Ambicromil Chemical Properties

Melting point:

310-311 °C

Boiling point:

624.1±55.0 °C(Predicted)

Density 

1.604±0.06 g/cm3(Predicted)

pka

1.78±0.40(Predicted)

Ambicromil Usage And Synthesis

Originator

Probicromil,ZYF Pharm Chemical

Uses

Anti-allergic (prophylactic).

Manufacturing Process

4,6-Dioxo-10-propyl-4H,6H-benzo[1,2-b:5,4-b']dipyran-2,8-carboxylic acid:
2 ml of benzyltrimethylammonium hydroxide was added to a solution of 18.3 g 2-propylresorcine and dimethyl acetylenedicboxylate in 500 ml of ethanol and the mixture obtained was heated for 20 hours at reflux. The solution was cooled, 30 g sodium hydroxide in 150 ml of water was added and all mass was heated for 2 hours at reflux. On cooling the reaction mixture was poured into 2 L of water and washed with ethyl acetate. The water layer was acidified with conc. hydrochloric acid and a precipitate fallen was collected, washed with water, and dried in vacuum at 80°C to give 21 g cream-colored solid product.
21 g above product was in portion added to 200 ml of chlorosulfonic acid by ice cooling. The temperature of reaction was not higher 10°C. Then the reaction mixture was heated for 2.5 hours at 50°C. On cooling it was poured into 3 L of ice/water, the fallen precipitate was filtered off, washed with water and dried in vacuum. The solid product was heated with 100 ml of ethanol, an insoluble part was collected and boiled with 100 ml of ethyl acetate. Insoluble product was centrifuged and dried in vacuum at 60°C. Yield of title product hydrate 10.5 g. 4,6-Dioxo-10-propyl-4H,6H-benzo[1,2-b:5,4-b']dipyran-2,8- carboxylic acid melted at 310°-311°C (deg).

Therapeutic Function

Antiallergic, Histamine H1 antagonist

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