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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.[1]

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.[2] It also plays a crucial role in sympathetic nervous system.[1]

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

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Certificates of Analysis (COA)

Lot/Batch Number
SLCD6145
SLBT9333
SLBQ8507V
SLBQ0524V
SLBH0742V

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B N Prichard et al.
The American journal of cardiology, 64(7), 11D-15D (1989-08-15)
Investigations in animals indicate that urapidil has a number of actions that may be relevant to its antihypertensive effect. It has an alpha 1-blocking action, a weak beta 1-blocking effect, an interaction with a serotonin receptor and a central depression
Saeed Nazeri et al.
Experimental parasitology, 216, 107944-107944 (2020-07-04)
Evaluation of the murine isotype antibodies is essential in subunit vaccine development because inbred mouse strains with diverse genetic backgrounds respond different to recombinant proteins. In this regard, the main goal of this study was to measuring and comparing the
N Kolassa et al.
The American journal of cardiology, 63(6), 36C-39C (1989-02-02)
Current knowledge about the role of serotonin (5-HT) in central cardiovascular regulation is reviewed. Results from experiments with the 5-HT1A receptor agonist 8-hydroxy-2-(di-n-propylamino) tetralin (8-OH-DPAT) suggest that activation of somatodendritic 5-HT1A receptors in the medulla oblongata decreases the firing of
Saeed Nazeri et al.
Medical microbiology and immunology, 207(5-6), 271-286 (2018-06-28)
Despite considerable efforts toward vaccine development over decades, there is no available effective vaccine against Plasmodium vivax. Thrombospondin-related adhesive protein of P. vivax (PvTRAP) is essential for sporozoite motility and invasions into mosquito's salivary gland and vertebrate's hepatocyte; hence, it
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)
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