Structure via PubChem · Public domain (PubChem)
bromocriptine
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
- Mass
- 653.221
Show 6 more facts
- chemical formula
- C₃₂H₄₀BrN₅O₅
- 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
Sources (6)
via Wikidata · CC0
~8 min read
Article
11 sectionsContents
- Medical uses
- Side effects
- Pharmacology
- Pharmacodynamics
- Chemistry
- History
- Society and culture
- Brand names
- See also
- References
- External links
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.
It was patented in 1968 and approved for medical use in 1975.