SK9012003A3 - Complex of modafinil and cyclodextrin - Google Patents

Complex of modafinil and cyclodextrin Download PDF

Info

Publication number: SK9012003A3
Authority: SK; Slovakia
Prior art keywords: cyclodextrin; composition; modafinil; complex; modafinil compound
Prior art date: 2000-12-19

Application number

SK901-2003A

Other languages

English (en)

Slovak (sk)

Inventor

Martin J Jacobs

Piyush R Patel

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.)

2000-12-19

Filing date

2001-12-19

Publication date

2003-12-02

2001-12-19 Application filed by Cephalon Inc filed Critical Cephalon Inc

2003-12-02 Publication of SK9012003A3 publication Critical patent/SK9012003A3/sk

Links

229960001165 modafinil Drugs 0.000 title claims abstract description 191
229920000858 Cyclodextrin Polymers 0.000 title claims abstract description 171
HFHDHCJBZVLPGP-UHFFFAOYSA-N schardinger α-dextrin Chemical compound O1C(C(C2O)O)C(CO)OC2OC(C(C2O)O)C(CO)OC2OC(C(C2O)O)C(CO)OC2OC(C(O)C2O)C(CO)OC2OC(C(C2O)O)C(CO)OC2OC2C(O)C(O)C1OC2CO HFHDHCJBZVLPGP-UHFFFAOYSA-N 0.000 title claims abstract description 111
YFGHCGITMMYXAQ-UHFFFAOYSA-N 2-[(diphenylmethyl)sulfinyl]acetamide Chemical compound C=1C=CC=CC=1C(S(=O)CC(=O)N)C1=CC=CC=C1 YFGHCGITMMYXAQ-UHFFFAOYSA-N 0.000 title claims description 72
-1 modafinil compound Chemical class 0.000 claims abstract description 131
239000000203 mixture Substances 0.000 claims abstract description 109
238000000034 method Methods 0.000 claims abstract description 31
239000007787 solid Substances 0.000 claims description 33
239000001116 FEMA 4028 Substances 0.000 claims description 30
229960004853 betadex Drugs 0.000 claims description 30
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 28
235000011175 beta-cyclodextrine Nutrition 0.000 claims description 27
210000002966 serum Anatomy 0.000 claims description 26
WHGYBXFWUBPSRW-FOUAGVGXSA-N beta-cyclodextrin Chemical compound OC[C@H]([C@H]([C@@H]([C@H]1O)O)O[C@H]2O[C@@H]([C@@H](O[C@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O[C@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O[C@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O[C@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O3)[C@H](O)[C@H]2O)CO)O[C@@H]1O[C@H]1[C@H](O)[C@@H](O)[C@@H]3O[C@@H]1CO WHGYBXFWUBPSRW-FOUAGVGXSA-N 0.000 claims description 21
239000000546 pharmaceutical excipient Substances 0.000 claims description 12
ODLHGICHYURWBS-LKONHMLTSA-N trappsol cyclo Chemical compound CC(O)COC[C@H]([C@H]([C@@H]([C@H]1O)O)O[C@H]2O[C@@H]([C@@H](O[C@H]3O[C@H](COCC(C)O)[C@H]([C@@H]([C@H]3O)O)O[C@H]3O[C@H](COCC(C)O)[C@H]([C@@H]([C@H]3O)O)O[C@H]3O[C@H](COCC(C)O)[C@H]([C@@H]([C@H]3O)O)O[C@H]3O[C@H](COCC(C)O)[C@H]([C@@H]([C@H]3O)O)O3)[C@H](O)[C@H]2O)COCC(O)C)O[C@@H]1O[C@H]1[C@H](O)[C@@H](O)[C@@H]3O[C@@H]1COCC(C)O ODLHGICHYURWBS-LKONHMLTSA-N 0.000 claims description 12
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PVPBHKCSQBLDEW-ZQOBQRRWSA-N (1S,3R,5R,6S,8R,10R,11S,13R,15R,16S,18R,20R,21S,23R,25R,26S,28R,30R,31S,33R,35R,36R,37R,38R,39R,40R,41R,42R,43R,44R,45R,46R,47R,48R,49R)-5,10,15,20,25,30,35-heptakis(hydroxymethyl)-2,4,7,9,12,14,17,19,22,24,27,29,32,34-tetradecaoxaoctacyclo[31.2.2.23,6.28,11.213,16.218,21.223,26.228,31]nonatetracontane-36,37,38,39,40,41,42,43,44,45,46,47,48,49-tetradecol 4-hydroxybutane-1-sulfonic acid Chemical compound OCCCCS(O)(=O)=O.OC[C@H]1O[C@@H]2O[C@@H]3[C@@H](CO)O[C@H](O[C@@H]4[C@@H](CO)O[C@H](O[C@@H]5[C@@H](CO)O[C@H](O[C@@H]6[C@@H](CO)O[C@H](O[C@@H]7[C@@H](CO)O[C@H](O[C@@H]8[C@@H](CO)O[C@H](O[C@H]1[C@H](O)[C@H]2O)[C@H](O)[C@H]8O)[C@H](O)[C@H]7O)[C@H](O)[C@H]6O)[C@H](O)[C@H]5O)[C@H](O)[C@H]4O)[C@H](O)[C@H]3O PVPBHKCSQBLDEW-ZQOBQRRWSA-N 0.000 claims description 5
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BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 claims description 4
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GDSRMADSINPKSL-HSEONFRVSA-N gamma-cyclodextrin Chemical compound OC[C@H]([C@H]([C@@H]([C@H]1O)O)O[C@H]2O[C@@H]([C@@H](O[C@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O[C@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O[C@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O[C@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O[C@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O3)[C@H](O)[C@H]2O)CO)O[C@@H]1O[C@H]1[C@H](O)[C@@H](O)[C@@H]3O[C@@H]1CO GDSRMADSINPKSL-HSEONFRVSA-N 0.000 claims description 3
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HFHDHCJBZVLPGP-RWMJIURBSA-N alpha-cyclodextrin Chemical compound OC[C@H]([C@H]([C@@H]([C@H]1O)O)O[C@H]2O[C@@H]([C@@H](O[C@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O[C@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O[C@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O3)[C@H](O)[C@H]2O)CO)O[C@@H]1O[C@H]1[C@H](O)[C@@H](O)[C@@H]3O[C@@H]1CO HFHDHCJBZVLPGP-RWMJIURBSA-N 0.000 claims description 2
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DSDAICPXUXPBCC-MWDJDSKUSA-N trimethyl-β-cyclodextrin Chemical compound COC[C@H]([C@H]([C@@H]([C@H]1OC)OC)O[C@H]2O[C@@H]([C@@H](O[C@H]3O[C@H](COC)[C@H]([C@@H]([C@H]3OC)OC)O[C@H]3O[C@H](COC)[C@H]([C@@H]([C@H]3OC)OC)O[C@H]3O[C@H](COC)[C@H]([C@@H]([C@H]3OC)OC)O[C@H]3O[C@H](COC)[C@H]([C@@H]([C@H]3OC)OC)O3)[C@H](OC)[C@H]2OC)COC)O[C@@H]1O[C@H]1[C@H](OC)[C@@H](OC)[C@@H]3O[C@@H]1COC DSDAICPXUXPBCC-MWDJDSKUSA-N 0.000 claims description 2
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LXCFILQKKLGQFO-UHFFFAOYSA-N methylparaben Chemical compound COC(=O)C1=CC=C(O)C=C1 LXCFILQKKLGQFO-UHFFFAOYSA-N 0.000 description 4
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Classifications

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- A61K47/50—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient the non-active ingredient being chemically bound to the active ingredient, e.g. polymer-drug conjugates
- B—PERFORMING OPERATIONS; TRANSPORTING
- B82—NANOTECHNOLOGY
- B82Y—SPECIFIC USES OR APPLICATIONS OF NANOSTRUCTURES; MEASUREMENT OR ANALYSIS OF NANOSTRUCTURES; MANUFACTURE OR TREATMENT OF NANOSTRUCTURES
- B82Y5/00—Nanobiotechnology or nanomedicine, e.g. protein engineering or drug delivery
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- A61K47/69—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient the non-active ingredient being chemically bound to the active ingredient, e.g. polymer-drug conjugates the conjugate being characterised by physical or galenical forms, e.g. emulsion, particle, inclusion complex, stent or kit
- A61K47/6949—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient the non-active ingredient being chemically bound to the active ingredient, e.g. polymer-drug conjugates the conjugate being characterised by physical or galenical forms, e.g. emulsion, particle, inclusion complex, stent or kit inclusion complexes, e.g. clathrates, cavitates or fullerenes
- A61K47/6951—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient the non-active ingredient being chemically bound to the active ingredient, e.g. polymer-drug conjugates the conjugate being characterised by physical or galenical forms, e.g. emulsion, particle, inclusion complex, stent or kit inclusion complexes, e.g. clathrates, cavitates or fullerenes using cyclodextrin
- A—HUMAN NECESSITIES
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- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
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- A61P1/14—Prodigestives, e.g. acids, enzymes, appetite stimulants, antidyspeptics, tonics, antiflatulents
- A—HUMAN NECESSITIES
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- A—HUMAN NECESSITIES
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- A61P9/00—Drugs for disorders of the cardiovascular system
- A61P9/10—Drugs 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

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SK901-2003A 2000-12-19 2001-12-19 Complex of modafinil and cyclodextrin SK9012003A3 (en)

Applications Claiming Priority (3)

Application Number	Priority Date	Filing Date	Title
US25668100P	2000-12-19	2000-12-19
US10/023,441 US7141555B2 (en)	2000-12-19	2001-12-18	Modafinil compound and cyclodextrin mixtures
PCT/US2001/049189 WO2002056915A2 (en)	2000-12-19	2001-12-19	Complex of modafinil and cyclodextrin

Publications (1)

Publication Number	Publication Date
SK9012003A3 true SK9012003A3 (en)	2003-12-02

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ID=26697157

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Application Number	Title	Priority Date	Filing Date
SK901-2003A SK9012003A3 (en)	2000-12-19	2001-12-19	Complex of modafinil and cyclodextrin

Country Status (22)

Country	Link
US (1)	US7141555B2 (pl)
EP (1)	EP1368063B1 (pl)
JP (1)	JP4094428B2 (pl)
KR (1)	KR20040012696A (pl)
CN (1)	CN100384477C (pl)
AT (1)	ATE396745T1 (pl)
AU (1)	AU2002246711B2 (pl)
BG (1)	BG108009A (pl)
BR (1)	BR0116698A (pl)
CA (1)	CA2432126C (pl)
CZ (1)	CZ20031878A3 (pl)
DE (1)	DE60134274D1 (pl)
EA (1)	EA200300705A1 (pl)
ES (1)	ES2305128T3 (pl)
HU (1)	HUP0401592A2 (pl)
IL (1)	IL156470A0 (pl)
MX (1)	MXPA03005505A (pl)
NO (1)	NO20032788L (pl)
NZ (1)	NZ526780A (pl)
PL (1)	PL362474A1 (pl)
SK (1)	SK9012003A3 (pl)
WO (1)	WO2002056915A2 (pl)

Families Citing this family (24)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
IL163846A0 (en)	2002-03-01	2005-12-18	Univ South Florida	Multiple-component solid phases containing at least one active pharmaceutical ingredient
US20040116532A1 (en)	2002-09-13	2004-06-17	Craig Heacock	Pharmaceutical formulations of modafinil
JP2004250390A (ja) *	2003-02-21	2004-09-09	Taisho Pharmaceut Co Ltd	鉄化合物配合内服液剤
ES2584183T3 (es) *	2003-03-28	2016-09-26	Ares Trading S.A.	Formulaciones de cladribina para suministro mejorado oral y transmucosa
WO2004087101A2 (en) *	2003-03-28	2004-10-14	Ivax Corporation	Oral formulations of cladribine
KR101184797B1 (ko) *	2003-09-04	2012-09-20	세파론, 인코포레이티드	모다피닐 조성물
BRPI0413777A (pt) *	2003-09-04	2006-11-07	Cephalon Inc	composições de modafinil
US7566805B2 (en)	2003-09-04	2009-07-28	Cephalon, Inc.	Modafinil compositions
AR046410A1 (es)	2003-09-18	2005-12-07	Cephalon Inc	Composiciones farmaceuticas para la liberacion modificada de modafinilo
US20090018202A1 (en)	2004-02-06	2009-01-15	Cephalon, Inc.	Modafinil compositions
BRPI0509592A (pt) *	2004-05-06	2007-09-25	Cydex Inc	formulações de sabor mascarado, contendo sertralina e ciclodextrina de éter de sulfoalquila
US20060024370A1 (en) *	2004-07-29	2006-02-02	Cephalon France	Modafinil oral lyophilizate
CN100503647C (zh) *	2005-11-02	2009-06-24	南京师范大学	羟丙基-磺丁基-β-环糊精及其制备方法、分析方法以及在药学上的应用
JP2009543803A (ja) *	2006-07-12	2009-12-10	エラン・ファルマ・インターナショナル・リミテッド	モダフィニルのナノ粒子製剤
JP2009091309A (ja) *	2007-10-10	2009-04-30	Japan Organo Co Ltd	バコパモニエラエキスを含有する組成物およびその製造方法ならびに飲食品
US10463677B2 (en)	2008-11-07	2019-11-05	Cydex Pharmaceuticals, Inc.	Composition containing sulfoalkyl ether cyclodextrin and latanoprost
KR101026864B1 (ko) *	2009-10-08	2011-04-12	(주)송호바이오메드	고 수용성 ２―하이드록시프로필―베타사이클로덱스트린을 유효성분으로 함유하는 비만 질환 예방 및 치료용 조성물
JP5847721B2 (ja) *	2009-10-08	2016-01-27	ソン、ホ、バイオメッド、カンパニー、リミテッドＳｏｎｇＨｏＢｉｏｍｅｄＣｏ．，Ｌｔｄ	高水溶性２−ヒドロキシプロピル−ベータシクロデキストリンを有効成分として含有する、肥満疾患の予防および治療用組成物
WO2012037117A1 (en)	2010-09-13	2012-03-22	Bev-Rx, Inc.	Aqueous drug delivery system comprising off - flavor masking agent
US9474715B2 (en)	2011-11-30	2016-10-25	Andreas Voigt	Polymeric drug-delivery material, method for manufacturing thereof and method for delivery of a drug-delivery composition
US9364549B2 (en)	2011-11-30	2016-06-14	Andreas Voigt	Hydrophobic drug-delivery material, method for manufacturing thereof and methods for delivery of a drug-delivery composition
US9616068B2 (en)	2014-10-27	2017-04-11	Pohela LLC	Animal training using cognitive enhancement
KR101719987B1 (ko)	2015-08-03	2017-03-27	(주)상전정공	화물차량의 잠금장치
US9855228B1 (en)	2016-12-14	2018-01-02	Taho Pharmaceuticals Ltd.	Oral solution comprising atomoxetine hydrochloride and methods thereof

Family Cites Families (20)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
JPS5835968B2 (ja) *	1974-02-25	1983-08-05	帝人株式会社	サイクロデキストリン包接化合物の製造法
GB1584462A (en)	1977-03-31	1981-02-11	Lafon Labor	N-diaryl-malonamide and diarylmethyl-sulphinyl-acetamide derivatives and pharmaceutical compositions containing them
JPS5920230A (ja)	1982-07-19	1984-02-01	チバ−ガイギ−・アクチエンゲゼルシヤフト	ピルプロフエン含有薬剤
US4727064A (en)	1984-04-25	1988-02-23	The United States Of America As Represented By The Department Of Health And Human Services	Pharmaceutical preparations containing cyclodextrin derivatives
FR2593809B1 (fr) *	1986-01-31	1988-07-22	Lafon Labor	Benzhydrylsulfinylacetamide, procede de preparation et utilisation en therapeutique
JPS62281855A (ja) *	1986-05-29	1987-12-07	Daikin Ind Ltd	ビタミン，ビタミン誘導体，またはホルモンを含有する包接化合物
GB8813682D0 (en) *	1988-06-09	1988-07-13	Reckitt & Colmann Prod Ltd	Pharmaceutical compositions
JPH035438A (ja) *	1989-05-31	1991-01-11	Kaken Pharmaceut Co Ltd	フルルビプロフェン包接化合物およびこの包接化合物を用いる消炎鎮痛剤
SE8902235D0 (sv) *	1989-06-20	1989-06-20	Haessle Ab	Novel cyclodextrin inclusion complexes
FR2663225B1 (fr)	1990-06-14	1994-11-04	Lafon Labor	Nouvelle utilisation du modafinil.
US5024997A (en)	1990-06-22	1991-06-18	American Home Products Corporation	Palatable ibuprofen solutions
FR2684875B1 (fr) *	1991-12-13	1995-05-24	Lafon Labor	Utilisation du modafinil pour la fabrication d'un medicament ayant un effet anti-ischemique.
US5843347A (en)	1993-03-23	1998-12-01	Laboratoire L. Lafon	Extrusion and freeze-drying method for preparing particles containing an active ingredient
FR2702968B1 (fr)	1993-03-23	1995-06-23	Lafon Labor	Procédé de préparation de particules renfermant un ingrédient actif par extrusion et lyophilisation .
US5866162A (en)	1993-08-10	1999-02-02	Smithkline Beecham P.L.C.	Pharmaceutical composition containing a drug/β-cyclodextrin complex in combination with an acid-base couple
US5618845A (en)	1994-10-06	1997-04-08	Cephalon, Inc.	Acetamide derivative having defined particle size
US6077871A (en)	1997-11-26	2000-06-20	Pfizer Inc.	Droloxifene pharmaceutical compositions
US6200968B1 (en)	1998-08-06	2001-03-13	Cephalon, Inc.	Particle-forming compositions containing fused pyrrolocarbazoles
US6346548B1 (en) *	1999-08-16	2002-02-12	Cephalon, Inc.	Compositions including modafinil for treatment of attention deficit hyperactivity disorder and multiple sclerosis fatigue
US6455588B1 (en) *	1999-08-20	2002-09-24	Cephalon, Inc.	Compositions including modafinil for treatment of eating disorders and for appetite stimulation

2001
- 2001-12-18 US US10/023,441 patent/US7141555B2/en not_active Expired - Fee Related
- 2001-12-19 BR BR0116698-0A patent/BR0116698A/pt not_active IP Right Cessation
- 2001-12-19 CZ CZ20031878A patent/CZ20031878A3/cs unknown
- 2001-12-19 CN CNB018207669A patent/CN100384477C/zh not_active Expired - Fee Related
- 2001-12-19 WO PCT/US2001/049189 patent/WO2002056915A2/en not_active Ceased
- 2001-12-19 JP JP2002557422A patent/JP4094428B2/ja not_active Expired - Fee Related
- 2001-12-19 MX MXPA03005505A patent/MXPA03005505A/es active IP Right Grant
- 2001-12-19 CA CA2432126A patent/CA2432126C/en not_active Expired - Fee Related
- 2001-12-19 IL IL15647001A patent/IL156470A0/xx unknown
- 2001-12-19 AU AU2002246711A patent/AU2002246711B2/en not_active Ceased
- 2001-12-19 EP EP01994302A patent/EP1368063B1/en not_active Expired - Lifetime
- 2001-12-19 NZ NZ526780A patent/NZ526780A/en not_active IP Right Cessation
- 2001-12-19 DE DE60134274T patent/DE60134274D1/de not_active Expired - Lifetime
- 2001-12-19 AT AT01994302T patent/ATE396745T1/de not_active IP Right Cessation
- 2001-12-19 EA EA200300705A patent/EA200300705A1/ru unknown
- 2001-12-19 ES ES01994302T patent/ES2305128T3/es not_active Expired - Lifetime
- 2001-12-19 KR KR10-2003-7008220A patent/KR20040012696A/ko not_active Withdrawn
- 2001-12-19 PL PL01362474A patent/PL362474A1/pl unknown
- 2001-12-19 HU HU0401592A patent/HUP0401592A2/hu unknown
- 2001-12-19 SK SK901-2003A patent/SK9012003A3/sk unknown
2003
- 2003-06-18 NO NO20032788A patent/NO20032788L/no not_active Application Discontinuation
- 2003-07-18 BG BG108009A patent/BG108009A/xx unknown

Also Published As

Publication number	Publication date
EA200300705A1 (ru)	2003-12-25
EP1368063B1 (en)	2008-05-28
NO20032788D0 (no)	2003-06-18
KR20040012696A (ko)	2004-02-11
EP1368063A2 (en)	2003-12-10
CZ20031878A3 (cs)	2004-10-13
ES2305128T3 (es)	2008-11-01
NZ526780A (en)	2005-07-29
BG108009A (en)	2004-09-30
HK1059055A1 (en)	2004-06-18
CN1486196A (zh)	2004-03-31
JP4094428B2 (ja)	2008-06-04
US20020160982A1 (en)	2002-10-31
CN100384477C (zh)	2008-04-30
ATE396745T1 (de)	2008-06-15
WO2002056915A3 (en)	2003-01-03
AU2002246711B2 (en)	2006-12-14
IL156470A0 (en)	2004-01-04
PL362474A1 (pl)	2004-11-02
JP2004525104A (ja)	2004-08-19
WO2002056915A2 (en)	2002-07-25
DE60134274D1 (en)	2008-07-10
NO20032788L (no)	2003-07-07
BR0116698A (pt)	2003-10-21
HUP0401592A2 (hu)	2004-11-29
CA2432126A1 (en)	2002-07-25
MXPA03005505A (es)	2003-10-06
CA2432126C (en)	2011-03-08
US7141555B2 (en)	2006-11-28

Publication	Publication Date	Title
US7141555B2 (en)	2006-11-28	Modafinil compound and cyclodextrin mixtures
AU2002246711A1 (en)	2003-02-13	Complex of modafinil and cyclodextrin
JP5656692B2 (ja)	2015-01-21	アミオダロンおよびスルホアルキルエーテルシクロデキストリンを含む製剤
KR100349754B1 (ko)	2002-12-18	제약조성물
JP2007536228A (ja)	2007-12-13	セルトラリンおよびスルホアルキルエーテルシクロデキストリンを含有するテイストマスク製剤
KR20060096490A (ko)	2006-09-11	술포알킬 에테르-알킬 에테르 시클로덱스트린 유도체
CN101010067B (zh)	2011-03-16	莫达非尼口腔冻干剂
US6077871A (en)	2000-06-20	Droloxifene pharmaceutical compositions
US7704975B2 (en)	2010-04-27	Modafinil compound and cyclodextrin mixtures
HK1059055B (en)	2009-01-30	Complex of modafinil and cyclodextrin
ZA200305346B (en)	2004-10-11	Complex of modafinil and cyclodextrin.
RU2179036C2 (ru)	2002-02-10	Составы эстрамустина с улучшенными фармацевтическими свойствами
Erdoğar et al.	2014	Cyclodextrins in drug delivery
MXPA98009888A (en)	2000-01-01	Pharmaceutical compositions of droloxif
JPWO2001041757A1 (ja)	2003-06-03	シクロデキストリン含有医薬組成物
WO2006034849A1 (en)	2006-04-06	Antitumoral pharmaceutical compositions comprising a spisulosine and a cyclodextrin