AU2009270973B2 - Solid forms of (2S,3R,4R,5S,6R)-2-(4-chloro-3-(4-ethoxybenzyl)phenyl) -6-(methylthio)tetrahydro-2H-pyran-3,4,5-triol and methods of their use - Google Patents

Solid forms of (2S,3R,4R,5S,6R)-2-(4-chloro-3-(4-ethoxybenzyl)phenyl) -6-(methylthio)tetrahydro-2H-pyran-3,4,5-triol and methods of their use Download PDF

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AU2009270973B2
AU2009270973B2 AU2009270973A AU2009270973A AU2009270973B2 AU 2009270973 B2 AU2009270973 B2 AU 2009270973B2 AU 2009270973 A AU2009270973 A AU 2009270973A AU 2009270973 A AU2009270973 A AU 2009270973A AU 2009270973 B2 AU2009270973 B2 AU 2009270973B2
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chloro
ethoxybenzyl
phenyl
pyran
tetrahydro
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AU2009270973A1 (en
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Susan Margaret De Paul
Anett Perlberg
Matthew Mangzhu Zhao
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Lexicon Pharmaceuticals Inc
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    • C07H15/02Acyclic radicals, not substituted by cyclic structures
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    • C07H5/00Compounds containing saccharide radicals in which the hetero bonds to oxygen have been replaced by the same number of hetero bonds to halogen, nitrogen, sulfur, selenium, or tellurium
    • C07H5/08Compounds containing saccharide radicals in which the hetero bonds to oxygen have been replaced by the same number of hetero bonds to halogen, nitrogen, sulfur, selenium, or tellurium to sulfur, selenium or tellurium
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    • A61K31/70Carbohydrates; Sugars; Derivatives thereof
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    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00Medicinal preparations containing organic active ingredients
    • A61K31/70Carbohydrates; Sugars; Derivatives thereof
    • A61K31/7028Compounds having saccharide radicals attached to non-saccharide compounds by glycosidic linkages
    • A61K31/7034Compounds having saccharide radicals attached to non-saccharide compounds by glycosidic linkages attached to a carbocyclic compound, e.g. phloridzin
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
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    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
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    • A61P3/04Anorexiants; Antiobesity agents
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    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P3/00Drugs for disorders of the metabolism
    • A61P3/06Antihyperlipidemics
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P3/00Drugs for disorders of the metabolism
    • A61P3/08Drugs for disorders of the metabolism for glucose homeostasis
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P3/00Drugs for disorders of the metabolism
    • A61P3/08Drugs for disorders of the metabolism for glucose homeostasis
    • A61P3/10Drugs for disorders of the metabolism for glucose homeostasis for hyperglycaemia, e.g. antidiabetics
    • AHUMAN NECESSITIES
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    • A61P5/00Drugs for disorders of the endocrine system
    • A61P5/48Drugs for disorders of the endocrine system of the pancreatic hormones
    • A61P5/50Drugs for disorders of the endocrine system of the pancreatic hormones for increasing or potentiating the activity of insulin
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    • 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
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    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
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    • C07HSUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
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  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
  • Saccharide Compounds (AREA)
  • Pyrane Compounds (AREA)
  • Plural Heterocyclic Compounds (AREA)
AU2009270973A 2008-07-17 2009-07-15 Solid forms of (2S,3R,4R,5S,6R)-2-(4-chloro-3-(4-ethoxybenzyl)phenyl) -6-(methylthio)tetrahydro-2H-pyran-3,4,5-triol and methods of their use Active AU2009270973B2 (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US8142308P 2008-07-17 2008-07-17
US61/081,423 2008-07-17
PCT/US2009/050636 WO2010009197A1 (en) 2008-07-17 2009-07-15 Solid forms of (2s,3r,4r,5s,6r)-2-(4-chloro-3-(4-ethoxybenzyl)phenyl)-6-(methylthio)tetrahydro-2h-pyran-3,4,5-triol and methods of their use

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AU2009270973A1 AU2009270973A1 (en) 2010-01-21
AU2009270973B2 true AU2009270973B2 (en) 2014-01-30

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US (2) US8217156B2 (OSRAM)
EP (1) EP2332947B1 (OSRAM)
JP (2) JP2011528366A (OSRAM)
KR (2) KR101707246B1 (OSRAM)
CN (2) CN102112483A (OSRAM)
AR (1) AR072807A1 (OSRAM)
AU (1) AU2009270973B2 (OSRAM)
BR (1) BRPI0916191A2 (OSRAM)
CA (1) CA2730931A1 (OSRAM)
CL (1) CL2009001595A1 (OSRAM)
CO (1) CO6351797A2 (OSRAM)
DK (1) DK2332947T3 (OSRAM)
ES (1) ES2656357T3 (OSRAM)
HK (1) HK1243713A1 (OSRAM)
HU (1) HUE035400T2 (OSRAM)
IL (1) IL210269A (OSRAM)
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PE (1) PE20100260A1 (OSRAM)
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PT (1) PT2332947T (OSRAM)
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TW (1) TWI472521B (OSRAM)
UA (1) UA106048C2 (OSRAM)
UY (1) UY31992A (OSRAM)
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ZA (1) ZA201100175B (OSRAM)

Families Citing this family (36)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
TWI499414B (zh) 2006-09-29 2015-09-11 Lexicon Pharmaceuticals Inc 鈉與葡萄糖第2型共同運輸體(co-transporter 2)的抑制物與其應用方法
PT2183263E (pt) 2007-07-26 2012-01-11 Lexicon Pharmaceuticals Inc Processos e compostos úteis na preparação de inibidores do co-transportador 2 de glucose e sódio
AR072511A1 (es) 2008-07-15 2010-09-01 Theracos Inc Derivados deuterados de bencilbenceno y metodos de uso. composicion farmaceutica.
TWI472521B (zh) 2008-07-17 2015-02-11 Lexicon Pharmaceuticals Inc (2s,3r,4r,5s,6r)-2-(4-氯-3-(4-乙氧苄基)苯基)-6-(甲硫)四氫-2h-哌喃-3,4,5-三醇的固體形態與其使用方法
TWI562775B (en) * 2010-03-02 2016-12-21 Lexicon Pharmaceuticals Inc Methods of using inhibitors of sodium-glucose cotransporters 1 and 2
US8530413B2 (en) 2010-06-21 2013-09-10 Sanofi Heterocyclically substituted methoxyphenyl derivatives with an oxo group, processes for preparation thereof and use thereof as medicaments
TW201215388A (en) 2010-07-05 2012-04-16 Sanofi Sa (2-aryloxyacetylamino)phenylpropionic acid derivatives, processes for preparation thereof and use thereof as medicaments
TW201215387A (en) 2010-07-05 2012-04-16 Sanofi Aventis Spirocyclically substituted 1,3-propane dioxide derivatives, processes for preparation thereof and use thereof as a medicament
TW201221505A (en) 2010-07-05 2012-06-01 Sanofi Sa Aryloxyalkylene-substituted hydroxyphenylhexynoic acids, process for preparation thereof and use thereof as a medicament
CN102453026A (zh) 2010-10-27 2012-05-16 上海艾力斯医药科技有限公司 C-芳基葡糖苷衍生物、制备方法及其应用
TWI631963B (zh) * 2011-01-05 2018-08-11 雷西肯製藥股份有限公司 包含鈉-葡萄糖共同輸送體1與2之抑制劑的組合物與應用方法
WO2013037390A1 (en) 2011-09-12 2013-03-21 Sanofi 6-(4-hydroxy-phenyl)-3-styryl-1h-pyrazolo[3,4-b]pyridine-4-carboxylic acid amide derivatives as kinase inhibitors
WO2013045413A1 (en) 2011-09-27 2013-04-04 Sanofi 6-(4-hydroxy-phenyl)-3-alkyl-1h-pyrazolo[3,4-b]pyridine-4-carboxylic acid amide derivatives as kinase inhibitors
DK2925735T3 (da) 2012-11-20 2019-06-17 Lexicon Pharmaceuticals Inc Inhibitorer for natriumglucose-cotransporter 1
EP3057970A1 (en) 2013-10-18 2016-08-24 Medivation Technologies, Inc. Heterocyclic compounds and methods of use
US20160272645A1 (en) 2013-10-18 2016-09-22 Medivation Technologies, Inc. Heterocyclic Compounds and Methods of Use
US10617704B2 (en) 2015-07-30 2020-04-14 Microbial Chemistry Research Foundation Effective aminoglycoside antibiotic for multidrug-resistant bacteria
EP3466958B1 (en) * 2016-05-25 2020-04-29 Crystal Pharmaceutical (Suzhou) Co., Ltd. New crystal forms of sodium-glucose co-transporter inhibitor, processes for preparation and use thereof
WO2018067805A1 (en) 2016-10-06 2018-04-12 Teva Pharmaceutical Industries Ltd. Solid state forms of sotagliflozin
EP3528800A1 (en) 2016-10-19 2019-08-28 Boehringer Ingelheim International GmbH Combinations comprising an ssao/vap-1 inhibitor and a sglt2 inhibitor, uses thereof
CN111989103A (zh) 2018-04-17 2020-11-24 勃林格殷格翰国际有限公司 药物组合物、其治疗方法和用途
CN110818722B (zh) * 2018-08-14 2022-12-02 苏州鹏旭医药科技有限公司 三种化合物及其制备方法和在合成索格列净中的用途
CA3100035A1 (en) 2018-08-27 2020-03-05 Regeneron Pharmaceuticals, Inc. Use of raman spectroscopy in downstream purification
CA3113037A1 (en) * 2018-09-26 2020-04-02 Lexicon Pharmaceuticals, Inc. Crystalline forms of n-(1-((2-(dimethylamino)ethyl)amino)-2-methyl-1-oopropan-2-yl)-4-(4-(2-methyl-5-(2s,3r,4r,5s,6r)-3,4,5-trihydroxy-6-(methylthio)tetrahydro-2h-pyran-2-yl)benzyl)phenl)butanamide and methods of their synthesis
MY206745A (en) 2018-10-29 2025-01-04 Boehringer Ingelheim Int Pyridinyl sulfonamide derivatives, pharmaceutical compositions and uses thereof
JP7425793B2 (ja) 2018-10-29 2024-01-31 ベーリンガー インゲルハイム インターナショナル ゲゼルシャフト ミット ベシュレンクテル ハフツング ピリジニルスルホンアミド誘導体、医薬組成物およびそれらの使用
CN109824687B (zh) * 2019-03-26 2022-03-22 上海凌凯医药科技有限公司 呋喃木糖衍生物的新合成方法
EP3957634A4 (en) * 2019-07-05 2022-08-31 Shangdong Danhong Pharmaceutical Co., Ltd. CRYSTALLINE FORM OF SGLT INHIBITOR AND ITS APPLICATION
EP3771718A1 (en) * 2019-08-01 2021-02-03 Lexicon Pharmaceuticals, Inc. Process for preparing the crystalline form ii of sotagliflozin
EP3771480A1 (en) 2019-08-01 2021-02-03 Lexicon Pharmaceuticals, Inc. Continuous process for preparing the crystalline form ii of sotagliflozin
US20240100013A1 (en) 2021-01-04 2024-03-28 Lexicon Pharmaceuticals, Inc. Sotagliflozin for improving left atrial function
WO2022155303A1 (en) 2021-01-14 2022-07-21 Lexicon Pharmaceuticals, Inc. Sotagliflozin for treating or preventing cardiovascular diseases
CN113880701A (zh) * 2021-10-10 2022-01-04 浙江司太立制药股份有限公司 一种抗糖尿病药物中间体及其制备方法
WO2025072413A1 (en) 2023-09-28 2025-04-03 Lexicon Pharmaceuticals, Inc. Methods of treating type 1 diabetes and kidney disease
WO2025076165A1 (en) 2023-10-06 2025-04-10 Lexicon Pharmaceuticals, Inc. Methods of reducing the risk of cardiovascular events in patients with left ventricular hypertrophy
PL446852A1 (pl) * 2023-11-27 2025-06-02 Politechnika Rzeszowska im. Ignacego Łukasiewicza Układ doprowadzający wodę do pralki

Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2009014970A1 (en) * 2007-07-26 2009-01-29 Lexicon Pharmaceuticals, Inc. Methods and compounds useful for the preparation of sodium glucose co-transporter 2 inhibitors

Family Cites Families (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3870699A (en) * 1973-03-06 1975-03-11 Upjohn Co Lincomycin analogs
SK9742002A3 (en) * 2000-01-07 2003-02-04 Transform Pharmaceuticals Inc High-throughput formation, identification, and analysis of diverse solid-forms
WO2006018150A1 (de) 2004-08-11 2006-02-23 Boehringer Ingelheim International Gmbh D-xylopyranosyl-phenyl-substituierte cyclen, diese verbindungen enthaltende arzneimittel, deren verwendung und verfahren zu ihrer herstellung
DE602006009772D1 (de) 2005-02-23 2009-11-26 Boehringer Ingelheim Int Glucopyranosylsubstituierte ((hetero)arylethynyl-benzyl)-benzenderivative und deren verwendung als inhibitoren des natriumabhängigen glucose-cotransporters typ 2 (sglt2)
CN1820858A (zh) * 2006-03-10 2006-08-23 广西中医学院制药厂 多相物料喷雾方法及装置
TWI499414B (zh) * 2006-09-29 2015-09-11 Lexicon Pharmaceuticals Inc 鈉與葡萄糖第2型共同運輸體(co-transporter 2)的抑制物與其應用方法
WO2008109591A1 (en) * 2007-03-08 2008-09-12 Lexicon Pharmaceuticals, Inc. Phlorizin analogs as inhibitors of sodium glucose co-transporter 2
TWI472521B (zh) 2008-07-17 2015-02-11 Lexicon Pharmaceuticals Inc (2s,3r,4r,5s,6r)-2-(4-氯-3-(4-乙氧苄基)苯基)-6-(甲硫)四氫-2h-哌喃-3,4,5-三醇的固體形態與其使用方法

Patent Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2009014970A1 (en) * 2007-07-26 2009-01-29 Lexicon Pharmaceuticals, Inc. Methods and compounds useful for the preparation of sodium glucose co-transporter 2 inhibitors

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KR20170010069A (ko) 2017-01-25
PE20100260A1 (es) 2010-04-16
CN102112483A (zh) 2011-06-29
IL210269A0 (en) 2011-03-31
CL2009001595A1 (es) 2010-07-19
IL210269A (en) 2015-06-30
EP2332947A1 (en) 2011-06-15
US8217156B2 (en) 2012-07-10
HUE035400T2 (en) 2018-05-02
ZA201100175B (en) 2012-03-28
RU2505543C2 (ru) 2014-01-27
ES2656357T3 (es) 2018-02-26
NZ590184A (en) 2012-09-28
US20100016422A1 (en) 2010-01-21
KR101707246B1 (ko) 2017-02-15
CN107629097A (zh) 2018-01-26
EP2332947B1 (en) 2017-11-01
JP2016041701A (ja) 2016-03-31
HK1243713A1 (zh) 2018-07-20
DK2332947T3 (da) 2018-01-29
AU2009270973A1 (en) 2010-01-21
SG185317A1 (en) 2012-11-29
TWI472521B (zh) 2015-02-11
RU2011105797A (ru) 2012-08-27
BRPI0916191A2 (pt) 2017-08-29
US20130165395A1 (en) 2013-06-27
UY31992A (es) 2010-02-26
TW201006808A (en) 2010-02-16
NO2332947T3 (OSRAM) 2018-03-31
PT2332947T (pt) 2018-02-06
UA106048C2 (uk) 2014-07-25
KR20110031196A (ko) 2011-03-24
CO6351797A2 (es) 2011-12-20
US9067962B2 (en) 2015-06-30
WO2010009197A1 (en) 2010-01-21
MX2011000503A (es) 2011-03-01
PL2332947T3 (pl) 2018-04-30
JP2011528366A (ja) 2011-11-17
CA2730931A1 (en) 2010-01-21
AR072807A1 (es) 2010-09-22
JP6283337B2 (ja) 2018-02-21

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