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A5736

Sigma-Aldrich

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)
MDL number:
MFCD16875414
UNSPSC Code:
12352200
PubChem Substance ID:
329770834
NACRES:
NA.77

Assay

≥98% (HPLC)

form

powder

color

white to off-white

solubility

H2O: >5 mg/mL

storage temp.

2-8°C

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

InChI key

KWVGFMWBNZTADI-UHFFFAOYSA-N

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. 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

Signal Word

Warning

Hazard Statements

H302,H400

Precautionary Statements

P273 - P301 + P312 + P330

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Acute 1

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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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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
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
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
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.
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.
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