RU2019109019A - Твердые формы ценикривирок мезилата и способы изготовления твердых форм ценикривирок мезилата - Google Patents
Твердые формы ценикривирок мезилата и способы изготовления твердых форм ценикривирок мезилата Download PDFInfo
- Publication number
- RU2019109019A RU2019109019A RU2019109019A RU2019109019A RU2019109019A RU 2019109019 A RU2019109019 A RU 2019109019A RU 2019109019 A RU2019109019 A RU 2019109019A RU 2019109019 A RU2019109019 A RU 2019109019A RU 2019109019 A RU2019109019 A RU 2019109019A
- Authority
- RU
- Russia
- Prior art keywords
- msoh
- compound
- crystalline form
- acetonitrile
- suitable solvent
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims 20
- 238000004519 manufacturing process Methods 0.000 title claims 6
- AFVFQIVMOAPDHO-UHFFFAOYSA-M Methanesulfonate Chemical compound CS([O-])(=O)=O AFVFQIVMOAPDHO-UHFFFAOYSA-M 0.000 title 2
- 229950002475 mesilate Drugs 0.000 title 2
- 239000007787 solid Substances 0.000 title 2
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 claims 75
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 claims 54
- 150000001875 compounds Chemical class 0.000 claims 40
- 239000002904 solvent Substances 0.000 claims 28
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 claims 24
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims 12
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 claims 12
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims 11
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 claims 10
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims 9
- 238000001035 drying Methods 0.000 claims 9
- 239000000725 suspension Substances 0.000 claims 9
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 claims 8
- 239000012296 anti-solvent Substances 0.000 claims 8
- ZXEKIIBDNHEJCQ-UHFFFAOYSA-N isobutanol Chemical compound CC(C)CO ZXEKIIBDNHEJCQ-UHFFFAOYSA-N 0.000 claims 8
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 claims 6
- XTHFKEDIFFGKHM-UHFFFAOYSA-N Dimethoxyethane Chemical compound COCCOC XTHFKEDIFFGKHM-UHFFFAOYSA-N 0.000 claims 6
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 claims 6
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims 6
- 206010016654 Fibrosis Diseases 0.000 claims 5
- BZLVMXJERCGZMT-UHFFFAOYSA-N Methyl tert-butyl ether Chemical compound COC(C)(C)C BZLVMXJERCGZMT-UHFFFAOYSA-N 0.000 claims 5
- 201000010099 disease Diseases 0.000 claims 5
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims 5
- 230000004761 fibrosis Effects 0.000 claims 5
- 230000003176 fibrotic effect Effects 0.000 claims 5
- 238000000634 powder X-ray diffraction Methods 0.000 claims 5
- 238000001757 thermogravimetry curve Methods 0.000 claims 5
- RDOXTESZEPMUJZ-UHFFFAOYSA-N anisole Chemical compound COC1=CC=CC=C1 RDOXTESZEPMUJZ-UHFFFAOYSA-N 0.000 claims 4
- 238000000113 differential scanning calorimetry Methods 0.000 claims 4
- 238000001704 evaporation Methods 0.000 claims 4
- LYGJENNIWJXYER-UHFFFAOYSA-N nitromethane Chemical compound C[N+]([O-])=O LYGJENNIWJXYER-UHFFFAOYSA-N 0.000 claims 4
- 208000008338 non-alcoholic fatty liver disease Diseases 0.000 claims 4
- 239000008194 pharmaceutical composition Substances 0.000 claims 4
- 239000000546 pharmaceutical excipient Substances 0.000 claims 4
- 239000002002 slurry Substances 0.000 claims 4
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 claims 4
- NTIZESTWPVYFNL-UHFFFAOYSA-N Methyl isobutyl ketone Chemical compound CC(C)CC(C)=O NTIZESTWPVYFNL-UHFFFAOYSA-N 0.000 claims 3
- UIHCLUNTQKBZGK-UHFFFAOYSA-N Methyl isobutyl ketone Natural products CCC(C)C(C)=O UIHCLUNTQKBZGK-UHFFFAOYSA-N 0.000 claims 3
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical group CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 claims 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 claims 3
- 230000008020 evaporation Effects 0.000 claims 3
- 238000001914 filtration Methods 0.000 claims 3
- 238000000227 grinding Methods 0.000 claims 3
- JMMWKPVZQRWMSS-UHFFFAOYSA-N isopropanol acetate Natural products CC(C)OC(C)=O JMMWKPVZQRWMSS-UHFFFAOYSA-N 0.000 claims 3
- 229940011051 isopropyl acetate Drugs 0.000 claims 3
- GWYFCOCPABKNJV-UHFFFAOYSA-N isovaleric acid Chemical compound CC(C)CC(O)=O GWYFCOCPABKNJV-UHFFFAOYSA-N 0.000 claims 3
- 238000003801 milling Methods 0.000 claims 3
- DKGAVHZHDRPRBM-UHFFFAOYSA-N Tert-Butanol Chemical compound CC(C)(C)O DKGAVHZHDRPRBM-UHFFFAOYSA-N 0.000 claims 2
- 230000015572 biosynthetic process Effects 0.000 claims 2
- 208000019425 cirrhosis of liver Diseases 0.000 claims 2
- 238000004108 freeze drying Methods 0.000 claims 2
- 238000010438 heat treatment Methods 0.000 claims 2
- UZKWTJUDCOPSNM-UHFFFAOYSA-N methoxybenzene Substances CCCCOC=C UZKWTJUDCOPSNM-UHFFFAOYSA-N 0.000 claims 2
- YKYONYBAUNKHLG-UHFFFAOYSA-N n-Propyl acetate Natural products CCCOC(C)=O YKYONYBAUNKHLG-UHFFFAOYSA-N 0.000 claims 2
- 206010053219 non-alcoholic steatohepatitis Diseases 0.000 claims 2
- 229940090181 propyl acetate Drugs 0.000 claims 2
- 238000002411 thermogravimetry Methods 0.000 claims 2
- NQPDZGIKBAWPEJ-UHFFFAOYSA-N valeric acid Chemical compound CCCCC(O)=O NQPDZGIKBAWPEJ-UHFFFAOYSA-N 0.000 claims 2
- 238000002441 X-ray diffraction Methods 0.000 claims 1
- 238000001938 differential scanning calorimetry curve Methods 0.000 claims 1
- 230000009477 glass transition Effects 0.000 claims 1
- 238000002955 isolation Methods 0.000 claims 1
- 239000000203 mixture Substances 0.000 claims 1
- 230000001575 pathological effect Effects 0.000 claims 1
- 239000000843 powder Substances 0.000 claims 1
- 201000002793 renal fibrosis Diseases 0.000 claims 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
- C07D403/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings
- C07D403/12—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings linked by a chain containing hetero atoms as chain links
-
- 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
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P1/00—Drugs for disorders of the alimentary tract or the digestive system
- A61P1/16—Drugs for disorders of the alimentary tract or the digestive system for liver or gallbladder disorders, e.g. hepatoprotective agents, cholagogues, litholytics
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P13/00—Drugs for disorders of the urinary system
- A61P13/12—Drugs for disorders of the urinary system of the kidneys
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C309/00—Sulfonic acids; Halides, esters, or anhydrides thereof
- C07C309/01—Sulfonic acids
- C07C309/02—Sulfonic acids having sulfo groups bound to acyclic carbon atoms
- C07C309/03—Sulfonic acids having sulfo groups bound to acyclic carbon atoms of an acyclic saturated carbon skeleton
- C07C309/04—Sulfonic acids having sulfo groups bound to acyclic carbon atoms of an acyclic saturated carbon skeleton containing only one sulfo group
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
- C07B2200/00—Indexing scheme relating to specific properties of organic compounds
- C07B2200/13—Crystalline forms, e.g. polymorphs
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Veterinary Medicine (AREA)
- Pharmacology & Pharmacy (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Animal Behavior & Ethology (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)
- Gastroenterology & Hepatology (AREA)
- Epidemiology (AREA)
- Urology & Nephrology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201662382153P | 2016-08-31 | 2016-08-31 | |
| US62/382,153 | 2016-08-31 | ||
| PCT/US2017/049400 WO2018045043A1 (en) | 2016-08-31 | 2017-08-30 | Solid forms of cenicriviroc mesylate and processes of making solid forms of cenicriviroc mesylate |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| RU2019109019A true RU2019109019A (ru) | 2020-10-01 |
| RU2019109019A3 RU2019109019A3 (https=) | 2021-08-23 |
Family
ID=61241572
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| RU2019109019A RU2019109019A (ru) | 2016-08-31 | 2017-08-30 | Твердые формы ценикривирок мезилата и способы изготовления твердых форм ценикривирок мезилата |
Country Status (13)
| Country | Link |
|---|---|
| US (1) | US10301287B2 (https=) |
| EP (1) | EP3506896A4 (https=) |
| JP (2) | JP2019526628A (https=) |
| KR (1) | KR20190057066A (https=) |
| CN (1) | CN110167550A (https=) |
| AU (1) | AU2017321594A1 (https=) |
| BR (1) | BR112019003987A2 (https=) |
| CA (1) | CA3034606A1 (https=) |
| MX (1) | MX2019002057A (https=) |
| RU (1) | RU2019109019A (https=) |
| SG (1) | SG11201901438VA (https=) |
| TW (1) | TW201823235A (https=) |
| WO (1) | WO2018045043A1 (https=) |
Families Citing this family (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2019238041A1 (zh) * | 2018-06-12 | 2019-12-19 | 南京明德新药研发有限公司 | 一种丙烯酰胺类化合物的晶型及其制备方法 |
| US11613670B2 (en) * | 2018-06-18 | 2023-03-28 | Hewlett-Packard Development Company, L.P. | Three-dimensional printing |
| WO2019245517A1 (en) * | 2018-06-18 | 2019-12-26 | Hewlett-Packard Development Company, L.P. | Three-dimensional printing |
| US11591486B2 (en) | 2018-06-19 | 2023-02-28 | Hewlett-Packard Development Company, L.P. | Three-dimensional printing |
| US11426931B2 (en) | 2018-06-19 | 2022-08-30 | Hewlett-Packard Development Company, L.P. | Three-dimensional printing |
| WO2019245534A1 (en) * | 2018-06-19 | 2019-12-26 | Hewlett-Packard Development Company, L.P. | Three-dimensional printing |
| EP3844209B1 (en) * | 2018-08-31 | 2022-06-22 | Evonik Operations GmbH | Process for preparing a polymer powder |
| WO2021133811A1 (en) * | 2019-12-26 | 2021-07-01 | Teva Pharmaceuticals International Gmbh | Solid state forms of cenicriviroc and process for preparation thereof |
| EP4159730A4 (en) | 2020-05-22 | 2024-05-01 | Medshine Discovery Inc. | PYRIDINE DERIVATIVE AND APPLICATION THEREOF |
| JP7374372B2 (ja) * | 2021-02-22 | 2023-11-06 | 旭化成株式会社 | セルロースナノファイバーを含む組成物 |
Family Cites Families (16)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS62265270A (ja) | 1986-05-13 | 1987-11-18 | Zeria Shinyaku Kogyo Kk | 新規イミダゾ−ル誘導体およびそれらを有効成分とする抗潰瘍剤 |
| DE69520360T2 (de) | 1994-07-04 | 2001-08-09 | Takeda Chemical Industries, Ltd. | Phosphonsäure verbindungen imre herstellung und verwendung |
| EP1039899A2 (en) | 1997-12-19 | 2000-10-04 | Takeda Chemical Industries, Ltd. | Pharmaceutical composition for antagonizing ccr5 comprising anilide derivative |
| AU5301599A (en) | 1998-08-20 | 2000-03-14 | Takeda Chemical Industries Ltd. | Quaternary ammonium salts and their use |
| WO2001017947A1 (en) | 1999-09-06 | 2001-03-15 | Takeda Chemical Industries, Ltd. | Process for the preparation of 2,3-dihydroazepine compounds |
| EP2206702B1 (en) | 2001-08-08 | 2011-12-28 | Tobira Therapeutics, Inc. | Bicyclic compound, production and use thereof |
| CN1649847A (zh) * | 2002-03-12 | 2005-08-03 | 武田药品工业株式会社 | 制备旋光亚砜衍生物的方法 |
| WO2005089714A1 (ja) | 2004-03-24 | 2005-09-29 | Takeda Pharmaceutical Company Limited | エマルション安定化製剤 |
| JP2007269628A (ja) * | 2004-05-28 | 2007-10-18 | Takeda Chem Ind Ltd | 医薬化合物の結晶 |
| GT200600148A (es) | 2005-04-14 | 2006-11-22 | Metodos para el tratamiento y la prevencion de fibrosis | |
| SG10201510402WA (en) | 2010-11-18 | 2016-01-28 | Univ Yale | Bifunctional molecules with antibody-recruiting and entry inhibitory activity against the human immunodeficiency virus |
| EP2846788A1 (en) | 2012-05-11 | 2015-03-18 | Akron Molecules AG | Use of compounds for the treatment of pain |
| SG10201708595YA (en) | 2013-05-15 | 2017-11-29 | Tobira Therapeutics Inc | Cenicriviroc compositions and methods of making and using the same |
| EP3119401A4 (en) * | 2014-03-21 | 2017-12-13 | Tobira Therapeutics, Inc. | Cenicriviroc for the treatment of fibrosis |
| MA39991A (fr) | 2014-06-02 | 2015-12-10 | Tobira Therapeutics Inc | Cénicriviroc pour le traitement de l'infection à vih-2 |
| BR112017013130A2 (pt) | 2014-12-23 | 2017-12-26 | Tobira Therapeutics Inc | processo de fabricação de cenicriviroc e análogos relacionados |
-
2017
- 2017-08-30 JP JP2019531594A patent/JP2019526628A/ja active Pending
- 2017-08-30 TW TW106129555A patent/TW201823235A/zh unknown
- 2017-08-30 RU RU2019109019A patent/RU2019109019A/ru not_active Application Discontinuation
- 2017-08-30 WO PCT/US2017/049400 patent/WO2018045043A1/en not_active Ceased
- 2017-08-30 CA CA3034606A patent/CA3034606A1/en not_active Abandoned
- 2017-08-30 AU AU2017321594A patent/AU2017321594A1/en not_active Abandoned
- 2017-08-30 CN CN201780061529.6A patent/CN110167550A/zh active Pending
- 2017-08-30 EP EP17847477.1A patent/EP3506896A4/en not_active Withdrawn
- 2017-08-30 SG SG11201901438VA patent/SG11201901438VA/en unknown
- 2017-08-30 KR KR1020197008786A patent/KR20190057066A/ko not_active Withdrawn
- 2017-08-30 MX MX2019002057A patent/MX2019002057A/es unknown
- 2017-08-30 BR BR112019003987A patent/BR112019003987A2/pt not_active Application Discontinuation
- 2017-08-30 US US15/691,191 patent/US10301287B2/en active Active
-
2022
- 2022-07-14 JP JP2022113230A patent/JP2022137223A/ja active Pending
Also Published As
| Publication number | Publication date |
|---|---|
| CA3034606A1 (en) | 2018-03-08 |
| KR20190057066A (ko) | 2019-05-27 |
| US20180057481A1 (en) | 2018-03-01 |
| SG11201901438VA (en) | 2019-03-28 |
| MX2019002057A (es) | 2019-11-18 |
| BR112019003987A2 (pt) | 2019-05-28 |
| TW201823235A (zh) | 2018-07-01 |
| WO2018045043A1 (en) | 2018-03-08 |
| US10301287B2 (en) | 2019-05-28 |
| RU2019109019A3 (https=) | 2021-08-23 |
| JP2019526628A (ja) | 2019-09-19 |
| JP2022137223A (ja) | 2022-09-21 |
| CN110167550A (zh) | 2019-08-23 |
| EP3506896A1 (en) | 2019-07-10 |
| AU2017321594A1 (en) | 2019-04-18 |
| EP3506896A4 (en) | 2020-08-26 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| FA92 | Acknowledgement of application withdrawn (lack of supplementary materials submitted) |
Effective date: 20220114 |