fentiazac
{{Short description|NSAID analgesic medication}}
{{Infobox drug
| Verifiedfields = changed
| Watchedfields = changed
| verifiedrevid = 447984130
| IUPAC_name = 2-[4-(4-chlorophenyl)-2-phenyl-1,3-thiazol-5-yl]acetic acid
| image = fentiazac.png
| image_class = skin-invert-image
| image2 = Fentiazac-3D-balls.png
| image_class2 = bg-transparent
| tradename = Norvedan
| Drugs.com = {{drugs.com|international|fentiazac}}
| pregnancy_AU =
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| legal_AU =
| legal_CA =
| legal_UK =
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| routes_of_administration =
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| CAS_number_Ref = {{cascite|changed|??}}
| CAS_number = 18046-21-4
| ATC_prefix = M02
| ATC_suffix = AA14
| PubChem = 28871
| DrugBank_Ref = {{drugbankcite|correct|drugbank}}
| DrugBank =
| UNII_Ref = {{fdacite|correct|FDA}}
| UNII = 0YHF6E6NLS
| KEGG_Ref = {{keggcite|correct|kegg}}
| KEGG = D01975
| ChemSpiderID_Ref = {{chemspidercite|changed|chemspider}}
| ChemSpiderID = 26854
| ChEMBL_Ref = {{ebicite|changed|EBI}}
| ChEMBL = 589092
| C=17 | H=12 | Cl=1 | N=1 | O=2 | S=1
| smiles = c1ccc(cc1)c2nc(c(s2)CC(=O)O)c3ccc(cc3)Cl
| StdInChI_Ref = {{stdinchicite|changed|chemspider}}
| StdInChI = 1S/C17H12ClNO2S/c18-13-8-6-11(7-9-13)16-14(10-15(20)21)22-17(19-16)12-4-2-1-3-5-12/h1-9H,10H2,(H,20,21)
| StdInChIKey_Ref = {{stdinchicite|changed|chemspider}}
| StdInChIKey = JIEKMACRVQTPRC-UHFFFAOYSA-N
| melting_point = 162-163
}}
Fentiazac is a thiazole-based nonsteroidal anti-inflammatory drug (NSAID) developed for use in joint and muscular pain.{{cite book | vauthors = Lombardino JG |title=Nonsteroidal antiinflammatory drugs |date=1985 |publisher=Wiley |location=New York |isbn=978-0-471-89803-0 | volume = 247 | issue = 814 | pages= 285 }} Like most other NSAIDs, it acts through inhibition of prostaglandin synthesis, via non-selective inhibition of both COX-1 and COX-2. First described in 1974, it was synthesized using the Hantzsch thiazole synthesis.{{cite journal | vauthors = Brown K, Cater DP, Cavalla JF, Green D, Newberry RA, Wilson AB | title = Nonsteroidal antiinflammatory agents. 1.2,4-Diphenylthiazole-5-acetic acid and related compounds | journal = Journal of Medicinal Chemistry | volume = 17 | issue = 11 | pages = 1177–1181 | date = November 1974 | pmid = 4414839 | doi = 10.1021/jm00257a010 }}
Fentiazac was marketed under the trade-name Norvedan (among others), but its market status is currently unknown and assumed to be discontinued.{{Cite web | work = NCATS Inxight Drugs | publisher = National Center for Advancing Translational Sciences (NCATS); U.S. National Institutes of Health | title = FENTIAZAC |url=https://drugs.ncats.io/substance/0YHF6E6NLS |access-date=2023-06-08 |language=en}}
See also
References
{{Reflist}}
{{Anti-inflammatory and antirheumatic products}}
{{Topical products for joint and muscular pain}}
{{Prostanoidergics}}
Category:Nonsteroidal anti-inflammatory drugs
Category:4-Chlorophenyl compounds
{{musculoskeletal-drug-stub}}