CA2804385A1 - Method of preparing modafinil polymorphic form i - Google Patents

Method of preparing modafinil polymorphic form i Download PDF

Info

Publication number
CA2804385A1
CA2804385A1 CA2804385A CA2804385A CA2804385A1 CA 2804385 A1 CA2804385 A1 CA 2804385A1 CA 2804385 A CA2804385 A CA 2804385A CA 2804385 A CA2804385 A CA 2804385A CA 2804385 A1 CA2804385 A1 CA 2804385A1
Authority
CA
Canada
Prior art keywords
modafinil
solvate
powder
crl
ray diffraction
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
Application number
CA2804385A
Other languages
English (en)
French (fr)
Inventor
Michel Broquaire (Deceased)
Laurent Courvoisier
Armand Frydman
Gerard Coquerel
Franck Mallet
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.)
Teva Sante SAS
Original Assignee
Cephalon France SAS
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 France SAS filed Critical Cephalon France SAS
Priority to CA2840721A priority Critical patent/CA2840721C/en
Publication of CA2804385A1 publication Critical patent/CA2804385A1/en
Abandoned legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C315/00Preparation of sulfones; Preparation of sulfoxides
    • C07C315/06Separation; Purification; Stabilisation; Use of additives
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00Medicinal preparations containing organic active ingredients
    • A61K31/16Amides, e.g. hydroxamic acids
    • A61K31/164Amides, e.g. hydroxamic acids of a carboxylic acid with an aminoalcohol, e.g. ceramides
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P1/00Drugs for disorders of the alimentary tract or the digestive system
    • A61P1/14Prodigestives, e.g. acids, enzymes, appetite stimulants, antidyspeptics, tonics, antiflatulents
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00Drugs for disorders of the nervous system
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00Drugs for disorders of the nervous system
    • A61P25/14Drugs for disorders of the nervous system for treating abnormal movements, e.g. chorea, dyskinesia
    • A61P25/16Anti-Parkinson drugs
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00Drugs for disorders of the nervous system
    • A61P25/18Antipsychotics, i.e. neuroleptics; Drugs for mania or schizophrenia
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00Drugs for disorders of the nervous system
    • A61P25/20Hypnotics; Sedatives
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00Drugs for disorders of the nervous system
    • A61P25/24Antidepressants
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00Drugs for disorders of the nervous system
    • A61P25/26Psychostimulants, e.g. nicotine, cocaine
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00Drugs for disorders of the nervous system
    • A61P25/28Drugs for disorders of the nervous system for treating neurodegenerative disorders of the central nervous system, e.g. nootropic agents, cognition enhancers, drugs for treating Alzheimer's disease or other forms of dementia
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P39/00General protective or antinoxious agents
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P43/00Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P9/00Drugs for disorders of the cardiovascular system
    • A61P9/10Drugs for disorders of the cardiovascular system for treating ischaemic or atherosclerotic diseases, e.g. antianginal drugs, coronary vasodilators, drugs for myocardial infarction, retinopathy, cerebrovascula insufficiency, renal arteriosclerosis
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C317/00Sulfones; Sulfoxides
    • C07C317/44Sulfones; Sulfoxides having sulfone or sulfoxide groups and carboxyl groups bound to the same carbon skeleton
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07BGENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
    • C07B2200/00Indexing scheme relating to specific properties of organic compounds
    • C07B2200/13Crystalline forms, e.g. polymorphs

Landscapes

  • Health & Medical Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Engineering & Computer Science (AREA)
  • General Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • General Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Biomedical Technology (AREA)
  • Neurosurgery (AREA)
  • Neurology (AREA)
  • Psychiatry (AREA)
  • Epidemiology (AREA)
  • Urology & Nephrology (AREA)
  • Vascular Medicine (AREA)
  • Heart & Thoracic Surgery (AREA)
  • Psychology (AREA)
  • Toxicology (AREA)
  • Anesthesiology (AREA)
  • Hospice & Palliative Care (AREA)
  • Pain & Pain Management (AREA)
  • Cardiology (AREA)
  • Nutrition Science (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Medicinal Preparation (AREA)
CA2804385A 2002-08-09 2003-08-08 Method of preparing modafinil polymorphic form i Abandoned CA2804385A1 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
CA2840721A CA2840721C (en) 2002-08-09 2003-08-08 Method of preparing modafinil polymorphic form i

Applications Claiming Priority (5)

Application Number Priority Date Filing Date Title
US40206402P 2002-08-09 2002-08-09
US60/402,064 2002-08-09
US10/635,445 2003-08-07
US10/635,445 US6992219B2 (en) 2002-08-09 2003-08-07 Modafinil polymorphic forms
CA2746788A CA2746788C (en) 2002-08-09 2003-08-08 Modafinil polymorphic forms

Related Parent Applications (1)

Application Number Title Priority Date Filing Date
CA2746788A Division CA2746788C (en) 2002-08-09 2003-08-08 Modafinil polymorphic forms

Related Child Applications (1)

Application Number Title Priority Date Filing Date
CA2840721A Division CA2840721C (en) 2002-08-09 2003-08-08 Method of preparing modafinil polymorphic form i

Publications (1)

Publication Number Publication Date
CA2804385A1 true CA2804385A1 (en) 2004-02-19

Family

ID=31720568

Family Applications (4)

Application Number Title Priority Date Filing Date
CA2804385A Abandoned CA2804385A1 (en) 2002-08-09 2003-08-08 Method of preparing modafinil polymorphic form i
CA2494010A Expired - Fee Related CA2494010C (en) 2002-08-09 2003-08-08 Modafinil polymorphic forms
CA2746788A Expired - Fee Related CA2746788C (en) 2002-08-09 2003-08-08 Modafinil polymorphic forms
CA2840721A Expired - Fee Related CA2840721C (en) 2002-08-09 2003-08-08 Method of preparing modafinil polymorphic form i

Family Applications After (3)

Application Number Title Priority Date Filing Date
CA2494010A Expired - Fee Related CA2494010C (en) 2002-08-09 2003-08-08 Modafinil polymorphic forms
CA2746788A Expired - Fee Related CA2746788C (en) 2002-08-09 2003-08-08 Modafinil polymorphic forms
CA2840721A Expired - Fee Related CA2840721C (en) 2002-08-09 2003-08-08 Method of preparing modafinil polymorphic form i

Country Status (11)

Country Link
US (3) US6992219B2 (https=)
EP (2) EP1575915A1 (https=)
JP (2) JP4718177B2 (https=)
CN (3) CN100506790C (https=)
AU (1) AU2003253128B2 (https=)
CA (4) CA2804385A1 (https=)
IL (3) IL166301A (https=)
MX (1) MXPA05001506A (https=)
NZ (1) NZ537840A (https=)
WO (1) WO2004014846A1 (https=)
ZA (1) ZA200500411B (https=)

Families Citing this family (40)

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Publication number Priority date Publication date Assignee Title
CZ2003529A3 (cs) 2000-07-27 2003-09-17 Teva Pharmaceutical Industries Ltd. Krystalický a čistý modafinil a postup jeho přípravy
JP4498679B2 (ja) * 2001-03-27 2010-07-07 大日本住友製薬株式会社 結晶性イソキサゾール誘導体およびその医薬製剤
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.
US7244865B2 (en) * 2003-02-24 2007-07-17 Mallinckrodt Inc. Process for preparing benzhydrylthioacetamide
WO2004083183A1 (en) * 2003-03-21 2004-09-30 Hetero Drugs Limited Novel crystalline forms of aripiprazole
US20050154052A1 (en) * 2003-03-24 2005-07-14 Hetero Drugs Limited Novel crystalline forms of (s)-citalopram oxalate
US7504516B2 (en) * 2003-03-27 2009-03-17 Hetero Drugs Limited Crystalline forms of candesartan cilexetil
AU2003230195A1 (en) * 2003-04-02 2004-10-25 Hetero Drugs Limited A novel process for amorphous form of donepezil hydrochloride
US7560560B2 (en) * 2003-04-16 2009-07-14 Hetero Drugs Limited Crystalline forms of donepezil hydrochloride
US20040253308A1 (en) * 2003-04-29 2004-12-16 Barr Laboratories, Inc. Surface-treated modafinil particles
ES2330321T3 (es) 2003-05-16 2009-12-09 Cephalon France Procedimiento de sintesis de modafinilo.
US7368591B2 (en) 2003-09-19 2008-05-06 Cephalon France Process for enantioselective synthesis of single enantiomers of modafinil by asymmetric oxidation
PT1673370E (pt) 2003-10-16 2009-11-05 Symed Labs Ltd Forma cristalina de linezolida
US20090018202A1 (en) * 2004-02-06 2009-01-15 Cephalon, Inc. Modafinil compositions
EP2292213A1 (en) * 2004-02-06 2011-03-09 Cephalon, Inc. Compositions comprising a polymorphic form of armodafinil
WO2005099822A2 (en) * 2004-04-13 2005-10-27 Cephalon, Inc. Reduction of drug / drug interactions with modafinil
WO2005099353A2 (en) * 2004-04-19 2005-10-27 Symed Labs Limited A novel process for the preparation of linezolid and related compounds
EP1755388B1 (en) * 2004-05-28 2010-10-06 Transform Pharmaceuticals, Inc. Mixed co-crystals and pharmaceutical compositions comprising the same
CA2701710C (en) 2004-07-20 2013-08-27 Warner-Lambert Company Llc Novel forms of [r-(r*,r*)]-2-(4-fluorophenyl)-.beta.,.delta.-dihydroxy-5-(1-methylethyl)-3-phenyl-4-[(phenylamino)carbonyl]-1h-pyrrole-1-heptanoic acid calcium salt (2:1)
US20060235008A1 (en) 2004-08-19 2006-10-19 Hetero Drugs Limited Novel polymorphs of efavirenz
CA2614777C (en) * 2005-07-21 2012-04-17 Neurohealing Pharmaceuticals, Inc. Rapid onset and short term modafinil compositions and methods of use thereof
US7518019B2 (en) * 2006-06-01 2009-04-14 Hetero Drugs Limited Processes for preparing sertraline hydrochloride crystalline forms
KR20090031618A (ko) * 2006-07-12 2009-03-26 엘란 코포레이션, 피엘씨 나노입자형 모다피닐 제제
EP2056811B8 (en) * 2006-08-14 2018-03-21 Neurohealing Pharmaceuticals, Inc. Modafinil-based treatment for premature ejaculation
UA110598C2 (uk) 2006-11-10 2016-01-25 Басф Се Спосіб одержання кристалічної модифікації фіпронілу
US8791046B2 (en) 2006-11-10 2014-07-29 Basf Se Crystalline modification of fipronil
JP5931322B2 (ja) 2006-11-10 2016-06-08 ビーエーエスエフ ソシエタス・ヨーロピアBasf Se フィプロニルの結晶変態
WO2008068767A2 (en) * 2006-12-07 2008-06-12 Hetero Drugs Limited A novel crystalline form of lansoprazole
CN101641090B (zh) * 2006-12-19 2012-12-05 亚勒斯有限公司 莫达非尼在制备治疗多动腿综合征的药物中的应用
US20100234468A1 (en) * 2007-06-04 2010-09-16 Abhay Gaitonde Novel process
FR2923482B1 (fr) * 2007-11-09 2010-01-29 Servier Lab Nouvelle forme cristalline vi de l'agomelatine, son procede de preparation et les compositions pharmaceutiques qui la contiennent
US8741329B2 (en) * 2007-09-21 2014-06-03 Merck Sharp & Dohme B.V. Drug delivery system
US20090105346A1 (en) * 2007-10-02 2009-04-23 Alexandr Jegorov Novel crystalline forms of armodafinil and preparation thereof
US9265458B2 (en) 2012-12-04 2016-02-23 Sync-Think, Inc. Application of smooth pursuit cognitive testing paradigms to clinical drug development
US9380976B2 (en) 2013-03-11 2016-07-05 Sync-Think, Inc. Optical neuroinformatics
US10596103B2 (en) 2013-12-11 2020-03-24 Merek Sharp & Dohme B.V. Drug delivery system for delivery of anti-virals
US10413504B2 (en) 2013-12-11 2019-09-17 Merck Sharp & Dohme Corp. Intravaginal ring drug delivery system
US9616068B2 (en) 2014-10-27 2017-04-11 Pohela LLC Animal training using cognitive enhancement
EP4210709B1 (en) * 2020-09-14 2025-10-29 Pharma Cinq, LLC 2',3'-diacetyluridine substituted with acetoacetyl at the 5' position

Family Cites Families (28)

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Publication number Priority date Publication date Assignee Title
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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
FR2663225B1 (fr) 1990-06-14 1994-11-04 Lafon Labor Nouvelle utilisation du modafinil.
FR2684875B1 (fr) 1991-12-13 1995-05-24 Lafon Labor Utilisation du modafinil pour la fabrication d'un medicament ayant un effet anti-ischemique.
FR2697162B1 (fr) 1992-10-23 1995-01-13 Lafon Labor Utilisation du modafinil pour la fabrication d'un médicament pour le traitement de l'incontinence urinaire et des troubles sphinctériens urétro vésicaux.
FR2706767B1 (https=) * 1993-06-22 1995-09-08 Lafon Labor
FR2707637B1 (fr) 1993-06-30 1995-10-06 Lafon Labor Nouveaux dérivés d'acétamide, leur procédé de préparation et leur utilisation en thérapeutique.
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FR2771004B1 (fr) * 1997-11-19 2000-02-18 Inst Curie Utilisation de derives de benzhydryl sulfinyle pour la fabrication de medicaments ayant un effet eveillant dans des situations de troubles de la vigilance d'origine medicamenteuse
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US6455588B1 (en) * 1999-08-20 2002-09-24 Cephalon, Inc. Compositions including modafinil for treatment of eating disorders and for appetite stimulation
US20030180352A1 (en) 1999-11-23 2003-09-25 Patel Mahesh V. Solid carriers for improved delivery of active ingredients in pharmaceutical compositions
FR2804322B1 (fr) * 2000-01-31 2002-04-19 Lafon Labor Utilisation du modafinil pour la fabrication d'un medicament destine a corriger les troubles de la vigilance associes aux myopathies
US6492396B2 (en) * 2000-05-16 2002-12-10 Cephalon, Inc. Substituted thioacetamides
CZ2003529A3 (cs) * 2000-07-27 2003-09-17 Teva Pharmaceutical Industries Ltd. Krystalický a čistý modafinil a postup jeho přípravy
US6489363B2 (en) * 2000-10-11 2002-12-03 Cephalon, Inc. Pharmaceutical solutions of modafinil compounds
CZ2004446A3 (cs) 2001-09-07 2005-01-12 Teva Pharmaceutical Industries Ltd. Krystalické formy valaciklovir hydrochloridu
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
US20040242698A1 (en) 2003-05-13 2004-12-02 Cephalon Inc. Analeptic and antidepressant combinations
US20040229941A1 (en) 2003-05-13 2004-11-18 Cephalon, Inc. Analeptic and antidepressant combinations
AR045423A1 (es) 2003-05-13 2005-10-26 Cephalon Inc Combinaciones de analiticos y antidepresivos
AR045314A1 (es) 2003-05-13 2005-10-26 Cephalon Inc Composiciones farmaceuticas de analepticos y antidepresivos
US20040229943A1 (en) 2003-05-16 2004-11-18 Cephalon Inc Analeptic and drug combinations
ES2330321T3 (es) 2003-05-16 2009-12-09 Cephalon France Procedimiento de sintesis de modafinilo.

Also Published As

Publication number Publication date
ZA200500411B (en) 2006-07-26
US20040102523A1 (en) 2004-05-27
AU2003253128A1 (en) 2004-02-25
JP5307106B2 (ja) 2013-10-02
US7405323B2 (en) 2008-07-29
CA2746788A1 (en) 2004-02-19
JP2011046730A (ja) 2011-03-10
CN102875429A (zh) 2013-01-16
US20080153918A1 (en) 2008-06-26
US7649020B2 (en) 2010-01-19
IL166301A (en) 2011-06-30
EP2402311A1 (en) 2012-01-04
CA2746788C (en) 2013-04-09
IL209965A0 (en) 2011-07-31
IL166301A0 (en) 2006-01-15
CA2494010C (en) 2011-10-18
CA2494010A1 (en) 2004-02-19
NZ537840A (en) 2007-01-26
CN100506790C (zh) 2009-07-01
CA2840721C (en) 2015-06-16
CA2840721A1 (en) 2004-02-19
CN102875430A (zh) 2013-01-16
IL209966A (en) 2013-02-28
CN1675177A (zh) 2005-09-28
EP1575915A1 (en) 2005-09-21
MXPA05001506A (es) 2005-08-16
WO2004014846A1 (en) 2004-02-19
CN102875429B (zh) 2014-12-10
JP2005535698A (ja) 2005-11-24
US6992219B2 (en) 2006-01-31
US20060252835A1 (en) 2006-11-09
AU2003253128B2 (en) 2009-01-29
IL209966A0 (en) 2011-07-31
JP4718177B2 (ja) 2011-07-06

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Legal Events

Date Code Title Description
EEER Examination request

Effective date: 20130130

FZDE Discontinued

Effective date: 20160810