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AR039857A1 - Preparaciones de una sulfinilacetamida - Google Patents

Preparaciones de una sulfinilacetamida

Info

Publication number
AR039857A1
AR039857A1 ARP030101796A ARP030101796A AR039857A1 AR 039857 A1 AR039857 A1 AR 039857A1 AR P030101796 A ARP030101796 A AR P030101796A AR P030101796 A ARP030101796 A AR P030101796A AR 039857 A1 AR039857 A1 AR 039857A1
Authority
AR
Argentina
Prior art keywords
approximately
equivalents
reaction
aqueous solution
benzhydrylthiol
Prior art date
Application number
ARP030101796A
Other languages
English (en)
Inventor
Denis Largeau
Gilles Oddon
Original Assignee
Cephalon 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
Application filed by Cephalon Inc filed Critical Cephalon Inc
Publication of AR039857A1 publication Critical patent/AR039857A1/es

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C315/00Preparation of sulfones; Preparation of sulfoxides
    • C07C315/02Preparation of sulfones; Preparation of sulfoxides by formation of sulfone or sulfoxide groups by oxidation of sulfides, or by formation of sulfone groups by oxidation of sulfoxides
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00Medicinal preparations containing organic active ingredients
    • A61K31/095Sulfur, selenium, or tellurium compounds, e.g. thiols
    • A61K31/10Sulfides; Sulfoxides; Sulfones
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C319/00Preparation of thiols, sulfides, hydropolysulfides or polysulfides
    • C07C319/14Preparation of thiols, sulfides, hydropolysulfides or polysulfides of sulfides

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • Epidemiology (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Pharmacology & Pharmacy (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Medicinal Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
  • Medicinal Preparation (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Abstract

Proporciona procedimientos para la preparación de modafinilo, que incluye la etapa de la reacción de benzhidriltiol y cloroacetamida, para obtener la correspondiente benzhidriltioacetamida. Reivindicación 18: Un procedimiento para preparar modafinilo consistente en: (1) la reacción de benzhidrol, tiourea (aproximadamente 1-3 equivalentes) y una solución acuosa de HBr al 48% (aproximadamente 1-3 equivalentes) en tetrahidrofurano acuoso a aproximadamente 70sC para formar sal de S-benzhidriltiouronio; (2) la reacción de la sal de S-benzhidriltiouronio con una solución acuosa de hidróxido de potasio (aproximadamente 2-5 equivalentes) a aproximadamente 70sC para formar benzhidriltiol; (3) la reacción de cloroacetamida (aproximadamente 1,05-2 equivalentes) en una solución acuosa de tetrahidrofurano con el benzhidriltiol a aproximadamente 70sC para formar 2-(benzhidriltiil)acetamida; y (4) la reacción de la 2-(benzhidriltiil)acetamida con ácido acético (aproximadamente 2-5 equivalentes) y una solución acuosa al 30% de peróxido de hidrógeno (aproximadamente 1,2-2 equivalentes) para formar modafinilo. Reivindicación 19: Un procedimiento de preparación de modafinilo consistente en: (1) la reacción de benzhidrol, tiourea (aproximadamente 1-3 equivalentes) y una solución acuosa de HBr al 48% (aproximadamente 1-3 equivalentes) en clorobenceno acuoso a aproximadamente 70sC para formar sal de S-benzhidriltiouronio; (2) la reacción de la sal de S-benzhidriltiouronio con una solución acuosa de hidróxido de potasio (aproximadamente 2-5 equivalentes) a aproximadamente 70sC para formar benzhidriltiol; (3) la reacción de cloroacetamida (aproximadamente 1,05-2 equivalentes) en forma de polvo con el benzhidriltiol a aproximadamente 70sC para formar 2-(benzhidriltiil)acetamida; y (4) la reacción de la 2-(benzhidriltiil)acetamida con ácido acético (aproximadamente 2-5 equivalentes) y una solución acuosa al 30% de peróxido de hidrógeno (aproximadamente 1,2-2 equivalentes) para formar modafinilo.
ARP030101796A 2002-05-23 2003-05-23 Preparaciones de una sulfinilacetamida AR039857A1 (es)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US38317302P 2002-05-23 2002-05-23
US10/443,327 US6875893B2 (en) 2002-05-23 2003-05-22 Preparations of a sulfinyl acetamide

Publications (1)

Publication Number Publication Date
AR039857A1 true AR039857A1 (es) 2005-03-02

Family

ID=29586987

Family Applications (1)

Application Number Title Priority Date Filing Date
ARP030101796A AR039857A1 (es) 2002-05-23 2003-05-23 Preparaciones de una sulfinilacetamida

Country Status (28)

Country Link
US (2) US6875893B2 (es)
EP (1) EP1506171B1 (es)
JP (1) JP4351627B2 (es)
KR (1) KR100984571B1 (es)
CN (1) CN100379721C (es)
AR (1) AR039857A1 (es)
AT (1) ATE414058T1 (es)
BR (1) BR0311242A (es)
CA (1) CA2486533C (es)
CY (1) CY1108747T1 (es)
DE (1) DE60324671D1 (es)
DK (1) DK1506171T3 (es)
EA (1) EA007561B1 (es)
EG (1) EG23693A (es)
ES (1) ES2316755T3 (es)
IL (2) IL165095A0 (es)
IS (1) IS2650B (es)
MX (1) MXPA04011459A (es)
MY (1) MY129141A (es)
NO (1) NO329559B1 (es)
NZ (1) NZ536747A (es)
PL (1) PL211695B1 (es)
PT (1) PT1506171E (es)
SI (1) SI1506171T1 (es)
TW (1) TWI317733B (es)
UA (1) UA79790C2 (es)
WO (1) WO2003099774A1 (es)
ZA (1) ZA200409400B (es)

Families Citing this family (24)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE20122504U1 (de) * 2000-07-27 2005-12-29 Teva Pharmaceutical Industries Ltd. Kristallines und reines Modafinil
US6875893B2 (en) * 2002-05-23 2005-04-05 Cephalon, Inc. Preparations of a sulfinyl acetamide
US6992219B2 (en) * 2002-08-09 2006-01-31 Cephalon France Modafinil polymorphic forms
FR2849029B1 (fr) * 2002-12-20 2005-03-18 Lafon Labor Procede de preparation et formes cristallines des enantiomeres optiques du modafinil.
EP1603867A2 (en) * 2003-02-24 2005-12-14 Mallinckrodt Inc. Process for preparing benzhydrylthioacetamide
US20040253308A1 (en) * 2003-04-29 2004-12-16 Barr Laboratories, Inc. Surface-treated modafinil particles
US7368591B2 (en) 2003-09-19 2008-05-06 Cephalon France Process for enantioselective synthesis of single enantiomers of modafinil by asymmetric oxidation
SI1678129T1 (sl) * 2003-10-23 2009-10-31 Mallinckrodt Inc Izboljĺ an proces za pripravo benzhidril tioacetamida
US20060086667A1 (en) * 2004-09-13 2006-04-27 Cephalon, Inc., U.S. Corporation Methods for the separation of enantiomeric sulfinylacetamides
WO2006045503A1 (en) 2004-10-19 2006-05-04 Lonza Ag Method for solid phase peptide synthesis
CA2614777C (en) * 2005-07-21 2012-04-17 Neurohealing Pharmaceuticals, Inc. Rapid onset and short term modafinil compositions and methods of use thereof
WO2007027328A2 (en) * 2005-07-28 2007-03-08 University Of Iowa Research Foundation Microbial sulfoxidation and amidation of benzhdrylsulfanyl carboxylic acids and uses thereof
MX2008003552A (es) * 2005-09-14 2008-11-12 Novetide Ltd Proceso para la produccion de bivalirudina.
CA2632722A1 (en) * 2005-12-09 2007-06-21 Mallinckrodt Inc. Processes for the preparation of modafinil and analogs thereof
CN100343228C (zh) * 2006-02-17 2007-10-17 中国科学院上海有机化学研究所 高对映体选择性制备 2-二苯甲基亚磺酰基-乙酰胺单一对映体的方法
KR20070119037A (ko) * 2006-02-21 2007-12-18 테바 파마슈티컬 인더스트리즈 리미티드 아르모다피닐의 신규한 결정질 형태 및 이것의 제조 방법
EP1954652A2 (en) * 2006-03-01 2008-08-13 Teva Pharmaceutical Industries Ltd An improved process for the preparation of armodafinil
GB0604233D0 (en) * 2006-03-02 2006-04-12 Syngenta Participations Ag Process
WO2008008879A2 (en) * 2006-07-12 2008-01-17 Elan Corporation, Plc Nanoparticulate formulations of modafinil
CA2660565C (en) * 2006-08-14 2012-10-09 Neurohealing Pharmaceuticals, Inc. Modafinil-based treatment for premature ejaculation
US7960586B2 (en) * 2007-08-16 2011-06-14 Teva Pharmaceutical Industries Ltd. Purification of armodafinil
US20100036164A1 (en) * 2008-08-06 2010-02-11 Srinivas Areveli Preparation of armodafinil form i
CN102976985A (zh) * 2011-09-07 2013-03-20 大连大学 一锅法合成二苯甲基亚磺酰基乙酰胺及其类似物的方法
CN105992734A (zh) * 2014-02-06 2016-10-05 比勒鲁迪克斯那斯公司 由可拉伸的纸构成的直立袋

Family Cites Families (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB1520812A (en) 1975-10-02 1978-08-09 Lafon Labor Benzhydrylsulphinyl derivatives
GB1584462A (en) * 1977-03-31 1981-02-11 Lafon Labor N-diaryl-malonamide and diarylmethyl-sulphinyl-acetamide derivatives and pharmaceutical compositions containing them
FR2593809B1 (fr) 1986-01-31 1988-07-22 Lafon Labor Benzhydrylsulfinylacetamide, procede de preparation et utilisation en therapeutique
AU2001269531A1 (en) 2000-07-17 2002-01-30 Takeda Chemical Industries Ltd. Sulfone derivatives, process for their production and use thereof
DE20122504U1 (de) 2000-07-27 2005-12-29 Teva Pharmaceutical Industries Ltd. Kristallines und reines Modafinil
IL143106A (en) 2001-05-13 2005-11-20 Chemagis Ltd Process for the preparation of diphenylmethylthioacetamide
US6875893B2 (en) * 2002-05-23 2005-04-05 Cephalon, Inc. Preparations of a sulfinyl acetamide
DE10245546B3 (de) * 2002-09-30 2004-05-13 Infineon Technologies Ag Pseudostatische Speicherschaltung
JP3838972B2 (ja) * 2002-12-25 2006-10-25 Necエレクトロニクス株式会社 周波数検出回路及びデータ処理装置

Also Published As

Publication number Publication date
WO2003099774A1 (en) 2003-12-04
IS7523A (is) 2004-11-09
KR100984571B1 (ko) 2010-09-30
CN100379721C (zh) 2008-04-09
JP4351627B2 (ja) 2009-10-28
IL165095A (en) 2010-11-30
PL373792A1 (en) 2005-09-19
DK1506171T3 (da) 2009-01-19
US7057069B2 (en) 2006-06-06
ES2316755T3 (es) 2009-04-16
AU2003233668A1 (en) 2003-12-12
IL165095A0 (en) 2005-12-18
US20050171209A1 (en) 2005-08-04
TW200406196A (en) 2004-05-01
UA79790C2 (en) 2007-07-25
PT1506171E (pt) 2009-01-02
CY1108747T1 (el) 2014-04-09
CA2486533C (en) 2011-01-04
ATE414058T1 (de) 2008-11-15
KR20050016421A (ko) 2005-02-21
EG23693A (en) 2007-05-15
EA200401551A1 (ru) 2005-04-28
NO329559B1 (no) 2010-11-15
EP1506171B1 (en) 2008-11-12
CN1656064A (zh) 2005-08-17
SI1506171T1 (sl) 2009-06-30
US20040002547A1 (en) 2004-01-01
BR0311242A (pt) 2005-03-15
HK1072596A1 (en) 2005-09-02
EP1506171A1 (en) 2005-02-16
EA007561B1 (ru) 2006-12-29
DE60324671D1 (de) 2008-12-24
NZ536747A (en) 2006-11-30
JP2005527623A (ja) 2005-09-15
PL211695B1 (pl) 2012-06-29
MY129141A (en) 2007-03-30
MXPA04011459A (es) 2005-02-14
ZA200409400B (en) 2005-12-28
US6875893B2 (en) 2005-04-05
CA2486533A1 (en) 2003-12-04
IS2650B (is) 2010-08-15
NO20044916L (no) 2004-12-16
TWI317733B (en) 2009-12-01

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