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Merck
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주요 문서

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M3668

Sigma-Aldrich

Metergoline

동의어(들):

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

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모든 사진(1)

About This Item

실험식(Hill 표기법):
C25H29N3O2
CAS Number:
17692-51-2
Molecular Weight:
403.52
EC Number:
241-686-3
MDL number:
MFCD00153829
UNSPSC 코드:
12352200
PubChem Substance ID:
24278105
NACRES:
NA.77

Quality Level

100

mp

148-150 °C (lit.)

solubility

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

저장 온도

−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

유전자 정보

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

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애플리케이션

Metergoline has been used as a serotonin receptor antagonist:

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

생화학적/생리학적 작용

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

픽토그램

Exclamation mark
GHS07

신호어

Warning

유해 및 위험 성명서

H302 + H312 + H332

Hazard Classifications

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

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

개인 보호 장비

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

시험 성적서(COA)

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문서 라이브러리 방문

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
K J Miller et al.
European journal of pharmacology, 227(1), 99-102 (1992-09-01)
We have recently cloned a novel human 5-HT1D receptor subtype termed 5-HT1D beta. CHO K1 cells expressing the human serotonin 5-HT1D beta receptor were assayed to determine the second messenger system of this receptor. Cyclic AMP radioimmunoassays revealed that the
Sanna K Janhunen et al.
Obesity (Silver Spring, Md.), 19(10), 1979-1986 (2011-04-09)
Because the use of monoamine reuptake inhibitors as weight-reducing agents is limited by adverse effects, novel antiobesity drugs are needed. We studied acute effects of the noradrenaline (NA) and serotonin (5-HT) reuptake inhibitor sibutramine (SIB), alone and after pretreatment with
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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