Structure via PubChem · Public domain (PubChem)
Bromokriptin
Sign in to saveAlso 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
Wikidata facts
- Has part
- bromine
- Mass
- 653.221
- Has use
- medication
Show 8 more facts
- chemical formula
- C₃₂H₄₀BrN₅O₅
- medical condition treated
- prolactinoma
- isomeric 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
- canonical SMILES
- CC(C)CC1C(=O)N2CCCC2C3(N1C(=O)C(O3)(C(C)C)NC(=O)C4CN(C5CC6=C(NC7=CC=CC(=C67)C5=C4)Br)C)O
- World Health Organisation international non-proprietary name
- bromocriptine
- defined daily dose
- 40
- Commons category
- Bromocriptine
- significant drug interaction
- indapamide
Sources (6)
via Wikidata · CC0