AU2018202623A1 - Oxalate salts of Teneligliptin and solvates thereof, intermediates, process of prepration and markers thereof - Google Patents
Oxalate salts of Teneligliptin and solvates thereof, intermediates, process of prepration and markers thereof Download PDFInfo
- Publication number
- AU2018202623A1 AU2018202623A1 AU2018202623A AU2018202623A AU2018202623A1 AU 2018202623 A1 AU2018202623 A1 AU 2018202623A1 AU 2018202623 A AU2018202623 A AU 2018202623A AU 2018202623 A AU2018202623 A AU 2018202623A AU 2018202623 A1 AU2018202623 A1 AU 2018202623A1
- Authority
- AU
- Australia
- Prior art keywords
- oxalate
- teneligliptin
- salt
- hydrate
- formula
- 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
Links
- WGRQANOPCQRCME-PMACEKPBSA-N teneligliptin Chemical class O=C([C@H]1NC[C@H](C1)N1CCN(CC1)C1=CC(=NN1C=1C=CC=CC=1)C)N1CCSC1 WGRQANOPCQRCME-PMACEKPBSA-N 0.000 title claims abstract description 408
- 229950000034 teneligliptin Drugs 0.000 title claims abstract description 350
- 238000000034 method Methods 0.000 title claims abstract description 173
- 239000012453 solvate Chemical class 0.000 title claims abstract description 162
- 230000008569 process Effects 0.000 title claims abstract description 138
- 150000003891 oxalate salts Chemical class 0.000 title claims abstract description 125
- 239000000543 intermediate Substances 0.000 title abstract description 4
- MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 claims abstract description 397
- 150000001875 compounds Chemical class 0.000 claims description 167
- 239000002904 solvent Substances 0.000 claims description 78
- 235000006408 oxalic acid Nutrition 0.000 claims description 60
- 150000003839 salts Chemical class 0.000 claims description 54
- MUBZPKHOEPUJKR-UHFFFAOYSA-L Oxalate Chemical compound [O-]C(=O)C([O-])=O MUBZPKHOEPUJKR-UHFFFAOYSA-L 0.000 claims description 43
- 239000002585 base Substances 0.000 claims description 39
- 239000002253 acid Substances 0.000 claims description 37
- 208000018914 glucose metabolism disease Diseases 0.000 claims description 32
- 230000015572 biosynthetic process Effects 0.000 claims description 22
- -1 alkali metal salts Chemical class 0.000 claims description 17
- 238000009109 curative therapy Methods 0.000 claims description 16
- 238000000113 differential scanning calorimetry Methods 0.000 claims description 16
- 150000007529 inorganic bases Chemical class 0.000 claims description 16
- 150000007530 organic bases Chemical class 0.000 claims description 16
- 238000011321 prophylaxis Methods 0.000 claims description 16
- 239000012458 free base Substances 0.000 claims description 15
- 238000000634 powder X-ray diffraction Methods 0.000 claims description 13
- YONLFQNRGZXBBF-ZIAGYGMSSA-N (2r,3r)-2,3-dibenzoyloxybutanedioic acid Chemical compound O([C@@H](C(=O)O)[C@@H](OC(=O)C=1C=CC=CC=1)C(O)=O)C(=O)C1=CC=CC=C1 YONLFQNRGZXBBF-ZIAGYGMSSA-N 0.000 claims description 12
- 238000001757 thermogravimetry curve Methods 0.000 claims description 12
- NTBIYBAYFBNTCD-ZIAGYGMSSA-N dibenzoyl (2r,3r)-2,3-dihydroxybutanedioate Chemical compound O=C([C@H](O)[C@@H](O)C(=O)OC(=O)C=1C=CC=CC=1)OC(=O)C1=CC=CC=C1 NTBIYBAYFBNTCD-ZIAGYGMSSA-N 0.000 claims description 11
- GEVPUGOOGXGPIO-UHFFFAOYSA-N oxalic acid;dihydrate Chemical compound O.O.OC(=O)C(O)=O GEVPUGOOGXGPIO-UHFFFAOYSA-N 0.000 claims description 10
- 238000010521 absorption reaction Methods 0.000 claims description 9
- 230000000069 prophylactic effect Effects 0.000 claims description 7
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 claims description 6
- WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 claims description 6
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 claims description 6
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 claims description 6
- 229910052783 alkali metal Inorganic materials 0.000 claims description 6
- 150000003863 ammonium salts Chemical class 0.000 claims description 6
- AJGPQPPJQDDCDA-UHFFFAOYSA-N azanium;hydron;oxalate Chemical compound N.OC(=O)C(O)=O AJGPQPPJQDDCDA-UHFFFAOYSA-N 0.000 claims description 6
- 229910052744 lithium Inorganic materials 0.000 claims description 6
- 239000011777 magnesium Substances 0.000 claims description 6
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- UJRAXLUXHBUNDO-UHFFFAOYSA-M sodium;hydron;oxalate Chemical compound [Na+].OC(=O)C([O-])=O UJRAXLUXHBUNDO-UHFFFAOYSA-M 0.000 claims description 6
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- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 18
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 18
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 18
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 18
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 18
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- C07D417/14—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing three or more hetero rings
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- G01N33/48—Biological material, e.g. blood, urine; Haemocytometers
- G01N33/50—Chemical analysis of biological material, e.g. blood, urine; Testing involving biospecific ligand binding methods; Immunological testing
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- G01N2800/04—Endocrine or metabolic disorders
- G01N2800/042—Disorders of carbohydrate metabolism, e.g. diabetes, glucose metabolism
Landscapes
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- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
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- Public Health (AREA)
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- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Medicinal Preparation (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
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IN201721004095 | 2017-02-03 | ||
IN201721004095 | 2017-02-03 | ||
PCT/IB2018/050652 WO2018142327A1 (en) | 2017-02-03 | 2018-02-02 | Oxalate salts of teneligliptin and solvates thereof, intermediates, process of preparation |
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AU2018202623A1 true AU2018202623A1 (en) | 2018-08-23 |
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AU2018202623A Abandoned AU2018202623A1 (en) | 2017-02-03 | 2018-02-02 | Oxalate salts of Teneligliptin and solvates thereof, intermediates, process of prepration and markers thereof |
AU2018202960A Abandoned AU2018202960A1 (en) | 2017-02-03 | 2018-02-02 | Formulations comprising oxalate salts of Teneligliptin and solvates thereof |
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AU2018202960A Abandoned AU2018202960A1 (en) | 2017-02-03 | 2018-02-02 | Formulations comprising oxalate salts of Teneligliptin and solvates thereof |
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KR (2) | KR20180100554A (zh) |
CN (2) | CN108884089A (zh) |
AU (2) | AU2018202623A1 (zh) |
BR (2) | BR112018010748A2 (zh) |
EA (1) | EA039402B1 (zh) |
MX (2) | MX2018006005A (zh) |
RU (2) | RU2018120216A (zh) |
TW (2) | TW201831473A (zh) |
WO (2) | WO2018142334A1 (zh) |
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JPWO2020209350A1 (zh) * | 2019-04-12 | 2020-10-15 | ||
CN110028496A (zh) * | 2019-04-26 | 2019-07-19 | 梯尔希(南京)药物研发有限公司 | 一种特力利汀相关杂质的合成方法 |
WO2021053564A1 (en) * | 2019-09-17 | 2021-03-25 | Glenmark Pharmaceuticals Limited | Pharmaceutical composition comprising remogliflozin or salt or ester thereof and teneligliptin or salt thereof |
KR20210121421A (ko) | 2020-03-30 | 2021-10-08 | 코오롱생명과학 주식회사 | 테네리글리프틴 2.5브롬화수소산염 무정형의 제조방법 |
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TWI319322B (en) * | 2003-11-13 | 2010-01-11 | Ono Pharmaceutical Co | Frozen-dried preperation containing prostaglandin |
AU2006215041B2 (en) * | 2005-02-18 | 2012-05-31 | Mitsubishi Tanabe Pharma Corporation | Salt of proline derivative, solvate thereof, and production method thereof |
JP2012517977A (ja) * | 2009-02-13 | 2012-08-09 | 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 | Dpp−4阻害剤(リナグリプチン)を任意で他の抗糖尿病薬と組み合わせて含む抗糖尿病薬 |
KR102668834B1 (ko) * | 2009-11-27 | 2024-05-24 | 베링거 인겔하임 인터내셔날 게엠베하 | 리나글립틴과 같은 dpp-iv 억제제를 사용한 유전자형 검사된 당뇨병 환자의 치료 |
US9572806B2 (en) * | 2009-12-18 | 2017-02-21 | Mitsubishi Tanabe Pharma Corporation | Elution-stabilized preparation |
RU2654069C2 (ru) * | 2012-08-31 | 2018-05-16 | Гленмарк Фармасьютикалс Лимитед | Способ получения тенелиглиптина |
JP6088872B2 (ja) * | 2013-03-22 | 2017-03-01 | サラヤ株式会社 | ラクトン型ソホロリピッドの分解が抑制されたソホロリピッド粉末 |
WO2015012365A1 (ja) * | 2013-07-25 | 2015-01-29 | 株式会社 三和化学研究所 | 医薬製剤 |
WO2015019238A1 (en) * | 2013-08-06 | 2015-02-12 | Ranbaxy Laboratories Limited | Process for the preparation of n-protected (5s)-5-(1,3-thiazolidin-3-ylcarbonyl)pyrrolidin-3-one |
CN104650065A (zh) * | 2013-11-22 | 2015-05-27 | 天津市汉康医药生物技术有限公司 | 一种替格列汀化合物 |
WO2015132679A1 (en) * | 2014-03-05 | 2015-09-11 | Glenmark Pharmaceuticals Ltd | Teneligliptin compositions |
WO2015173779A1 (en) * | 2014-05-16 | 2015-11-19 | Micro Labs Limited | Process for the preparation of teneligliptin and its novel intermediates |
CN105294673B (zh) * | 2014-06-18 | 2018-04-13 | 四川科伦药物研究院有限公司 | 一种氢溴酸替格列汀的合成方法 |
EP3201191A1 (en) * | 2014-10-01 | 2017-08-09 | Mylan Laboratories Ltd. | Complex of amorphous empagliflozin and a cyclodextrin |
JP6027710B1 (ja) * | 2014-12-25 | 2016-11-16 | 田辺三菱製薬株式会社 | 糖尿病治療用固形製剤 |
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2018
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- 2018-02-02 CN CN201880000703.0A patent/CN108697707A/zh active Pending
- 2018-02-02 MX MX2018006005A patent/MX2018006005A/es unknown
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- 2018-02-02 BR BR112018010759A patent/BR112018010759A2/pt not_active IP Right Cessation
- 2018-02-05 TW TW107104026A patent/TW201834655A/zh unknown
Also Published As
Publication number | Publication date |
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RU2742418C1 (ru) | 2021-02-05 |
RU2018120216A (ru) | 2021-05-07 |
EA039402B1 (ru) | 2022-01-24 |
KR20180099635A (ko) | 2018-09-05 |
JP2019512460A (ja) | 2019-05-16 |
AU2018202960A1 (en) | 2018-08-23 |
BR112018010748A2 (pt) | 2018-12-04 |
BR112018010759A2 (pt) | 2018-12-04 |
TW201834655A (zh) | 2018-10-01 |
WO2018142327A1 (en) | 2018-08-09 |
TW201831473A (zh) | 2018-09-01 |
JP2019508385A (ja) | 2019-03-28 |
CN108884089A (zh) | 2018-11-23 |
CN108697707A (zh) | 2018-10-23 |
MX2018006006A (es) | 2019-05-16 |
EA201992376A1 (ru) | 2020-03-23 |
WO2018142334A1 (en) | 2018-08-09 |
KR20180100554A (ko) | 2018-09-11 |
MX2018006005A (es) | 2019-05-16 |
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