1391. Bromhexine

Nomenclature

CAS number: 3572-43-8
2-Amino-3,5-dibromo-N-cyclohexyl-N-methylbenzenemethanamine; 3,5-dibromo-Nα-cyclohexyl-Nα-methyltoluene-α,2-diamine; N-cyclohexyl-N-methyl-2-(2-amino-3,5-dibromo)benzylammonium; N-(2-amino-3,5-dibromobenzyl)-N-methylcyclohexylammonium.
C14H20Br2N2; mol wt 376.13.
C 44.71%, H 5.36%, Br 42.49%, N 7.45%.

Description and references

Prepn: Keck, Ann. 662, 171 (1963); K. Thomae, BE 625022 (1963), C.A. 61, 5564 (1964). Pharmacology: R. Engelhorn, S. Püschmann, Arzneim.-Forsch. 13, 474 (1963). Metabolism: R. Jauch et al., ibid. 25, 1954 (1975). Toxicity: Boyd, Sheppard, Arch. Int. Pharmacodyn. Ther. 163, 284 (1966).

Chemical structure

Properties

Crystals from abs ethanol, dec 237.5-238°. One gram dissolves in 250 ml of water or 10% ethanol. Approx LD50 orally in rabbits: >10 g/kg (Boyd, Sheppard).

Derivative

Hydrochloride.

Nomenclature

CAS number: 611-75-6
NA-274; Auxit (BMS); Bisolvon (Thomae); Ophtosol (Winzer); Quentan (Boehringer, Ing.).
C14H20Br2N2.HCl; mol wt 412.59.
C 40.75%, H 5.13%, Br 38.73%, N 6.79%, Cl 8.59%.

Therapeutic Category

Expectorant; mucolytic.

Therapeutic Category (Veterinary)

Expectorant.

Keywords

Expectorant; Mucolytic