Ergocryptine Bromocriptine

Epoxypropyl)-2-methyl-5-nitroimidazole Ornidazole Ergocryptine Bromocriptine Erythromycin... 

Today, 2-bromo-a-ergocryptine (bromocriptine) is the second (after dihydroergotoxine) most extensively used compound from the group of ergot alkaloids. 

Bromocriptine mesilate is 2-bromo-a-ergocryptine methane-sulphonate or 2-bromo-12 -hydroxy-2,-(l-methylethyl)-5 -(2-methylpropyl-5 a-ergotaman-3, 6, 18-trione methanesulphonate or Bromocriptinum (INN). It is the active ingredient in Parlodel dosage forms. 

Theoretically, with 6 chiral centers within the molecule (at 6, 9, 2, 5, 11 and 12 positions) 64 diastereomeric forms are possible. However, bromocriptine is sterically well defined at all of these positions, as it is derived from the naturally occurring a-ergocryptine. 

Bromocriptine base is manufactured by bromination of a-ergocryptine with N-bromosuccinimide in dioxane solution. 

The compounds separated are visualized by uv at 254 and 366 nm, respectively, and by iodine vapour. Rf of bromocriptine is 0.27. The potential by-products yield spots at R 1.5 (2-bromo-a-ergocryptinine), and 0.55 (a-ergocryptine). 2-Bromo-lysergic acid remains at the starting point. 

Key 1 = dodecylbenzene, 2 = bromocriptinine, 3 = a-ergocryp-tinine, 4 = bromocriptine, 5 = a-ergocryptine (precursor). 

Simple derivatives of ergopeptines include dihydroergotamine (with a saturated D-ring) for the treatment of migraines and dihydroergotoxine for the treatment of hypertension (11). Also, bromocriptine, derived from ergocryptine by bromination at C(2), is used in treatment of Parkinsonism. Bromocriptine is also effective in cases of hyperprolactinaemia (104), a condition that can result in... 

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