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M3668

Sigma-Aldrich

Metergoline

Sinonimo/i:

N-CBZ-[(8β)-1,6-Dimethylergolin-8-yl]methylamine, [(8β)-1,6-Dimethylergolin-8-yl)methyl]carbamic acid phenylmethyl ester

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500 MG
CHF 144.00
5 G
CHF 1’340.00

CHF 144.00


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Cambia visualizzazione
500 MG
CHF 144.00
5 G
CHF 1’340.00

About This Item

Formula empirica (notazione di Hill):
C25H29N3O2
Numero CAS:
Peso molecolare:
403.52
Numero CE:
Numero MDL:
Codice UNSPSC:
12352200
ID PubChem:
NACRES:
NA.77

CHF 144.00


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Punto di fusione

148-150 °C (lit.)

Solubilità

0.1 M HCl: 1.4 mg/mL
ethanol: 4 mg/mL
H2O: insoluble

Temperatura di conservazione

−20°C

Stringa SMILE

[H][C@]2(CNC(=O)OCc1ccccc1)CN(C)[C@]3([H])Cc4cn(C)c5cccc(c45)[C@@]3([H])C2

InChI

1S/C25H29N3O2/c1-27-14-18(13-26-25(29)30-16-17-7-4-3-5-8-17)11-21-20-9-6-10-22-24(20)19(12-23(21)27)15-28(22)2/h3-10,15,18,21,23H,11-14,16H2,1-2H3,(H,26,29)/t18-,21+,23+/m0/s1
WZHJKEUHNJHDLS-QTGUNEKASA-N

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Applicazioni

Metergoline has been used as a serotonin receptor antagonist:

  • to study its effects on astrocyte calcium signals evoked by whisker stimulation[1]
  • to study its effects on lipopolysaccharide-induced anorexia in rats[2]
  • to evaluate the non-specific binding by 5-HT1A receptor binding assays[3]

Azioni biochim/fisiol

Metergoline is an ergot alkaloid[4] and a selective serotonin antagonist which blocks the 5-HT2A and 5-HT2C receptors with higher affinity.[5] It possesses antifungal activity against infection caused by Candida krusei.[6] Metergoline exhibits a therapeutic effect against premenstrual dysphoric disorder. It also exhibits antipyretic and analgesic activities.[7]

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Avvertenze

Warning

Indicazioni di pericolo

Classi di pericolo

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Dispositivi di protezione individuale

dust mask type N95 (US), Eyeshields, Faceshields, Gloves


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N J Beijerink et al.
Reproduction (Cambridge, England), 128(2), 181-188 (2004-07-29)
Dopamine agonists decrease plasma prolactin concentration and shorten the duration of anoestrus in the bitch. In order to determine whether this shortening results from decreased prolactin release or is due to another dopamine agonistic effect on the pulsatile release of
B K Smith et al.
The American journal of physiology, 277(3 Pt 2), R802-R811 (1999-09-14)
Systemic treatment with dexfenfluramine (dF), fluoxetine, or serotonin (5-hydroxytryptamine, 5-HT) recently was shown to suppress fat and occasionally protein but not carbohydrate intake in rats when a macronutrient selection paradigm was employed. These reports contrast with the prevailing literature, which
Catherine A Roca et al.
The American journal of psychiatry, 159(11), 1876-1881 (2002-11-02)
The authors investigated the role of acute serotonergic modulation in the efficacy of selective serotonin reuptake inhibitors (SSRIs) in women with premenstrual dysphoric disorder. Patients with premenstrual dysphoric disorder (whose symptoms had remitted during treatment with fluoxetine) and a group
K Stachowicz et al.
Neuropharmacology, 53(6), 741-748 (2007-09-18)
The purpose of the present study was to investigate whether the anxiolytic-like action of a selective and brain penetrable group I metabotropic glutamate (mGlu5) receptor antagonist 3-[(2-methyl-1,3-tiazol-4-yl)ethynyl]-pyridine (MTEP) is dependent upon the serotonergic system. Experiments were performed on male Wistar
Camila Marroni Roncon et al.
Planta medica, 77(3), 236-241 (2010-09-17)
The objective of this study was to investigate the effects of chronic administration of a semi-purified extract (Purified Extract A--PEA; 4, 8, or 16 mg/kg) of PAULLINIA CUPANA (guaraná) seeds on rats submitted to the elevated T-maze (ETM) model of

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