JP2018531264A5 - - Google Patents
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- Publication number
- JP2018531264A5 JP2018531264A5 JP2018519916A JP2018519916A JP2018531264A5 JP 2018531264 A5 JP2018531264 A5 JP 2018531264A5 JP 2018519916 A JP2018519916 A JP 2018519916A JP 2018519916 A JP2018519916 A JP 2018519916A JP 2018531264 A5 JP2018531264 A5 JP 2018531264A5
- Authority
- JP
- Japan
- Prior art keywords
- alkyl
- membered
- phenyl
- heterocycloalkyl
- methyl
- 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.)
- Granted
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- 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims 173
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 87
- 125000000592 heterocycloalkyl group Chemical group 0.000 claims 81
- 150000001875 compounds Chemical class 0.000 claims 69
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims 68
- 125000001424 substituent group Chemical group 0.000 claims 39
- 125000001475 halogen functional group Chemical group 0.000 claims 38
- 125000004414 alkyl thio group Chemical group 0.000 claims 35
- 125000001072 heteroaryl group Chemical group 0.000 claims 31
- 125000004739 (C1-C6) alkylsulfonyl group Chemical group 0.000 claims 26
- 125000000217 alkyl group Chemical group 0.000 claims 25
- 125000004738 (C1-C6) alkyl sulfinyl group Chemical group 0.000 claims 24
- -1 5- methyl-2-oxo-2H-1 , 3-dioxol-4-ylmethyl Chemical group 0.000 claims 24
- 125000004767 (C1-C4) haloalkoxy group Chemical group 0.000 claims 22
- 125000005144 cycloalkylsulfonyl group Chemical group 0.000 claims 22
- 125000004191 (C1-C6) alkoxy group Chemical group 0.000 claims 21
- 125000004441 haloalkylsulfonyl group Chemical group 0.000 claims 21
- 125000004771 (C1-C4) haloalkylsulfinyl group Chemical group 0.000 claims 20
- 125000004765 (C1-C4) haloalkyl group Chemical group 0.000 claims 18
- 125000004750 (C1-C6) alkylaminosulfonyl group Chemical group 0.000 claims 18
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 18
- 125000004770 (C1-C4) haloalkylsulfanyl group Chemical group 0.000 claims 17
- 229910052739 hydrogen Inorganic materials 0.000 claims 15
- 239000001257 hydrogen Substances 0.000 claims 15
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 15
- 125000004471 alkyl aminosulfonyl group Chemical group 0.000 claims 14
- 150000003839 salts Chemical class 0.000 claims 14
- 125000000472 sulfonyl group Chemical group *S(*)(=O)=O 0.000 claims 7
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims 6
- 125000000051 benzyloxy group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])O* 0.000 claims 6
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 claims 6
- 125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 claims 6
- 125000006370 trihalo methyl group Chemical group 0.000 claims 6
- 208000024172 Cardiovascular disease Diseases 0.000 claims 5
- 239000008194 pharmaceutical composition Substances 0.000 claims 5
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 4
- 125000004644 alkyl sulfinyl group Chemical group 0.000 claims 3
- 201000010099 disease Diseases 0.000 claims 3
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims 3
- 125000000686 lactone group Chemical group 0.000 claims 3
- 125000006526 (C1-C2) alkyl group Chemical group 0.000 claims 2
- 206010019280 Heart failures Diseases 0.000 claims 2
- 125000004390 alkyl sulfonyl group Chemical group 0.000 claims 2
- 238000006467 substitution reaction Methods 0.000 claims 2
- 125000004890 (C1-C6) alkylamino group Chemical group 0.000 claims 1
- ACTGDUCPVYEKGC-UHFFFAOYSA-N 2,3a-dimethyl-4,7-dihydropyrazolo[4,3-c]oxazine-3,6-dione Chemical compound CN1N=C2CC(=O)ONC2(C)C1=O ACTGDUCPVYEKGC-UHFFFAOYSA-N 0.000 claims 1
- CUVZZVXROXINFQ-UHFFFAOYSA-N 2,4-dimethyl-4-[(5-methyl-2-oxo-1,3-dioxol-4-yl)methoxyamino]-5-phenylpyrazol-3-one Chemical compound CN1N=C(C(C1=O)(NOCC=1OC(OC=1C)=O)C)C1=CC=CC=C1 CUVZZVXROXINFQ-UHFFFAOYSA-N 0.000 claims 1
- AKNYPJAXXRUZHD-UHFFFAOYSA-N 2-(4-bromophenyl)-4-(hydroxyamino)-4,5-dimethylpyrazol-3-one Chemical compound BrC1=CC=C(C=C1)N1N=C(C(C1=O)(C)NO)C AKNYPJAXXRUZHD-UHFFFAOYSA-N 0.000 claims 1
- RFTFVINCNQTCCP-UHFFFAOYSA-N 2-[3-[4-(dimethylsulfamoyl)phenyl]-4-(hydroxyamino)-1-methyl-5-oxopyrazol-4-yl]acetic acid Chemical compound CN(S(=O)(=O)C1=CC=C(C=C1)C1=NN(C(C1(NO)CC(=O)O)=O)C)C RFTFVINCNQTCCP-UHFFFAOYSA-N 0.000 claims 1
- WIQSVTOCNLGUPR-UHFFFAOYSA-N 2-[3-[4-(dimethylsulfamoyl)phenyl]-4-(hydroxyamino)-4-methyl-5-oxopyrazol-1-yl]acetic acid Chemical compound CN(S(=O)(=O)C1=CC=C(C=C1)C1=NN(C(C1(C)NO)=O)CC(=O)O)C WIQSVTOCNLGUPR-UHFFFAOYSA-N 0.000 claims 1
- DPTLDVDZOKPWTQ-UHFFFAOYSA-N 2-[4-(hydroxyamino)-1,3-dimethyl-5-oxopyrazol-4-yl]acetic acid Chemical compound CN1N=C(C)C(CC(O)=O)(NO)C1=O DPTLDVDZOKPWTQ-UHFFFAOYSA-N 0.000 claims 1
- OPUPUGSUUTWNRX-UHFFFAOYSA-N 2-[4-(hydroxyamino)-1,4-dimethyl-5-oxopyrazol-3-yl]-5-methylsulfonylbenzoic acid Chemical compound CN1N=C(c2ccc(cc2C(O)=O)S(C)(=O)=O)C(C)(NO)C1=O OPUPUGSUUTWNRX-UHFFFAOYSA-N 0.000 claims 1
- XCJBLILZJUFEEB-UHFFFAOYSA-N 2-[4-(hydroxyamino)-1-methyl-3-(4-methylsulfonylphenyl)-5-oxopyrazol-4-yl]acetic acid Chemical compound ONC1(C(=NN(C1=O)C)C1=CC=C(C=C1)S(=O)(=O)C)CC(=O)O XCJBLILZJUFEEB-UHFFFAOYSA-N 0.000 claims 1
- BCWZXCRFHQAEBS-UHFFFAOYSA-N 2-[4-(hydroxyamino)-1-methyl-5-oxo-3-phenylpyrazol-4-yl]acetic acid Chemical compound ONC1(C(=NN(C1=O)C)C1=CC=CC=C1)CC(=O)O BCWZXCRFHQAEBS-UHFFFAOYSA-N 0.000 claims 1
- PYPLBNFURGQKHD-UHFFFAOYSA-N 2-[4-(hydroxyamino)-3-methyl-5-oxo-1-phenylpyrazol-4-yl]acetic acid Chemical compound ONC1(C(=NN(C1=O)C1=CC=CC=C1)C)CC(=O)O PYPLBNFURGQKHD-UHFFFAOYSA-N 0.000 claims 1
- RWYRMDYWCDXZTL-UHFFFAOYSA-N 2-[4-[4-(hydroxyamino)-1,4-dimethyl-5-oxopyrazol-3-yl]phenyl]sulfonyl-2-methylpropanoic acid Chemical compound CN1N=C(C2=CC=C(C=C2)S(=O)(=O)C(C)(C)C(O)=O)C(C)(NO)C1=O RWYRMDYWCDXZTL-UHFFFAOYSA-N 0.000 claims 1
- JKAHYGOKHUJJTR-UHFFFAOYSA-N 3a-(hydroxyamino)-2,4,5,6-tetrahydrocyclopenta[c]pyrazol-3-one Chemical compound ONC12C(=NNC1=O)CCC2 JKAHYGOKHUJJTR-UHFFFAOYSA-N 0.000 claims 1
- RHUWPZPIMMFVOQ-UHFFFAOYSA-N 3a-(hydroxyamino)-2,4,5,7-tetrahydropyrano[3,4-c]pyrazol-3-one Chemical compound ONC12C(=NNC1=O)COCC2 RHUWPZPIMMFVOQ-UHFFFAOYSA-N 0.000 claims 1
- AKLSJNIFJSVDLM-UHFFFAOYSA-N 3a-(hydroxyamino)-2,4,6,7-tetrahydrothiopyrano[4,3-c]pyrazol-3-one Chemical compound ONC12C(=NNC1=O)CCSC2 AKLSJNIFJSVDLM-UHFFFAOYSA-N 0.000 claims 1
- ZIHFBFFUCABXOC-UHFFFAOYSA-N 3a-(hydroxyamino)-4,5,6,7-tetrahydro-2H-pyrazolo[3,4-c]pyridin-3-one Chemical compound ONC12C(CNCC1)=NNC2=O ZIHFBFFUCABXOC-UHFFFAOYSA-N 0.000 claims 1
- HWWKUEGAMORZTF-UHFFFAOYSA-N 3a-(hydroxyamino)-5,5-dioxo-2,4,6,7-tetrahydrothiopyrano[4,3-c]pyrazol-3-one Chemical compound ONC12CS(=O)(=O)CCC1=NNC2=O HWWKUEGAMORZTF-UHFFFAOYSA-N 0.000 claims 1
- LMXKOLXLHRCWHN-UHFFFAOYSA-N 3a-(hydroxyamino)-5,5-dioxo-4,6-dihydro-2H-thieno[3,4-c]pyrazol-3-one Chemical compound ONC12CS(=O)(=O)CC1=NNC2=O LMXKOLXLHRCWHN-UHFFFAOYSA-N 0.000 claims 1
- XBIQCWBMYGJVRZ-UHFFFAOYSA-N 3a-[(5-methyl-2-oxo-1,3-dioxol-4-yl)methoxyamino]-3-(4-methylsulfonylphenyl)-4,5-dihydropyrano[2,3-c]pyrazol-6-one Chemical compound CC1=C(CONC23CCC(=O)OC2=NN=C3C2=CC=C(C=C2)S(C)(=O)=O)OC(=O)O1 XBIQCWBMYGJVRZ-UHFFFAOYSA-N 0.000 claims 1
- PNXQBIUBFXGSGH-UHFFFAOYSA-N 3a-[(5-methyl-2-oxo-1,3-dioxol-4-yl)methoxyamino]-3-(4-methylsulfonylphenyl)-4H-furo[2,3-c]pyrazol-5-one Chemical compound CC1=C(CONC23CC(=O)OC2=NN=C3C2=CC=C(C=C2)S(C)(=O)=O)OC(=O)O1 PNXQBIUBFXGSGH-UHFFFAOYSA-N 0.000 claims 1
- ZHQRZTUXKMMBSY-UHFFFAOYSA-N 3a-[(5-methyl-2-oxo-1,3-dioxol-4-yl)methoxyamino]-3-phenyl-4,5-dihydropyrano[2,3-c]pyrazol-6-one Chemical compound CC1=C(CONC23CCC(=O)OC2=NN=C3C2=CC=CC=C2)OC(=O)O1 ZHQRZTUXKMMBSY-UHFFFAOYSA-N 0.000 claims 1
- IYPXPBNSJNNMGN-UHFFFAOYSA-N 3a-[(5-methyl-2-oxo-1,3-dioxol-4-yl)methoxyamino]-3-phenyl-4H-furo[2,3-c]pyrazol-5-one Chemical compound Cc1oc(=O)oc1CONC12CC(=O)OC1=NN=C2c1ccccc1 IYPXPBNSJNNMGN-UHFFFAOYSA-N 0.000 claims 1
- FMSCYQKKSMJIHW-UHFFFAOYSA-N 4-(hydroxyamino)-2,4-dimethyl-5-propan-2-ylpyrazol-3-one Chemical compound CC(C)C1=NN(C)C(=O)C1(C)NO FMSCYQKKSMJIHW-UHFFFAOYSA-N 0.000 claims 1
- JZEDPJIGMCZNGU-UHFFFAOYSA-N 4-(hydroxyamino)-2-methyl-5-phenyl-4-propan-2-ylpyrazol-3-one Chemical compound ONC1(C(=NN(C1=O)C)C1=CC=CC=C1)C(C)C JZEDPJIGMCZNGU-UHFFFAOYSA-N 0.000 claims 1
- JSPFZRXVLZSHIB-UHFFFAOYSA-N 4-(hydroxyamino)-3-phenyl-4-propan-2-yl-1H-pyrazol-5-one Chemical compound ONC1(C(=NNC1=O)C1=CC=CC=C1)C(C)C JSPFZRXVLZSHIB-UHFFFAOYSA-N 0.000 claims 1
- WVWVJKXNHMUWSZ-UHFFFAOYSA-N 4-(hydroxyamino)-4-(2-hydroxyethyl)-2,5-dimethylpyrazol-3-one Chemical compound CN1N=C(C)C(CCO)(NO)C1=O WVWVJKXNHMUWSZ-UHFFFAOYSA-N 0.000 claims 1
- KWLQKHNFCUCCHY-UHFFFAOYSA-N 4-(hydroxyamino)-4-(2-hydroxyethyl)-3-methyl-1H-pyrazol-5-one Chemical compound ONC1(C(=NNC1=O)C)CCO KWLQKHNFCUCCHY-UHFFFAOYSA-N 0.000 claims 1
- JMDONWCKIFTEHE-UHFFFAOYSA-N 4-(hydroxyamino)-4-methyl-3-pyridin-3-yl-1H-pyrazol-5-one Chemical compound ONC1(C(=NNC1=O)C=1C=NC=CC=1)C JMDONWCKIFTEHE-UHFFFAOYSA-N 0.000 claims 1
- RAEZHZRVCOTPPA-UHFFFAOYSA-N 4-(hydroxyamino)-4-methyl-5-(4-methylsulfonylphenyl)-2-(oxan-4-ylmethyl)pyrazol-3-one Chemical compound ONC1(C(=NN(C1=O)CC1CCOCC1)C1=CC=C(C=C1)S(=O)(=O)C)C RAEZHZRVCOTPPA-UHFFFAOYSA-N 0.000 claims 1
- BZPHSTSZEUISED-UHFFFAOYSA-N 4-(hydroxyamino)-4-methyl-5-(4-methylsulfonylphenyl)-2-piperidin-4-ylpyrazol-3-one Chemical compound ONC1(C(=NN(C1=O)C1CCNCC1)C1=CC=C(C=C1)S(=O)(=O)C)C BZPHSTSZEUISED-UHFFFAOYSA-N 0.000 claims 1
- QROUIBLKTDCUOX-UHFFFAOYSA-N 4-[4-(hydroxyamino)-1,4-dimethyl-5-oxopyrazol-3-yl]-N-methylbenzenesulfonamide Chemical compound CNS(=O)(=O)C1=CC=C(C=C1)C1=NN(C)C(=O)C1(C)NO QROUIBLKTDCUOX-UHFFFAOYSA-N 0.000 claims 1
- MMFXQZQVWUCXQZ-UHFFFAOYSA-N 4-[4-(hydroxyamino)-4-methyl-5-oxo-1H-pyrazol-3-yl]-N-methylbenzenesulfonamide Chemical compound ONC1(C(=NNC1=O)C1=CC=C(C=C1)S(=O)(=O)NC)C MMFXQZQVWUCXQZ-UHFFFAOYSA-N 0.000 claims 1
- JFVCSTMYRBJSDG-UHFFFAOYSA-N 5-benzyl-4-(hydroxyamino)-2,4-dimethylpyrazol-3-one Chemical compound CN1N=C(CC2=CC=CC=C2)C(C)(NO)C1=O JFVCSTMYRBJSDG-UHFFFAOYSA-N 0.000 claims 1
- UNQVFGLLVAXIEX-UHFFFAOYSA-N 7-methyl-8-(4-methylsulfonylphenyl)-5-oxa-1,6,9-triazabicyclo[5.2.1]dec-8-ene-4,10-dione Chemical compound CC12NOC(=O)CCN(N=C1c1ccc(cc1)S(C)(=O)=O)C2=O UNQVFGLLVAXIEX-UHFFFAOYSA-N 0.000 claims 1
- XHVPQCFDRDYBHF-UHFFFAOYSA-N 8-methyl-6-phenyl-2-oxa-1,7,8-triazaspiro[4.4]non-6-ene-3,9-dione Chemical compound CN1N=C(C2=CC=CC=C2)C2(CC(=O)ON2)C1=O XHVPQCFDRDYBHF-UHFFFAOYSA-N 0.000 claims 1
- 125000000041 C6-C10 aryl group Chemical group 0.000 claims 1
- 206010007556 Cardiac failure acute Diseases 0.000 claims 1
- 206010063837 Reperfusion injury Diseases 0.000 claims 1
- 239000000654 additive Substances 0.000 claims 1
- 230000000996 additive effect Effects 0.000 claims 1
- 125000003545 alkoxy group Chemical group 0.000 claims 1
- 150000001408 amides Chemical class 0.000 claims 1
- 125000004093 cyano group Chemical group *C#N 0.000 claims 1
- 125000001188 haloalkyl group Chemical group 0.000 claims 1
- 125000004440 haloalkylsulfinyl group Chemical group 0.000 claims 1
- 125000005349 heteroarylcycloalkyl group Chemical group 0.000 claims 1
- 208000028867 ischemia Diseases 0.000 claims 1
- 125000004170 methylsulfonyl group Chemical group [H]C([H])([H])S(*)(=O)=O 0.000 claims 1
- ODUCDPQEXGNKDN-UHFFFAOYSA-N nitroxyl Chemical compound O=N ODUCDPQEXGNKDN-UHFFFAOYSA-N 0.000 claims 1
- 125000003386 piperidinyl group Chemical group 0.000 claims 1
- 230000002265 prevention Effects 0.000 claims 1
- 208000002815 pulmonary hypertension Diseases 0.000 claims 1
- 238000002560 therapeutic procedure Methods 0.000 claims 1
- 125000003396 thiol group Chemical group [H]S* 0.000 claims 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201562243296P | 2015-10-19 | 2015-10-19 | |
| US62/243,296 | 2015-10-19 | ||
| PCT/US2016/057475 WO2017070081A1 (en) | 2015-10-19 | 2016-10-18 | Pyrazolone derivatives as nitroxyl donors |
Publications (4)
| Publication Number | Publication Date |
|---|---|
| JP2018531264A JP2018531264A (ja) | 2018-10-25 |
| JP2018531264A6 JP2018531264A6 (ja) | 2018-12-13 |
| JP2018531264A5 true JP2018531264A5 (enExample) | 2019-11-28 |
| JP6889704B2 JP6889704B2 (ja) | 2021-06-18 |
Family
ID=57209923
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2018519916A Active JP6889704B2 (ja) | 2015-10-19 | 2016-10-18 | ニトロキシルドナーとしてのピラゾロン誘導体 |
Country Status (6)
| Country | Link |
|---|---|
| US (1) | US10723704B2 (enExample) |
| EP (1) | EP3365328A1 (enExample) |
| JP (1) | JP6889704B2 (enExample) |
| KR (1) | KR20180063326A (enExample) |
| CN (1) | CN108473439B (enExample) |
| WO (1) | WO2017070081A1 (enExample) |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR20180070672A (ko) | 2015-10-19 | 2018-06-26 | 카르디옥실 파마슈티칼스 인코포레이티드 | 니트록실 공여자로서의 n-히드록실술폰아미드 유도체 |
| EP3490975B1 (en) | 2016-07-28 | 2021-05-05 | The Johns Hopkins University | O-substituted hydroxamic acids |
| WO2018128999A1 (en) | 2017-01-03 | 2018-07-12 | Cardioxyl Pharmaceuticals, Inc. | Method of administering nitroxyl donating compounds |
| CN109293579A (zh) * | 2018-09-20 | 2019-02-01 | 浙江工业大学 | 偕二氟亚甲基串联的芳基-杂环化合物的合成方法 |
Family Cites Families (21)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20040038947A1 (en) | 2002-06-14 | 2004-02-26 | The Gov. Of The U.S. Of America As Represented By The Sec. Of The Dept. Of Health & Human Services | Method of treating ischemia/reperfusion injury with nitroxyl donors |
| US6936639B2 (en) | 2002-08-21 | 2005-08-30 | The United States Of America As Represented By The Secretary Of The Department Of Health And Human Services | Nitroxyl progenitors in the treatment of heart failure |
| WO2005074598A2 (en) | 2004-01-30 | 2005-08-18 | Johns Hopkins University | Nitroxyl progenitor compounds and methods of use |
| US20090298795A1 (en) | 2005-06-23 | 2009-12-03 | The Johns Hopins University | Thiol-Sensitive Positive Inotropes |
| US8030356B2 (en) * | 2006-03-17 | 2011-10-04 | Cardioxyl Pharmaceuticals, Inc. | N-hydroxylsulfonamide derivatives as new physiologically useful nitroxyl donors |
| US7696373B2 (en) | 2006-04-13 | 2010-04-13 | Wake Forest University Health Sciences | C-nitroso-derived nitroxyl donors |
| CN104119310B (zh) | 2007-09-26 | 2017-04-12 | 约翰斯霍普金斯大学 | 作为新的在生理学上可用于硝酰基供体的n‑羟基磺酰胺衍生物及包含其的医药组合物 |
| EP3067352A3 (en) | 2008-05-07 | 2016-10-19 | Cardioxyl Pharmaceuticals Inc. | Novel nitroso compounds as nitroxyl donors and methods of use thereof |
| US20110160200A1 (en) | 2009-11-23 | 2011-06-30 | Cardioxyl Pharmaceuticals, Inc. | Nitroxyl Progenitors for the Treatment of Pulmonary Hypertension |
| AU2010328234B2 (en) | 2009-12-07 | 2016-05-12 | Cardioxyl Pharmaceuticals, Inc. | N-acyloxysulfonamide and N-hydroxy-N-acylsulfonamide derivatives |
| CN105130855B (zh) | 2009-12-07 | 2018-05-25 | 约翰斯霍普金斯大学 | 二酰基化的羟基胺衍生物及其用途 |
| JP6177246B2 (ja) | 2011-10-17 | 2017-08-09 | ザ・ジョンズ・ホプキンス・ユニバーシティ | ヒドロキシルアミンで置換された、ｈｎｏ供与体としてのメルドラム酸、バルビツール酸、及びピラゾロンの誘導体 |
| US20130101486A1 (en) * | 2011-10-19 | 2013-04-25 | Alstom Technology Ltd. | On-line monitoring and controlling of sulfur compounds in power generation facilities for carbon dioxide capture processes and articles comprising the same |
| JP6306602B2 (ja) | 2012-11-01 | 2018-04-04 | ザ ジョンズ ホプキンス ユニバーシティ | 分子内環化−脱離による制御されたｈｎｏ放出 |
| SG10201802862WA (en) | 2013-01-18 | 2018-05-30 | Cardioxyl Pharmaceuticals Inc | Pharmaceutical compositions comprising nitroxyl donors |
| ES2734060T3 (es) | 2014-01-17 | 2019-12-04 | Cardioxyl Pharmaceuticals Inc | Donadores de nitroxilo de N-hidroximetanosulfonamida |
| EP3148972B1 (en) * | 2014-05-27 | 2019-08-21 | Cardioxyl Pharmaceuticals, Inc. | Pyrazolone derivatives as nitroxyl donors |
| WO2015183838A1 (en) | 2014-05-27 | 2015-12-03 | The Johns Hopkins University | N-hydroxylamino-barbituric acid derivatives as nitroxyl donors |
| US10583141B2 (en) | 2015-06-26 | 2020-03-10 | The Johns Hopkins University | N-substituted hydroxamic acids with carbon-based leaving groups as efficient HNO donors and uses thereof |
| KR20180070672A (ko) | 2015-10-19 | 2018-06-26 | 카르디옥실 파마슈티칼스 인코포레이티드 | 니트록실 공여자로서의 n-히드록실술폰아미드 유도체 |
| EP3490975B1 (en) | 2016-07-28 | 2021-05-05 | The Johns Hopkins University | O-substituted hydroxamic acids |
-
2016
- 2016-10-18 US US15/769,160 patent/US10723704B2/en active Active
- 2016-10-18 WO PCT/US2016/057475 patent/WO2017070081A1/en not_active Ceased
- 2016-10-18 KR KR1020187014121A patent/KR20180063326A/ko active Pending
- 2016-10-18 CN CN201680072249.0A patent/CN108473439B/zh not_active Expired - Fee Related
- 2016-10-18 EP EP16788365.1A patent/EP3365328A1/en not_active Withdrawn
- 2016-10-18 JP JP2018519916A patent/JP6889704B2/ja active Active
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