Originator

Dantrium,Norwich Eaton ,US,1974

Uses

Dantrolene acts as a skeletal muscle relaxant through inhibition of Ca2+ release through ryanodine receptor channels.

Uses

Relaxant (skeletal muscle).

Definition

ChEBI: The hydrazone resulting from the formal condensation of 5-(4-nitrophenyl)furfural with 1-aminohydantoin.

Manufacturing Process

5-(p-Nitrophenyl)-2-furaldehyde (40.0 grams, 0.2 mol) is dissolved in dimethylformamide. An aqueous solution of 1-aminohydantoin hydrochloride (30.0 grams, 0.2 mol) is added. The solution is chilled and diluted with water. The crude material is collected and recrystallized from aqueous dimethylformamide to yield 10.0 grams (16%). MP 279°-280°C. This compound is then converted to the sodium salt.

brand name

Dantrium (Procter & Gamble).

Therapeutic Function

Muscle relaxant

General Description

Crystals (in aqueous DMF).

Air & Water Reactions

Slightly water soluble. Dantrolene may be sensitive to heat and air .

Reactivity Profile

A nitrated amine derivative. Amines are chemical bases. They neutralize acids to form salts plus water. These acid-base reactions are exothermic. The amount of heat that is evolved per mole of amine in a neutralization is largely independent of the strength of the amine as a base. Amines may be incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides. Flammable gaseous hydrogen is generated by amines in combination with strong reducing agents, such as hydrides.

Health Hazard

SYMPTOMS: When ingested, symptoms of exposure may include drowsiness, dizziness, weakness, general malaise, fatigue, diarrhea, constipation, gastrointestinal bleeding, anorexia, abdominal cramps, hepatitis, speech disturbance, seizure, headache, light-headedness, insomnia, tachycardia, phlebitis, mental depression, mental confusion, nervousness, abdominal hair growth, rash, sweating, backache, chills and fever.

Fire Hazard

Flash point data for Dantrolene are not available. Dantrolene is probably combustible.

Raw materials

Preparation Products