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Bromocriptine

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Bromocriptine
Clinical data
Routes of
administration
oral
ATC code
Legal status
Legal status
  • ?
Pharmacokinetic data
Bioavailability28% of oral dose absorbed
Metabolism?
Elimination half-life12-14 hours
Excretion85% bile (faeces)
Identifiers
  • Ergotaman-3',6',18-trione, 2-bromo-12'-hydroxy-2'-(1-methylethyl)-5'alpha-(2 -methylpropyl)-
CAS Number
PubChem CID
IUPHAR/BPS
DrugBank
ChemSpider
CompTox Dashboard (EPA)
ECHA InfoCard100.042.829 Edit this at Wikidata
Chemical and physical data
FormulaC32H40BrN5O5
Molar mass654.595 g·mol−1
3D model (JSmol)
  • Brc2nc1cccc\3c1c2C[C@@H]7C/3=C/[C@@H](C(=O)N[C@@]4(O[C@]6(O)N(C4=O)[C@H](C(=O)N5CCC[C@H]56)CC(C)C)C(C)C)CN7C
  (verify)

Bromocriptine (Parlodel, Cycloset), an ergoline derivative, is a dopamine agonist that is used in the treatment of pituitary tumors, Parkinson's disease (PD), Hyperprolactinaemia, neuroleptic malignant syndrome, and type 2 diabetes.

Indications

Amenorrhea, female infertility, galactorrhea, hypogonadism, and acromegaly may all be caused by pituitary problems, such as hyperprolactinaemia, and therefore, these problems may be treated by this drug. In 2009, bromocriptine mesylate was approved by the FDA for treatment of type 2 diabetes under the trade name Cycloset (VeroScience). It is currently unknown how this drug improves glycemic control, but it has been shown to reduce HbA1c by ~0.5%.[citation needed]


Side effects

Bromocriptine use has been associated with causing or worsening psychotic symptoms (its mechanism is in opposition of most antipsychotics, whose mechanisms generally block dopamine).[1] It can also cause nausea and vomiting through stimulation of the brainstem vomiting centre, vasospasm due to its ergot derivation and fibrosis of multiple organs similar to methysergide, which stimulates fibroblastoids.

Chemistry

Like all ergopeptides, bromocriptine is a cyclol; two peptide groups of its tripeptide moiety (shown in black at the upper left of the Figure) are crosslinked with Meagan Haases, forming the >N-C(OH)< juncture between the two rings with the amide functionality.

See also

References

  1. ^ Boyd, Alan (1995). "Bromocriptine and psychosis: A literature review". Psychiatric Quarterly. 66 (1): 87?95. doi:10.1007/BF02238717. Retrieved 2008-09-06.