FI104408B - Förfarande för framställning av tvåfasiska avgivningsformulationer för lipofiliska läkemedel - Google Patents

Förfarande för framställning av tvåfasiska avgivningsformulationer för lipofiliska läkemedel Download PDF

Info

Publication number: FI104408B
Authority: FI; Finland
Prior art keywords: sustained release; pharmaceutically active; fatty acid; att; förfarande enligt
Prior art date: 1990-10-19

Application number

FI931745A

Other languages

English (en)

Finnish (fi)

Other versions

FI931745L (fi

FI931745A0 (fi

Inventor

Stephen George Barnwell

Original Assignee

Cortecs Ltd

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.)

1990-10-19

Filing date

1993-04-16

Publication date

2000-01-31

1993-04-16 Application filed by Cortecs Ltd filed Critical Cortecs Ltd

1993-04-16 Publication of FI931745L publication Critical patent/FI931745L/fi

1993-04-16 Publication of FI931745A0 publication Critical patent/FI931745A0/fi

2000-01-31 Application granted granted Critical

2000-01-31 Publication of FI104408B publication Critical patent/FI104408B/sv

Links

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IOVGROKTTNBUGK-SJCJKPOMSA-N ritodrine Chemical compound N([C@@H](C)[C@H](O)C=1C=CC(O)=CC=1)CCC1=CC=C(O)C=C1 IOVGROKTTNBUGK-SJCJKPOMSA-N 0.000 description 1
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239000011734 sodium Substances 0.000 description 1
229910052708 sodium Inorganic materials 0.000 description 1
NRHMKIHPTBHXPF-TUJRSCDTSA-M sodium cholate Chemical compound [Na+].C([C@H]1C[C@H]2O)[C@H](O)CC[C@]1(C)[C@@H]1[C@@H]2[C@@H]2CC[C@H]([C@@H](CCC([O-])=O)C)[C@@]2(C)[C@@H](O)C1 NRHMKIHPTBHXPF-TUJRSCDTSA-M 0.000 description 1
FHHPUSMSKHSNKW-SMOYURAASA-M sodium deoxycholate Chemical compound [Na+].C([C@H]1CC2)[C@H](O)CC[C@]1(C)[C@@H]1[C@@H]2[C@@H]2CC[C@H]([C@@H](CCC([O-])=O)C)[C@@]2(C)[C@@H](O)C1 FHHPUSMSKHSNKW-SMOYURAASA-M 0.000 description 1
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Classifications

- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K9/00—Medicinal preparations characterised by special physical form
- A61K9/48—Preparations in capsules, e.g. of gelatin, of chocolate
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K47/00—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
- A61K47/06—Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite
- A61K47/08—Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite containing oxygen, e.g. ethers, acetals, ketones, quinones, aldehydes, peroxides
- A61K47/12—Carboxylic acids; Salts or anhydrides thereof
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K9/00—Medicinal preparations characterised by special physical form
- A61K9/48—Preparations in capsules, e.g. of gelatin, of chocolate
- A61K9/4808—Preparations in capsules, e.g. of gelatin, of chocolate characterised by the form of the capsule or the structure of the filling; Capsules containing small tablets; Capsules with outer layer for immediate drug release
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K9/00—Medicinal preparations characterised by special physical form
- A61K9/48—Preparations in capsules, e.g. of gelatin, of chocolate
- A61K9/4841—Filling excipients; Inactive ingredients
- A61K9/4858—Organic compounds
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system

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Health & Medical Sciences (AREA)
Chemical & Material Sciences (AREA)
Public Health (AREA)
General Health & Medical Sciences (AREA)
Veterinary Medicine (AREA)
Animal Behavior & Ethology (AREA)
Medicinal Chemistry (AREA)
Pharmacology & Pharmacy (AREA)
Life Sciences & Earth Sciences (AREA)
Epidemiology (AREA)
Engineering & Computer Science (AREA)
Chemical Kinetics & Catalysis (AREA)
General Chemical & Material Sciences (AREA)
Bioinformatics & Cheminformatics (AREA)
Oil, Petroleum & Natural Gas (AREA)
Heart & Thoracic Surgery (AREA)
Cardiology (AREA)
Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
Organic Chemistry (AREA)
Medicinal Preparation (AREA)
Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Materials For Medical Uses (AREA)
Vehicle Interior And Exterior Ornaments, Soundproofing, And Insulation (AREA)
Professional, Industrial, Or Sporting Protective Garments (AREA)
Laminated Bodies (AREA)

FI931745A 1990-10-19 1993-04-16 Förfarande för framställning av tvåfasiska avgivningsformulationer för lipofiliska läkemedel FI104408B (sv)

Applications Claiming Priority (4)

Application Number	Priority Date	Filing Date	Title
GB909022788A GB9022788D0 (en)	1990-10-19	1990-10-19	Pharmaceutical formulations
GB9022788		1990-10-19
GB9101824		1991-01-28
PCT/GB1991/001824 WO1992006680A1 (en)	1990-10-19	1991-10-18	Biphasic release formulations for lipophilic drugs

Publications (3)

Publication Number	Publication Date
FI931745L FI931745L (fi)	1993-04-16
FI931745A0 FI931745A0 (fi)	1993-04-16
FI104408B true FI104408B (sv)	2000-01-31

Family

ID=10684032

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
FI931745A FI104408B (sv)	1990-10-19	1993-04-16	Förfarande för framställning av tvåfasiska avgivningsformulationer för lipofiliska läkemedel

Country Status (21)

Country	Link
US (1)	US5391377A (sv)
EP (1)	EP0553178B1 (sv)
JP (1)	JP3276368B2 (sv)
KR (1)	KR100188642B1 (sv)
AT (1)	ATE122881T1 (sv)
AU (1)	AU656924B2 (sv)
BG (1)	BG61383B1 (sv)
CA (1)	CA2093206C (sv)
CZ (1)	CZ282822B6 (sv)
DE (1)	DE69110052T2 (sv)
DK (1)	DK0553178T3 (sv)
ES (1)	ES2073177T3 (sv)
FI (1)	FI104408B (sv)
GB (1)	GB9022788D0 (sv)
HK (1)	HK85296A (sv)
HU (2)	HUT64215A (sv)
NO (1)	NO305505B1 (sv)
RO (1)	RO114739B1 (sv)
RU (1)	RU2121344C1 (sv)
SK (1)	SK279845B6 (sv)
WO (1)	WO1992006680A1 (sv)

Families Citing this family (130)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US5773025A (en)	1993-09-09	1998-06-30	Edward Mendell Co., Inc.	Sustained release heterodisperse hydrogel systems--amorphous drugs
US5455046A (en) *	1993-09-09	1995-10-03	Edward Mendell Co., Inc.	Sustained release heterodisperse hydrogel systems for insoluble drugs
US5662933A (en) *	1993-09-09	1997-09-02	Edward Mendell Co., Inc.	Controlled release formulation (albuterol)
GB9325445D0 (en) *	1993-12-13	1994-02-16	Cortecs Ltd	Pharmaceutical formulations
US5567592A (en) *	1994-02-02	1996-10-22	Regents Of The University Of California	Screening method for the identification of bioenhancers through the inhibition of P-glycoprotein transport in the gut of a mammal
GB9405304D0 (en) *	1994-03-16	1994-04-27	Scherer Ltd R P	Delivery systems for hydrophobic drugs
US5430021A (en) *	1994-03-18	1995-07-04	Pharmavene, Inc.	Hydrophobic drug delivery systems
DE4443175A1 (de) *	1994-12-05	1996-06-13	Jenapharm Gmbh	Neue pulsatile Arzneiform
US5834024A (en)	1995-01-05	1998-11-10	Fh Faulding & Co. Limited	Controlled absorption diltiazem pharmaceutical formulation
PT808154E (pt) *	1995-02-06	2001-06-29	Elan Pharma Int Ltd	Formulacoes de compostos sob a forma de dispersoes em nanoparticulas em oleos ou acidos gordos digestiveis
EP0831870A4 (en) *	1995-06-07	1998-09-16	Avmax Inc	USE OF ESSENTIAL OILS TO INCREASE THE BIOAVAILABILITY OF ORAL PHARMACEUTICAL COMPOUNDS
US5665386A (en) *	1995-06-07	1997-09-09	Avmax, Inc.	Use of essential oils to increase bioavailability of oral pharmaceutical compounds
US5716928A (en) *	1995-06-07	1998-02-10	Avmax, Inc.	Use of essential oils to increase bioavailability of oral pharmaceutical compounds
US6024980A (en) *	1996-06-28	2000-02-15	Mcneil-Ppc, Inc.	Multiphase soft gelatin dosage form
AU695734B2 (en)	1996-07-08	1998-08-20	Penwest Pharmaceuticals Co.	Sustained release matrix for high-dose insoluble drugs
US6949264B1 (en)	1996-11-27	2005-09-27	Wm. Wrigley Jr. Company	Nutraceuticals or nutritional supplements and method of making
US6458373B1 (en)	1997-01-07	2002-10-01	Sonus Pharmaceuticals, Inc.	Emulsion vehicle for poorly soluble drugs
IN186245B (sv)	1997-09-19	2001-07-14	Ranbaxy Lab Ltd
US6056977A (en)	1997-10-15	2000-05-02	Edward Mendell Co., Inc.	Once-a-day controlled release sulfonylurea formulation
US20030008919A1 (en) *	1999-06-03	2003-01-09	Jean-Baptiste Roullet	Use of retinoids to treat high blood pressure and other cardiovascular disease
EP1049475A4 (en)	1998-01-08	2003-06-04	Univ California	KINESIN ENGINE MODULATORS OBTAINED FROM SEA SPONES -I (ADOCIA)
US7030155B2 (en) *	1998-06-05	2006-04-18	Sonus Pharmaceuticals, Inc.	Emulsion vehicle for poorly soluble drugs
US6524620B2 (en)	1998-07-20	2003-02-25	Andrx Pharmaceuticals, Inc.	Diltiazem controlled release formulation and method of manufacture
US6200968B1 (en) *	1998-08-06	2001-03-13	Cephalon, Inc.	Particle-forming compositions containing fused pyrrolocarbazoles
FR2782006B1 (fr) *	1998-08-07	2002-04-19	Gattefosse Ets Sa	Composition a liberation prolongee apte a former une micro-emulsion
MXPA01005884A (es)	1998-12-11	2002-04-24	Pharmasolutions Inc	Composiciones auto-emulsionantes para medicamentos escasamente solubles en agua.
US7163705B2 (en)	1998-12-15	2007-01-16	Wm. Wrigley Jr. Company	Coated chewing gum product and method of making
US6057289A (en) *	1999-04-30	2000-05-02	Pharmasolutions, Inc.	Pharmaceutical composition comprising cyclosporin in association with a carrier in a self-emulsifying drug delivery system
JP2004501099A (ja) *	2000-05-11	2004-01-15	フアルマシア　コーポレイション	アルドステロン頂点位相時の放出のためのアルドステロンアンタゴニスト組成物
US7115288B2 (en)	2000-06-09	2006-10-03	Wm. Wrigley Jr. Company	Method for making coated chewing gum products with a coating including an aldehyde flavor and a dipeptide sweetener
US8568766B2 (en) *	2000-08-24	2013-10-29	Gattadahalli M. Anantharamaiah	Peptides and peptide mimetics to treat pathologies associated with eye disease
US6664230B1 (en)	2000-08-24	2003-12-16	The Regents Of The University Of California	Orally administered peptides to ameliorate atherosclerosis
WO2003084518A2 (fr)	2002-04-09	2003-10-16	Flamel Technologies	Suspension orale de microcapsules de principes actifs
US7670612B2 (en)	2002-04-10	2010-03-02	Innercap Technologies, Inc.	Multi-phase, multi-compartment capsular delivery apparatus and methods for using same
US20040005359A1 (en) *	2002-06-27	2004-01-08	Cheng Xiu Xiu	Controlled release oral dosage form
US20040077621A1 (en) *	2002-08-08	2004-04-22	Academia Sinica	Antioxidants
RU2217138C1 (ru) *	2002-11-20	2003-11-27	Балавадзе Михаил Элизбарович	Состав "витализин-2" для профилактики атеросклероза, сердечно-сосудистых заболеваний и поддерживающей терапии вирусных заболеваний
CA2515544A1 (en) *	2003-02-11	2004-08-26	Kemia Inc.	Compounds for the treatment of viral infection
US7314640B2 (en) *	2003-07-11	2008-01-01	Mongkol Sriwongjanya	Formulation and process for drug loaded cores
ATE437634T1 (de) *	2004-01-14	2009-08-15	Lavipharm Lab Inc	Transdermale abgabevorrichtung für dihydropyridin-artige calcium-antagonisten mit 2 fettsäuren
EP1722758A1 (en) *	2004-02-11	2006-11-22	Athpharma Limited	Chronotherapeutic compositions and methods of their use
JP4980211B2 (ja)	2004-05-12	2012-07-18	ウォルターアンドエリザホールインスティテュートオブメディカルリサーチ	細胞単離方法
US8648045B2 (en)	2005-03-10	2014-02-11	Ben Gurion University Of The Negev Research And Development Authority Ltd.	VDAC1 compositions and methods of use thereof for regulating apoptosis
US8119601B2 (en) *	2005-03-10	2012-02-21	Ben-Gurion University Of The Negev Research And Development Authority Ltd.	Voltage dependent anion channel (VDAC1) compositions and methods of use thereof for regulating apoptosis
SG173373A1 (en)	2005-04-29	2011-08-29	The University Of California	Peptides and peptide mimetics to treat pathologies characterized by an inflammatory response
DK1910535T3 (en)	2005-06-24	2016-09-26	The Walter And Eliza Hall Inst Of Medical Res	Therapeutic pro-apoptotic BH-3-like molecules and method of forming and / or selecting the same
US8691272B2 (en) *	2005-12-30	2014-04-08	Intelgenx Corp.	Multilayer tablet
NZ569697A (en)	2006-01-20	2012-01-12	Women S & Children S Health Res Inst	Method of treatment, prophylaxis and diagnosis of pathologies of the bone by the modulation of GPC3
US8440788B2 (en) *	2006-04-06	2013-05-14	Ben-Gurion University Of The Negev Research And Development Authority Ltd.	N-terminal VDAC variants and uses thereof
WO2007123153A1 (ja) *	2006-04-19	2007-11-01	Ono Pharmaceutical Co., Ltd.	経口投与用カプセル
MY153288A (en) *	2006-06-28	2015-01-29	Hovid Berhad	An effective pharmaceutical carrier for poorly bioavailable drugs
JP5300477B2 (ja) *	2006-08-01	2013-09-25	大塚製薬株式会社	薬理活性物質の吸収性が改善された医薬組成物
CN101568329A (zh) *	2006-10-27	2009-10-28	詹森药业有限公司	干燥颗粒药用组合物及其生产方法
WO2008157776A2 (en)	2007-06-21	2008-12-24	Angelica Therapeutics, Inc.	Modified diphtheria toxins
EP2182981B1 (en)	2007-08-02	2013-01-09	Gilead Biologics, Inc.	Methods and compositions for treatment and diagnosis of fibrosis
JP2010538005A (ja) *	2007-08-28	2010-12-09	ユーエービーリサーチファウンデーション	合成アポリポ蛋白質ｅ模倣ポリペプチドおよび使用方法
CA2697957A1 (en)	2007-08-28	2009-03-12	Uab Research Foundation	Synthetic apolipoprotein e mimicking polypeptides and methods of use
JP5592261B2 (ja) *	2007-10-03	2014-09-17	ウィスタラボラトリーズリミテッド	ジアミノフェノチアジンの治療的使用
WO2009110944A1 (en)	2008-02-29	2009-09-11	Angelica Therapeutics, Inc.	Modified toxins
CA2722271C (en) *	2008-05-12	2013-08-06	Hilde Buydts	Improved capsule with air-vents
US20100082438A1 (en) *	2008-10-01	2010-04-01	Ronnie Jack Garmon	Methods and systems for customer performance scoring
US9050276B2 (en)	2009-06-16	2015-06-09	The Trustees Of Columbia University In The City Of New York	Autism-associated biomarkers and uses thereof
US8221753B2 (en)	2009-09-30	2012-07-17	Tracon Pharmaceuticals, Inc.	Endoglin antibodies
JP5746174B2 (ja)	2009-08-17	2015-07-08	トラコンファーマシューティカルズ、インコーポレイテッド	抗エンドグリン抗体及び抗ｖｅｇｆ剤を用いる癌の併用療法
ES2363965B1 (es) *	2009-11-20	2013-01-24	Gp Pharm S.A.	Cápsulas de principios activos betabloqueantes y ésteres de ácidos grasos poliinsaturados.
US20110136815A1 (en)	2009-12-08	2011-06-09	Horst Zerbe	Solid oral film dosage forms and methods for making same
US10610528B2 (en)	2009-12-08	2020-04-07	Intelgenx Corp.	Solid oral film dosage forms and methods for making same
WO2011088462A2 (en)	2010-01-18	2011-07-21	Albany Medical College	Alpha-fetoprotein 'ring and tail' peptides
PL2608809T3 (pl)	2010-08-27	2019-10-31	Gilead Biologics Inc	Przeciwciała dla metaloproteinazy 9 macierzy
WO2012051567A2 (en)	2010-10-15	2012-04-19	The Trustees Of Columbia University In The City Of New York	Obesity-related genes and their proteins and uses thereof
EP2701725A1 (en)	2011-04-29	2014-03-05	Kinemed, Inc.	Chemical modification of apolipoprotein mimetic peptides for the production of therapeutic agents
AU2012315545B2 (en) *	2011-09-29	2017-03-09	Plx Opco Inc.	pH dependent carriers for targeted release of pharmaceuticals along the gastrointestinal tract, compositions therefrom, and making and using same
TW202446781A (zh)	2011-12-28	2024-12-01	日商中外製藥股份有限公司	胜肽化合物之製造方法
SG11201405273YA (en)	2012-02-29	2014-09-26	Gilead Biologics Inc	Antibodies to matrix metalloproteinase 9
IN2014DN08011A (sv)	2012-02-29	2015-05-01	Gilead Biologics Inc
CN104203263A (zh)	2012-03-01	2014-12-10	耶达研究与发展有限公司	利用HSP60衍生肽再生胰岛β细胞
US10039777B2 (en)	2012-03-20	2018-08-07	Neuro-Lm Sas	Methods and pharmaceutical compositions of the treatment of autistic syndrome disorders
TW201406707A (zh)	2012-05-04	2014-02-16	Acucela Inc	用以治療糖尿病性視網膜病變及其他眼部疾病之方法
EP2874647B1 (en)	2012-07-20	2018-10-24	La Trobe University	Method of diagnosis and treatment of metastatic cancer
UA115789C2 (uk)	2012-09-05	2017-12-26	Трейкон Фармасутікалз, Інк.	Композиція антитіла до cd105 та її застосування
JP6570511B2 (ja)	2013-03-14	2019-09-04	ユーエイビーリサーチファンデーション	アポリポタンパク質模倣体及びその使用
CN110041427B (zh)	2013-03-15	2023-05-23	本质生命科学有限公司	抗铁调素抗体及其用途
WO2014144708A1 (en)	2013-03-15	2014-09-18	The Regents Of The University Of California	Peptides having reduced toxicity that stimulate cholesterol efflux
HK1220376A1 (zh)	2013-03-15	2017-05-05	Angelica Therapeutics, Inc.	修饰的毒素
EP3024844B1 (en)	2013-07-25	2018-09-12	The National Institute for Biotechnology in the Negev Ltd.	Short peptides derived from vdac1, compositions and methods of use thereof
CN105873944A (zh)	2013-12-20	2016-08-17	耶路撒冷希伯来大学伊森姆研究发展有限公司	促血管发生的肽和肽缀合物
KR20160125466A (ko)	2014-02-27	2016-10-31	길리애드 사이언시즈, 인코포레이티드	매트릭스 메탈로프로테이나제 9에 대한 항체 및 그의 사용 방법
AU2015274987A1 (en)	2014-06-11	2016-11-24	Gilead Sciences, Inc.	Methods for treating cardiovascular diseases
US10793614B2 (en)	2014-07-17	2020-10-06	Yissum Research Development Company of the Hebrew University ofJerusaIem Ltd.	Antagonists of fish reproduction
US10155790B2 (en)	2014-07-17	2018-12-18	Yissum Research Development Company Of The Hebrew University Of Jerusalem Ltd.	Antagonists of neurokinin B in fish reproduction
US20160074473A1 (en)	2014-07-31	2016-03-17	Kinemed, Inc.	Effect of phospholipid composition of reconstituted hdl on its cholesterol efflux and anti-inflammatory properties
AU2015298263B2 (en)	2014-07-31	2020-05-14	Anji Pharmaceuticals, Inc.	ApoE mimetic peptides and higher potency to clear plasma cholesterol
NZ730186A (en)	2014-09-22	2020-04-24	Intrinsic Lifesciences Llc	Humanized anti-hepcidin antibodies and uses thereof
US9926375B2 (en)	2014-11-12	2018-03-27	Tracon Pharmaceuticals, Inc.	Anti-endoglin antibodies and uses thereof
US10155820B2 (en)	2014-11-12	2018-12-18	Tracon Pharmaceuticals, Inc.	Anti-endoglin antibodies and uses thereof
HUE056769T2 (hu)	2015-09-04	2022-03-28	Primatope Therapeutics Inc	Humanizált anti-CD40 antitestek és felhasználásuk
US10149887B2 (en)	2015-10-23	2018-12-11	Canbas Co., Ltd.	Peptides and peptidomimetics in combination with t cell activating and/or checkpoint inhibiting agents for cancer treatment
US10617738B2 (en)	2015-10-27	2020-04-14	The University Of Queensland	Mammalian EphA4 polypeptide derivatives lacking one or more N-glycosylation sites and method of use thereof
WO2017083700A1 (en)	2015-11-13	2017-05-18	The Board Of Regents Of The Nevada System Of Higher Education On Behalf Of The University Of Nevada, Las Vegas	Ligand-guided phagocytosis based therapy for treatment of alzheimer's disease and other neurodegenerative diseases
US20170174788A1 (en)	2015-12-17	2017-06-22	Gilead Sciences, Inc.	Combination of a jak inhibitor and an mmp9 binding protein for treating inflammatory disorders
JP2019513737A (ja)	2016-04-08	2019-05-30	ギリアードサイエンシーズ，インコーポレイテッド	がん、炎症性疾患および自己免疫疾患を処置するための組成物および方法
US11154591B2 (en)	2016-10-14	2021-10-26	The Trustees Of Columbia University In The City Of New York	Methods of treating alcohol abuse disorder
WO2018124162A1 (ja) *	2016-12-28	2018-07-05	中外製薬株式会社	化合物の膜透過性を改善するための自己乳化型製剤
CN110831962A (zh)	2017-01-30	2020-02-21	哈德森医学研究院	治疗方法
WO2018213803A1 (en)	2017-05-19	2018-11-22	Neon Therapeutics, Inc.	Immunogenic neoantigen identification
US11655307B2 (en)	2017-05-30	2023-05-23	The Board Of Regents Of The University Of Oklahoma	Anti-doublecortin-like kinase 1 antibodies and methods of use
EP3706784A4 (en)	2017-11-08	2021-12-01	BioNTech US Inc.	COMPOSITIONS AND METHODS OF MANUFACTURING T-CELLS
US12247060B2 (en)	2018-01-09	2025-03-11	Marengo Therapeutics, Inc.	Calreticulin binding constructs and engineered T cells for the treatment of diseases
JP7554742B2 (ja)	2018-07-03	2024-09-20	マレンゴ・セラピューティクス，インコーポレーテッド	抗ｔｃｒ抗体分子およびその使用
US12331097B2 (en)	2018-08-16	2025-06-17	Biontech Us Inc.	T cell receptor constructs and uses thereof
AU2020226893B2 (en)	2019-02-21	2025-02-27	Marengo Therapeutics, Inc.	Multifunctional molecules that bind to T cell related cancer cells and uses thereof
GB2597851B (en)	2019-02-21	2024-05-29	Marengo Therapeutics Inc	Antibody molecules that bind to NKP30 and uses thereof
US20220241428A1 (en)	2019-06-11	2022-08-04	Myeloid Therapeutics, Inc.	Macrophage specific engager compositions and methods of use thereof
CA3141084A1 (en)	2019-06-12	2020-12-17	Vikram JUNEJA	Neoantigen compositions and uses thereof
GB2609554B (en)	2020-01-03	2025-08-20	Marengo Therapeutics Inc	Anti-TCR antibody molecules and uses thereof
KR20220158031A (ko)	2020-03-26	2022-11-29	피엘엑스 옵코 인코포레이티드	pH 의존성 재구성이 가능한 제약 담체 및 그의 제조 및 사용 방법
MX2023001815A (es)	2020-08-13	2023-04-11	Biontech Us Inc	Metodos y composiciones de fabricacion de celulas t.
IL302639A (en)	2020-11-04	2023-07-01	Myeloid Therapeutics Inc	Engineered chimeric fusion protein compositions and methods of using them
JP2025529269A (ja)	2022-09-02	2025-09-04	マイエロイド・セラピューティクス，インコーポレーテッド	細胞特異的発現のための組成物およびその使用
EP4705330A1 (en)	2023-05-05	2026-03-11	The Board of Regents of the University of Oklahoma	Variants of adrenomedullin (am) and adrenomedullin 2/intermedin (am2/imd) and methods of use
WO2025042868A1 (en)	2023-08-23	2025-02-27	The Board Of Regents Of The University Of Oklahoma	Combinations of heteroarotinoids and glycolytic inhibitors for use as cancer treatments
WO2025059113A1 (en)	2023-09-12	2025-03-20	The Board Of Regents Of The University Of Oklahoma	Treatments for enhancing immune response to clostridioides difficile infections
WO2025085360A1 (en)	2023-10-16	2025-04-24	The Board Of Regents Of The University Of Oklahoma	Heteroarotinoids and/or cdk4/6 inhibitors for treating human papillomavirus (hpv)-induced dysplasias, warts, and cancer in hpv-infected subjects
WO2025169146A1 (en)	2024-02-09	2025-08-14	Kiniksa Pharmaceuticals, Gmbh	Cd40 antagonist or cd154 antagonist for use in mitigating immune responses in protein and gene therapies
WO2025219955A1 (en)	2024-04-17	2025-10-23	BioNTech SE	Soluble tcrs and methods of use thereof
WO2025224684A1 (en)	2024-04-24	2025-10-30	BioNTech SE	Compositions and methods for producing engineered immune cells
WO2025229503A1 (en)	2024-04-29	2025-11-06	BioNTech SE	Methods for identifying exhausted t cells and t-cell receptors thereof
WO2026013643A1 (en)	2024-07-12	2026-01-15	BioNTech SE	Methods and compositions for designing epitope strings with linkers
WO2026047601A1 (en)	2024-08-28	2026-03-05	BioNTech SE	T-cell receptors (tcrs)
WO2026058153A2 (en)	2024-09-10	2026-03-19	BioNTech SE	Hpv-16 t cell receptor uses and compositions thereof

Family Cites Families (8)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
GB1600639A (en) *	1978-05-23	1981-10-21	Kali Chemie Pharma Gmbh	Medicament preparation having resorption properties and method of producing the same
US4916230A (en) *	1984-07-02	1990-04-10	Merck & Co., Inc.	Process for preparing novel N-(acyloxy-alkoxy)carbonyl derivatives useful as bioreversible prodrug moieties for primary and secondary amine functions in drugs
US4946870A (en) *	1986-06-06	1990-08-07	Union Carbide Chemicals And Plastics Company Inc.	Delivery systems for pharmaceutical or therapeutic actives
IT1200178B (it) *	1986-07-23	1989-01-05	Alfa Farmaceutici Spa	Formulazioni galeniche a cessione programmata contenenti farmaci ad attivita' antiflogistica
US5229422A (en) *	1987-09-07	1993-07-20	Teijin Limited	Extemporaneous preparation type kit of a pharmaceutical substance-containing fat emulsion
EP0351897A3 (en) *	1988-06-17	1990-03-21	The Procter & Gamble Company	Skin penetration system for salts of amine-functional drugs
GB8822857D0 (en) *	1988-09-29	1988-11-02	Patralan Ltd	Pharmaceutical formulations
GB8909022D0 (en) *	1989-04-20	1989-06-07	Cortecs Ltd	Pharmaceutical compositions

1990
- 1990-10-19 GB GB909022788A patent/GB9022788D0/en active Pending
1991
- 1991-10-18 HU HU9301121A patent/HUT64215A/hu unknown
- 1991-10-18 JP JP51690491A patent/JP3276368B2/ja not_active Expired - Fee Related
- 1991-10-18 CZ CZ93641A patent/CZ282822B6/cs not_active IP Right Cessation
- 1991-10-18 ES ES91918238T patent/ES2073177T3/es not_active Expired - Lifetime
- 1991-10-18 AU AU87315/91A patent/AU656924B2/en not_active Ceased
- 1991-10-18 KR KR1019930701127A patent/KR100188642B1/ko not_active Expired - Fee Related
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- 1991-10-18 DE DE69110052T patent/DE69110052T2/de not_active Expired - Fee Related
- 1991-10-18 DK DK91918238.6T patent/DK0553178T3/da active
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- 1991-10-18 US US08/050,064 patent/US5391377A/en not_active Expired - Lifetime
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1993
- 1993-04-16 BG BG97644A patent/BG61383B1/bg unknown
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- 1993-04-16 NO NO931410A patent/NO305505B1/no not_active IP Right Cessation
1995
- 1995-06-30 HU HU95P/P00725P patent/HU211617A9/hu unknown
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- 1996-05-16 HK HK85296A patent/HK85296A/en not_active IP Right Cessation

Also Published As

Publication number	Publication date
EP0553178A1 (en)	1993-08-04
AU8731591A (en)	1992-05-20
US5391377A (en)	1995-02-21
SK279845B6 (sk)	1999-04-13
CZ64193A3 (en)	1994-01-19
NO931410L (no)	1993-04-16
JPH06502143A (ja)	1994-03-10
SK36393A3 (en)	1993-07-07
HU9301121D0 (en)	1993-07-28
NO305505B1 (no)	1999-06-14
ES2073177T3 (es)	1995-08-01
AU656924B2 (en)	1995-02-23
DE69110052T2 (de)	1995-10-05
BG61383B1 (en)	1997-07-31
DE69110052D1 (de)	1995-06-29
JP3276368B2 (ja)	2002-04-22
HU211617A9 (en)	1995-12-28
DK0553178T3 (da)	1995-07-24
NO931410D0 (no)	1993-04-16
WO1992006680A1 (en)	1992-04-30
KR930701989A (ko)	1993-09-08
HUT64215A (en)	1993-12-28
BG97644A (bg)	1994-04-29
KR100188642B1 (ko)	1999-06-01
CZ282822B6 (cs)	1997-10-15
HK85296A (en)	1996-05-24
RO114739B1 (ro)	1999-07-30
RU2121344C1 (ru)	1998-11-10
FI931745L (fi)	1993-04-16
CA2093206A1 (en)	1992-04-20
ATE122881T1 (de)	1995-06-15
GB9022788D0 (en)	1990-12-05
EP0553178B1 (en)	1995-05-24
FI931745A0 (fi)	1993-04-16
CA2093206C (en)	2002-01-29

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TW202128150A (zh)	2021-08-01	３＇—［（２ｚ）—［１—（３，４—二甲基苯基）—１，５—二氫—３—甲基—５—側氧基—４ｈ—吡唑—４—亞基］肼基］—２＇—羥基—［１，１＇—聯苯基］—３—甲酸及其鹽配製物
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