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بروموکریپتین

Structure via PubChem · Public domain (PubChem)

EntityQ413581· pop 28· linked from 2,014 articles

بروموکریپتین

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Also known as PLO154, 2-bromoergocryptine, bromocryptine, CB-154, Parlodel®, (5'alpha)-2-bromo-12'-hydroxy-2'-(1-methylethyl)-5'-(2-methylpropyl)-3',6',18-trioxoergotaman, 2-bromo-alpha-ergokryptine, 2-bromo-alpha-ergokryptin

Bromocriptine, sold under the brand name Parlodel among others, is an ergoline derivative and dopamine agonist that is used in the treatment of pituitary tumors, Parkinson's disease, hyperprolactinaemia, neuroleptic malignant syndrome, and, as an adjunct, type 2 diabetes.

Key facts

Drug.StdInChI
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
Drug.StdInChIKey
OZVBMTJYIDMWIL-AYFBDAFISA-N
Drug.Watchedfields
changed
Drug.verifiedrevid
459983915
Drug.image
Bromocriptine.svg
Drug.image_class
skin-invert-image
Drug.width
200px
Drug.image2
Bromocriptine molecule ball.png
Drug.image_class2
bg-transparent
Drug.width2
250px
Drug.tradename
Parlodel, others
Drug.MedlinePlus
a682079
Drug.pregnancy_AU
A
Drug.routes_of_administration
Oral, vaginal, intravenous
Drug.class
Dopamine receptor agonist; Serotonin receptor agonist; Adrenergic receptor modulator; Antiparkinsonian agent; Prolactin inhibitor; Anti-diabetic drug
Drug.ATC_prefix
G02
Drug.ATC_suffix
CB01
Drug.legal_AU
S4

via Wikipedia infobox

Chemical data

Formula
C32H40BrN5O5
Molecular weight
654.6 g/mol
IUPAC name
(6aR,9R)-5-bromo-N-[(1S,2S,4R,7S)-2-hydroxy-7-(2-methylpropyl)-5,8-dioxo-4-propan-2-yl-3-oxa-6,9-diazatricyclo[7.3.0.02,6]dodecan-4-yl]-7-methyl-6,6a,8,9-tetrahydro-4H-indolo[4,3-fg]quinoline-9-carboxamide
SMILES
CC(C)C[C@H]1C(=O)N2CCC[C@H]2[C@]3(N1C(=O)[C@](O3)(C(C)C)NC(=O)[C@H]4CN([C@@H]5CC6=C(NC7=CC=CC(=C67)C5=C4)Br)C)O
InChIKey
OZVBMTJYIDMWIL-AYFBDAFISA-N
XLogP
3.8
Polar surface area
118 Ų
H-bond donors
3
H-bond acceptors
6
Formal charge
0

via PubChem

Gallery (5)