DK2681220T3 - Hidtil ukendte salte af dpp-iv-inhibitor - Google Patents
Hidtil ukendte salte af dpp-iv-inhibitor Download PDFInfo
- Publication number
- DK2681220T3 DK2681220T3 DK12766329.2T DK12766329T DK2681220T3 DK 2681220 T3 DK2681220 T3 DK 2681220T3 DK 12766329 T DK12766329 T DK 12766329T DK 2681220 T3 DK2681220 T3 DK 2681220T3
- Authority
- DK
- Denmark
- Prior art keywords
- dihydro
- oxo
- trifluoromethyl
- triazolo
- amine
- Prior art date
Links
- 108010067722 Dipeptidyl Peptidase 4 Proteins 0.000 title description 2
- 102100025012 Dipeptidyl peptidase 4 Human genes 0.000 title description 2
- 239000003112 inhibitor Substances 0.000 title description 2
- MFFMDFFZMYYVKS-SECBINFHSA-N sitagliptin Chemical compound C([C@H](CC(=O)N1CC=2N(C(=NN=2)C(F)(F)F)CC1)N)C1=CC(F)=C(F)C=C1F MFFMDFFZMYYVKS-SECBINFHSA-N 0.000 claims description 82
- SRSXLGNVWSONIS-UHFFFAOYSA-M benzenesulfonate Chemical compound [O-]S(=O)(=O)C1=CC=CC=C1 SRSXLGNVWSONIS-UHFFFAOYSA-M 0.000 claims description 29
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- 235000019796 monopotassium phosphate Nutrition 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- PXQPEWDEAKTCGB-UHFFFAOYSA-N orotic acid Chemical class OC(=O)C1=CC(=O)NC(=O)N1 PXQPEWDEAKTCGB-UHFFFAOYSA-N 0.000 description 1
- 235000006408 oxalic acid Nutrition 0.000 description 1
- 239000008188 pellet Substances 0.000 description 1
- 239000008194 pharmaceutical composition Substances 0.000 description 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 1
- 239000010452 phosphate Substances 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 1
- GNSKLFRGEWLPPA-UHFFFAOYSA-M potassium dihydrogen phosphate Chemical compound [K+].OP(O)([O-])=O GNSKLFRGEWLPPA-UHFFFAOYSA-M 0.000 description 1
- 238000001144 powder X-ray diffraction data Methods 0.000 description 1
- 238000010926 purge Methods 0.000 description 1
- 150000003216 pyrazines Chemical class 0.000 description 1
- 230000005855 radiation Effects 0.000 description 1
- 238000005070 sampling Methods 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 210000002966 serum Anatomy 0.000 description 1
- 238000007086 side reaction Methods 0.000 description 1
- 239000000741 silica gel Substances 0.000 description 1
- 229910002027 silica gel Inorganic materials 0.000 description 1
- 229960004034 sitagliptin Drugs 0.000 description 1
- 229910000030 sodium bicarbonate Inorganic materials 0.000 description 1
- 235000017557 sodium bicarbonate Nutrition 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- 239000012453 solvate Substances 0.000 description 1
- 238000001694 spray drying Methods 0.000 description 1
- KDYFGRWQOYBRFD-UHFFFAOYSA-L succinate(2-) Chemical compound [O-]C(=O)CCC([O-])=O KDYFGRWQOYBRFD-UHFFFAOYSA-L 0.000 description 1
- 150000003892 tartrate salts Chemical class 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- DLYUQMMRRRQYAE-UHFFFAOYSA-N tetraphosphorus decaoxide Chemical compound O1P(O2)(=O)OP3(=O)OP1(=O)OP2(=O)O3 DLYUQMMRRRQYAE-UHFFFAOYSA-N 0.000 description 1
- 229940124597 therapeutic agent Drugs 0.000 description 1
- 230000001225 therapeutic effect Effects 0.000 description 1
- 239000010409 thin film Substances 0.000 description 1
- 238000001291 vacuum drying Methods 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
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
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/495—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with two or more nitrogen atoms as the only ring heteroatoms, e.g. piperazine or tetrazines
- A61K31/4985—Pyrazines or piperazines ortho- or peri-condensed with heterocyclic ring systems
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D487/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00
- C07D487/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00 in which the condensed system contains two hetero rings
- C07D487/04—Ortho-condensed systems
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P3/00—Drugs for disorders of the metabolism
- A61P3/08—Drugs for disorders of the metabolism for glucose homeostasis
- A61P3/10—Drugs for disorders of the metabolism for glucose homeostasis for hyperglycaemia, e.g. antidiabetics
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Diabetes (AREA)
- Animal Behavior & Ethology (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- Medicinal Chemistry (AREA)
- General Health & Medical Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Bioinformatics & Cheminformatics (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Emergency Medicine (AREA)
- Endocrinology (AREA)
- Hematology (AREA)
- Obesity (AREA)
- Epidemiology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
Claims (3)
1. Den krystallinske form II af (2R)-4-oxo-4-[3-(trifluormethyl)-5,6-dihydro[1,2,4]triazolo[4,3-a]pyrazin-7(8H)-yl]-1-(2,4,5-trifluorphenyl)butan-2-aminbesylat med et karakteristik røntgenpulverdiffraktionsmønster med peaks udtrykt som 2Θ ved 5,69, 7,45, 10,08, 11,41, 13,09, 18,34, 22,52 og 22,97 ± 0,2 grader 2-theta.
2.
Fremgangsmåde til fremstilling af den krystallinske form II af (2R)-4-oxo-4-[3-(trifluormethyl)-5,6-dihydro[1,2,4]triazolo[4,3-a]pyrazin-7(8H)-yl]-1-(2,4,5-trifluorphenyl)butan-2-aminbesylat ifølge krav 1, hvilken fremgangsmåde omfatter (a) omsætning af den frie base (formel I) under egnede reaktionsbetingelser med benzensulfonsyren i egnet opløsningsmiddel udvalgt fra en blanding af estere og vand, en blanding af estere, ethere og vand, en blanding af estere, alkoholer og vand, en blanding af ester, carbonhydrider og vand, en blanding af estere, ketoner og vand; (b) egnet fjernelse af opløsningsmidlet for at opnå den krystallinske form II af (2R)-4-oxo-4-[3-(trifluormethyl)-5,6-dihydro[1,2,4]triazolo[4,3-a]pyrazin-7(8H)-yl]-1 -(2,4,5- trifluorphenyl)butan-2-aminbesylat.
Applications Claiming Priority (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| IN590MU2011 | 2011-03-03 | ||
| IN1948MU2011 | 2011-07-06 | ||
| IN2777MU2011 | 2011-09-30 | ||
| PCT/IN2012/000148 WO2012147092A2 (en) | 2011-03-03 | 2012-03-02 | Novel salts of dpp-iv inhibitor |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DK2681220T3 true DK2681220T3 (da) | 2015-11-30 |
Family
ID=54290089
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DK12766329.2T DK2681220T3 (da) | 2011-03-03 | 2012-03-02 | Hidtil ukendte salte af dpp-iv-inhibitor |
Country Status (13)
| Country | Link |
|---|---|
| US (1) | US9108972B2 (da) |
| EP (4) | EP2860180A1 (da) |
| JP (1) | JP2014510071A (da) |
| KR (1) | KR20130132631A (da) |
| CN (2) | CN103476778A (da) |
| AU (1) | AU2012247127B2 (da) |
| BR (1) | BR112013022504A8 (da) |
| DK (1) | DK2681220T3 (da) |
| ES (1) | ES2548269T3 (da) |
| MX (1) | MX2013010027A (da) |
| PH (2) | PH12013501825A1 (da) |
| SG (2) | SG192973A1 (da) |
| WO (1) | WO2012147092A2 (da) |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20140350023A1 (en) * | 2011-12-08 | 2014-11-27 | Ranbaxy Laboratories Limited | Amorphous form of sitagliptin salts |
| MX2016016260A (es) * | 2016-12-08 | 2018-06-07 | Alparis Sa De Cv | Nuevas formas solidas de sitagliptina. |
| GR1010089B (el) | 2020-09-15 | 2021-09-27 | Φαρματεν Α.Β.Ε.Ε. | Στερεη φαρμακοτεχνικη μορφη περιεχουσα σιταγλιπτινη και μεθοδος παρασκευης αυτης |
| GR1010234B (el) | 2021-04-27 | 2022-05-18 | Φαρματεν Α.Β.Ε.Ε., | Φαρμακευτικο σκευασμα που περιλαμβανει συνδυασμο σιταγλιπτινης και μετφορμινης και μεθοδος για την παρασκευη αυτου |
| WO2023139276A1 (en) | 2022-01-24 | 2023-07-27 | Zaklady Farmaceutyczne Polpharma S.A. | Process for preparing crystalline sitagliptin hydrochloride monohydrate |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3174901A (en) * | 1963-01-31 | 1965-03-23 | Jan Marcel Didier Aron Samuel | Process for the oral treatment of diabetes |
| UA74912C2 (en) * | 2001-07-06 | 2006-02-15 | Merck & Co Inc | Beta-aminotetrahydroimidazo-(1,2-a)-pyrazines and tetratriazolo-(4,3-a)-pyrazines as inhibitors of dipeptylpeptidase for the treatment or prevention of diabetes |
| JO2625B1 (en) | 2003-06-24 | 2011-11-01 | ميرك شارب اند دوم كوربوريشن | Phosphoric acid salts of dipeptidyl betidase inhibitor 4 |
| JP2007504230A (ja) | 2003-09-02 | 2007-03-01 | メルク エンド カムパニー インコーポレーテッド | ジペプチジルペプチダーゼ−ｉｖ阻害剤のリン酸塩の新規結晶性形態 |
| EP1667524A4 (en) | 2003-09-23 | 2009-01-14 | Merck & Co Inc | NEW CRYSTALLINE FORM OF A PHOSPHORIC ACID SALT OF A DIPEPTIDYLPEPTIDASE IV INHIBITOR |
| US20080227786A1 (en) | 2004-01-16 | 2008-09-18 | Ferlita Russell R | Novel Crystalline Salts of a Dipeptidyl Peptidase-IV Inhibitor |
| EP1796671A4 (en) | 2004-09-15 | 2009-01-21 | Merck & Co Inc | AMORPHIC FORM OF A PHOSPHORIC ACID SALT OF A DIPEPTIDYL-PEPTIDASE IV HEMMER |
| ATE540950T1 (de) * | 2005-05-25 | 2012-01-15 | Merck Sharp & Dohme | Aminocyclohexane als dipeptidylpeptidase-iv- hemmer zur behandlung bzw. prävention von diabetes |
| US20090221592A1 (en) | 2005-07-25 | 2009-09-03 | Ellison Martha E | Dodecylsulfate Salt Of A Dipeptidyl Peptidase-Iv Inhibitor |
| AU2006306420A1 (en) * | 2005-10-25 | 2007-05-03 | Merck Sharp & Dohme Corp. | Combination of a dipeptidyl peptidase-4 inhibitor and an anti-hypertensive agent for the treatment of diabetes and hypertension |
| CN101484411A (zh) | 2006-06-27 | 2009-07-15 | 桑多斯股份公司 | 盐的新制备方法 |
| AU2007307635A1 (en) * | 2006-10-12 | 2008-04-17 | Xenon Pharmaceuticals Inc. | Tricyclic spiro-oxindole derivatives and their uses as therapeutic agents |
| WO2008060789A2 (en) * | 2006-10-12 | 2008-05-22 | Xenon Pharmaceuticals Inc. | Use of spiro-oxindole compounds as therapeutic agents |
| EP2019113A1 (en) | 2007-07-26 | 2009-01-28 | Anadys Pharmaceuticals, Inc. | New Crystalline Salts of 5-Amino-3-(2',3'-di-O-acetyl-beta-D-ribofuranosyl)-3H-thiazolo[4,5-d]pyrimidin-2-one |
| AU2008286979B2 (en) * | 2007-08-09 | 2013-03-28 | Rensselaer Polytechnic Institute | Quaternary opioid carboxamides |
| CA2707790C (en) * | 2007-12-20 | 2015-04-21 | Dr. Reddy's Laboratories Limited | Processes for the preparation of sitagliptin and pharmaceutically acceptable salts thereof |
| EP2915814A3 (en) | 2008-07-03 | 2015-10-07 | ratiopharm GmbH | Crystalline salts of sitagliptin |
| FR2933692B1 (fr) | 2008-07-10 | 2022-12-02 | Univ Nancy 1 Henri Poincare | Nouveaux composes, leur utilisation comme medicaments, et leur procede de preparation |
| US20100069637A1 (en) * | 2008-07-29 | 2010-03-18 | Medichem S.A. | CRYSTALLINE SALT FORMS OF A 5,6,7,8-TETRAHYDRO-1,2,4-TRIAZOLO[4,3-a]PYRAZINE DERIVATIVE |
| WO2010032264A2 (en) | 2008-08-27 | 2010-03-25 | Cadila Healthcare Limited | Improved process for preparation of (2r)-4-oxo-4-[3- (trifluoromethyl)-5,6-dihydro [1,2,4]-triazolo[4,3-a]pyrazin- 7(8h)-yl]-l-(2,4,5-trifluorophenyl)butan-2-amine & new impurities in preparation thereof |
| WO2010078440A1 (en) * | 2008-12-31 | 2010-07-08 | Chiral Quest, Inc. | Process and intermediates for the preparation of n-acylated-4-aryl beta-amino acid derivatives |
| EP2218721A1 (en) | 2009-02-11 | 2010-08-18 | LEK Pharmaceuticals d.d. | Novel salts of sitagliptin |
| US8329696B2 (en) | 2009-03-30 | 2012-12-11 | Teva Pharmaceuticals Industries Ltd. | Solid state forms of sitagliptin salts |
| EP2407469A1 (en) | 2010-07-13 | 2012-01-18 | Chemo Ibérica, S.A. | Salt of sitagliptin |
| CA2840806A1 (en) | 2011-06-30 | 2013-01-03 | Ranbaxy Laboratories Limited | Novel salts of sitagliptin |
-
2012
- 2012-03-02 EP EP20140196352 patent/EP2860180A1/en not_active Withdrawn
- 2012-03-02 EP EP14171186.1A patent/EP2789616A1/en not_active Withdrawn
- 2012-03-02 KR KR1020137026089A patent/KR20130132631A/ko not_active Ceased
- 2012-03-02 AU AU2012247127A patent/AU2012247127B2/en not_active Expired - Fee Related
- 2012-03-02 WO PCT/IN2012/000148 patent/WO2012147092A2/en not_active Ceased
- 2012-03-02 US US14/002,541 patent/US9108972B2/en not_active Expired - Fee Related
- 2012-03-02 EP EP14196602.8A patent/EP2899194A1/en not_active Withdrawn
- 2012-03-02 SG SG2013064886A patent/SG192973A1/en unknown
- 2012-03-02 CN CN2012800168764A patent/CN103476778A/zh active Pending
- 2012-03-02 JP JP2013555995A patent/JP2014510071A/ja active Pending
- 2012-03-02 CN CN201510112504.7A patent/CN104788456A/zh active Pending
- 2012-03-02 MX MX2013010027A patent/MX2013010027A/es not_active Application Discontinuation
- 2012-03-02 PH PH1/2013/501825A patent/PH12013501825A1/en unknown
- 2012-03-02 ES ES12766329.2T patent/ES2548269T3/es active Active
- 2012-03-02 SG SG10201405403QA patent/SG10201405403QA/en unknown
- 2012-03-02 BR BR112013022504A patent/BR112013022504A8/pt not_active IP Right Cessation
- 2012-03-02 DK DK12766329.2T patent/DK2681220T3/da active
- 2012-03-02 EP EP12766329.2A patent/EP2681220B1/en not_active Not-in-force
-
2015
- 2015-07-08 PH PH12015501536A patent/PH12015501536A1/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| BR112013022504A2 (pt) | 2016-07-19 |
| WO2012147092A2 (en) | 2012-11-01 |
| AU2012247127B2 (en) | 2016-01-28 |
| ES2548269T3 (es) | 2015-10-15 |
| SG192973A1 (en) | 2013-09-30 |
| EP2681220A2 (en) | 2014-01-08 |
| US9108972B2 (en) | 2015-08-18 |
| CN103476778A (zh) | 2013-12-25 |
| BR112013022504A8 (pt) | 2018-01-23 |
| US20140051856A1 (en) | 2014-02-20 |
| CN104788456A (zh) | 2015-07-22 |
| PH12015501536A1 (en) | 2015-09-21 |
| WO2012147092A3 (en) | 2013-03-14 |
| SG10201405403QA (en) | 2014-11-27 |
| EP2789616A1 (en) | 2014-10-15 |
| EP2681220B1 (en) | 2015-08-19 |
| EP2899194A1 (en) | 2015-07-29 |
| JP2014510071A (ja) | 2014-04-24 |
| AU2012247127A1 (en) | 2013-10-03 |
| MX2013010027A (es) | 2014-02-11 |
| PH12013501825A1 (en) | 2018-04-11 |
| KR20130132631A (ko) | 2013-12-04 |
| EP2860180A1 (en) | 2015-04-15 |
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