Benzydamine hydrochloride Chemical Properties

Melting point:

147-153°C

storage temp. 

Inert atmosphere,2-8°C

solubility 

Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly)

color 

White to Off-White

Water Solubility 

Soluble in water, ethanol, chloroform, n-butanol or DMSO /n

Merck 

14,1122

InChIKey

HNNIWKQLJSNAEQ-UHFFFAOYSA-N

CAS DataBase Reference

132-69-4(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xn

Risk Statements 

20/21/22-36

Safety Statements 

26-36

WGK Germany 

3

RTECS 

NK7875000

HS Code 

2933.99.8290

Toxicity

LD50 in mice, rats (mg/kg): 110, 100 i.p.; 515, 1050 orally (Silvestrini)

MSDS

• Language:English Provider:SigmaAldrich

Benzydamine hydrochloride Usage And Synthesis

Description

Benzydamine hydrochloride is a non-steroidal antiinflammatory drug used both topically and systemically. It has been reported as a sensitizer and a photosensitizer and caused occupational contact dermatitis in a nurse.

Chemical Properties

Off-White Solid

Originator

Tantum,Angelini

Uses

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

Uses

anticholinergic

Uses

A nonsteroidal anti-inflammatory with local anesthetic properties.

Uses

Benzydamine hydrochloride is an anti-in-flammatory drug used extensively in Europe and recently introduced in Canada to help re duce painful mucositis. Benzydamine provides short-term topical anesthesia and extended pain relief apparently through its anti-inflammatory properties. Studies have shown it to be effective in a range of painful conditions, including aphthous ulceration, chemotherapy-induced mucositis, and radiation-induced mucositis.

Definition

ChEBI: Benzydamine hydrochloride is a member of indazoles.

Manufacturing Process

To a solution of 175 g of anthranilic acid methyl ester in 2 L of water and 120 ml of concentrated hydrochloric acid at 25°C was added concentrated solution of 80 g sodium nitrite. The product was dissolved in solution of 500 g NaOH in 1.5 L of water. To this solution under nitrogen was added 400 g of sodium bisulfite. The mixture was stirred for 6 hours at 75°C under nitrogen. The obtained solid product was dissolved in water and then to the solution was added 750 ml glacial acetic acid. The yield of 1-benzyl-3-(3-(dimethylamino) propoxy)-1H-indazole 70%, M.P. 154-156°C.
In practice it is usually used as monohydrochloride salt.

brand name

Tantum (Angelini Francesco, Italy).

Therapeutic Function

Analgesic, Antiinflammatory, Antipyretic

Contact allergens

It is a nonsteroidal anti-inflammatory drug used both topically and systemically. It has been reported as a sensitizer and a photosensitizer.

Side effects

The major side effects of benzydamine hydrochloride are oral numbness (reported prevalence: 10 percent), and oral burning/stinging (reported prevalence: 8 percent). Oral discomfort appears to be more of a problem in patients with extensive ulceration/infammation. The oral discomfort can sometimes be improved by diluting the benzydamine hydrochloride with an equal volume of water.It is thought that benzydamine hydrochloride does not precipitate peptic ulceration.

Safety Profile

Poison by intraperitoneal, subcutaneous, and intravenous routes. Moderately toxic by ingestion. An experimental teratogen. Other experimental animal reproductive effects. An eye irritant. A nonsteroidal antiinflammatory analgesic. When heated to decomposition it emits very toxic fumes of HCl and NOx.

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