ブロモクリプチン

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 Å²
H-bond donors: 3
H-bond acceptors: 6
Formal charge: 0

via PubChem

Drug data · ChEMBL

Max clinical phase: Approved
Molecule type: Small molecule
First approval: 1978
Admin. routes: oral
Indications: Adenomyosis, obesity, Alzheimer disease, type 1 diabetes mellitus

via ChEMBL · EBI

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

Article · 日本語

ブロモクリプチン（英: Bromocriptine、商品名 Parlodel（パーロデル）など）は、下垂体腫瘍、パーキンソン病（PD）、高プロラクチン血症、神経弛緩薬悪性症候群、および2型糖尿病の治療に用いられる、エルゴリン誘導体でドーパミンアゴニスト。 1968年に特許を取得し、1975年に医療用として承認された。

Abstract from DBpedia / Wikipedia · CC BY-SA

Gallery (5)

Available in 27 languages

Show 8 more

via Wikidata sitelinks · CC0