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U101

Sigma-Aldrich

5-Methylurapidil

solid

Sinonimo/i:

5-Methyl-6[[3-[4-(2-methoxyphenyl)-1-piperazinyl]­propyl]­amino]-1,3-dimethyluracil

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About This Item

Formula empirica (notazione di Hill):
C21H31N5O3
Numero CAS:
34661-85-3
Peso molecolare:
401.50
Numero MDL:
MFCD00078602
Codice UNSPSC:
12352200
ID PubChem:
24277800
NACRES:
NA.77

Forma fisica

solid

Colore

white

Solubilità

H2O: 0.4 mg/mL
0.1 M HCl: 3.8 mg/mL

Stringa SMILE

Cl[H].COc1ccccc1N2CCN(CCCNC3=C(C)C(=O)N(C)C(=O)N3C)CC2

InChI

1S/C21H31N5O3.ClH/c1-16-19(23(2)21(28)24(3)20(16)27)22-10-7-11-25-12-14-26(15-13-25)17-8-5-6-9-18(17)29-4;/h5-6,8-9,22H,7,10-15H2,1-4H3;1H
WAZDYFHTLYHMKO-UHFFFAOYSA-N

Informazioni sul gene

human ... ADRA1A(148) , ADRA1B(147) , ADRA1D(146)

Applicazioni

5-Methylurapidil has been used for competitive binding in radioligand binding assays.

Azioni biochim/fisiol

Selective α1A-adrenoceptor antagonist; antihypertensive.

Caratteristiche e vantaggi

This compound is featured on the α1-Adrenoceptors page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Nota sulla preparazione

5-Methylurapidil is soluble in water at 0.4 mg/ml and is also soluble in 0.1 M HCl at 3.8 mg/ml.

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

Eyeshields, Gloves, type N95 (US)

Certificati d'analisi (COA)

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G Gross et al.
European journal of pharmacology, 169(2-3), 325-328 (1989-10-10)
Radioligand binding studies suggest that alpha 1-adrenoceptor recognition sites are heterogeneous. Several adrenergic agents discriminate between two adrenoceptor binding sites designated alpha 1A and alpha 1B. In the present study we demonstrate for the first time that these two subtypes
M Endoh et al.
Naunyn-Schmiedeberg's archives of pharmacology, 345(5), 578-585 (1992-05-01)
In order to elucidate the contribution of alpha 1A subtype to the positive inotropic effect mediated by myocardial alpha 1 adrenoceptors, the influence of the alpha 1A selective antagonists WB 4101 and 5-methylurapidil on the alpha 1-mediated positive inotropic effect
A Armenia et al.
Acta pharmacologica Sinica, 29(5), 564-572 (2008-04-24)
This study investigates the subtypes of the alpha1-adrenoceptor mediating the adrenergically-induced renal vasoconstrictor responses in streptozotocin-induced diabetic and non-diabetic 2-kidney one clip (2K1C) Goldblatt hypertensive rats. The renal blood flow responses to renal nerve stimulation, noradrenaline, phenylephrine, and methoxamine were
Enio S A Pacini et al.
The Journal of pharmacology and experimental therapeutics, 366(1), 21-28 (2018-04-25)
The cauda epididymis (CE), the site of sperm storage until the ejaculation, is densely innervated by the sympathetic nervous system. Contraction of CE smooth muscle via α1-adrenoceptors (α1-ARs) plays a key role during the seminal emission phase of ejaculation and
G Gross et al.
European journal of pharmacology, 151(2), 333-335 (1988-07-07)
The affinity of 5-methyl-urapidil for alpha 1-adrenoceptors was determined from the inhibition of [3H]prazosin binding on membrane of different rat tissues. In hippocampus, vas deferens and heart 5-methyl-urapidil displaced [3H]prazosin in a biphasic manner with mean pKI values between 9.1
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Articoli

α1-Adrenoceptor Characteristics and Modulators

Review alpha 1 adrenoceptors as well as their agonists, antagonists, and tissue expression patterns. We suggest several modulators and alternatives for working with a-1 adrenoreceptors.

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