JP2009514936A5 - - Google Patents
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- JP2009514936A5 JP2009514936A5 JP2008539493A JP2008539493A JP2009514936A5 JP 2009514936 A5 JP2009514936 A5 JP 2009514936A5 JP 2008539493 A JP2008539493 A JP 2008539493A JP 2008539493 A JP2008539493 A JP 2008539493A JP 2009514936 A5 JP2009514936 A5 JP 2009514936A5
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- JP
- Japan
- Prior art keywords
- methyl
- pyrrolo
- dihydro
- quinoline
- phenoxy
- 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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- 208000015181 infectious disease Diseases 0.000 claims description 24
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- 229940127555 combination product Drugs 0.000 claims description 11
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- 230000001580 bacterial effect Effects 0.000 claims description 10
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims description 9
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- -1 1-methylbenzimidazol-2-yl Chemical group 0.000 claims 43
- 125000000217 alkyl group Chemical group 0.000 claims 35
- 125000005843 halogen group Chemical group 0.000 claims 31
- 125000001424 substituent group Chemical group 0.000 claims 30
- 125000003545 alkoxy group Chemical group 0.000 claims 22
- 244000005700 microbiome Species 0.000 claims 13
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 12
- 125000000392 cycloalkenyl group Chemical group 0.000 claims 11
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- 125000000304 alkynyl group Chemical group 0.000 claims 7
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- SMWDFEZZVXVKRB-UHFFFAOYSA-N Quinoline Chemical compound N1=CC=CC2=CC=CC=C21 SMWDFEZZVXVKRB-UHFFFAOYSA-N 0.000 claims 6
- 125000003342 alkenyl group Chemical group 0.000 claims 6
- 125000003118 aryl group Chemical group 0.000 claims 6
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- 239000002671 adjuvant Substances 0.000 claims 5
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- 239000003085 diluting agent Substances 0.000 claims 5
- 229910052760 oxygen Inorganic materials 0.000 claims 5
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical group N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims 4
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- 125000000094 2-phenylethyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])C([H])([H])* 0.000 claims 3
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- 125000000623 heterocyclic group Chemical group 0.000 claims 3
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 3
- 229910052757 nitrogen Inorganic materials 0.000 claims 3
- 229910052717 sulfur Inorganic materials 0.000 claims 3
- XCZMUTGHJBFKPM-UHFFFAOYSA-N 4-methyl-8-phenoxy-1-(2-phenylethyl)-2,3-dihydropyrrolo[3,2-c]quinoline Chemical compound C1=C2C=3N(CCC=4C=CC=CC=4)CCC=3C(C)=NC2=CC=C1OC1=CC=CC=C1 XCZMUTGHJBFKPM-UHFFFAOYSA-N 0.000 claims 2
- OERPTDFVMBVZJG-UHFFFAOYSA-N 6,8-dimethoxy-4-methyl-1-(3-phenoxyphenyl)-2,3-dihydropyrrolo[3,2-c]quinoline Chemical compound C1=2C3=CC(OC)=CC(OC)=C3N=C(C)C=2CCN1C(C=1)=CC=CC=1OC1=CC=CC=C1 OERPTDFVMBVZJG-UHFFFAOYSA-N 0.000 claims 2
- VVJKKWFAADXIJK-UHFFFAOYSA-N Allylamine Chemical compound NCC=C VVJKKWFAADXIJK-UHFFFAOYSA-N 0.000 claims 2
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- DGMPVYSXXIOGJY-UHFFFAOYSA-N Fusaric acid Chemical compound CCCCC1=CC=C(C(O)=O)N=C1 DGMPVYSXXIOGJY-UHFFFAOYSA-N 0.000 claims 2
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- AEUTYOVWOVBAKS-UWVGGRQHSA-N ethambutol Chemical compound CC[C@@H](CO)NCCN[C@@H](CC)CO AEUTYOVWOVBAKS-UWVGGRQHSA-N 0.000 claims 2
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| AU2009308182B2 (en) | 2008-10-24 | 2016-05-19 | Cempra Pharmaceuticals, Inc. | Biodefenses using triazole-containing macrolides |
| US9937194B1 (en) | 2009-06-12 | 2018-04-10 | Cempra Pharmaceuticals, Inc. | Compounds and methods for treating inflammatory diseases |
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