Bendazac

Bendazac Basic information
Product Name:Bendazac
Synonyms:BENDAZAC;BENDAZAC ACID;AKOS 90683;[[1-(phenylmethyl)-1h-indazol-3-yl]oxy]acetic acid;2-(1-BENZYL-1H-INDAZOL-3-YLOXY)ACETIC ACID;(1-BENZYL-1H-INDAZOL-3-YLOXY)-ACETIC ACID;[[Benzyl-[1H]-indazol-3-yl] oxy] acetic acid;BENDAZAC AND ITS SODIUM SALT
CAS:20187-55-7
MF:C16H14N2O3
MW:282.29
EINECS:243-569-2
Product Categories:pharmacetical;API;bc0001
Mol File:20187-55-7.mol
Bendazac Structure
Bendazac Chemical Properties
Melting point 161-163°C
Boiling point 424.91°C (rough estimate)
density 1.1658 (rough estimate)
refractive index 1.6240 (estimate)
storage temp. Sealed in dry,Room Temperature
solubility DMSO (Slightly), Methanol (Slightly, Heated)
form Solid
pka2.89±0.10(Predicted)
color Crystals from ethanol
λmax306nm(lit.)
Merck 14,1035
InChIKeyBYFMCKSPFYVMOU-UHFFFAOYSA-N
CAS DataBase Reference20187-55-7(CAS DataBase Reference)
Safety Information
RTECS AF5085000
HS Code 2933998090
ToxicityLD50 in mice, rats (mg/kg): 380, 304 i.v.; 355, 388 i.p.; 440, 910 s.c.; 1105, ~1200 orally (Rx Bulletin)
MSDS Information
Bendazac Usage And Synthesis
Chemical PropertiesWhite Solid
OriginatorVersus,Angelini,Italy,1970
UsesBendazac is a non-steroidal anti-inflammatory drug (NSAID). Bendazac is often used for joint and muscular pain. Bendazac has potential as an anti-denaturant drug for cataract and other condensation di seases as it protects proteins from denaturation induced by different agents.
DefinitionChEBI: A monocarboxylic acid that is glycolic acid in which the hydrogen attached to the 2-hydroxy group is replaced by a 1-benzyl-1H-indazol-3-yl group. Although it has anti-inflammatory, antinecrotic, choleretic and antilipidaemic properties nd has been used for the treatment of various inflammatory skin disorders, its principal effect is to inhibit the denaturation of proteins. Its lysine salt is used in the management of cataracts.
Manufacturing Process11 grams of the sodium salt of 1-benzyl-3-oxy-indazole are dissolved in 70 ml of absolute ethanol by heating the resulting solution to boiling and stirring. 3.5 grams of chloroacetonitrile dissolved in 5 ml of absolute ethanol are then added within 2-3 minutes and after 10 minutes a further portion of 1.7 grams of chloroacetonitrile are added. The reaction is finally brought to completion with an additional 45 minutes of boiling. The reaction mixture is allowed to cool at room temperature and is then filtered. The alcohol solution is evaporated to dryness under reduced pressure; the resulting residue is taken up again with ether and the ether solution is washed in sequence with dilute HCl, water, NaOH and water. The solution is dried on Na2SO4 and then the solvent is removed. The residue consists of (1-benzyl-indazole- 3)oxyacetonitrile which is crystallized from methanol. It has a melting point of 93°C.
1 gram of the (1-benzyl-indazole-3)oxyacetonitrile is pulverized and is added with stirring to 5 ml concentrated HCl. By heating on a boiling water bath for 2-3 minutes, the nitrile product melts and soon thereafter solidifies. The precipitate is cooled, then filtered and washed well in a mortar with water. After dissolution in 10% Na2CO3 it is precipitated again with dilute HCl. After crystallization from ethanol, 1-benzyl-indazole-3-oxyacetic acid is obtained. It has a melting point of 160°C.
Therapeutic FunctionAntiinflammatory
Safety ProfilePoison by intravenous andintraperitoneal routes. Moderately toxic by ingestion andsubcutaneous routes. When heated to decomposition itemits toxic fumes of NOx.
Bendazac Preparation Products And Raw materials
Raw materialsHydrochloric acid-->Chloroacetonitrile
Preparation Products1-BENZYL-3-METHOXY-1H-INDAZOLE
Bendazac Lysine,BENDAZAC LYSINE UV,BENDAZAC L-LYSINE,BENDAZAC L-LYSINE SALT,BENDAZAC LYSINE 2H2O 5-Hydroxybendazac-KLH (bendazac metabolite), Sheep anti-, Magnestisable solid-phase fluoroimmunoassay Benzyl chloride Benzyltriethylammonium chloride Ethyl 2-(Chlorosulfonyl)acetate Ascoric Acid Benzyl salicylate Phenylacetone Bendazac ANTI-BENDAZAC Benzyltrimethylammonium chloride Midazolam maleate salt BENDAZAC SODIUM SALT,Bendazac Sodium (1-BENZYL-5-METHYL-1H-INDAZOL-3-YLOXY)-ACETIC ACID Indazole 2-(1-BENZYL-5-METHOXY-1H-INDAZOL-3-YLOXY)ACETIC ACID ANTI-BENDAZAC, 5-OH BENZYL GLYCIDYL ETHER

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