Benzidamine hydrochloride

Benzydamine Hcl is a locally-acting nonsteroidal anti-inflammatory drug with local anaesthetic and analgesic properties; selectively binds to prostaglandin synthetase and has notable in vitro antibacterial activity.

Benzydamine hydrochloride is a member of indazoles.|Benzydamine Hydrochloride is an indazole non-steroidal anti-inflammatory drug (NSAID) with analgesic, antipyretic, and anti-edema properties. Unlike other NSAIDs, benzydamine hydrochloride does not inhibit cyclooxygenases (COX) but stabilizes membranes, resulting in local anesthesia; inhibits the production of pro-inflammatory cytokines; inhibits the generation of reactive oxygen species by neutrophils; inhibits leukocyte aggregation and adhesion; and exhibits antimicrobial properties. (NCI04)|A benzyl-indazole having analgesic, antipyretic, and anti-inflammatory effects. It is used to reduce post-surgical and post-traumatic pain and edema and to promote healing. It is also used topically in treatment of RHEUMATIC DISEASES and INFLAMMATION of the mouth and throat.

Using anthranilic acid as raw material, benzydamine is produced through chemical reactions such as diazotization, reduction, cyclization, hydrocarbonation, condensation, and salt formation. The specific operations are as follows: (1) Diazotization adds anthranilic acid to a certain amount of water with stirring, adds concentrated hydrochloric acid to dissolve the reactant, and then adds hydrochloric acid to precipitate crystals. Cool to below 3 ℃, slowly add aqueous solution of sodium nitrite dropwise, the temperature does not exceed 3 ℃, continue stirring to obtain a transparent brown diazonium salt solution. (2) Reduction below 10°C, drop the diazonium salt solution into a saturated solution of sulfur dioxide. After standing, add concentrated hydrochloric acid. Crystals will precipitate out under stirring. Cool to below 5°C. Place, filter, and drain to obtain o-hydrazide group Benzoate hydrochloride. (3) Cyclization The refluxed product, water, and salt are refluxed for 30 minutes, concentrated, and neutralized with sodium carbonate to a pH of 7 while still hot. It is placed, filtered, washed with water, and dried to obtain 3-hydroxyindidazole. (4) Hydrocarbonation The cyclic compound, absolute ethanol and sodium hydroxide are heated to reflux, filtered after cooling, the filtrate is frozen overnight to precipitate crystals, filtered and dried to obtain 1-benzyl-3-hydroxyindidazole. (5) Condensation Heat the hydrocarbons, xylene, and chopped sodium metal to reflux, and increase the temperature until the sodium metal melts while stirring, and white gas is generated. The heating was stopped, and the reactant thickened to a paste. A mixed solution of dimethylaminochloropropane and toluene was added dropwise, and the reaction was continued under reflux after the dropping. Let cool, filter and wash with xylene. The filtrate and the washing liquid were combined, extracted with dilute hydrochloric acid, added liquid alkali, and the oil layer was separated out, and dried over anhydrous sodium sulfate. This is the free base of benzydamine. After refining, it is made into hydrochloride according to the usual method.

A nonsteroidal anti-inflammatory drug with local anaesthetic, analgesic and antipyretic properties.

Molecular Weight:345.9
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:7
Exact Mass:345.1607901
Monoisotopic Mass:345.1607901
Topological Polar Surface Area:30.3
Heavy Atom Count:24
Complexity:344
Covalently-Bonded Unit Count:2
Compound Is Canonicalized:Yes