-etil]-2,2-difenilacetamida.

Info

Publication number
AR019080A1
AR019080A1 ARP990101758A ARP990101758A AR019080A1 AR 019080 A1 AR019080 A1 AR 019080A1 AR P990101758 A ARP990101758 A AR P990101758A AR P990101758 A ARP990101758 A AR P990101758A AR 019080 A1 AR019080 A1 AR 019080A1
Authority
AR
Argentina
Prior art keywords
phenyl
methyl
hydroxypyrrolidin
compound
formula
Prior art date
Application number
ARP990101758A
Other languages
English (en)
Inventor
Jens Budak
Andreas Bathe
Rudolf Gottschlich
Karl-August Ackermann
Bernd Helfet
Ingerborg Stein
Original Assignee
Tioga Pharmaceuticals Inc
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
Family has litigation
First worldwide family litigation filed litigation Critical https://patents.darts-ip.com/?family=7865063&utm_source=google_patent&utm_medium=platform_link&utm_campaign=public_patent_search&patent=AR019080(A1) "Global patent litigation dataset” by Darts-ip is licensed under a Creative Commons Attribution 4.0 International License.
Application filed by Tioga Pharmaceuticals Inc filed Critical Tioga Pharmaceuticals Inc
Publication of AR019080A1 publication Critical patent/AR019080A1/es

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
    • C07B35/00—Reactions without formation or introduction of functional groups containing hetero atoms, involving a change in the type of bonding between two carbon atoms already directly linked
    • C07B35/02—Reduction
    • 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
    • A61K31/33—Heterocyclic compounds
    • A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
    • A61K31/40—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with one nitrogen as the only ring hetero atom, e.g. sulpiride, succinimide, tolmetin, buflomedil
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P1/00—Drugs for disorders of the alimentary tract or the digestive system
    • 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
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P7/00—Drugs for disorders of the blood or the extracellular fluid
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P7/00—Drugs for disorders of the blood or the extracellular fluid
    • A61P7/06—Antianaemics
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P7/00—Drugs for disorders of the blood or the extracellular fluid
    • A61P7/10—Antioedematous agents; Diuretics
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
    • C07B43/00—Formation or introduction of functional groups containing nitrogen
    • C07B43/06—Formation or introduction of functional groups containing nitrogen of amide groups
    • 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
    • C07D207/04—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 no double bonds between ring members or between ring members and non-ring members
    • C07D207/10—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 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
    • C07D207/12—Oxygen or sulfur atoms
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
    • Y02P20/00—Technologies relating to chemical industry
    • Y02P20/50—Improvements relating to the production of bulk chemicals
    • Y02P20/55—Design of synthesis routes, e.g. reducing the use of auxiliary or protecting groups

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • Veterinary Medicine (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Public Health (AREA)
  • Medicinal Chemistry (AREA)
  • General Health & Medical Sciences (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • General Chemical & Material Sciences (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Engineering & Computer Science (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Diabetes (AREA)
  • Hematology (AREA)
  • Epidemiology (AREA)
  • Pain & Pain Management (AREA)
  • Rheumatology (AREA)
  • Pyrrole Compounds (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

Un nuevo procedimiento para preparar a eleccion N-metil-N[(1S)-1-fenil-2-((3S)-3-hidroxipirrolidin-1-il)-etil]-2,2-difenilacetamida o N-metil-N-[(1R)-1-fenil-2-((3R)-3-hidroxipirrolidin-1-il)-etil]-2,2-difenilacetamida, caracterizado porque a) sehac e reaccionar un derivado N-sustituido de la fenilglicina, deformula I en donde R representa H, OR1 o SR1, R1 representa A, arilo, heteroarilo, Si(R3)3 o COR3, R3 representa H, A, arilo o heteroarilo, A representa unresto de alquilo de cadenarecta o ramificada de 1 a 6 átomos de C, M representa H o un cation del grupo de los metales alcalinos, metales alcalinotérreos,amonio o alquilamonio, con un compuesto de la formula II en la cual R2 representa H, A, arilo, heteroarilo, Si(R3)3 oCOR3 y R3 re presenta H, A, arilo oheteroarilo, para formar un compuesto de la formula (III) en donde R y R2 tienen los significados indicados anteriormente, b) luego se reduce a un compuestode formula (IV), c) se hace reaccionar el compuestoresultante de formul a (IV) con un ácido carboxílico activado de formula (V) en donde R4 representa F, Cl,Br, I, OA o O-CO-A, para obtener el compuesto de formula (VI) procedimiento en el cual los reactivos empleados en la etapa a) se eligenconforme el enantiomeroque se quiere obtener como producto final. Los nuevos compuestos de N-metil-N-[(1S)-1-fenil-2-((3S)-3-hidroxipirrolidin-1-il)etano] y N-metil-N-[(1R)-1-fenil-2-((3R)-3-hidroxipirrolidin-1-il)-etano] que se obtienen comoproductos intermedios para la prepar acion de N-metil-N-[(1S)-1-fenil-2-((3S)-3-hidroxipirrolidin-1-il)-etil]-2,2-difenilacetamida y N-metil-N-[(1R)-1-fenil-2-((3R)-3-hidroxipirrolidin-1-il)-etil]-2,2-difenilacetamida, respectivamente. El compuestodeformula (VI) posee propiedades farma cologicas tales como un efecto analgésico, antiinflamatorio y acuarético.
ARP990101758A 1998-04-20 1999-04-16 Procedimiento para preparar a eleccion n-metil-n-[(1s)-1-fenil-2-((3s)-3-hidroxipirrolidin-1-il)etil]-2,2-difenilaceta-mida o n-metil-n-[(1r)-1-fenil-2-((3r)-3-hidroxipirrolidin-1-il)-etil]-2,2-difenilacetamida. AR019080A1 (es)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE19817393 1998-04-20
DE19827633A DE19827633A1 (de) 1998-04-20 1998-06-20 Verfahren zur Herstellung von enantiomerenreinem N-Methyl-N-[(1S)-1-phenyl-2-((3S)-3-hydroxypyrrolidin-1-yl)ethyl]-2,2-diphenylacetamid

Publications (1)

Publication Number Publication Date
AR019080A1 true AR019080A1 (es) 2001-12-26

Family

ID=7865063

Family Applications (2)

Application Number Title Priority Date Filing Date
ARP990101758A AR019080A1 (es) 1998-04-20 1999-04-16 Procedimiento para preparar a eleccion n-metil-n-[(1s)-1-fenil-2-((3s)-3-hidroxipirrolidin-1-il)etil]-2,2-difenilaceta-mida o n-metil-n-[(1r)-1-fenil-2-((3r)-3-hidroxipirrolidin-1-il)-etil]-2,2-difenilacetamida.
ARP080101910A AR066455A2 (es) 1998-04-20 2008-05-06 Uso de compuestos n-metil-n-[(1r)-1-fenil-2-(3r)-3-hidroxipirrolidin -1-il-=-etil]-2,2-difenilacetamida para producir un medicamento para el tratamiento de emfermedades intestinales no inflamatorias

Family Applications After (1)

Application Number Title Priority Date Filing Date
ARP080101910A AR066455A2 (es) 1998-04-20 2008-05-06 Uso de compuestos n-metil-n-[(1r)-1-fenil-2-(3r)-3-hidroxipirrolidin -1-il-=-etil]-2,2-difenilacetamida para producir un medicamento para el tratamiento de emfermedades intestinales no inflamatorias

Country Status (28)

Country Link
US (1) US6344566B1 (es)
EP (2) EP1073634B1 (es)
JP (1) JP4688292B2 (es)
KR (1) KR100649175B1 (es)
CN (2) CN1846696A (es)
AR (2) AR019080A1 (es)
AT (2) ATE527999T1 (es)
AU (2) AU761721B2 (es)
BR (1) BR9909731A (es)
CA (1) CA2329210C (es)
CY (1) CY1112314T1 (es)
CZ (1) CZ301121B6 (es)
DE (2) DE19827633A1 (es)
DK (2) DK1073634T3 (es)
ES (2) ES2375384T3 (es)
HK (1) HK1039111A1 (es)
HU (1) HUP0101600A3 (es)
MY (1) MY120471A (es)
NO (1) NO317984B1 (es)
PL (1) PL206969B1 (es)
PT (1) PT1607090E (es)
RU (1) RU2298549C2 (es)
SI (2) SI1607090T1 (es)
SK (2) SK286442B6 (es)
TW (1) TWI249524B (es)
UA (1) UA73472C2 (es)
WO (1) WO1999054298A1 (es)
ZA (1) ZA200006689B (es)

Families Citing this family (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE10259245A1 (de) * 2002-12-17 2004-07-01 Merck Patent Gmbh Derivate des Asimadolins mit kovalent gebundenen Säuren
CA2544245A1 (en) * 2003-10-30 2005-05-26 Tioga Pharmaceuticals, Inc. Use of selective opiate receptor modulators in the treatment of neuropathy
US20070160559A1 (en) * 2006-01-12 2007-07-12 Roszell James A Skin disinfectant composition and methods for using
CN101677997B (zh) 2007-03-30 2012-05-09 泰奥加制药公司 用于治疗腹泻型和交替型肠易激综合征的κ-阿片剂激动剂
CN103664727A (zh) * 2013-12-19 2014-03-26 无锡万全医药技术有限公司 一种一锅法制备1-[(3s)-3-羟基吡咯烷-1-基]-(2s)-2-甲氨基-2-苯基乙烷的工艺
CN103772257A (zh) * 2013-12-31 2014-05-07 无锡万全医药技术有限公司 一种制备2-((3s)-3-羟基吡咯烷-1-基)-(1s)-1-苯乙基氨基甲酸酯的方法
EP3277274A4 (en) 2015-04-01 2018-12-05 Cedars-Sinai Medical Center Anti-methanogenic lovastatin analogs or derivatives and uses thereof
CN112574068A (zh) * 2020-11-17 2021-03-30 万华化学（宁波）有限公司 一种低色号高稳定性碳化二亚胺改性异氰酸酯的制备方法

Family Cites Families (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE4034785A1 (de) * 1990-11-02 1992-05-07 Merck Patent Gmbh 1-(2-arylethyl)-pyrrolidine
US5232978A (en) * 1988-12-23 1993-08-03 Merck Patent Gesellschaft Mit Beschrankter Haftung 1-(2-arylethyl)-pyrrolidines
DE4215213A1 (de) * 1992-05-09 1993-11-11 Merck Patent Gmbh Arylacetamide
DE4425071C2 (de) * 1994-07-15 1996-08-29 Degussa Verfahren zur Herstellung optisch aktiver Pyrrolidine mit hoher Enantiomerenreinheit
DE19523502A1 (de) * 1995-06-28 1997-01-02 Merck Patent Gmbh Kappa-Opiatagonisten für entzündliche Darmerkrankungen
DE19531464A1 (de) * 1995-08-26 1997-02-27 Merck Patent Gmbh N-Methyl-N-[(1S-)-1-phenyl-2-((3S)-3-hydroxypyrrolidin 1-yl-)-ethyl]-2,2-diphenyl-acetamid
WO1998003491A1 (en) * 1996-07-24 1998-01-29 Warner-Lambert Company Diphenyl-cyclopropenes as selective k-agonists
DE19647538A1 (de) * 1996-11-16 1998-05-20 Merck Patent Gmbh Verfahren zur Herstellung von enantiomerenreinem N-Methyl-N-[1-phenyl-2-(-3-hydroxypyrrolidin-1-yl)ethyl]-2,2-diphenylacetamid

Also Published As

Publication number Publication date
AU2003248428B2 (en) 2005-10-20
EP1607090A1 (de) 2005-12-21
UA73472C2 (en) 2005-08-15
KR100649175B1 (ko) 2006-11-24
CA2329210C (en) 2008-03-04
SI1607090T1 (sl) 2012-01-31
NO20005259D0 (no) 2000-10-19
JP2002512223A (ja) 2002-04-23
DK1607090T3 (da) 2012-01-30
JP4688292B2 (ja) 2011-05-25
TWI249524B (en) 2006-02-21
PL343556A1 (en) 2001-08-27
DE19827633A1 (de) 1999-10-21
ATE527999T1 (de) 2011-10-15
CN1846696A (zh) 2006-10-18
NO20005259L (no) 2000-10-19
AR066455A2 (es) 2009-08-19
PL206969B1 (pl) 2010-10-29
AU761721B2 (en) 2003-06-05
EP1607090B1 (de) 2011-10-12
WO1999054298A1 (de) 1999-10-28
HUP0101600A3 (en) 2002-12-28
CY1112314T1 (el) 2015-12-09
HUP0101600A2 (hu) 2001-09-28
ATE303361T1 (de) 2005-09-15
EP1073634A1 (de) 2001-02-07
EP1073634B1 (de) 2005-08-31
PT1607090E (pt) 2012-01-10
ES2375384T3 (es) 2012-02-29
DK1073634T3 (da) 2006-01-09
RU2298549C2 (ru) 2007-05-10
ZA200006689B (en) 2002-02-18
CN1297435A (zh) 2001-05-30
AU4031199A (en) 1999-11-08
SI1073634T1 (sl) 2006-02-28
CN1310884C (zh) 2007-04-18
CZ301121B6 (cs) 2009-11-11
NO317984B1 (no) 2005-01-17
MY120471A (en) 2005-10-31
SK288016B6 (sk) 2012-11-05
BR9909731A (pt) 2000-12-19
CZ20003860A3 (cs) 2001-01-17
ES2251194T3 (es) 2006-04-16
SK286442B6 (sk) 2008-10-07
KR20010042750A (ko) 2001-05-25
AU2003248428A1 (en) 2003-11-06
HK1039111A1 (en) 2002-04-12
US6344566B1 (en) 2002-02-05
SK15572000A3 (sk) 2001-05-10
CA2329210A1 (en) 1999-10-28
DE59912502D1 (de) 2005-10-06

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