WO1999033846A3 - Water soluble prodrugs of secondary and tertiary amine containing drugs and methods of making thereof - Google Patents

Water soluble prodrugs of secondary and tertiary amine containing drugs and methods of making thereof Download PDF

Info

Publication number
WO1999033846A3
WO1999033846A3 PCT/US1998/027659 US9827659W WO9933846A3 WO 1999033846 A3 WO1999033846 A3 WO 1999033846A3 US 9827659 W US9827659 W US 9827659W WO 9933846 A3 WO9933846 A3 WO 9933846A3
Authority
WO
WIPO (PCT)
Prior art keywords
tertiary amine
making
methods
water soluble
amine containing
Prior art date
Application number
PCT/US1998/027659
Other languages
French (fr)
Other versions
WO1999033846A2 (en
Inventor
Valentino Stella
Jeffrey P Krise
Original Assignee
Univ Kansas
Valentino Stella
Jeffrey P Krise
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 Univ Kansas, Valentino Stella, Jeffrey P Krise filed Critical Univ Kansas
Priority to EP98965507A priority Critical patent/EP1051181B1/en
Priority to KR1020007007363A priority patent/KR20010033811A/en
Priority to AU20962/99A priority patent/AU754965B2/en
Priority to NZ505515A priority patent/NZ505515A/en
Priority to AT98965507T priority patent/ATE261730T1/en
Priority to CA002317008A priority patent/CA2317008C/en
Priority to DE69822514T priority patent/DE69822514T2/en
Priority to JP2000526522A priority patent/JP2001527083A/en
Publication of WO1999033846A2 publication Critical patent/WO1999033846A2/en
Publication of WO1999033846A3 publication Critical patent/WO1999033846A3/en

Links

Classifications

    • 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
    • A61K31/66—Phosphorus compounds
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
    • C07F9/02—Phosphorus compounds
    • C07F9/547—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom
    • C07F9/6561—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom containing systems of two or more relevant hetero rings condensed among themselves or condensed with a common carbocyclic ring or ring system, with or without other non-condensed hetero rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
    • C07F9/02—Phosphorus compounds
    • C07F9/06—Phosphorus compounds without P—C bonds
    • C07F9/08—Esters of oxyacids of phosphorus
    • C07F9/09—Esters of phosphoric acids
    • C07F9/091—Esters of phosphoric acids with hydroxyalkyl compounds with further substituents on alkyl
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
    • C07F9/02—Phosphorus compounds
    • C07F9/547—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom
    • C07F9/645—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having two nitrogen atoms as the only ring hetero atoms
    • C07F9/6509—Six-membered rings
    • C07F9/650952—Six-membered rings having the nitrogen atoms in the positions 1 and 4
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
    • C07F9/02—Phosphorus compounds
    • C07F9/547—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom
    • C07F9/655—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having oxygen atoms, with or without sulfur, selenium, or tellurium atoms, as the only ring hetero atoms
    • C07F9/65515—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having oxygen atoms, with or without sulfur, selenium, or tellurium atoms, as the only ring hetero atoms the oxygen atom being part of a five-membered ring
    • C07F9/65517—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having oxygen atoms, with or without sulfur, selenium, or tellurium atoms, as the only ring hetero atoms the oxygen atom being part of a five-membered ring condensed with carbocyclic rings or carbocyclic ring systems

Landscapes

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

Abstract

N-phosphoryloxymethyl prodrugs of tertiary amine containg drugs having the following formula (VIa) or (VIb), wherein R1, R2 and R3 are substituents which comprise the parent tertiary or secondary amine, R4 and R5 are each an organic or inorganic residue, R6 is a group double bonded to the carbon spacer and X is a cationic organic or inorganic salt.
PCT/US1998/027659 1997-12-31 1998-12-30 Water soluble prodrugs of secondary and tertiary amine containing drugs and methods of making thereof WO1999033846A2 (en)

Priority Applications (8)

Application Number Priority Date Filing Date Title
EP98965507A EP1051181B1 (en) 1997-12-31 1998-12-30 Water soluble prodrugs of tertiary amine containing drugs and methods of making thereof
KR1020007007363A KR20010033811A (en) 1997-12-31 1998-12-30 Water soluble prodrugs of secondary and tertiary amine containing drugs and methods of making thereof
AU20962/99A AU754965B2 (en) 1997-12-31 1998-12-30 Water soluble prodrugs of tertiary amine containing drugs and methods of making thereof
NZ505515A NZ505515A (en) 1997-12-31 1998-12-30 Water soluble prodrugs of secondary and tertiary amine containing drugs and methods of making thereof
AT98965507T ATE261730T1 (en) 1997-12-31 1998-12-30 WATER-SOLUBLE MEDICINAL PRECURSORS OF TERTIARY AMINES CONTAINING MEDICATIONS AND METHOD FOR THE PRODUCTION THEREOF
CA002317008A CA2317008C (en) 1997-12-31 1998-12-30 Water soluble prodrugs of tertiary amine containing drugs and methods of making thereof
DE69822514T DE69822514T2 (en) 1997-12-31 1998-12-30 WATER-SOLUBLE PRO-PHARMAKA OF MEDICAMENTS CONTAINING A TERTIARY AMINE AND METHOD FOR THE PRODUCTION THEREOF
JP2000526522A JP2001527083A (en) 1997-12-31 1998-12-30 Water-soluble prodrugs of secondary and tertiary amine-containing drugs and method for producing the same

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US7009397P 1997-12-31 1997-12-31
US60/070,093 1997-12-31

Publications (2)

Publication Number Publication Date
WO1999033846A2 WO1999033846A2 (en) 1999-07-08
WO1999033846A3 true WO1999033846A3 (en) 1999-10-28

Family

ID=22093079

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/US1998/027659 WO1999033846A2 (en) 1997-12-31 1998-12-30 Water soluble prodrugs of secondary and tertiary amine containing drugs and methods of making thereof

Country Status (10)

Country Link
US (1) US5985856A (en)
EP (1) EP1051181B1 (en)
JP (1) JP2001527083A (en)
KR (1) KR20010033811A (en)
AT (1) ATE261730T1 (en)
AU (1) AU754965B2 (en)
CA (1) CA2317008C (en)
DE (1) DE69822514T2 (en)
NZ (1) NZ505515A (en)
WO (1) WO1999033846A2 (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US8835430B2 (en) 2002-02-01 2014-09-16 Rigel Pharmaceuticals, Inc. 2,4-pyrimidinediamine compounds and their uses

Families Citing this family (91)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6110903A (en) * 1997-03-07 2000-08-29 Sankyo Company Ltd. Benzimidazole inhibitors of fructose 1,6-bisphosphatase
US6284748B1 (en) * 1997-03-07 2001-09-04 Metabasis Therapeutics, Inc. Purine inhibitors of fructose 1,6-bisphosphatase
DE19751525C2 (en) 1997-11-20 2003-02-13 Bat Cigarettenfab Gmbh Method and device for controlling the initial moisture content of tobacco
AU1915500A (en) 1998-11-20 2000-06-13 Bristol-Myers Squibb Company Water soluble prodrugs of azole compounds
US6235728B1 (en) 1999-02-19 2001-05-22 Bristol-Myers Squibb Company Water-soluble prodrugs of azole compounds
US6673363B2 (en) 1999-12-16 2004-01-06 Dermatrends, Inc. Transdermal and topical administration of local anesthetic agents using basic enhancers
US20030104041A1 (en) * 1999-12-16 2003-06-05 Tsung-Min Hsu Transdermal and topical administration of drugs using basic permeation enhancers
US6719997B2 (en) 2000-06-30 2004-04-13 Dermatrends, Inc. Transdermal administration of pharmacologically active amines using hydroxide-releasing agents as permeation enhancers
US7683071B2 (en) * 2000-07-26 2010-03-23 Taro Pharmaceuticals Industries Ltd. Composition and method for improved bioavailability and enhanced brain delivery of 5,5-diphenyl barbituric acid
US6939873B2 (en) * 2000-07-26 2005-09-06 Taro Pharmaceuticals Industries Limited Non-sedating barbituric acid derivatives
US6756379B2 (en) * 2001-07-26 2004-06-29 Taro Pharmaceutical Industries Ltd. Non-sedating barbiturate compounds as neuroprotective agents
DE60140141D1 (en) * 2000-11-14 2009-11-19 Vital Health Sciences Pty Ltd Compositions comprising complexes of tocopherol phosphate derivatives
US20040033253A1 (en) * 2002-02-19 2004-02-19 Ihor Shevchuk Acyl opioid antagonists
US6930100B2 (en) 2002-03-20 2005-08-16 Bristol-Myers Squibb Company Phosphate prodrugs of fluoroxindoles
ATE451104T1 (en) 2002-07-29 2009-12-15 Rigel Pharmaceuticals Inc METHOD FOR TREATING OR PREVENTING AUTOIMMUNE DISEASES USING 2,4-PYRIMIDINEDIAMINE COMPOUNDS
BR0317289A (en) * 2002-12-11 2005-11-08 Taro Pharma Ind Method for treating movement disorders using barbituric acid derivatives
NZ542475A (en) 2003-04-03 2009-04-30 Semafore Pharmaceuticals Inc PI-3 kinase inhibitor prodrugs
US20040202717A1 (en) 2003-04-08 2004-10-14 Mehta Atul M. Abuse-resistant oral dosage forms and method of use thereof
PL1656372T3 (en) 2003-07-30 2013-08-30 Rigel Pharmaceuticals Inc 2,4-pyrimidinediamine compounds for use in the treatment or prevention of autoimmune diseases
WO2005033079A1 (en) 2003-09-30 2005-04-14 Eisai Co., Ltd. Novel antifungal agent comprising heterocyclic compound
ATE495730T1 (en) * 2004-03-03 2011-02-15 Vital Health Sciences Pty Ltd ALKALOID FORMULATIONS
KR101128065B1 (en) 2004-05-26 2012-04-12 에자이 알앤드디 매니지먼트 가부시키가이샤 Cinnamide compound
CA2572797A1 (en) * 2004-07-02 2006-01-12 Daniella Gutman A process for preparing 1-methoxymethyl-5,5-diphenylbarbituric acid
ATE494911T1 (en) * 2004-08-03 2011-01-15 Vital Health Sciences Pty Ltd CARRIER FOR ENTERAL ADMINISTRATION
US7923563B2 (en) 2004-10-26 2011-04-12 Eisai R&D Management Co., Ltd. Amorphous object of cinnamide compound
BRPI0606318B8 (en) 2005-01-19 2021-05-25 Rigel Pharmaceuticals Inc compound, composition, and use of a compound
US20090239827A1 (en) * 2005-03-03 2009-09-24 Esra Ogru Compounds having lipid lowering properties
WO2006106711A1 (en) 2005-03-30 2006-10-12 Eisai R & D Management Co., Ltd. Antifungal agent containing pyridine derivative
US8227455B2 (en) 2005-04-18 2012-07-24 Rigel Pharmaceuticals, Inc. Methods of treating cell proliferative disorders
MX2007015949A (en) 2005-06-17 2008-03-07 Vital Health Sciences Pty Ltd A carrier comprising one or more di and/or mono-(electron transfer agent) phosphate derivatives or complexes thereof.
US20070087056A1 (en) * 2005-08-09 2007-04-19 Claudia Guthmann Pharmaceutical form with sustained pH-independent active ingredient release for active ingredients having strong pH-dependent solubility
JP4981673B2 (en) * 2005-09-13 2012-07-25 エーザイ・アール・アンド・ディー・マネジメント株式会社 Composition comprising chloromethyl phosphate derivative with improved stability and method for producing the same
TWI385169B (en) 2005-10-31 2013-02-11 Eisai R&D Man Co Ltd Heterocyclic substituted pyridine derivatives and antifungal agent containing same
JPWO2007058304A1 (en) * 2005-11-18 2009-05-07 エーザイ・アール・アンド・ディー・マネジメント株式会社 Salts of cinamide compounds or solvates thereof
AU2006316005A1 (en) * 2005-11-18 2007-05-24 Eisai R & D Management Co., Ltd. Process for production of cinnamamide derivative
JP5221144B2 (en) 2005-11-24 2013-06-26 エーザイ・アール・アンド・ディー・マネジメント株式会社 Morpholine-type cinnamide compounds
TWI370130B (en) * 2005-11-24 2012-08-11 Eisai R&D Man Co Ltd Two cyclic cinnamide compound
TWI378091B (en) 2006-03-09 2012-12-01 Eisai R&D Man Co Ltd Multi-cyclic cinnamide derivatives
US7737141B2 (en) 2006-07-28 2010-06-15 Eisai R&D Management Co., Ltd. Prodrug of cinnamide compound
US8183264B2 (en) 2006-09-21 2012-05-22 Eisai R&D Managment Co., Ltd. Pyridine derivative substituted by heteroaryl ring, and antifungal agent comprising the same
WO2008066704A2 (en) * 2006-11-14 2008-06-05 Taro Pharmaceuticals North America, Inc. Method of improving bioavailability for non-sedating barbiturates
WO2008070149A2 (en) * 2006-12-05 2008-06-12 Neurogesx, Inc. Prodrugs and methods of making and using the same
US20080207900A1 (en) * 2007-02-28 2008-08-28 Teiji Kimura Two cyclic oxomorphorin derivatives
WO2008108384A1 (en) * 2007-03-06 2008-09-12 Eisai R & D Management Co., Ltd. Composition containing chloromethyl phosphate derivative with improved stability and method for producing the same
TW200841879A (en) 2007-04-27 2008-11-01 Eisai R&D Man Co Ltd Pyridine derivatives substituted by heterocyclic ring and phosphonoamino group, and anti-fungal agent containing same
CN102702185A (en) 2007-04-27 2012-10-03 卫材R&D管理有限公司 Heterocycle-substituted pyridine derivative's salt or crystal thereof
AU2008250119A1 (en) * 2007-05-16 2008-11-20 Eisai R & D Management Co., Ltd. One-pot production process for cinnamide derivative
CA2694401C (en) 2007-08-31 2012-12-04 Eisai R&D Management Co., Ltd. Polycyclic compound
US7935815B2 (en) 2007-08-31 2011-05-03 Eisai R&D Management Co., Ltd. Imidazoyl pyridine compounds and salts thereof
WO2009061909A2 (en) 2007-11-07 2009-05-14 Rigel Pharmaceuticals, Inc. Wet granulation using a water sequestering agent
US8513287B2 (en) 2007-12-27 2013-08-20 Eisai R&D Management Co., Ltd. Heterocyclic ring and phosphonoxymethyl group substituted pyridine derivatives and antifungal agent containing same
CA2712095A1 (en) * 2008-01-28 2009-08-06 Eisai R&D Management Co., Ltd. Crystalline cinnamide compounds or salts thereof
EP2291084A4 (en) 2008-05-20 2012-04-25 Neurogesx Inc Carbonate prodrugs and methods of using the same
JP5757864B2 (en) * 2008-05-20 2015-08-05 ニューロジェシックス， インコーポレイテッド Water-soluble acetaminophen analogue
US8188119B2 (en) 2008-10-24 2012-05-29 Eisai R&D Management Co., Ltd Pyridine derivatives substituted with heterocyclic ring and γ-glutamylamino group, and antifungal agents containing same
SG172885A1 (en) 2009-01-23 2011-08-29 Rigel Pharmaceuticals Inc Compositions and methods for inhibition of the jak pathway
JP2012176900A (en) * 2009-06-24 2012-09-13 Eisai R & D Management Co Ltd Pyridin derivative containing ((phosphonooxy)methyl) pyridinium ring and anti-fungal agent containing these derivative
AU2010266018B2 (en) 2009-06-25 2014-01-09 Alkermes Pharma Ireland Limited Heterocyclic compounds for the treatment of neurological and psychological disorders
EP2445343B1 (en) 2009-06-25 2021-08-04 Alkermes Pharma Ireland Limited Prodrugs of nh-acidic compounds
JP2012533567A (en) * 2009-07-17 2012-12-27 ライジェル ファーマシューティカルズ， インコーポレイテッド Deuterated 2,4-pyrimidinediamine compounds and prodrugs thereof and uses thereof
AU2010339689B2 (en) * 2010-01-07 2015-02-19 Alkermes Pharma Ireland Limited Quaternary ammonium salt prodrugs
WO2011084851A1 (en) * 2010-01-07 2011-07-14 Alkermes, Inc. Asenapine produrugs
WO2011084849A1 (en) * 2010-01-07 2011-07-14 Alkermes, Inc. Diaryldiazepine prodrugs for the treatment of neurological and psychological disorders
AU2010339691B2 (en) 2010-01-07 2015-04-02 Alkermes Pharma Ireland Limited Prodrugs of heteraromatic compounds
US20110166156A1 (en) * 2010-01-07 2011-07-07 Alkermes, Inc. Prodrugs for the Treatment of Schizophrenia and Bipolar Disease
EP2531047A4 (en) 2010-02-05 2014-03-19 Phosphagenics Ltd Carrier comprising non-neutralised tocopheryl phosphate
CA2794734C (en) 2010-03-30 2017-12-12 Phosphagenics Limited Transdermal delivery patch
NZ604423A (en) 2010-06-24 2015-01-30 Alkermes Pharma Ireland Ltd Prodrugs of nh-acidic compounds: ester, carbonate, carbamate and phosphonate derivatives
WO2012075396A2 (en) * 2010-12-02 2012-06-07 The University Of Kansas Prodrugs of 6-cyclohexyl-1-hydroxy-4- methylpyridin-2(1h)-one and derivatives thereof
CA2822447C (en) * 2010-12-23 2018-05-01 Alkermes Pharma Ireland Limited Multi-api loading prodrugs
US9561243B2 (en) 2011-03-15 2017-02-07 Phosphagenics Limited Composition comprising non-neutralised tocol phosphate and a vitamin A compound
EP4327872A3 (en) 2011-03-18 2024-07-10 Alkermes Pharma Ireland Limited Pharmaceutical compositions comprising sorbitan esters
US9024055B2 (en) 2011-09-22 2015-05-05 Acorda Therapeutics, Inc. Acetaminophen conjugates, compositions and methods of use thereof
US9403772B2 (en) 2011-11-29 2016-08-02 Helsinn Healthcare Sa 4-(5-(2-(3,5-bis(trifluoromethyl)phenyl)-N,2-dimethylpropanamido)-4-(o-tolyl)pyridin-2-yl)-1-methyl-1-((phosphonooxy)methyl)piperazin-1-ium as a neurokinin receptor modulator
US8426450B1 (en) 2011-11-29 2013-04-23 Helsinn Healthcare Sa Substituted 4-phenyl pyridines having anti-emetic effect
US8969337B2 (en) 2011-12-15 2015-03-03 Alkermes Pharma Ireland Limited Prodrugs of secondary amine compounds
ES2764383T3 (en) 2012-03-19 2020-06-03 Alkermes Pharma Ireland Ltd Pharmaceutical compositions comprising glycerol esters
NZ630428A (en) 2012-03-19 2017-02-24 Alkermes Pharma Ireland Ltd Pharmaceutical compositions comprising benzyl alcohol
NZ630643A (en) 2012-03-19 2017-08-25 Alkermes Pharma Ireland Ltd Pharmaceutical compositions comprising fatty acid esters
CA2885196C (en) 2012-09-19 2021-06-22 Alkermes Pharma Ireland Limited Pharmaceutical compositions having improved storage stability
US10981951B2 (en) 2014-01-31 2021-04-20 Mayo Foundation For Medical Education And Research Therapeutics for the treatment of glaucoma
WO2015143145A1 (en) 2014-03-20 2015-09-24 Alkermes Pharma Ireland Limited Aripiprazole formulations having increased injection speeds
DK3217980T3 (en) 2014-11-11 2020-12-07 Univ Kansas CICLOPIROX, CICLOPIROX-OLAMIN, OR A CICLOPIROX PRODUCT FOR USE IN THE TREATMENT OF BLADDER CANCER
CN108601732A (en) 2015-12-09 2018-09-28 磷肌酸有限公司 pharmaceutical preparation
RU2748260C2 (en) * 2016-04-04 2021-05-21 Кемосентрикс, Инк. SOLUBLE C5aR ANTAGONISTS
WO2018002673A1 (en) 2016-07-01 2018-01-04 N4 Pharma Uk Limited Novel formulations of angiotensin ii receptor antagonists
WO2018112512A1 (en) 2016-12-21 2018-06-28 Phosphagenics Limited Process
US11273158B2 (en) 2018-03-05 2022-03-15 Alkermes Pharma Ireland Limited Aripiprazole dosing strategy
CN111484519B (en) * 2019-01-29 2024-04-16 连云港润众制药有限公司 Process for the preparation of dibenzyl phosphate and derivatives thereof
CN114380859A (en) * 2020-10-22 2022-04-22 威智医药有限公司 Preparation method of dibenzyl phosphate and tetrabenzyl pyrophosphate
CN116399983B (en) * 2023-06-09 2023-08-15 天津辰欣药物研究有限公司 Method for detecting residual quantity of di-tert-butyl chloromethyl phosphate by using GC-MS method

Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB2173788A (en) * 1985-03-08 1986-10-22 Leo Pharm Prod Ltd Pyridine derivatives
EP0279149A2 (en) * 1986-11-21 1988-08-24 Aktiebolaget Hässle Benzimidazole derivatives, process for their production and a pharmaceutical composition containing the same
GB2219584A (en) * 1988-05-20 1989-12-13 Haessle Ab Phosphates of benzimidazole-methanols
WO1993012124A1 (en) * 1991-12-19 1993-06-24 Ab Astra Substituted benzimidazoles, process for their preparation as well as their use
WO1996012725A1 (en) * 1994-10-25 1996-05-02 Schering Aktiengesellschaft Novel quinoxalindione derivatives, their production and use in medicaments

Family Cites Families (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2947773A (en) * 1956-02-01 1960-08-02 Fmc Corp Halogenated phosphorus compounds
US3998815A (en) * 1974-06-24 1976-12-21 Interx Research Corporation 1-hydrocarbonoyloxymethyl-3-carbamoyl or 3-carboethoxy-pyridinium salts
US4061722A (en) * 1976-04-26 1977-12-06 Interx Research Corporation Selected quaternary ammonium salts of pilocarpine useful in reducing intraocular pressure in warm-blooded animals
US4264765A (en) * 1980-02-20 1981-04-28 Abbott Laboratories Salts of erythromycin A esters
PH23848A (en) * 1985-05-24 1989-11-23 Ciba Geigy Ag Certain phosphonic acids and derivatives

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB2173788A (en) * 1985-03-08 1986-10-22 Leo Pharm Prod Ltd Pyridine derivatives
EP0279149A2 (en) * 1986-11-21 1988-08-24 Aktiebolaget Hässle Benzimidazole derivatives, process for their production and a pharmaceutical composition containing the same
GB2219584A (en) * 1988-05-20 1989-12-13 Haessle Ab Phosphates of benzimidazole-methanols
WO1993012124A1 (en) * 1991-12-19 1993-06-24 Ab Astra Substituted benzimidazoles, process for their preparation as well as their use
WO1996012725A1 (en) * 1994-10-25 1996-05-02 Schering Aktiengesellschaft Novel quinoxalindione derivatives, their production and use in medicaments

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US8835430B2 (en) 2002-02-01 2014-09-16 Rigel Pharmaceuticals, Inc. 2,4-pyrimidinediamine compounds and their uses
US9018204B1 (en) 2002-02-01 2015-04-28 Rigel Pharmaceuticals, Inc. 2,4-pyrimidinediamine compounds and their uses
US9346765B2 (en) 2002-02-01 2016-05-24 Rigel Pharmaceuticals, Inc. 2,4-pyrimidinediamine compounds and their uses
US9416112B2 (en) 2002-02-01 2016-08-16 Rigel Pharmaceuticals, Inc. 2,4-pyrimidinediamine compounds and their uses
US9913842B2 (en) 2002-02-01 2018-03-13 Rigel Pharmaceuticals, Inc. 2,4-pyrimidinediamine compounds and their uses

Also Published As

Publication number Publication date
US5985856A (en) 1999-11-16
CA2317008C (en) 2009-01-20
WO1999033846A2 (en) 1999-07-08
DE69822514D1 (en) 2004-04-22
NZ505515A (en) 2003-03-28
CA2317008A1 (en) 1999-07-08
ATE261730T1 (en) 2004-04-15
AU754965B2 (en) 2002-11-28
KR20010033811A (en) 2001-04-25
EP1051181B1 (en) 2004-03-17
EP1051181A2 (en) 2000-11-15
JP2001527083A (en) 2001-12-25
DE69822514T2 (en) 2005-03-24
AU2096299A (en) 1999-07-19

Similar Documents

Publication Publication Date Title
WO1999033846A3 (en) Water soluble prodrugs of secondary and tertiary amine containing drugs and methods of making thereof
EP0539588A4 (en)
EP1310488A4 (en) Fused bicyclic amide compounds and medicinal use thereof
YU29599A (en) Pesticidal 1-arylpyrazoles
WO2002022599A3 (en) Chemokine receptor binding heterocyclic compounds
EP0669324A4 (en) Quinazoline compound.
EP0630898A4 (en) Thrombocytopenia remedy.
EP0338992A3 (en) Substituted aryl and heteroaryl bicyclodiones
AU5554198A (en) 3-thiocarbamoylpyrazole derivatives as pesticides
TR199800011T1 (en) Benzo$g] quinoline t�revleri
ES2164110T3 (en) PHARMACEUTICAL USES OF STEROID DERIVATIVES.
AU2267495A (en) Benzamide derivatives as vasopressin antagonists
IL132690A0 (en) Prostaglandin pharmaceutical compositions
EP0760368A4 (en) Novel pyrimidine derivative
CA2087859A1 (en) Benzopyran derivatives
CA2226886A1 (en) N-(4-substituted-benzyl)-2-aminolactam derivatives
CA2307581A1 (en) Heterocyclic compounds having nos inhibiting action
AU3458997A (en) Anti-beta-amyloid protein-induced cytotoxicity composition
WO1998018466A3 (en) Anti-neurogenic inflammatory compounds and compositions and methods of use thereof
IE823087L (en) Azetidinones.
HUP0100453A1 (en) Method for producing isoureas
CA2300069A1 (en) Naphthalimidobenzamide derivatives
EP1020459A4 (en) Cis-disubstituted aminocycloalkyl-pyrrolidine derivatives
IN187760B (en)
EP0702014A4 (en) Dc-89 derivative

Legal Events

Date Code Title Description
AK Designated states

Kind code of ref document: A2

Designated state(s): AL AM AT AU AZ BA BB BG BR BY CA CH CN CU CZ DE DK EE ES FI GB GE GH GM HR HU ID IL IS JP KE KG KP KR KZ LC LK LR LS LT LU LV MD MG MK MN MW MX NO NZ PL PT RO RU SD SE SG SI SK SL TJ TM TR TT UA UG US UZ VN YU ZW

AL Designated countries for regional patents

Kind code of ref document: A2

Designated state(s): GH GM KE LS MW SD SZ UG ZW AM AZ BY KG KZ MD RU TJ TM AT BE CH CY DE DK ES FI FR GB GR IE IT LU MC NL PT SE BF BJ CF CG CI CM GA GN GW ML MR NE SN TD TG

121 Ep: the epo has been informed by wipo that ep was designated in this application
AK Designated states

Kind code of ref document: A3

Designated state(s): AL AM AT AU AZ BA BB BG BR BY CA CH CN CU CZ DE DK EE ES FI GB GE GH GM HR HU ID IL IS JP KE KG KP KR KZ LC LK LR LS LT LU LV MD MG MK MN MW MX NO NZ PL PT RO RU SD SE SG SI SK SL TJ TM TR TT UA UG US UZ VN YU ZW

AL Designated countries for regional patents

Kind code of ref document: A3

Designated state(s): GH GM KE LS MW SD SZ UG ZW AM AZ BY KG KZ MD RU TJ TM AT BE CH CY DE DK ES FI FR GB GR IE IT LU MC NL PT SE BF BJ CF CG CI CM GA GN GW ML MR NE SN TD TG

DFPE Request for preliminary examination filed prior to expiration of 19th month from priority date (pct application filed before 20040101)
ENP Entry into the national phase

Ref document number: 2317008

Country of ref document: CA

Kind code of ref document: A

Ref document number: 2317008

Country of ref document: CA

WWE Wipo information: entry into national phase

Ref document number: 20962/99

Country of ref document: AU

ENP Entry into the national phase

Ref document number: 2000 526522

Country of ref document: JP

Kind code of ref document: A

WWE Wipo information: entry into national phase

Ref document number: 505515

Country of ref document: NZ

Ref document number: 1998965507

Country of ref document: EP

Ref document number: 1020007007363

Country of ref document: KR

REG Reference to national code

Ref country code: DE

Ref legal event code: 8642

WWP Wipo information: published in national office

Ref document number: 1998965507

Country of ref document: EP

WWP Wipo information: published in national office

Ref document number: 1020007007363

Country of ref document: KR

WWG Wipo information: grant in national office

Ref document number: 20962/99

Country of ref document: AU

WWG Wipo information: grant in national office

Ref document number: 1998965507

Country of ref document: EP

WWR Wipo information: refused in national office

Ref document number: 1020007007363

Country of ref document: KR