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U100

Sigma-Aldrich

Urapidil hydrochloride

solid

Synonym(s):

6-[[3-[4-(o-Methoxyphenyl)-1-piperazinyl]propyl]amino]-1,3-dimethyluracil hydrochloride

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About This Item

Empirical Formula (Hill Notation):
C20H29N5O3 · HCl
CAS Number:
64887-14-5
Molecular Weight:
423.94
MDL number:
MFCD00078601
UNSPSC Code:
12352200
PubChem Substance ID:
24277811
NACRES:
NA.77

form

solid

color

white

solubility

H2O: soluble 25 mg/mL, clear, colorless to very faintly yellow

SMILES string

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

InChI

1S/C20H29N5O3.ClH/c1-22-18(15-19(26)23(2)20(22)27)21-9-6-10-24-11-13-25(14-12-24)16-7-4-5-8-17(16)28-3;/h4-5,7-8,15,21H,6,9-14H2,1-3H3;1H

InChI key

KTMLZVUAXJERAT-UHFFFAOYSA-N

Gene Information

human ... ADRA1A(148) , ADRA1B(147) , ADRA1D(146) , HTR1A(3350)

General description

The adrenoreceptor α 1a gene (ADRA1A) is mapped to human chromosome 8p21.2. It codes for an α-adrenergic receptor.

Biochem/physiol Actions

α1-adrenoceptor antagonist; 5-HT1A serotonin receptor partial agonist; anti-hypertensive.
The adrenoreceptor α 1a gene (ADRA1A) participates in smooth muscle contraction. It is also required for vasoconstriction of blood vessels throughout the body such as the skin, gastrointestinal system, genitourinary system, kidney and brain. ADRA1A plays a major role in glycogenolysis and gluconeogenesis of adipose tissue in the liver. It also plays a crucial role in sympathetic nervous system.

Preparation Note

Urapidil hydrochloride is soluble in water at 25 mg/ml to yield a clear, colorless to very faint yellow solution.

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H302

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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MiR-19b and miR-16 cooperatively signaling target the regulator ADRA1A in Hypertensive heart disease
He L and Huang C
Biomedicine and Pharmacotherapy, 91(1), 1178-1183 (2017)
Sakineh Pirahmadi et al.
Malaria journal, 18(1), 146-146 (2019-04-25)
Plasmodium falciparum parasite is the most deadly species of human malaria, and the development of an effective vaccine that prevents P. falciparum infection and transmission is a key target for malarial elimination and eradication programmes. P. falciparum cell-traversal protein for
Sakineh Pirahmadi et al.
Infection and immunity, 87(6) (2019-04-03)
Plasmodium falciparum cell-traversal protein for ookinetes and sporozoites (PfCelTOS) is an advanced vaccine candidate that has a crucial role in the traversal of the malaria parasite in both mosquito and mammalian hosts. As recombinant purified proteins are normally poor immunogens
K H Sanders et al.
Journal of hypertension. Supplement : official journal of the International Society of Hypertension, 6(2), S65-S68 (1988-12-01)
The alpha-adrenoceptor antagonist urapidil influences central cardiovascular regulation, and this effect is unrelated to alpha-adrenoceptors. Since urapidil has appreciable affinity and selectivity for serotonin-1A (5HT1A) receptors, the activity of urapidil at these sites may be relevant for the centrally mediated
A targeted genome association study examining transient receptor potential ion channels, acetylcholine receptors, and adrenergic receptors in chronic fatigue syndrome/myalgic encephalomyelitis
Johnston S, et al.
BMC Medical Genetics, 17(1), 79-79 (2016)
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