AU2015292833B2 - Heterocyclic carboxylic acids as activators of soluble guanylate cyclase - Google Patents

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Publication number

AU2015292833B2

AU2015292833B2 AU2015292833A AU2015292833A AU2015292833B2 AU 2015292833 B2 AU2015292833 B2 AU 2015292833B2 AU 2015292833 A AU2015292833 A AU 2015292833A AU 2015292833 A AU2015292833 A AU 2015292833A AU 2015292833 B2 AU2015292833 B2 AU 2015292833B2

Authority

AU

Australia

Prior art keywords

mmol

mixture

under reduced

reduced pressure

solution

Prior art date

2014-07-22

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.)

Ceased

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• 102000007637 Soluble Guanylyl Cyclase Human genes 0.000 title description 82
• 108010007205 Soluble Guanylyl Cyclase Proteins 0.000 title description 82
• -1 Heterocyclic carboxylic acids Chemical class 0.000 title description 46
• 239000012190 activator Substances 0.000 title description 27
• 150000001875 compounds Chemical class 0.000 claims abstract description 235
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• 238000000034 method Methods 0.000 claims description 61
• 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims description 57
• 208000035475 disorder Diseases 0.000 claims description 31
• 230000004913 activation Effects 0.000 claims description 28
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• 125000000623 heterocyclic group Chemical group 0.000 claims description 23
• 238000011282 treatment Methods 0.000 claims description 22
• 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims description 20
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• 229910052757 nitrogen Inorganic materials 0.000 claims description 19
• 125000003718 tetrahydrofuranyl group Chemical group 0.000 claims description 18
• 125000001412 tetrahydropyranyl group Chemical group 0.000 claims description 18
• 125000003566 oxetanyl group Chemical group 0.000 claims description 17
• 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 16
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• 235000019253 formic acid Nutrition 0.000 description 21
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• OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 description 19
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• ZOOGRGPOEVQQDX-KHLHZJAASA-N cyclic guanosine monophosphate Chemical compound C([C@H]1O2)O[P@](O)(=O)O[C@@H]1[C@H](O)[C@H]2N1C(N=C(NC2=O)N)=C2N=C1 ZOOGRGPOEVQQDX-KHLHZJAASA-N 0.000 description 13
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• UHVMMEOXYDMDKI-JKYCWFKZSA-L zinc;1-(5-cyanopyridin-2-yl)-3-[(1s,2s)-2-(6-fluoro-2-hydroxy-3-propanoylphenyl)cyclopropyl]urea;diacetate Chemical compound [Zn+2].CC([O-])=O.CC([O-])=O.CCC(=O)C1=CC=C(F)C([C@H]2[C@H](C2)NC(=O)NC=2N=CC(=CC=2)C#N)=C1O UHVMMEOXYDMDKI-JKYCWFKZSA-L 0.000 description 1