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Bendazac

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Bendazac Basic information
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
  • 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
  • ToxicityLD50 in mice, rats (mg/kg): 380, 304 i.v.; 355, 388 i.p.; 440, 910 s.c.; 1105, ~1200 orally (Rx Bulletin)
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.
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