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A5736

Sigma-Aldrich

ARC 239 dihydrochloride hydrate

≥98% (HPLC)

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

Quality Level

100

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

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

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S E Hopwood et al.
Neuropharmacology, 41(4), 433-442 (2001-09-07)
The rat rostral raphé nuclei receive catecholaminergic innervation from the locus coeruleus and other areas. In the present study, we investigated noradrenergic modulation of 5-HT release in rat dorsal and median raphé nuclei (DRN and MRN) slices (350 microm thick)
M Taoda et al.
Neurochemistry international, 38(4), 317-322 (2001-01-04)
The presynaptic modulation of [3H]-noradrenaline (NA) release from rat kidney cortex slices, a method used for the first time, was investigated. Rat kidney cortex slices were loaded with [3H]-NA and the release of radioactivity at rest and in response to
A Bencsics et al.
Brain research, 705(1-2), 302-306 (1995-12-24)
Exogenous pyrogens, e.g., bacterial lipopolysaccharides (LPS), are thought to stimulate macrophages to release endogenous pyrogens, e.g., TNF alpha, IL-1 beta, and IL-6, which act in the hypothalamus to produce fever. We studied the effect of different alpha 1- and alpha
L F Callado et al.
Life sciences, 64(25), 2327-2339 (1999-06-22)
The profile of [3H]RX821002 (2-methoxy idazoxan) binding to alpha2-adrenoceptor subtypes in rat kidney membranes was evaluated in controls and after chronic treatment with desipramine (10 mg/kg, i.p., every 12 h, 7 days) or clorgyline (2 mg/kg, i.p., every 24 h
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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