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Merck
CN

A5736

ARC 239 dihydrochloride hydrate

≥98% (HPLC)

Synonym(s):

(2-[2-[4-(o-Methoxyphenyl)piperazin-1-yl]ethyl]-4,4-dimethyl-1,3-(2H,4H)-isoquinolinedione dihydrochloride hydrate

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About This Item

Empirical Formula (Hill Notation):
C24H29N3O3·2HCl · xH2O
CAS Number:
67339-62-2
Molecular Weight:
480.43 (anhydrous basis)
NACRES:
NA.77
PubChem Substance ID:
329770834
UNSPSC Code:
12352200
MDL number:
MFCD16875414

Key Documents

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Product Name

ARC 239 dihydrochloride hydrate, ≥98% (HPLC)

InChI key

KWVGFMWBNZTADI-UHFFFAOYSA-N

SMILES string

O.Cl.Cl.COc1ccccc1N2CCN(CC2)CCN3C(=O)c4ccccc4C(C)(C)C3=O

InChI

1S/C24H29N3O3.2ClH.H2O/c1-24(2)19-9-5-4-8-18(19)22(28)27(23(24)29)17-14-25-12-15-26(16-13-25)20-10-6-7-11-21(20)30-3;;;/h4-11H,12-17H2,1-3H3;2*1H;1H2

assay

≥98% (HPLC)

form

powder

color

white to off-white

solubility

H2O: >5 mg/mL

storage temp.

2-8°C

Quality Level

100

Application

ARC 239 is a potent α-adrenoceptor blocking drug, competitively antagonizing pressor responses to adrenaline and inhibiting pressor responses to noradrenaline, phenylephrine, tyramine, and dimethylphenylpiperazinium.

Biochem/physiol Actions

ARC 239 is a selective α-2B adrenergic blocker.
ARC 239 is a selective α-2B adrenergic blocker. Although ARC-239, like prazosin, also has some alpha-1 antagonist activity, it is used most commomly to differentiate alpha-2A/D from alpha-2B and alpha-2C subtypes rather than for any alpha-1 inhibition..

pictograms

Exclamation markEnvironment
GHS07,GHS09

signalword

Warning

hcodes

H302,H400

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Acute 1

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
0000499651
0000499651
109K4602V
0000080488
0000022793

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L Liu et al.
British journal of pharmacology, 120(5), 892-898 (1997-03-01)
1. The influence of the sympathetic nervous system on intestinal fluid transport by the jejunum and ileum of the anaesthetized rat was investigated under basal conditions and during active secretion induced by intra-arterial infusion of vasoactive intestinal peptide (VIP). 2.
R Colucci et al.
Neuroscience letters, 210(1), 29-32 (1996-05-24)
The effects of several alpha 2-adrenoceptor agonists and antagonists were examined on the cholinergic twitch contractions evoked by electrical field stimulation of guinea-pig duodenum. Oxymetazoline, xylazine, noradrenaline, alpha-methyl-noradrenaline or medetomidine (0.01-30 microM) were nearly equieffective in inhibiting duodenal twitch responses.
P Mouillé et al.
Journal of cardiovascular pharmacology, 2(2), 175-191 (1980-01-01)
In pentobarbital-treated dogs and rats, AR-C239, a new and potent alpha-adrenoceptor blocking drug, competitively antagonized pressor responses to adrenaline and inhibited pressor responses to noradrenaline, phenylephrine, tyramine, and dimethylphenylpiperazinium. Injected intravenously into closed-chest dogs, AR-C239 (3-50 micrograms/kg) induced a progressive
J Arima et al.
The Journal of physiology, 508 ( Pt 1), 57-66 (1998-06-06)
1. The noradrenaline (NA)-activated response was investigated in neurones acutely dissociated from the rat locus coeruleus (LC) using nystatin-perforated, conventional whole-cell and inside-out patch recording modes under current- and voltage-clamp conditions. 2. Under current-clamp conditions, NA hyperpolarized the LC neurones
S Esteban et al.
Naunyn-Schmiedeberg's archives of pharmacology, 353(4), 391-399 (1996-03-01)
The subtype determination of auto- and hetero-alpha 2-adrenoceptors modulating the synthesis of noradrenaline (NA) and serotonin (5-HT), respectively, was assessed using the accumulation of 3,4-dihydroxyphenylalanine (dopa) and 5-hydroxytryptophan (5-HTP) after decarboxylase inhibition as a measure of the rate of tyrosine
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