Bendazac

Bendazac
Clinical data
AHFS/Drugs.com	International Drug Names
Routes of; administration	Topical
ATC code	M02AA11 (WHO) S01BC07 (WHO);
Identifiers
	IUPAC name [(1-benzyl-1H-indazol-3-yl)oxy]acetic acid;
CAS Number	20187-55-7 ;
PubChem CID	2313;
ChemSpider	2223 ;
UNII	G4AG71204O;
KEGG	D01594 ;
ChEBI	CHEBI:31257 ;
ChEMBL	ChEMBL1089221 ;
CompTox Dashboard (EPA)	DTXSID1048334 ;
ECHA InfoCard	100.039.594
Chemical and physical data
Formula	C16H14N2O3
Molar mass	282.299 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES O=C(O)COc2nn(c1ccccc12)Cc3ccccc3;
	InChI InChI=1S/C16H14N2O3/c19-15(20)11-21-16-13-8-4-5-9-14(13)18(17-16)10-12-6-2-1-3-7-12/h1-9H,10-11H2,(H,19,20) ; Key:BYFMCKSPFYVMOU-UHFFFAOYSA-N ;
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Bendazac (or bendazolic acid) is a nonsteroidal anti-inflammatory drug (NSAID) used for joint and muscular pain.^[1]

Synthesis

Principal action is inhibition of protein denaturation.

Use of chloroacetamide in the alkylation step, followed by acid hydrolysis produces bendazac (instead of benzydamine).

References

^ Balfour JA, Clissold SP (April 1990). "Bendazac lysine. A review of its pharmacological properties and therapeutic potential in the management of cataracts". Drugs. 39 (4): 575–96. doi:10.2165/00003495-199039040-00007. PMID 2190795. S2CID 46956362.

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[pmid2190795-1] Balfour JA, Clissold SP (April 1990). "Bendazac lysine. A review of its pharmacological properties and therapeutic potential in the management of cataracts". Drugs. 39 (4): 575–96. doi:10.2165/00003495-199039040-00007. PMID 2190795. S2CID 46956362.

[1]

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 Meloxicam/rizatriptan 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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Synthesis

See also

References