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M3668

Metergoline

Serotonin antagonist

Sinónimos:

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

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Tamaño de envaseSKUDisponibilidadPrecio
500 mg
Comprobar disponibilidad del carrito
$176.00
5 g
Comprobar disponibilidad del carrito
$1,640.00

Acerca de este artículo

Fórmula empírica (notación de Hill):
C25H29N3O2
Número CAS:
17692-51-2
Peso molecular:
403.52
NACRES:
NA.77
PubChem Substance ID:
24278105
UNSPSC Code:
12352200
EC Number:
241-686-3
MDL number:
MFCD00153829
Quality level:
100

$176.00

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Nombre del producto

Metergoline,

Quality Level

100

mp

148-150 °C (lit.)

solubility

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

storage temp.

−20°C

SMILES string

[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

InChI key

WZHJKEUHNJHDLS-QTGUNEKASA-N

Gene Information

human ... HTR1A(3350), HTR1B(3351), HTR1D(3352), HTR1E(3354), HTR1F(3355), HTR2A(3356), HTR2B(3357), HTR2C(3358), HTR7(3363)
rat ... Htr7(65032)

Application

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]

Biochem/physiol Actions

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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Este artículo
U103T5202B9935
Metergoline

Sigma-Aldrich

M3668

Metergoline

U-69593 solid

Sigma-Aldrich

U103

U-69593

TPBM ≥98% (HPLC), solid

Sigma-Aldrich

T5202

TPBM

BMS-345541 ≥98% (HPLC), powder

Sigma-Aldrich

B9935

BMS-345541

Quality Level

100

Quality Level

100

Quality Level

100

Quality Level

100

storage temp.

−20°C

storage temp.

2-8°C

storage temp.

-

storage temp.

2-8°C

solubility

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

solubility

45% (w/v) aq 2-hydroxypropyl-β-cyclodextrin: 10 mg/mL, 0.1 M HCl: >40 mg/mL, ethanol: >40 mg/mL, 0.1 M NaOH: insoluble, H2O: insoluble

solubility

DMSO: >5 mg/mL

solubility

DMSO: 18 mg/mL, H2O: insoluble

Gene Information

human ... HTR1A(3350), HTR1B(3351), HTR1D(3352), HTR1E(3354), HTR1F(3355), HTR2A(3356), HTR2B(3357), HTR2C(3358), HTR7(3363)
rat ... Htr7(65032)

Gene Information

human ... OPRD1(4985), OPRK1(4986), OPRM1(4988)
mouse ... Oprk1(18387)
rat ... Oprd1(24613), Oprk1(29335), Oprm1(25601)

Gene Information

-

Gene Information

-

mp

148-150 °C (lit.)

mp

-

mp

-

mp

-

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

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

Clase de almacenamiento

11 - Combustible Solids

wgk

WGK 3

ppe

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

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Certificados de análisis (COA)

Lot/Batch Number
BCCN9412
BCCN6044
BCCL4038
BCCL9897
BCCL0669

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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
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
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
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Número de artículo de comercio global

SKUGTIN
M3668-500MG04061834050490
M3668-5G04061832091921

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