bucloxic acid Chemical Properties

Melting point:

163°

Boiling point:

408.08°C (rough estimate)

Density 

1.1280 (rough estimate)

refractive index 

1.4585 (estimate)

storage temp. 

Store at -20°C

solubility 

Soluble in DMSO

pka

4.43±0.17(Predicted)

Safety Information

Toxicity

LD50 in mice, rats (mg/kg): 900, 120 orally; 1100, 210 i.p (Krausz, p. 1360)

bucloxic acid Usage And Synthesis

Originator

Esfar,Clin Midy,France,1974

Definition

ChEBI: Bucloxic acid is an aromatic ketone.

Manufacturing Process

Phenylcyclohexane and succinic acid (Bernstein Acid) anhydride are reacted in the presence of AlCl3to give 4-(4'-cyclohexylphenyl)-4-keto-n-butyric acid.
177 grams of anhydrous aluminum chloride are introduced into a 3-necked 1 liter flask. A hot solution of 144 grams of 4-(4'-cyclohexylphenyl)-4-keto-nbutyric acid in 330 ml of methylene chloride is added slowly from a dropping funnel. Slight reflux is observed during this addition. 33.2ml of liquefied chlorine are then introduced slowly, drop by drop. This addition requires 5 hours. The solution is then poured on to 1 kg of ice containing 100 ml of concentrated hydrochloric acid. The aqueous phase is extracted twice, each time with 200 ml of methylene chloride, the organic phase is washed with water to pH 6.5 and dried and the organic solvent then evaporated. The desired acid is recrystallized from 500 ml of toluene. The yield is 64%. MP: 159°C.

Therapeutic Function

Antiinflammatory

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