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CAS 25614-03-3

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(+)-Bromocriptine

Description:
(+)-Bromocriptine is a semi-synthetic ergot alkaloid that primarily acts as a dopamine agonist. It is commonly used in the treatment of conditions such as Parkinson's disease, hyperprolactinemia, and certain types of pituitary tumors. The compound exhibits a complex structure characterized by a bicyclic ring system, which is essential for its biological activity. As a dopamine receptor agonist, it selectively stimulates D2 receptors, leading to various physiological effects, including the inhibition of prolactin secretion. (+)-Bromocriptine is typically administered orally and is known for its relatively low bioavailability due to extensive first-pass metabolism. Its pharmacokinetics can be influenced by factors such as food intake and individual metabolic rates. The substance is also associated with a range of side effects, including nausea, dizziness, and orthostatic hypotension, which necessitate careful monitoring during treatment. Overall, (+)-Bromocriptine plays a significant role in managing specific neurological and endocrine disorders, showcasing the intricate relationship between chemical structure and biological function.
Formula:C32H40BrN5O5
InChI:InChI=1S/C32H40BrN5O5/c1-16(2)12-24-29(40)37-11-7-10-25(37)32(42)38(24)30(41)31(43-32,17(3)4)35-28(39)18-13-20-19-8-6-9-22-26(19)21(27(33)34-22)14-23(20)36(5)15-18/h6,8-9,13,16-18,23-25,34,42H,7,10-12,14-15H2,1-5H3,(H,35,39)/t18-,23-,24+,25+,31-,32+/m1/s1
InChI key:InChIKey=OZVBMTJYIDMWIL-AYFBDAFISA-N
SMILES:O[C@]12N(C(=O)[C@@](NC(=O)[C@@H]3C=C4C=5C=6C(C[C@]4(N(C)C3)[H])=C(Br)NC6C=CC5)(C(C)C)O1)[C@@H](CC(C)C)C(=O)N7[C@]2(CCC7)[H]
Synonyms:
  • (5'Alpha)-2-Bromo-12'-Hydroxy-5'-(2-Methylpropyl)-3',6',18-Trioxo-2'-(Propan-2-Yl)Ergotaman
  • (5′α)-2-Bromo-12′-hydroxy-2′-(1-methylethyl)-5′-(2-methylpropyl)ergotaman-3′,6′,18-trione
  • 2-Bromo-alpha-ergocryptine
  • 2-Bromo-α-ergocryptine
  • 2-Bromo-α-ergokryptine
  • 2-Bromoergocriptine
  • 2-Bromoergocryptine
  • 8H-Oxazolo[3,2-a]pyrrolo[2,1-c]pyrazine, ergotaman-3′,6′,18-trione deriv.
  • Bromergocryptine
  • Bromocriptin
  • See more synonyms
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