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 ;
ECHA InfoCard	100.039.594
Chemical and physical data
Formula	C16H14N2O3
Molar mass	282.294 g/mol
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.

Synthesis

Principal action is inhibition of protein denaturation.

Bendazac synthesis: BE 699226; G. Palazzo, U.S. Patent 3,470,194 (1967, 1969 both to Francesco Angelini).

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

References

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Nonsteroidal 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 Bumadizone Bufexamac Diclofenac Difenpiramide Etodolac Felbinac Fenclozic acid Fentiazac Indometacin Indometacin farnesil Isoxepac Ketorolac Lonazolac Oxametacin Prodolic acid Proglumetacin Sulindac Tiopinac Tolmetin Zomepirac^†
Oxicams	Ampiroxicam Droxicam Isoxicam Lornoxicam Meloxicam Piroxicam Tenoxicam
Propionic acid derivatives (profens)	Alminoprofen Benoxaprofen^† Carprofen^‡ Dexibuprofen Dexketoprofen Fenbufen Fenoprofen Flunoxaprofen Flurbiprofen Ibuprofen^# Ibuproxam Indoprofen^† Ketoprofen Loxoprofen Miroprofen Naproxen Oxaprozin Pirprofen Suprofen Tarenflurbil Tepoxalin^‡ Tiaprofenic acid Vedaprofen^‡ Zaltoprofen COX-inhibiting nitric oxide donator: Naproxcinod
N-Arylanthranilic acids (fenamates)	Azapropazone Clonixin Etofenamate Flufenamic acid Flunixin Meclofenamic acid Mefenamic acid Morniflumate Niflumic acid Tolfenamic acid Flutiazin
Coxibs	Apricoxib Celecoxib 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
Items listed in bold indicate initially developed compounds of specific groups. ^#WHO-EM ^†Withdrawn drugs. ^‡Veterinary use medications.

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^Y
PubChem CID	2313
ChemSpider	2223^Y
UNII	G4AG71204O
KEGG	D01594^Y
ChEBI	CHEBI:31257^N
ChEMBL	CHEMBL1089221^Y
ECHA InfoCard	100.039.594
Chemical and physical data
Formula	C₁₆H₁₄N₂O₃
Molar mass	282.294 g/mol
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)^Y Key:BYFMCKSPFYVMOU-UHFFFAOYSA-N^Y
^NY (what is this?) (verify)

Bendazac

Synthesis

See also

References