Fentiazac

Fentiazac
Clinical data
Trade names	Norvedan
AHFS/Drugs.com	International Drug Names
ATC code	M02AA14 (WHO) ;
Identifiers
	IUPAC name 2-[4-(4-chlorophenyl)-2-phenyl-1,3-thiazol-5-yl]acetic acid;
CAS Number	18046-21-4 ;
PubChem CID	28871;
ChemSpider	26854 ;
UNII	0YHF6E6NLS;
KEGG	D01975 ;
ChEMBL	ChEMBL589092 ;
CompTox Dashboard (EPA)	DTXSID8023050 ;
ECHA InfoCard	100.038.129
Chemical and physical data
Formula	C17H12ClNO2S
Molar mass	329.80 g·mol−1
3D model (JSmol)	Interactive image;
Melting point	162–163 °C (324–325 °F)
	SMILES c1ccc(cc1)c2nc(c(s2)CC(=O)O)c3ccc(cc3)Cl;
	InChI InChI=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) ; Key:JIEKMACRVQTPRC-UHFFFAOYSA-N ;
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Fentiazac is a thiazole-based nonsteroidal anti-inflammatory drug (NSAID) developed for use in joint and muscular pain.^[1] 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.^[2]

Fentiazac was marketed under the trade-name Norvedan (among others), but its market status is currently unknown and assumed to be discontinued.^[3]

References

^ Lombardino JG (1985). Nonsteroidal antiinflammatory drugs. Vol. 247. New York: Wiley. p. 285. ISBN 978-0-471-89803-0.
^ Brown K, Cater DP, Cavalla JF, Green D, Newberry RA, Wilson AB (November 1974). "Nonsteroidal antiinflammatory agents. 1.2,4-Diphenylthiazole-5-acetic acid and related compounds". Journal of Medicinal Chemistry. 17 (11): 1177–1181. doi:10.1021/jm00257a010. PMID 4414839.
^ "FENTIAZAC". NCATS Inxight Drugs. National Center for Advancing Translational Sciences (NCATS); U.S. National Institutes of Health. Retrieved 2023-06-08.

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[1] Lombardino JG (1985). Nonsteroidal antiinflammatory drugs. Vol. 247. New York: Wiley. p. 285. ISBN 978-0-471-89803-0.

[2] Brown K, Cater DP, Cavalla JF, Green D, Newberry RA, Wilson AB (November 1974). "Nonsteroidal antiinflammatory agents. 1.2,4-Diphenylthiazole-5-acetic acid and related compounds". Journal of Medicinal Chemistry. 17 (11): 1177–1181. doi:10.1021/jm00257a010. PMID 4414839.

[3] "FENTIAZAC". NCATS Inxight Drugs. National Center for Advancing Translational Sciences (NCATS); U.S. National Institutes of Health. Retrieved 2023-06-08.

[1]

[2]

[3]

v t e Non-steroidal anti-inflammatory drugs (NSAIDs) (primarily M01A and M02A, also N02BA)
pyrazolones / pyrazolidines	Aminophenazone Ampyrone Azapropazone Clofezone Difenamizole Famprofazone Feprazone Kebuzone Metamizole Mofebutazone Morazone Nifenazone Oxyphenbutazone Phenazone Phenylbutazone Propyphenazone Sulfinpyrazone Suxibuzone^‡
salicylates	Aspirin (acetylsalicylic acid)^# Aloxiprin Benorylate Carbasalate calcium Diflunisal Dipyrocetyl Ethenzamide Guacetisal Magnesium salicylate Methyl salicylate Salsalate Salicin Salicylamide Salicylic acid (salicylate) Sodium salicylate
acetic acid derivatives and related substances	Aceclofenac Acemetacin Alclofenac Amfenac Bendazac Bromfenac Bufexamac Bumadizone Diclofenac Difenpiramide Etodolac Felbinac Fenclozic acid Fentiazac Indometacin Indometacin farnesil Isoxepac Ketorolac Lonazolac Mofezolac Oxametacin Prodolic acid Proglumetacin Sulindac Tiopinac Tolmetin Zomepirac^†
oxicams	Ampiroxicam Droxicam Isoxicam Lornoxicam Meloxicam Piroxicam Pivoxicam Tenoxicam
propionic acid derivatives (profens)	Alminoprofen Benoxaprofen^† Carprofen^‡ Dexibuprofen Dexketoprofen Fenbufen Fenoprofen Flunoxaprofen Flurbiprofen Ibuprofen^# Ibuproxam Indoprofen^† Ketoprofen Loxoprofen Miroprofen Naproxen Oxaprozin Pelubiprofen Piketoprofen Pirprofen Suprofen Tarenflurbil Tepoxalin^‡ Tiaprofenic acid Vedaprofen^‡ Zaltoprofen COX-inhibiting nitric oxide donator: Naproxcinod
n-arylanthranilic acids (fenamates)	Azapropazone Clonixin Etofenamate Floctafenine Flufenamic acid Flunixin Flutiazin Glafenine^† Meclofenamic acid Mefenamic acid Morniflumate Niflumic acid Tolfenamic acid
COX-2 inhibitors (coxibs)	Apricoxib Celecoxib (+tramadol) Cimicoxib^‡ Deracoxib^‡ Etoricoxib Firocoxib^‡ Lumiracoxib^† Mavacoxib^‡ Parecoxib Robenacoxib^‡ Rofecoxib^† Valdecoxib^†
other	Aminopropionitrile Benzydamine Chondroitin sulfate Diacerein Fluproquazone Glucosamine Glycosaminoglycan Hyperforin Nabumetone Nimesulide Oxaceprol Proquazone Superoxide dismutase / orgotein Tenidap
NSAID combinations	Ibuprofen/famotidine Ibuprofen/hydrocodone Ibuprofen/oxycodone Ibuprofen/paracetamol Meloxicam/bupivacaine Naproxen/diphenhydramine Naproxen/esomeprazole
Key: underline indicates initially developed first-in-class compound of specific group; ^#WHO-Essential Medicines; ^†withdrawn drugs; ^‡veterinary use.
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See also

References