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Merck
CN

U100

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
NACRES:
NA.77
PubChem Substance ID:
24277811
UNSPSC Code:
12352200
MDL number:
MFCD00078601

Key Documents

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Gene Information

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

InChI key

KTMLZVUAXJERAT-UHFFFAOYSA-N

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

form

solid

color

white

solubility

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

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

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
SLCD6145
SLBT9333
SLBQ8507V
SLBQ0524V
SLBH0742V

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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
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
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
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
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