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Merck

C0246

Cabergoline

≥98% (HPLC)

Sinónimos:

1-Ethyl-3-(3′-dimethylaminopropyl)-3-(6′-allylergoline-8′β-carbonyl)urea, 1-[(6-Allylergoline-8β-yl)carbonyl]-1-[3-(dimethylamino)-propyl]-3-ethylurea, Cabaser, Dostinex, FCE-21336

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Fórmula empírica (notación de Hill):
C26H37N5O2
Número CAS:
81409-90-7
Peso molecular:
451.60
NACRES:
NA.77
PubChem Substance ID:
329774771
UNSPSC Code:
12352200
MDL number:
MFCD00867887
Assay:
≥98% (HPLC)
Form:
powder
Quality level:
100

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InChI

1S/C26H37N5O2/c1-5-11-30-17-19(25(32)31(26(33)27-6-2)13-8-12-29(3)4)14-21-20-9-7-10-22-24(20)18(16-28-22)15-23(21)30/h5,7,9-10,16,19,21,23,28H,1,6,8,11-15,17H2,2-4H3,(H,27,33)/t19-,21-,23-/m1/s1

SMILES string

CCNC(=O)N(CCCN(C)C)C(=O)[C@@H]1C[C@H]2[C@@H](Cc3c[nH]c4cccc2c34)N(CC=C)C1

InChI key

KORNTPPJEAJQIU-KJXAQDMKSA-N

assay

≥98% (HPLC)

form

powder

optical activity

[α]/D −63 to −74°, c = 0.5 in dichloromethane

solubility

DMSO: ≥10 mg/mL

originator

Johnson & Johnson

storage temp.

2-8°C

Quality Level

100

Gene Information

human ... DRD2(1813)

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Categorías relacionadas

Biochem/physiol Actions

Cabergoline, a lysergic acid amide derivative, is a potent dopamine D2 receptor agonist. It also acts on dopamine receptors in lactophilic hypothalamus cells to suppress prolactin production in the pituitary gland. It has been used for monotherapy of Parkinson′s disease in the early phase; combination therapy, together with levodopa and a decarboxylase inhibitor such as carbidopa, in progressive-phase Parkinson′s disease and adjunctive therapy of prolactin-producing pituitary gland tumors (microprolactinomas).
Dopamine D2-receptor agonist; Prolactin inhibitor; Antiparkinsonian

Features and Benefits

This compound was developed by Johnson & Johnson. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H302,H362

Hazard Classifications

Acute Tox. 4 Oral - Lact.

Clase de almacenamiento

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificados de análisis (COA)

Lot/Batch Number
0000382384
0000382385
0000372921
0000382385
0000382384

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Samuel Santos-Ribeiro et al.
Journal of assisted reproduction and genetics, 32(7), 1063-1068 (2015-05-20)
We report on the results of the whole-genome analysis performed in a patient who developed severe ovarian hyperstimulation syndrome (OHSS) following gonadotropin-releasing hormone (GnRH) agonist triggering in a "freeze-all" protocol. A 30-year-old patient with polycystic ovary syndrome who developed severe
Paolo Del Dotto et al.
Clinical pharmacokinetics, 42(7), 633-645 (2003-07-08)
Cabergoline is a synthetic ergoline dopamine agonist with a high affinity for D(2) receptors indicated for use in both early and advanced Parkinson's disease and in hyperprolactinaemic disorders. Following oral administration, peak plasma concentrations of cabergoline are reached within 2-3
Rivka Inzelberg et al.
Drugs & aging, 20(11), 847-855 (2003-09-11)
Dopamine agonists have been widely used as add-on to levodopa in the treatment of Parkinson's disease with motor fluctuations. However, the use of dopamine agonists in early Parkinson's disease and levodopa-naive patients is controversial. Although dopamine agonists have been compared
Vania dos Santos Nunes et al.
Pituitary, 14(3), 259-265 (2011-01-12)
Cabergoline and bromocriptine are the most used drugs in the treatment of hyperprolactinemia, they are able to normalize the prolactin levels, restore gonadal function and promote tumor reduction in the majority of patients. We undertake a systematic review and meta-analysis
Huilin Tang et al.
The Cochrane database of systematic reviews, 2(2), CD008605-CD008605 (2012-02-18)
Ovarian hyperstimulation syndrome (OHSS) is a complication resulting from administration of human chorionic gonadotrophin (hCG) in assisted reproduction technology (ART) treatment. Most case are mild, but forms of moderate or severe OHSS appear in 3% to 8% of in vitro
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