JP2016515119A5 - - Google Patents
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- JP2016515119A5 JP2016515119A5 JP2016502036A JP2016502036A JP2016515119A5 JP 2016515119 A5 JP2016515119 A5 JP 2016515119A5 JP 2016502036 A JP2016502036 A JP 2016502036A JP 2016502036 A JP2016502036 A JP 2016502036A JP 2016515119 A5 JP2016515119 A5 JP 2016515119A5
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- JP
- Japan
- Prior art keywords
- substituted
- ester
- pharmaceutically acceptable
- prodrug
- acceptable salt
- 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.)
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- 150000001875 compounds Chemical class 0.000 claims description 63
- 125000000217 alkyl group Chemical group 0.000 claims description 54
- 150000002148 esters Chemical class 0.000 claims description 54
- KXDHJXZQYSOELW-UHFFFAOYSA-M Carbamate Chemical compound NC([O-])=O KXDHJXZQYSOELW-UHFFFAOYSA-M 0.000 claims description 36
- 125000004397 aminosulfonyl group Chemical group NS(=O)(=O)* 0.000 claims description 36
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 36
- 239000000651 prodrug Substances 0.000 claims description 36
- 229940002612 prodrug Drugs 0.000 claims description 36
- 150000003839 salts Chemical class 0.000 claims description 36
- 229940124530 sulfonamide Drugs 0.000 claims description 36
- 150000003456 sulfonamides Chemical class 0.000 claims description 36
- 229910052736 halogen Inorganic materials 0.000 claims description 34
- 150000002367 halogens Chemical class 0.000 claims description 34
- 125000004442 acylamino group Chemical group 0.000 claims description 32
- 150000003462 sulfoxides Chemical class 0.000 claims description 32
- 208000031226 Hyperlipidaemia Diseases 0.000 claims description 30
- -1 amidino, sulfonyl Chemical group 0.000 claims description 28
- 125000001072 heteroaryl group Chemical group 0.000 claims description 28
- 125000000623 heterocyclic group Chemical group 0.000 claims description 28
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 26
- 125000003545 alkoxy group Chemical group 0.000 claims description 24
- 125000002252 acyl group Chemical group 0.000 claims description 22
- 125000003118 aryl group Chemical group 0.000 claims description 22
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 22
- 239000000203 mixture Substances 0.000 claims description 21
- 125000004093 cyano group Chemical group *C#N 0.000 claims description 20
- 125000004415 heterocyclylalkyl group Chemical group 0.000 claims description 20
- 150000001408 amides Chemical class 0.000 claims description 18
- 125000001316 cycloalkyl alkyl group Chemical group 0.000 claims description 18
- 229910052757 nitrogen Inorganic materials 0.000 claims description 18
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 18
- 208000035150 Hypercholesterolemia Diseases 0.000 claims description 16
- 125000000472 sulfonyl group Chemical group *S(*)(=O)=O 0.000 claims description 16
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims description 15
- YZCKVEUIGOORGS-OUBTZVSYSA-N Deuterium Chemical compound [2H] YZCKVEUIGOORGS-OUBTZVSYSA-N 0.000 claims description 14
- 125000004423 acyloxy group Chemical group 0.000 claims description 14
- 125000003342 alkenyl group Chemical group 0.000 claims description 14
- 125000004414 alkyl thio group Chemical group 0.000 claims description 14
- 125000000304 alkynyl group Chemical group 0.000 claims description 14
- 229910052805 deuterium Inorganic materials 0.000 claims description 14
- 208000020346 hyperlipoproteinemia Diseases 0.000 claims description 14
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims description 14
- 229910052799 carbon Inorganic materials 0.000 claims description 12
- 125000001424 substituent group Chemical group 0.000 claims description 12
- 201000010099 disease Diseases 0.000 claims description 11
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 10
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 claims description 10
- 125000003710 aryl alkyl group Chemical group 0.000 claims description 10
- 150000001721 carbon Chemical group 0.000 claims description 10
- 229910052801 chlorine Inorganic materials 0.000 claims description 10
- 239000000460 chlorine Substances 0.000 claims description 10
- 229910052731 fluorine Inorganic materials 0.000 claims description 10
- 239000011737 fluorine Substances 0.000 claims description 10
- 125000004475 heteroaralkyl group Chemical group 0.000 claims description 10
- 208000000563 Hyperlipoproteinemia Type II Diseases 0.000 claims description 8
- KYQCOXFCLRTKLS-UHFFFAOYSA-N Pyrazine Chemical compound C1=CN=CC=N1 KYQCOXFCLRTKLS-UHFFFAOYSA-N 0.000 claims description 8
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 claims description 8
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 8
- 125000001309 chloro group Chemical group Cl* 0.000 claims description 8
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 8
- 125000001153 fluoro group Chemical group F* 0.000 claims description 8
- 208000008338 non-alcoholic fatty liver disease Diseases 0.000 claims description 8
- 208000011580 syndromic disease Diseases 0.000 claims description 8
- 210000004027 cell Anatomy 0.000 claims description 7
- PIGFYZPCRLYGLF-UHFFFAOYSA-N Aluminum nitride Chemical compound [Al]#N PIGFYZPCRLYGLF-UHFFFAOYSA-N 0.000 claims description 6
- 102000007350 Bone Morphogenetic Proteins Human genes 0.000 claims description 6
- 108010007726 Bone Morphogenetic Proteins Proteins 0.000 claims description 6
- YZCKVEUIGOORGS-IGMARMGPSA-N Protium Chemical compound [1H] YZCKVEUIGOORGS-IGMARMGPSA-N 0.000 claims description 6
- 229940112869 bone morphogenetic protein Drugs 0.000 claims description 6
- 125000004404 heteroalkyl group Chemical group 0.000 claims description 6
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 6
- 206010019708 Hepatic steatosis Diseases 0.000 claims description 5
- 201000001376 Familial Combined Hyperlipidemia Diseases 0.000 claims description 4
- 102100024640 Low-density lipoprotein receptor Human genes 0.000 claims description 4
- 206010027476 Metastases Diseases 0.000 claims description 4
- 206010028980 Neoplasm Diseases 0.000 claims description 4
- ZCQWOFVYLHDMMC-UHFFFAOYSA-N Oxazole Chemical compound C1=COC=N1 ZCQWOFVYLHDMMC-UHFFFAOYSA-N 0.000 claims description 4
- PCNDJXKNXGMECE-UHFFFAOYSA-N Phenazine Natural products C1=CC=CC2=NC3=CC=CC=C3N=C21 PCNDJXKNXGMECE-UHFFFAOYSA-N 0.000 claims description 4
- CZPWVGJYEJSRLH-UHFFFAOYSA-N Pyrimidine Chemical compound C1=CN=CN=C1 CZPWVGJYEJSRLH-UHFFFAOYSA-N 0.000 claims description 4
- FZWLAAWBMGSTSO-UHFFFAOYSA-N Thiazole Chemical compound C1=CSC=N1 FZWLAAWBMGSTSO-UHFFFAOYSA-N 0.000 claims description 4
- 206010045261 Type IIa hyperlipidaemia Diseases 0.000 claims description 4
- 125000002619 bicyclic group Chemical group 0.000 claims description 4
- 201000011510 cancer Diseases 0.000 claims description 4
- 230000007211 cardiovascular event Effects 0.000 claims description 4
- HVYWMOMLDIMFJA-DPAQBDIFSA-N cholesterol Chemical compound C1C=C2C[C@@H](O)CC[C@]2(C)[C@@H]2[C@@H]1[C@@H]1CC[C@H]([C@H](C)CCCC(C)C)[C@@]1(C)CC2 HVYWMOMLDIMFJA-DPAQBDIFSA-N 0.000 claims description 4
- 208000019425 cirrhosis of liver Diseases 0.000 claims description 4
- 208000035475 disorder Diseases 0.000 claims description 4
- 201000001386 familial hypercholesterolemia Diseases 0.000 claims description 4
- 208000019423 liver disease Diseases 0.000 claims description 4
- 230000036244 malformation Effects 0.000 claims description 4
- 230000009401 metastasis Effects 0.000 claims description 4
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 claims description 4
- 206010053219 non-alcoholic steatohepatitis Diseases 0.000 claims description 4
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 claims description 4
- 229910052717 sulfur Inorganic materials 0.000 claims description 4
- VLLMWSRANPNYQX-UHFFFAOYSA-N thiadiazole Chemical compound C1=CSN=N1.C1=CSN=N1 VLLMWSRANPNYQX-UHFFFAOYSA-N 0.000 claims description 4
- 239000008194 pharmaceutical composition Substances 0.000 claims description 3
- 208000007848 Alcoholism Diseases 0.000 claims description 2
- JBMKAUGHUNFTOL-UHFFFAOYSA-N Aldoclor Chemical class C1=C(Cl)C(S(=O)(=O)N)=CC2=C1NC=NS2(=O)=O JBMKAUGHUNFTOL-UHFFFAOYSA-N 0.000 claims description 2
- 206010002556 Ankylosing Spondylitis Diseases 0.000 claims description 2
- 102000006991 Apolipoprotein B-100 Human genes 0.000 claims description 2
- 108010008150 Apolipoprotein B-100 Proteins 0.000 claims description 2
- 206010003210 Arteriosclerosis Diseases 0.000 claims description 2
- 241000894006 Bacteria Species 0.000 claims description 2
- 208000008439 Biliary Liver Cirrhosis Diseases 0.000 claims description 2
- 206010004659 Biliary cirrhosis Diseases 0.000 claims description 2
- 206010006187 Breast cancer Diseases 0.000 claims description 2
- 208000026310 Breast neoplasm Diseases 0.000 claims description 2
- 208000004434 Calcinosis Diseases 0.000 claims description 2
- 208000024172 Cardiovascular disease Diseases 0.000 claims description 2
- 206010010356 Congenital anomaly Diseases 0.000 claims description 2
- 241000233866 Fungi Species 0.000 claims description 2
- 208000031953 Hereditary hemorrhagic telangiectasia Diseases 0.000 claims description 2
- 208000019468 Iatrogenic Disease Diseases 0.000 claims description 2
- 206010067125 Liver injury Diseases 0.000 claims description 2
- 208000001145 Metabolic Syndrome Diseases 0.000 claims description 2
- 208000034578 Multiple myelomas Diseases 0.000 claims description 2
- 206010029164 Nephrotic syndrome Diseases 0.000 claims description 2
- 208000008589 Obesity Diseases 0.000 claims description 2
- 206010033645 Pancreatitis Diseases 0.000 claims description 2
- 208000013612 Parathyroid disease Diseases 0.000 claims description 2
- 206010035226 Plasma cell myeloma Diseases 0.000 claims description 2
- RJKFOVLPORLFTN-LEKSSAKUSA-N Progesterone Chemical class C1CC2=CC(=O)CC[C@]2(C)[C@@H]2[C@@H]1[C@@H]1CC[C@H](C(=O)C)[C@@]1(C)CC2 RJKFOVLPORLFTN-LEKSSAKUSA-N 0.000 claims description 2
- 206010060862 Prostate cancer Diseases 0.000 claims description 2
- 208000000236 Prostatic Neoplasms Diseases 0.000 claims description 2
- 241000720974 Protium Species 0.000 claims description 2
- 208000006265 Renal cell carcinoma Diseases 0.000 claims description 2
- 101700032040 SMAD1 Proteins 0.000 claims description 2
- 102000057209 Smad1 Human genes 0.000 claims description 2
- 208000005475 Vascular calcification Diseases 0.000 claims description 2
- 241000700605 Viruses Species 0.000 claims description 2
- 201000000690 abdominal obesity-metabolic syndrome Diseases 0.000 claims description 2
- 238000010521 absorption reaction Methods 0.000 claims description 2
- 210000004504 adult stem cell Anatomy 0.000 claims description 2
- 201000007930 alcohol dependence Diseases 0.000 claims description 2
- 208000007502 anemia Diseases 0.000 claims description 2
- 229940124522 antiretrovirals Drugs 0.000 claims description 2
- 239000003903 antiretrovirus agent Substances 0.000 claims description 2
- 208000011775 arteriosclerosis disease Diseases 0.000 claims description 2
- 239000002876 beta blocker Substances 0.000 claims description 2
- 229940097320 beta blocking agent Drugs 0.000 claims description 2
- 210000000988 bone and bone Anatomy 0.000 claims description 2
- 230000002308 calcification Effects 0.000 claims description 2
- 125000003739 carbamimidoyl group Chemical group C(N)(=N)* 0.000 claims description 2
- 230000000747 cardiac effect Effects 0.000 claims description 2
- 230000024245 cell differentiation Effects 0.000 claims description 2
- 230000001587 cholestatic effect Effects 0.000 claims description 2
- 235000012000 cholesterol Nutrition 0.000 claims description 2
- 208000020832 chronic kidney disease Diseases 0.000 claims description 2
- 230000007882 cirrhosis Effects 0.000 claims description 2
- 208000029664 classic familial adenomatous polyposis Diseases 0.000 claims description 2
- 230000007547 defect Effects 0.000 claims description 2
- 206010012601 diabetes mellitus Diseases 0.000 claims description 2
- PXBRQCKWGAHEHS-UHFFFAOYSA-N dichlorodifluoromethane Chemical compound FC(F)(Cl)Cl PXBRQCKWGAHEHS-UHFFFAOYSA-N 0.000 claims description 2
- 230000002526 effect on cardiovascular system Effects 0.000 claims description 2
- 210000001671 embryonic stem cell Anatomy 0.000 claims description 2
- 208000028208 end stage renal disease Diseases 0.000 claims description 2
- 201000000523 end stage renal failure Diseases 0.000 claims description 2
- 239000000262 estrogen Substances 0.000 claims description 2
- 229940011871 estrogen Drugs 0.000 claims description 2
- 230000004761 fibrosis Effects 0.000 claims description 2
- 239000003862 glucocorticoid Substances 0.000 claims description 2
- 210000003709 heart valve Anatomy 0.000 claims description 2
- 231100000753 hepatic injury Toxicity 0.000 claims description 2
- 235000009200 high fat diet Nutrition 0.000 claims description 2
- 208000003532 hypothyroidism Diseases 0.000 claims description 2
- 230000002989 hypothyroidism Effects 0.000 claims description 2
- 238000000338 in vitro Methods 0.000 claims description 2
- 230000001939 inductive effect Effects 0.000 claims description 2
- 208000015181 infectious disease Diseases 0.000 claims description 2
- 208000027866 inflammatory disease Diseases 0.000 claims description 2
- 230000002401 inhibitory effect Effects 0.000 claims description 2
- 230000005764 inhibitory process Effects 0.000 claims description 2
- 230000000366 juvenile effect Effects 0.000 claims description 2
- 150000002632 lipids Chemical class 0.000 claims description 2
- 230000005976 liver dysfunction Effects 0.000 claims description 2
- 210000004072 lung Anatomy 0.000 claims description 2
- 235000020824 obesity Nutrition 0.000 claims description 2
- 201000008968 osteosarcoma Diseases 0.000 claims description 2
- 229910052760 oxygen Inorganic materials 0.000 claims description 2
- 244000045947 parasite Species 0.000 claims description 2
- 208000022560 parathyroid gland disease Diseases 0.000 claims description 2
- 239000000546 pharmaceutical excipient Substances 0.000 claims description 2
- 230000026731 phosphorylation Effects 0.000 claims description 2
- 238000006366 phosphorylation reaction Methods 0.000 claims description 2
- 239000000583 progesterone congener Substances 0.000 claims description 2
- 230000000750 progressive effect Effects 0.000 claims description 2
- 208000002815 pulmonary hypertension Diseases 0.000 claims description 2
- 150000004492 retinoid derivatives Chemical class 0.000 claims description 2
- 230000000276 sedentary effect Effects 0.000 claims description 2
- 230000011664 signaling Effects 0.000 claims description 2
- 239000002904 solvent Substances 0.000 claims description 2
- 239000003451 thiazide diuretic agent Substances 0.000 claims description 2
- 201000008827 tuberculosis Diseases 0.000 claims description 2
- 125000000174 L-prolyl group Chemical group [H]N1C([H])([H])C([H])([H])C([H])([H])[C@@]1([H])C(*)=O 0.000 claims 1
- 102000004895 Lipoproteins Human genes 0.000 claims 1
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- 230000002490 cerebral effect Effects 0.000 claims 1
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Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201361783695P | 2013-03-14 | 2013-03-14 | |
| US61/783,695 | 2013-03-14 | ||
| PCT/US2014/026042 WO2014160203A2 (en) | 2013-03-14 | 2014-03-13 | Bmp inhibitors and methods of use thereof |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2016515119A JP2016515119A (ja) | 2016-05-26 |
| JP2016515119A5 true JP2016515119A5 (enExample) | 2017-04-13 |
| JP6542192B2 JP6542192B2 (ja) | 2019-07-10 |
Family
ID=51625632
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2016502036A Active JP6542192B2 (ja) | 2013-03-14 | 2014-03-13 | Ｂｍｐ阻害剤およびその使用方法 |
Country Status (4)
| Country | Link |
|---|---|
| US (2) | US9682983B2 (enExample) |
| EP (1) | EP2970311A4 (enExample) |
| JP (1) | JP6542192B2 (enExample) |
| WO (1) | WO2014160203A2 (enExample) |
Families Citing this family (25)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP2265603B1 (en) | 2008-03-13 | 2014-05-07 | The General Hospital Corporation | Inhibitors of the bmp signaling pathway |
| JP5986570B2 (ja) | 2010-09-01 | 2016-09-06 | トーマス・ジェファーソン・ユニバーシティＴｈｏｍａｓ Ｊｅｆｆｅｒｓｏｎ Ｕｎｉｖｅｒｓｉｔｙ | 筋修復および再生のための組成物および方法 |
| CA2886187C (en) | 2012-09-28 | 2020-04-14 | Vanderbilt University | Fused heterocyclic compounds as selective bmp inhibitors |
| US9682983B2 (en) | 2013-03-14 | 2017-06-20 | The Brigham And Women's Hospital, Inc. | BMP inhibitors and methods of use thereof |
| GB201412290D0 (en) | 2014-07-10 | 2014-08-27 | Cambridge Entpr Ltd | Novel use |
| US10513521B2 (en) | 2014-07-15 | 2019-12-24 | The Brigham And Women's Hospital, Inc. | Compositions and methods for inhibiting BMP |
| MX379846B (es) | 2015-06-18 | 2025-03-11 | 89Bio Ltd | Derivados de 4-bencil y 4-benzoil piperidina sustituidos. |
| ES2821049T3 (es) | 2015-06-18 | 2021-04-23 | 89Bio Ltd | Derivados de piperidina 1,4 sustituidos |
| MY200642A (en) | 2016-06-08 | 2024-01-08 | Clementia Pharmaceuticals Inc | Method for treating heterotopic ossification |
| DK3971177T3 (da) | 2016-07-20 | 2024-07-15 | Novartis Ag | Aminopyridin-derivater og anvendelse deraf som selektive ALK-2-inhibitorer |
| EP3541380B1 (en) | 2016-11-16 | 2021-12-15 | Clementia Pharmaceuticals Inc. | Methods for treating multiple osteochondroma (mo) |
| WO2018165569A1 (en) * | 2017-03-10 | 2018-09-13 | Rutgers, The State University Of New Jersey | Therapeutic compounds and methods |
| IL251949A0 (en) | 2017-04-26 | 2017-07-31 | Medical Res Infrastructure & Health Services Fund Tel Aviv Medical Ct | Small organic molecules for use in the treatment of neuro-inflammatory diseases |
| EP3615538B1 (en) * | 2017-04-27 | 2024-02-07 | The Brigham and Women's Hospital, Inc. | Novel alk2 inhibitors and methods for inhibiting bmp signaling |
| US10875861B1 (en) | 2017-05-26 | 2020-12-29 | Rutgers, The State University Of New Jersey | Therapeutic compounds |
| US10745400B2 (en) | 2018-03-14 | 2020-08-18 | Vanderbuilt University | Inhibition of BMP signaling, compounds, compositions and uses thereof |
| CN108586464A (zh) * | 2018-04-12 | 2018-09-28 | 苏州康润医药有限公司 | 一种3-溴吡唑并[1,5-α]嘧啶-6-甲酸的合成方法 |
| JP7504880B2 (ja) * | 2018-10-26 | 2024-06-24 | ケロス セラピューティクス インコーポレイテッド | Ａｌｋ２阻害剤の結晶形 |
| EP3875117A4 (en) | 2018-10-31 | 2022-11-09 | Senju Pharmaceutical Co., Ltd. | RETINA GANGLION CELL DEATH INHIBITOR |
| EP3886848A4 (en) | 2018-11-27 | 2022-08-17 | Rutgers, The State University of New Jersey | PHARMACEUTICAL COMPOUNDS AND THERAPEUTIC METHODS |
| MA54551A (fr) * | 2018-12-20 | 2021-10-27 | Incyte Corp | Composés d'imidazopyridazine et d'imidazopyridine utilisés en tant qu'inhibiteurs de la kinase 2 de type récepteur de l'activine |
| KR20220088699A (ko) | 2019-09-27 | 2022-06-28 | 디스크 메디슨, 인크. | 골수섬유증 및 관련 상태의 치료 방법 |
| KR20230012539A (ko) | 2020-05-13 | 2023-01-26 | 디스크 메디슨, 인크. | 골수섬유증을 치료하기 위한 항-헤모주벨린 (hjv) 항체 |
| PE20230491A1 (es) | 2020-06-12 | 2023-03-23 | Incyte Corp | Compuestos de imidazopiridazina con actividad como inhibidores de alk2 |
| WO2022098812A1 (en) | 2020-11-04 | 2022-05-12 | Keros Therapeutics, Inc. | Methods of treating iron overload |
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| JP2002510198A (ja) | 1997-05-16 | 2002-04-02 | ザ プロクター アンド ギャンブル カンパニー | スクリーニングのための骨形態形成タンパク質（ｂｍｐ）受容体複合体の使用 |
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| US6235741B1 (en) | 1997-05-30 | 2001-05-22 | Merck & Co., Inc. | Angiogenesis inhibitors |
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| US6245759B1 (en) * | 1999-03-11 | 2001-06-12 | Merck & Co., Inc. | Tyrosine kinase inhibitors |
| US20020041880A1 (en) | 2000-07-05 | 2002-04-11 | Defeo-Jones Deborah | Method of treating cancer |
| US7262199B2 (en) | 2002-12-11 | 2007-08-28 | Merck & Co., Inc. | Tyrosine kinase inhibitors |
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| RU2377992C2 (ru) | 2004-03-29 | 2010-01-10 | Сосьете Де Консей Де Решерш Э Д`Аппликасьон Сьентифик (С.К.Р.А.С.) | Применение производного фенотиазина для профилактики и/или лечения потери слуха |
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| RU2285532C2 (ru) | 2004-10-28 | 2006-10-20 | Общество с ограниченной ответственностью "Научно-производственное объединение "Фарматрон" (НПО "Фарматрон") | Способ коррекции токсических поражений, вызванных доксорубицином |
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2014
- 2014-03-13 US US14/776,302 patent/US9682983B2/en active Active
- 2014-03-13 EP EP14775808.0A patent/EP2970311A4/en not_active Withdrawn
- 2014-03-13 JP JP2016502036A patent/JP6542192B2/ja active Active
- 2014-03-13 WO PCT/US2014/026042 patent/WO2014160203A2/en not_active Ceased
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2017
- 2017-05-18 US US15/598,540 patent/US10017516B2/en active Active