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Nonsteroidal anti-inflammatory drug (NSAID)
Clonixin
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Names
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Preferred IUPAC name
2-(3-Chloro-2-methylanilino)pyridine-3-carboxylic acid
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Other names
Clonixic acid; CBA 93626
[1]
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Identifiers
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ChEBI
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ChEMBL
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ChemSpider
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ECHA InfoCard
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100.037.921
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KEGG
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UNII
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InChI=1S/C13H11ClN2O2/c1-8-10(14)5-2-6-11(8)16-12-9(13(17)18)4-3-7-15-12/h2-7H,1H3,(H,15,16)(H,17,18) NKey: CLOMYZFHNHFSIQ-UHFFFAOYSA-N NInChI=1/C13H11ClN2O2/c1-8-10(14)5-2-6-11(8)16-12-9(13(17)18)4-3-7-15-12/h2-7H,1H3,(H,15,16)(H,17,18) Key: CLOMYZFHNHFSIQ-UHFFFAOYAG
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O=C(O)C1=CC=CN=C1NC2=C(C)C(Cl)=CC=C2
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Properties
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C13H11ClN2O2
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Molar mass
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262.69 g·mol−1
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Pharmacology
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per os
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Pharmacokinetics:
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Glucuronidation via UGT2B7
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Legal status
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Except where otherwise noted, data are given for materials in their
standard state (at 25 °C [77 °F], 100 kPa).
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Chemical compound
Clonixin is a
nonsteroidal anti-inflammatory drug (NSAID). It also has
analgesic,
antipyretic, and
platelet-inhibitory actions. It is used primarily in the treatment of chronic arthritic conditions and certain soft tissue disorders associated with pain and inflammation.
Synthesis
The glyceryl ester of clonixin, clonixeril, is also an NSAID. It was prepared by a somewhat roundabout method.
Clonixin was reacted with
chloroacetonitrile and
triethylamine to give 2. Heating with
potassium carbonate and
glycerol acetonide displaced the
activating group to produce ester 3, which was deblocked in
acetic acid to produce clonixeril (4).
See also
References
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Receptor (
ligands) |
DP (D2)Tooltip Prostaglandin D2 receptor |
DP1Tooltip Prostaglandin D2 receptor 1 | |
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DP2Tooltip Prostaglandin D2 receptor 2 | |
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EP (E2)Tooltip Prostaglandin E2 receptor |
EP1Tooltip Prostaglandin EP1 receptor | |
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EP2Tooltip Prostaglandin EP2 receptor | |
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EP3Tooltip Prostaglandin EP3 receptor | |
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EP4Tooltip Prostaglandin EP4 receptor | |
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Unsorted | |
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FP (F2α)Tooltip Prostaglandin F receptor | |
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IP (I2)Tooltip Prostacyclin receptor | |
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TP (TXA2)Tooltip Thromboxane receptor | |
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Unsorted | |
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Enzyme (
inhibitors) |
COX (
PTGS) | |
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PGD2STooltip Prostaglandin D synthase | |
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PGESTooltip Prostaglandin E synthase | |
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PGFSTooltip Prostaglandin F synthase | |
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PGI2STooltip Prostacyclin synthase | |
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TXASTooltip Thromboxane A synthase | |
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Others | |
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