Amfenac: Difference between revisions

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{{Short description|Chemical compound}}
{{drugbox
{{Drugbox
| Verifiedfields = changed
| Verifiedfields = changed
| UNII_Ref = {{fdacite|changed|FDA}}
| Watchedfields = changed
| verifiedrevid = 443210988
| UNII = 28O5C1J38A
| IUPAC_name = (2-Amino-3-benzoylphenyl)acetic acid <!-- the locant '2' for acetic acid is not cited -->
| verifiedrevid = 413851752
| IUPAC_name = 2-Amino-3-benzoylphenylacetic acid<br />2-Amino-3-benzoylbenzeneacetic acid<br />2-(2-amino-3-benzoyl-phenyl)acetic acid
| image = Amfenac.svg
| image = Amfenac.svg
| width = 199
| width = 199

| InChI = 1/C15H13NO3/c16-14-11(9-13(17)18)7-4-8-12(14)15(19)10-5-2-1-3-6-10/h1-8H,9,16H2,(H,17,18)
<!--Clinical data-->
| InChIKey = SOYCMDCMZDHQFP-UHFFFAOYAR
| tradename =
| ChEMBL_Ref = {{ebicite|correct|EBI}}
| ChEMBL = 25146
| pregnancy_AU =
| pregnancy_US =
| StdInChI_Ref = {{stdinchicite|correct|chemspider}}
| legal_status =
| StdInChI = 1S/C15H13NO3/c16-14-11(9-13(17)18)7-4-8-12(14)15(19)10-5-2-1-3-6-10/h1-8H,9,16H2,(H,17,18)

| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}
<!--Pharmacokinetic data-->
| StdInChIKey = SOYCMDCMZDHQFP-UHFFFAOYSA-N
| bioavailability =
| protein_bound =
| metabolism =
| excretion =

<!--Identifiers-->
| IUPHAR_ligand = 7565
| CAS_number_Ref = {{cascite|correct|??}}
| CAS_number = 51579-82-9
| CAS_number = 51579-82-9
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| ChemSpiderID = 2051
| ATC_prefix = none
| ATC_prefix = none
| ATC_suffix =
| ATC_suffix =
| ATC_supplemental =
| PubChem = 2136
| PubChem = 2136
| ChEBI_Ref = {{ebicite|changed|EBI}}
| ChEBI = 75915
| DrugBank_Ref = {{drugbankcite|correct|drugbank}}
| DrugBank_Ref = {{drugbankcite|correct|drugbank}}
| DrugBank =
| DrugBank =
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| ChemSpiderID = 2051
| UNII_Ref = {{fdacite|correct|FDA}}
| UNII = 28O5C1J38A
| KEGG_Ref = {{keggcite|correct|kegg}}
| KEGG_Ref = {{keggcite|correct|kegg}}
| KEGG = D07443
| KEGG = D07443
| ChEMBL_Ref = {{ebicite|correct|EBI}}
| C=15 | H=13 | N=1 | O=3
| ChEMBL = 25146
| molecular_weight = 255.27 g/mol

<!--Chemical data-->
| C=15 | H=13 | N=1 | O=3
| smiles = O=C(c1cccc(c1N)CC(=O)O)c2ccccc2
| smiles = O=C(c1cccc(c1N)CC(=O)O)c2ccccc2
| StdInChI_Ref = {{stdinchicite|correct|chemspider}}
| bioavailability =
| StdInChI = 1S/C15H13NO3/c16-14-11(9-13(17)18)7-4-8-12(14)15(19)10-5-2-1-3-6-10/h1-8H,9,16H2,(H,17,18)
| protein_bound =
| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}
| metabolism =
| StdInChIKey = SOYCMDCMZDHQFP-UHFFFAOYSA-N
| elimination_half-life =
| excretion =
| pregnancy_US =
| pregnancy_AU =
| legal_status =
| routes_of_administration =
}}
}}


'''Amfenac''' (2-Amino-3-benzoylbenzeneacetic acid) is a non-[[steroid]]al [[anti-inflammatory]] drug with [[acetic acid]] [[wiktionary:moiety|moiety]].
'''Amfenac''', also known as '''2-amino-3-benzoylbenzeneacetic acid''', is a [[nonsteroidal anti-inflammatory drug]] (NSAID) with [[acetic acid]] [[Moiety (chemistry)|moiety]].<ref name="pmid3265150">{{cite journal | vauthors = Hiranuma T, Kato S, Hachisu M | title = Analgesic action of amfenac Na, a non-steroidal anti-inflammatory agent | journal = Journal of Pharmacobio-Dynamics| volume = 11 | issue = 9 | pages = 612–9 | date = September 1988 | pmid = 3265150 | doi = 10.1248/bpb1978.11.612 | doi-access = free }}</ref>


==Chemistry==
==See also==
* [[Bromfenac]] (same structure as amfenac but with ''p''-bromo)
[[File:Amfenac synth.png|500px]]


==References==
{{Cite journal|doi=10.1021/jm00195a012|title=Antiinflammatory agents. 1. Synthesis and antiinflammatory activity of 2-amino-3-benzoylphenylacetic acid|pmid=490552|year=1979|last1=Welstead|first1=William J.|last2=Moran|first2=H. Wayne|last3=Stauffer|first3=Harold F.|last4=Turnbull|first4=Lennox B.|last5=Sancilio|first5=Lawrence F.|journal=Journal of Medicinal Chemistry|volume=22|issue=9|pages=1074}}
{{Reflist}}


{{Anti-inflammatory and antirheumatic products}}
{{Anti-inflammatory and antirheumatic products}}
{{Prostanoid signaling modulators}}
{{NSAIDs}}

[[Category:Nonsteroidal anti-inflammatory drugs]]
[[Category:2-Aminobenzophenones]]
[[Category:Phenylacetic acids]]


[[Category:Non-steroidal anti-inflammatory drugs]]
[[Category:Aromatic ketones]]
[[Category:Acetic acids]]
[[Category:Anilines]]


{{musculoskeletal-drug-stub}}
{{musculoskeletal-drug-stub}}