JP2017513825A5 - - Google Patents
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- Publication number
- JP2017513825A5 JP2017513825A5 JP2016559356A JP2016559356A JP2017513825A5 JP 2017513825 A5 JP2017513825 A5 JP 2017513825A5 JP 2016559356 A JP2016559356 A JP 2016559356A JP 2016559356 A JP2016559356 A JP 2016559356A JP 2017513825 A5 JP2017513825 A5 JP 2017513825A5
- Authority
- JP
- Japan
- Prior art keywords
- alkyl
- imidazo
- tert
- butyl
- pyrazol
- 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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- 125000000217 alkyl group Chemical group 0.000 claims 37
- -1 Ethyl benzothiazole-3-carboxylate 7- [4-({[3-tert-Butyl-1- (3-chloro-4-methoxyphenyl) -1H-pyrazol-5-yl] carbamoyl} amino) phenoxy] imidazo [2,1-b] [ 1,3] benzothiazole-3-carboxylic acid Chemical compound 0.000 claims 33
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims 27
- 229910052736 halogen Inorganic materials 0.000 claims 20
- 229910052739 hydrogen Inorganic materials 0.000 claims 19
- 239000001257 hydrogen Substances 0.000 claims 17
- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 claims 17
- 125000003118 aryl group Chemical group 0.000 claims 10
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 10
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 9
- 125000004435 hydrogen atom Chemical class [H]* 0.000 claims 9
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 8
- 150000002367 halogens Chemical class 0.000 claims 8
- 125000001072 heteroaryl group Chemical group 0.000 claims 8
- 125000000623 heterocyclic group Chemical group 0.000 claims 8
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 8
- 229910052757 nitrogen Inorganic materials 0.000 claims 7
- 150000001875 compounds Chemical class 0.000 claims 6
- IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Substances N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims 6
- YDSIWJMQLZGKPN-UHFFFAOYSA-N ethyl 2h-1,3-benzothiazole-3-carboxylate Chemical compound C1=CC=C2N(C(=O)OCC)CSC2=C1 YDSIWJMQLZGKPN-UHFFFAOYSA-N 0.000 claims 5
- 229910052760 oxygen Inorganic materials 0.000 claims 5
- 125000001424 substituent group Chemical group 0.000 claims 5
- 230000000172 allergic effect Effects 0.000 claims 4
- 208000028004 allergic respiratory disease Diseases 0.000 claims 4
- 208000010668 atopic eczema Diseases 0.000 claims 4
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 4
- 229910052717 sulfur Inorganic materials 0.000 claims 4
- 125000003396 thiol group Chemical group [H]S* 0.000 claims 4
- 150000001204 N-oxides Chemical class 0.000 claims 3
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 claims 3
- 125000002877 alkyl aryl group Chemical group 0.000 claims 3
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims 3
- 239000004202 carbamide Substances 0.000 claims 3
- 239000008194 pharmaceutical composition Substances 0.000 claims 3
- 208000006545 Chronic Obstructive Pulmonary Disease Diseases 0.000 claims 2
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Natural products CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 claims 2
- 208000006673 asthma Diseases 0.000 claims 2
- 125000002618 bicyclic heterocycle group Chemical group 0.000 claims 2
- 125000002837 carbocyclic group Chemical group 0.000 claims 2
- WYJQOQQNCRXMMR-UHFFFAOYSA-N imidazo[2,1-b][1,3]benzothiazole-1-carboxylic acid Chemical compound C1=CC=C2N3C(C(=O)O)=CN=C3SC2=C1 WYJQOQQNCRXMMR-UHFFFAOYSA-N 0.000 claims 2
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 claims 2
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims 2
- 150000003839 salts Chemical class 0.000 claims 2
- 125000006273 (C1-C3) alkyl group Chemical group 0.000 claims 1
- LMNTYLGPYHWPQZ-UHFFFAOYSA-N 1-[5-tert-butyl-2-(3-chloro-4-hydroxyphenyl)pyrazol-3-yl]-3-[[2-[1-(chloromethyl)imidazo[2,1-b][1,3]benzothiazol-6-yl]oxyphenyl]methyl]urea Chemical compound C(C)(C)(C)C1=NN(C(=C1)NC(=O)NCC1=C(C=CC=C1)OC1=CC2=C(N3C(S2)=NC=C3CCl)C=C1)C1=CC(=C(C=C1)O)Cl LMNTYLGPYHWPQZ-UHFFFAOYSA-N 0.000 claims 1
- SXXRLLAFGUNUBO-UHFFFAOYSA-N 1-[5-tert-butyl-2-(3-chloro-4-hydroxyphenyl)pyrazol-3-yl]-3-[[2-[1-(ethoxymethyl)imidazo[2,1-b][1,3]benzothiazol-6-yl]oxyphenyl]methyl]urea Chemical compound C(C)(C)(C)C1=NN(C(=C1)NC(=O)NCC1=C(C=CC=C1)OC1=CC2=C(N3C(S2)=NC=C3COCC)C=C1)C1=CC(=C(C=C1)O)Cl SXXRLLAFGUNUBO-UHFFFAOYSA-N 0.000 claims 1
- QYNYSHWHMXPHDL-UHFFFAOYSA-N 1-[5-tert-butyl-2-(3-chloro-4-hydroxyphenyl)pyrazol-3-yl]-3-[[2-[1-(morpholin-4-ylmethyl)imidazo[2,1-b][1,3]benzothiazol-6-yl]oxyphenyl]methyl]urea dihydrochloride Chemical compound C(C)(C)(C)C1=NN(C(=C1)NC(=O)NCC1=C(C=CC=C1)OC1=CC2=C(N3C(S2)=NC=C3CN3CCOCC3)C=C1)C1=CC(=C(C=C1)O)Cl.Cl.Cl QYNYSHWHMXPHDL-UHFFFAOYSA-N 0.000 claims 1
- PMKYTALTESZTCY-UHFFFAOYSA-N 1-[5-tert-butyl-2-(3-chloro-4-hydroxyphenyl)pyrazol-3-yl]-3-[[2-[1-(thiomorpholin-4-ylmethyl)imidazo[2,1-b][1,3]benzothiazol-6-yl]oxyphenyl]methyl]urea Chemical compound C(C)(C)(C)C1=NN(C(=C1)NC(=O)NCC1=C(C=CC=C1)OC1=CC2=C(N3C(S2)=NC=C3CN2CCSCC2)C=C1)C1=CC(=C(C=C1)O)Cl PMKYTALTESZTCY-UHFFFAOYSA-N 0.000 claims 1
- DHMKOBRWQFRCQY-UHFFFAOYSA-N 1-[5-tert-butyl-2-(3-chloro-4-hydroxyphenyl)pyrazol-3-yl]-3-[[2-[1-[[2-hydroxyethyl(methyl)amino]methyl]imidazo[2,1-b][1,3]benzothiazol-6-yl]oxyphenyl]methyl]urea Chemical compound CN(CCO)CC1=CN=C2SC3=CC(OC4=C(CNC(=O)NC5=CC(=NN5C5=CC(Cl)=C(O)C=C5)C(C)(C)C)C=CC=C4)=CC=C3N12 DHMKOBRWQFRCQY-UHFFFAOYSA-N 0.000 claims 1
- KNAHRMSRVROPNU-UHFFFAOYSA-N 1-[5-tert-butyl-2-(4-hydroxyphenyl)pyrazol-3-yl]-3-[[2-[1-(hydroxymethyl)imidazo[2,1-b][1,3]benzothiazol-6-yl]oxyphenyl]methyl]urea Chemical compound C(C)(C)(C)C1=NN(C(=C1)NC(=O)NCC1=C(C=CC=C1)OC1=CC2=C(N3C(S2)=NC=C3CO)C=C1)C1=CC=C(C=C1)O KNAHRMSRVROPNU-UHFFFAOYSA-N 0.000 claims 1
- CQVKMVQRSNNAGO-UHFFFAOYSA-N 2-[4-formyl-3-methyl-n-(2-methylsulfonyloxyethyl)anilino]ethyl methanesulfonate Chemical compound CC1=CC(N(CCOS(C)(=O)=O)CCOS(C)(=O)=O)=CC=C1C=O CQVKMVQRSNNAGO-UHFFFAOYSA-N 0.000 claims 1
- ZYMHCFYHVYGFMS-UHFFFAOYSA-N 5-methyl-1,3-oxazole Chemical compound CC1=CN=CO1 ZYMHCFYHVYGFMS-UHFFFAOYSA-N 0.000 claims 1
- ZFBFBFKNPKBNBE-UHFFFAOYSA-N 6-[2-[[[5-tert-butyl-2-(3-chloro-4-hydroxyphenyl)pyrazol-3-yl]carbamoylamino]methyl]phenoxy]-N-(2-hydroxyethyl)-N-methylimidazo[2,1-b][1,3]benzothiazole-1-carboxamide Chemical compound C(C)(C)(C)C1=NN(C(=C1)NC(=O)NCC1=C(OC2=CC3=C(N4C(S3)=NC=C4C(=O)N(C)CCO)C=C2)C=CC=C1)C1=CC(=C(C=C1)O)Cl ZFBFBFKNPKBNBE-UHFFFAOYSA-N 0.000 claims 1
- KJQBPGDWBIYEBT-UHFFFAOYSA-N C(C)(C)(C)C1=NN(C(=C1)NC(=O)NC1=CC=C(C=C1)OC1=CC2=C(N3C(S2)=NC=C3CO)C=C1)C1=CC=C(C=C1)OC Chemical compound C(C)(C)(C)C1=NN(C(=C1)NC(=O)NC1=CC=C(C=C1)OC1=CC2=C(N3C(S2)=NC=C3CO)C=C1)C1=CC=C(C=C1)OC KJQBPGDWBIYEBT-UHFFFAOYSA-N 0.000 claims 1
- PVHYQIUDYPJQGV-UHFFFAOYSA-N C(C)(C)(C)C1=NN(C(=C1)NC(=O)NC1=CC=C(C=C1)SC1=CC2=C(N3C(S2)=NC=C3C(=O)O)C=C1)C1=CC=C(C=C1)O Chemical compound C(C)(C)(C)C1=NN(C(=C1)NC(=O)NC1=CC=C(C=C1)SC1=CC2=C(N3C(S2)=NC=C3C(=O)O)C=C1)C1=CC=C(C=C1)O PVHYQIUDYPJQGV-UHFFFAOYSA-N 0.000 claims 1
- LWFDHAPJWFIMIO-UHFFFAOYSA-N C(C)(C)(C)C1=NN(C(=C1)NC(=O)NC1=CC=C(C=C1)SC1=CC2=C(N3C(S2)=NC=C3C(=O)O)C=C1)C1=CC=C(C=C1)OC Chemical compound C(C)(C)(C)C1=NN(C(=C1)NC(=O)NC1=CC=C(C=C1)SC1=CC2=C(N3C(S2)=NC=C3C(=O)O)C=C1)C1=CC=C(C=C1)OC LWFDHAPJWFIMIO-UHFFFAOYSA-N 0.000 claims 1
- IXAKIDLUBIPKDH-UHFFFAOYSA-N C(C)(C)(C)C1=NN(C(=C1)NC(=O)NC1=CC=C(OC2=CC3=C(N4C(S3)=NC=C4C(=O)O)C=C2)C=C1)C1=CC(=C(C=C1)O)Cl Chemical compound C(C)(C)(C)C1=NN(C(=C1)NC(=O)NC1=CC=C(OC2=CC3=C(N4C(S3)=NC=C4C(=O)O)C=C2)C=C1)C1=CC(=C(C=C1)O)Cl IXAKIDLUBIPKDH-UHFFFAOYSA-N 0.000 claims 1
- XCYPJYLBEHZLRG-UHFFFAOYSA-N C(C)(C)(C)C1=NN(C(=C1)NC(=O)NCC1=C(C=CC=C1)OC1=CC2=C(N3C(S2)=NC(=C3COC)C)C=C1)C1=CC(=C(C=C1)O)Cl Chemical compound C(C)(C)(C)C1=NN(C(=C1)NC(=O)NCC1=C(C=CC=C1)OC1=CC2=C(N3C(S2)=NC(=C3COC)C)C=C1)C1=CC(=C(C=C1)O)Cl XCYPJYLBEHZLRG-UHFFFAOYSA-N 0.000 claims 1
- AJMQREPDPIQGSM-UHFFFAOYSA-N C(C)(C)(C)C1=NN(C(=C1)NC(=O)NCC1=C(C=CC=C1)OC1=CC2=C(N3C(S2)=NC=C3C(=O)N3CCOCC3)C=C1)C1=CC(=C(C=C1)O)Cl Chemical compound C(C)(C)(C)C1=NN(C(=C1)NC(=O)NCC1=C(C=CC=C1)OC1=CC2=C(N3C(S2)=NC=C3C(=O)N3CCOCC3)C=C1)C1=CC(=C(C=C1)O)Cl AJMQREPDPIQGSM-UHFFFAOYSA-N 0.000 claims 1
- JAORDPHDFCRJHV-UHFFFAOYSA-N C(C)(C)(C)C1=NN(C(=C1)NC(=O)NCC1=C(C=CC=C1)OC1=CC2=C(N3C(S2)=NC=C3CN3CCOCC3)C=C1)C1=CC(=C(C=C1)O)Cl Chemical compound C(C)(C)(C)C1=NN(C(=C1)NC(=O)NCC1=C(C=CC=C1)OC1=CC2=C(N3C(S2)=NC=C3CN3CCOCC3)C=C1)C1=CC(=C(C=C1)O)Cl JAORDPHDFCRJHV-UHFFFAOYSA-N 0.000 claims 1
- MQDDWGKBIARROB-UHFFFAOYSA-N C(C)(C)(C)C1=NN(C(=C1)NC(=O)NCC1=C(C=CC=C1)OC1=CC2=C(N3C(S2)=NC=C3COCC2CC2)C=C1)C1=CC(=C(C=C1)O)Cl Chemical compound C(C)(C)(C)C1=NN(C(=C1)NC(=O)NCC1=C(C=CC=C1)OC1=CC2=C(N3C(S2)=NC=C3COCC2CC2)C=C1)C1=CC(=C(C=C1)O)Cl MQDDWGKBIARROB-UHFFFAOYSA-N 0.000 claims 1
- KHXIAIOLOJFQKV-UHFFFAOYSA-N C(C)(C)(C)C1=NN(C(=C1)NC(=O)NCC1=C(C=CC=C1)OC1=CC2=C(N3C(S2)=NC=C3CSCCO)C=C1)C1=CC(=C(C=C1)O)Cl Chemical compound C(C)(C)(C)C1=NN(C(=C1)NC(=O)NCC1=C(C=CC=C1)OC1=CC2=C(N3C(S2)=NC=C3CSCCO)C=C1)C1=CC(=C(C=C1)O)Cl KHXIAIOLOJFQKV-UHFFFAOYSA-N 0.000 claims 1
- YDUMNFRWCTXYIB-UHFFFAOYSA-N C(C)(C)(C)C1=NN(C(=C1)NC(=O)NCC1=C(OC2=CC3=C(N4C(S3)=NC=C4C(=O)O)C=C2)C=CC=C1)C1=CC(=C(C=C1)O)Cl Chemical compound C(C)(C)(C)C1=NN(C(=C1)NC(=O)NCC1=C(OC2=CC3=C(N4C(S3)=NC=C4C(=O)O)C=C2)C=CC=C1)C1=CC(=C(C=C1)O)Cl YDUMNFRWCTXYIB-UHFFFAOYSA-N 0.000 claims 1
- ACRFBYHUABJSRT-UHFFFAOYSA-N CC(C)(C)C1=NN(C(NC(=O)NCC2=C(SC3=CC=C4N5C(SC4=C3)=NC=C5C(O)=O)C=CC=C2)=C1)C1=CC(Cl)=C(O)C=C1 Chemical compound CC(C)(C)C1=NN(C(NC(=O)NCC2=C(SC3=CC=C4N5C(SC4=C3)=NC=C5C(O)=O)C=CC=C2)=C1)C1=CC(Cl)=C(O)C=C1 ACRFBYHUABJSRT-UHFFFAOYSA-N 0.000 claims 1
- RWXIJHVQDKYNCA-UHFFFAOYSA-N CC1=C(CO)N2C(SC3=CC(OC4=C(CNC(=O)NC5=CC(=NN5C5=CC=CC=C5)C(C)(C)C)C=CC=C4)=CC=C23)=N1 Chemical compound CC1=C(CO)N2C(SC3=CC(OC4=C(CNC(=O)NC5=CC(=NN5C5=CC=CC=C5)C(C)(C)C)C=CC=C4)=CC=C23)=N1 RWXIJHVQDKYNCA-UHFFFAOYSA-N 0.000 claims 1
- GQTBVKSQBPPYKV-UHFFFAOYSA-N CCS(=O)(=O)N(C)C1=C(OC)C(NC(=O)NCC2=C(OC3=CC=C4N5C(CN6CCOCC6)=CN=C5SC4=C3)C=CC=C2)=CC(=C1)C(C)(C)C Chemical compound CCS(=O)(=O)N(C)C1=C(OC)C(NC(=O)NCC2=C(OC3=CC=C4N5C(CN6CCOCC6)=CN=C5SC4=C3)C=CC=C2)=CC(=C1)C(C)(C)C GQTBVKSQBPPYKV-UHFFFAOYSA-N 0.000 claims 1
- KFPAFPAOEIEVOB-UHFFFAOYSA-N CCS(=O)(=O)NC1=C(OC)C(NC(=O)NCC2=C(OC3=CC=C4N5C(CN6CCOCC6)=CN=C5SC4=C3)C=CC=C2)=CC(=C1)C(C)(C)C Chemical compound CCS(=O)(=O)NC1=C(OC)C(NC(=O)NCC2=C(OC3=CC=C4N5C(CN6CCOCC6)=CN=C5SC4=C3)C=CC=C2)=CC(=C1)C(C)(C)C KFPAFPAOEIEVOB-UHFFFAOYSA-N 0.000 claims 1
- GHGBEKDCEIBLIG-UHFFFAOYSA-N COC1=C(C=C(C=C1NC(=O)NCC1=C(OC2=CC=C3N4C(CN5CCOCC5)=CN=C4SC3=C2)C=CC=C1)C(C)(C)C)N(C)S(C)(=O)=O Chemical compound COC1=C(C=C(C=C1NC(=O)NCC1=C(OC2=CC=C3N4C(CN5CCOCC5)=CN=C4SC3=C2)C=CC=C1)C(C)(C)C)N(C)S(C)(=O)=O GHGBEKDCEIBLIG-UHFFFAOYSA-N 0.000 claims 1
- VQEUOGXRVDUBLN-UHFFFAOYSA-N COCC1=C(C)N=C2SC3=CC(OC4=C(CNC(=O)NC5=CC(=C(Cl)C=C5)C(F)(F)F)C=CC=C4)=CC=C3N12 Chemical compound COCC1=C(C)N=C2SC3=CC(OC4=C(CNC(=O)NC5=CC(=C(Cl)C=C5)C(F)(F)F)C=CC=C4)=CC=C3N12 VQEUOGXRVDUBLN-UHFFFAOYSA-N 0.000 claims 1
- LICJGDZUVOYUDO-UHFFFAOYSA-N COCC1=C(C)N=C2SC3=CC(OC4=C(CNC(=O)NC5=CC(=NO5)C(C)(C)C)C=CC=C4)=CC=C3N12 Chemical compound COCC1=C(C)N=C2SC3=CC(OC4=C(CNC(=O)NC5=CC(=NO5)C(C)(C)C)C=CC=C4)=CC=C3N12 LICJGDZUVOYUDO-UHFFFAOYSA-N 0.000 claims 1
- YOIVKJOSQDFQFV-UHFFFAOYSA-N COCC1=C(C)N=C2SC3=CC(OC4=C(CNC(=O)NC5=CC(Cl)=C(OC)C=C5)C=CC=C4)=CC=C3N12 Chemical compound COCC1=C(C)N=C2SC3=CC(OC4=C(CNC(=O)NC5=CC(Cl)=C(OC)C=C5)C=CC=C4)=CC=C3N12 YOIVKJOSQDFQFV-UHFFFAOYSA-N 0.000 claims 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims 1
- QURCBCCQKJFLRU-UHFFFAOYSA-N Cl.S1CN(C2=C1C=CC=C2)C(=O)OCC Chemical compound Cl.S1CN(C2=C1C=CC=C2)C(=O)OCC QURCBCCQKJFLRU-UHFFFAOYSA-N 0.000 claims 1
- 241000124008 Mammalia Species 0.000 claims 1
- DATDJSZIZGCMBI-UHFFFAOYSA-N [4-[3-tert-butyl-5-[[2-[1-(morpholin-4-ylmethyl)imidazo[2,1-b][1,3]benzothiazol-6-yl]oxyphenyl]methylcarbamoylamino]pyrazol-1-yl]-2-chlorophenyl] hydrogen sulfate Chemical compound S(=O)(=O)(OC1=C(C=C(C=C1)N1N=C(C=C1NC(NCC1=C(C=CC=C1)OC1=CC2=C(N3C(S2)=NC=C3CN2CCOCC2)C=C1)=O)C(C)(C)C)Cl)O DATDJSZIZGCMBI-UHFFFAOYSA-N 0.000 claims 1
- 125000000738 acetamido group Chemical group [H]C([H])([H])C(=O)N([H])[*] 0.000 claims 1
- KXKVLQRXCPHEJC-UHFFFAOYSA-N acetic acid trimethyl ester Natural products COC(C)=O KXKVLQRXCPHEJC-UHFFFAOYSA-N 0.000 claims 1
- 239000002253 acid Substances 0.000 claims 1
- 239000002671 adjuvant Substances 0.000 claims 1
- 125000004202 aminomethyl group Chemical group [H]N([H])C([H])([H])* 0.000 claims 1
- 125000004429 atom Chemical group 0.000 claims 1
- KXDAEFPNCMNJSK-UHFFFAOYSA-N benzene carboxamide Natural products NC(=O)C1=CC=CC=C1 KXDAEFPNCMNJSK-UHFFFAOYSA-N 0.000 claims 1
- 229910052799 carbon Inorganic materials 0.000 claims 1
- UKJLNMAFNRKWGR-UHFFFAOYSA-N cyclohexatrienamine Chemical group NC1=CC=C=C[CH]1 UKJLNMAFNRKWGR-UHFFFAOYSA-N 0.000 claims 1
- 239000003814 drug Substances 0.000 claims 1
- 125000005842 heteroatom Chemical group 0.000 claims 1
- 150000004677 hydrates Chemical class 0.000 claims 1
- VHCYCGCLVHHYOV-UHFFFAOYSA-N methyl 2h-1,3-benzothiazole-3-carboxylate Chemical compound C1=CC=C2N(C(=O)OC)CSC2=C1 VHCYCGCLVHHYOV-UHFFFAOYSA-N 0.000 claims 1
- 125000002950 monocyclic group Chemical group 0.000 claims 1
- 125000002911 monocyclic heterocycle group Chemical group 0.000 claims 1
- 125000000636 p-nitrophenyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1*)[N+]([O-])=O 0.000 claims 1
- 239000012453 solvate Substances 0.000 claims 1
- 125000003003 spiro group Chemical group 0.000 claims 1
- 125000000446 sulfanediyl group Chemical group *S* 0.000 claims 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| IN1089MU2014 | 2014-03-27 | ||
| IN1089/MUM/2014 | 2014-03-27 | ||
| PCT/IB2015/052124 WO2015145336A1 (en) | 2014-03-27 | 2015-03-24 | Novel fused imidazobenzothiazole compounds |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2017513825A JP2017513825A (ja) | 2017-06-01 |
| JP2017513825A5 true JP2017513825A5 (enExample) | 2018-04-12 |
| JP6480949B2 JP6480949B2 (ja) | 2019-03-13 |
Family
ID=54194050
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2016559356A Expired - Fee Related JP6480949B2 (ja) | 2014-03-27 | 2015-03-24 | 新規な縮合イミダゾベンゾチアゾール化合物 |
Country Status (30)
| Country | Link |
|---|---|
| US (2) | US9908898B2 (enExample) |
| EP (1) | EP3122755B1 (enExample) |
| JP (1) | JP6480949B2 (enExample) |
| KR (1) | KR102339610B1 (enExample) |
| CN (1) | CN106414458B (enExample) |
| AR (1) | AR099867A1 (enExample) |
| AU (1) | AU2015237840B2 (enExample) |
| CA (1) | CA2943098C (enExample) |
| CY (1) | CY1121147T1 (enExample) |
| DK (1) | DK3122755T3 (enExample) |
| EA (1) | EA029745B9 (enExample) |
| ES (1) | ES2707099T3 (enExample) |
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Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| PE20161035A1 (es) | 2013-03-15 | 2016-11-13 | Global Blood Therapeutics Inc | Compuestos y usos de estos para la modulacion de la hemoglobina |
| EA201992707A1 (ru) | 2013-11-18 | 2020-06-30 | Глобал Блад Терапьютикс, Инк. | Соединения и их применения для модуляции гемоглобина |
| TWI648282B (zh) * | 2014-03-27 | 2019-01-21 | 印度商托仁特生技有限公司 | 新熔合咪唑苯并噻唑化合物 |
| DE102016209204A1 (de) | 2016-05-27 | 2017-11-30 | Robert Bosch Gmbh | Vorrichtung zur Regelung mindestens eines Fluidstroms in einem Fahrzeug |
| KR102630959B1 (ko) * | 2016-10-31 | 2024-01-29 | 엘지디스플레이 주식회사 | 유기 화합물과 이를 이용한 발광다이오드 및 유기발광다이오드 표시장치 |
| CN106727538A (zh) * | 2017-02-20 | 2017-05-31 | 潘连香 | 一种治疗2型糖尿病的药物组合物 |
Family Cites Families (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB8724566D0 (en) | 1987-10-20 | 1987-11-25 | Roussel Lab Ltd | Chemical compounds |
| GB8908845D0 (en) | 1989-04-19 | 1989-06-07 | Roussel Lab Ltd | Chemical compounds |
| WO1995029922A1 (en) * | 1994-04-29 | 1995-11-09 | Pharmacia & Upjohn Company | Methanol derivatives for treatment of retroviral infections especially hiv infections |
| WO2002014321A1 (en) | 2000-08-11 | 2002-02-21 | The Regents Of The University Of California | Use of stat-6 inhibitors as therapeutic agents |
| US7601846B2 (en) * | 2001-06-26 | 2009-10-13 | The Regents Of The University Of California | Compounds having activity as inhibitors of apoptosis |
| CA2506796A1 (en) * | 2002-11-25 | 2004-06-10 | Pharmacia Corporation | Heteroarylsulfonylmethyl hydroxamic acids and amides and their use as protease inhibitors |
| GB0320244D0 (en) * | 2003-05-06 | 2003-10-01 | Aventis Pharma Inc | Pyrazoles as inhibitors of tumour necrosis factor |
| JP2009526037A (ja) * | 2006-02-09 | 2009-07-16 | ファイザー・リミテッド | トリアゾロピリジン化合物 |
| TWI648282B (zh) * | 2014-03-27 | 2019-01-21 | 印度商托仁特生技有限公司 | 新熔合咪唑苯并噻唑化合物 |
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- 2015-03-24 WO PCT/IB2015/052124 patent/WO2015145336A1/en not_active Ceased
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