ZA200404067B - Metabolites of (3-{[4-tert-butyl-benzyl)-(pyridine-3-sulfonyl)-amino]-methy}-phenoxyl)-acetic acid. - Google Patents

Info

Publication number

ZA200404067B

ZA200404067B ZA200404067A ZA200404067A ZA200404067B ZA 200404067 B ZA200404067 B ZA 200404067B ZA 200404067 A ZA200404067 A ZA 200404067A ZA 200404067 A ZA200404067 A ZA 200404067A ZA 200404067 B ZA200404067 B ZA 200404067B

Authority

ZA

South Africa

Prior art keywords

methyl

pyridine

amino

phenoxy

sulfonyl

Prior art date

2002-01-31

Links

• Espacenet
• Global Dossier
• Discuss

• QTBSBXVTEAMEQO-UHFFFAOYSA-N acetic acid Substances CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 title claims description 144
• 239000002207 metabolite Substances 0.000 title description 121
• 150000001875 compounds Chemical class 0.000 claims description 199
• -1 (3-{[[4-(2-hydroxy-1,1-dimethyl-ethyl )-benzyl}-(pyridine-3-sulfonyl)-amino}-methyl}- phenoxy)-acetic acid glucuronide Chemical class 0.000 claims description 51
• 150000003839 salts Chemical class 0.000 claims description 34
• QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 claims description 33
• 238000000034 method Methods 0.000 claims description 22
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• 239000002253 acid Substances 0.000 claims description 12
• 239000008194 pharmaceutical composition Substances 0.000 claims description 10
• XBDQKXXYIPTUBI-UHFFFAOYSA-N Propionic acid Substances CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 claims description 9
• RHSCSNLXWMXZJZ-UHFFFAOYSA-N 2-[4-(aminomethyl)phenyl]-2-methylpropan-1-ol Chemical compound CC(C)(CO)C1=CC=C(CN)C=C1 RHSCSNLXWMXZJZ-UHFFFAOYSA-N 0.000 claims description 8
• 230000002550 fecal effect Effects 0.000 claims description 8
• HJFXNHIJZXNYSB-UHFFFAOYSA-N n-[[4-(1-hydroxy-2-methylpropan-2-yl)phenyl]methyl]pyridine-3-sulfonamide Chemical compound C1=CC(C(C)(CO)C)=CC=C1CNS(=O)(=O)C1=CC=CN=C1 HJFXNHIJZXNYSB-UHFFFAOYSA-N 0.000 claims description 8
• XKQNMAZMTKTTIA-UHFFFAOYSA-N 2-[3-[[[4-(1-hydroxy-2-methylpropan-2-yl)phenyl]methyl-pyridin-3-ylsulfonylamino]methyl]phenoxy]acetic acid Chemical compound C1=CC(C(C)(CO)C)=CC=C1CN(S(=O)(=O)C=1C=NC=CC=1)CC1=CC=CC(OCC(O)=O)=C1 XKQNMAZMTKTTIA-UHFFFAOYSA-N 0.000 claims description 7
• JOJLHDZTZBZWSZ-UHFFFAOYSA-N 2-[4-[[[3-(carboxymethoxy)phenyl]methyl-pyridin-3-ylsulfonylamino]methyl]phenyl]-2-methylpropanoic acid Chemical compound C1=CC(C(C)(C(O)=O)C)=CC=C1CN(S(=O)(=O)C=1C=NC=CC=1)CC1=CC=CC(OCC(O)=O)=C1 JOJLHDZTZBZWSZ-UHFFFAOYSA-N 0.000 claims description 7
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• 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 claims description 7
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• PAQVSTUVBKFCSE-UHFFFAOYSA-N 2-[3-[[(4-prop-1-en-2-ylphenyl)methyl-pyridin-3-ylsulfonylamino]methyl]phenoxy]acetic acid Chemical compound C1=CC(C(=C)C)=CC=C1CN(S(=O)(=O)C=1C=NC=CC=1)CC1=CC=CC(OCC(O)=O)=C1 PAQVSTUVBKFCSE-UHFFFAOYSA-N 0.000 claims description 4
• SKMRHCOWINZBQG-UHFFFAOYSA-N 2-methyl-2-[4-[(pyridin-3-ylsulfonylamino)methyl]phenyl]propanoic acid Chemical compound C1=CC(C(C)(C(O)=O)C)=CC=C1CNS(=O)(=O)C1=CC=CN=C1 SKMRHCOWINZBQG-UHFFFAOYSA-N 0.000 claims description 4
• QCKBNFRFJGPPNF-UHFFFAOYSA-N 2-[3-[[[4-(2-hydroxypropan-2-yl)phenyl]methyl-pyridin-3-ylsulfonylamino]methyl]phenoxy]acetic acid Chemical compound C1=CC(C(C)(O)C)=CC=C1CN(S(=O)(=O)C=1C=NC=CC=1)CC1=CC=CC(OCC(O)=O)=C1 QCKBNFRFJGPPNF-UHFFFAOYSA-N 0.000 claims description 2
• PNCHTNBMWFKGKF-UHFFFAOYSA-N 2-[5-[[(4-tert-butylphenyl)methyl-pyridin-3-ylsulfonylamino]methyl]-2-hydroxyphenoxy]acetic acid Chemical compound C1=CC(C(C)(C)C)=CC=C1CN(S(=O)(=O)C=1C=NC=CC=1)CC1=CC=C(O)C(OCC(O)=O)=C1 PNCHTNBMWFKGKF-UHFFFAOYSA-N 0.000 claims description 2
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• 241001465754 Metazoa Species 0.000 description 15
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• JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 12
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• 125000004435 hydrogen atom Chemical group [H]* 0.000 description 12
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• 229910052739 hydrogen Inorganic materials 0.000 description 10
• 230000011164 ossification Effects 0.000 description 10
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