SML0950

Meclizine dihydrochloride

≥97% (HPLC)

• Synonym(s): 1-(p-Chloro-α-phenylbenzyl)-4-(m-methylbenzyl)-piperazine dihydrochloride, 1-[(4-Chlorophenyl)phenylmethyl]4-[?(3-methylphenyl)methyl]piperazine dihydrochloride, NSC 28728
• Empirical Formula (Hill Notation): C₂₅H₂₇ClN₂ · 2HCl
• CAS Number: 1104-22-9
• Molecular Weight: 463.87
• UNSPSC Code: 12352200
• EC Number: 214-164-8
• NACRES: NA.77
• Assay: ≥97% (HPLC)
• Form: powder
• Quality level: 100
• Storage condition: desiccated

Properties

• Quality Level: 100
• assay: ≥97% (HPLC)
• form: powder
• storage condition: desiccated
• color: white to beige
• solubility: DMSO: 5 mg/mL, clear (warmed)
• storage temp.: 2-8°C
• SMILES string: [Cl-].[Cl-].Clc1ccc(cc1)C(N3CCN(CC3)Cc4cc(ccc4)C)c2ccccc2.[H+].[H+]
• 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

Description

Biochem/physiol Actions

Meclizine is a potent histamine H1 receptor antagonist that is widely used as antiemetic.

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).

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.

Features and Benefits

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Safety Information

• pictograms: GHS08,GHS07
• signalword: Warning
• hcodes: H302,H361
• pcodes: P201 - P301 + P312 + P330 - P308 + P313
• Hazard Classifications: Acute Tox. 4 Oral - Repr. 2
• Storage Class: 11 - Combustible Solids
• wgk: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable