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Meclizine dihydrochloride

SIGMA/SML0950 - ≥97% (HPLC)

Synonym: 1-(p-Chloro-α-phenylbenzyl)-4-(m-methylbenzyl)-piperazine dihydrochloride; 1-[(4-Chlorophenyl)phenylmethyl]4-[?(3-methylphenyl)methyl]piperazine dihydrochloride; NSC 28728

CAS Number: 1104-22-9
Empirical Formula (Hill Notation): C25H27ClN2 · 2HCl
Molecular Weight: 463.87
EC Number: 214-164-8
Linear Formula: C25H27ClN2 · 2HCl
Product Type: Chemical
Catalog Number PKG Qty. Price Quantity
45-SML0950-50MG 50 mg
 $119.00
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assay ≥97% (HPLC)
color white to beige
form powder
InChI 1S/C25H27ClN2.2ClH/c1-20-6-5-7-21(18-20)19-27-14-16-28(17-15-27)25(22-8-3-2-4-9-22)23-10-12-24(26)13-11-23;;/h2-13,18,25H,14-17,19H2,1H3;2*1H
InChI key VCTHNOIYJIXQLV-UHFFFAOYSA-N
Quality Level 100 
SMILES string [Cl-].[Cl-].Clc1ccc(cc1)C(N3CCN(CC3)Cc4cc(ccc4)C)c2ccccc2.[H+].[H+]
solubility DMSO: 5 mg/mL, clear (warmed)
storage condition desiccated
storage temp. 2-8°C
Biochem/physiol Actions: Meclizine has the ability to increase glycolysis and decrease cellular ATP levels in media that has glucose and galactose. It guards the kidney against ischemia-reperfusion injury. Meclizine is considered as an anti-nausea and anti-dizziness drug, was identified in a ′nutrient-sensitized′ chemical screen. In human, it acts as an agonist of pregnane X receptor (PXR). It enhances the expression of CYP3A4 (cytochrome P450 3A4) mRNA and reduces CYP3A-catalyzed testosterone 6β-hydroxylation in primary cultures of human hepatocytes.
Biochem/physiol Actions: Meclizine is a potent histamine H1 receptor antagonist that is widely used as antiemetic.
Biochem/physiol Actions: Meclizine is a potent histamine H1 receptor antagonist that is widely used as antiemetic. Recently, meclizine was identified as an inhibitor of hepstin. Also, meclizine is a potent inhibitor of mitochondrial respiration through inhibition of cytosolic CTP:phosphoethanolamine cytidylyltransferase (Pcyt2).
Features and Benefits: This compound is a featured product for Neuroscience research. Click here  to discover more featured Neuroscience products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm .
Packaging: 50 mg in glass bottle
Purity ≥97% (HPLC)
Storage Temp. 2-8°C
UNSPSC 12352200

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