Meclizine 2HCl

Alias: Meclizine Hcl; Meclizine dihydrochloride monohydrate; NSC 28728; Ru Vert M; Ru-Vert-M; RuVertM; NSC28728; NSC-28728; Meclizine hydrochloride
Cat No.:V1216 Purity: ≥98%
Meclizine 2HCl (Ru Vert M; Ru-Vert-M; RuVertM; NSC28728; NSC-28728), the dihydrochloride salt of meclizine, is a potent histamine H1 receptor antagonist used to treat nausea and motion sickness, and has anti-histamine, anti-muscarinic and anti-oxidative phosphorylation properties.
Meclizine 2HCl Chemical Structure CAS No.: 1104-22-9
Product category: Histamine Receptor
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
100mg
1g
2g
5g
10g
25g
Other Sizes

Other Forms of Meclizine 2HCl:

  • Meclizine-d8 dihydrochloride (Meclozine-d8(dihydrochloride))
  • Meclizine
  • Meclizine dihydrochloride monohydrate (Meclizine dihydrochloride monohydrate; Meclizine dihydrochloride monohydrate)
Official Supplier of:
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Purity & Quality Control Documentation

Purity: ≥98%

Product Description

Meclizine 2HCl (Ru Vert M; Ru-Vert-M; RuVertM; NSC28728; NSC-28728), the dihydrochloride salt of meclizine, is a potent histamine H1 receptor antagonist used to treat nausea and motion sickness, and has anti-histamine, anti-muscarinic and anti-oxidative phosphorylation properties. Meclizine also functions as an inverse agonist for hCAR and an agonist ligand for mCAR. Meclizine stimulates the binding of steroid receptor coactivator 1 to the murine receptor in vitro and increases mCAR transactivation in a dose-dependent manner.

Biological Activity I Assay Protocols (From Reference)
Targets
H1 Receptor
ln Vitro

In vitro activity: Meclizine (Meclozine; 50 µM; 24 hours) dihydrochloride, which suppresses apoptosis based on caspase 3 and 7 cleavage, notably increases cell survival in STHdhQ111/111 cells 24 hours after serum removal. With an EC50 of 17.3 µm and a maximum efficacy of 218% increased survival over vehicle, the rescue is dose-dependent. Meclizine dihydrochloride prevents mutant (STHdhQ111/111) and wild-type (STHdhQ7/7) striatal cells from undergoing serum withdrawal-induced apoptosis when those cells express polyglutamine (polyQ)-expanded huntingtin[2].

ln Vivo
Meclizine dihydrochloride (10–100 mg/kg; intraperitoneal) shields mice from renal ischemia. In mice, kidney protection is demonstrated by pretreatment with 100 mg/kg of meclizine 17 or 24 hours before ischemia. Meclizine dihydrochloride increases glycolysis and directly inhibits the Kennedy pathway of phosphatidylethanolamine biosynthesis to lower mitochondrial oxygen consumption[4].
Cell Assay
In 24-well plates, HepG2 cells are grown in DMEM supplemented with 10% calf serum that has been stripped of its charcoal. 100 ng of receptor expression vectors, 300 ng of luciferase reporter plasmids, and 100 ng of pSV2-β-galactosidase are used to transfect cells using calcium phosphate, with the latter serving as an internal transfection efficiency control. After transfection, drugs are added and cells are incubated for a further twenty-four hours. The luciferase activity of the cell lysate is measured and compared to that of β-galactosidase activity.
Animal Protocol
Dissolved in corn oil; 100 mg/kg; i.p. injection
Mouse
References

[1]. Safety and Efficacy in the Treatment and Prevention of Motion Sickness.

[2]. Meclizine is neuroprotective in models of Huntington's disease. Hum Mol Genet. 2011 Jan 15;20(2):294-300.

[3]. Meclizine Is an Agonist Ligand for Mouse Constitutive Androstane Receptor (CAR) and an Inverse Agonist for Human CAR. Mol Endocrinol . 2004 Oct;18(10):2402-8.

[4]. Meclizine Preconditioning Protects the Kidney Against Ischemia-Reperfusion Injury. EBioMedicine. 2015 Jul 29;2(9):1090-101.

These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C25H29CL3N2
Molecular Weight
463.87
Exact Mass
462.14
Elemental Analysis
C, 64.73; H, 6.30; Cl, 22.93; N, 6.04
CAS #
1104-22-9
Related CAS #
Meclizine-d8 dihydrochloride; 1432062-16-2; Meclizine; 569-65-3; 31884-77-2 (HCl hydrate); 36236-67-6 (HCl)
Appearance
White to light yellow crystalline powder
SMILES
CC1=CC(=CC=C1)CN2CCN(CC2)C(C3=CC=CC=C3)C4=CC=C(C=C4)Cl.Cl.Cl
InChi Key
VCTHNOIYJIXQLV-UHFFFAOYSA-N
InChi Code
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
Chemical Name
1-[(4-chlorophenyl)-phenylmethyl]-4-[(3-methylphenyl)methyl]piperazine;dihydrochloride
Synonyms
Meclizine Hcl; Meclizine dihydrochloride monohydrate; NSC 28728; Ru Vert M; Ru-Vert-M; RuVertM; NSC28728; NSC-28728; Meclizine hydrochloride
HS Tariff Code
2934.99.9001
Storage

Powder      -20°C    3 years

                     4°C     2 years

In solvent   -80°C    6 months

                  -20°C    1 month

Note: Please store this product in a sealed and protected environment, avoid exposure to moisture.
Shipping Condition
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
Solubility Data
Solubility (In Vitro)
DMSO: 1~4 mg/mL (2.2~8.6 mM)
Water: <1 mg/mL
Ethanol: <1 mg/mL
Solubility (In Vivo)
Solubility in Formulation 1: 10 mg/mL (21.56 mM) in 15% Cremophor EL + 85% Saline (add these co-solvents sequentially from left to right, and one by one), clear solution; with sonication.
Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution.

Solubility in Formulation 2: ≥ 2.5 mg/mL (5.39 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL.
Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution.

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Solubility in Formulation 3: ≥ 2.5 mg/mL (5.39 mM) (saturation unknown) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly.
Preparation of 20% SBE-β-CD in Saline (4°C,1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution.


Solubility in Formulation 4: ≥ 2.5 mg/mL (5.39 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL corn oil and mix evenly.

Solubility in Formulation 5: 5% DMSO +95%Corn oil : 10mg/mL

Solubility in Formulation 6: 5 mg/mL (10.78 mM) in Cremophor EL (add these co-solvents sequentially from left to right, and one by one), clear solution; with heating and sonication.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 2.1558 mL 10.7789 mL 21.5578 mL
5 mM 0.4312 mL 2.1558 mL 4.3116 mL
10 mM 0.2156 mL 1.0779 mL 2.1558 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.

Calculator

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What is the mass of compound required to make a 10 mM stock solution in 5 ml of DMSO given that the molecular weight of the compound is 350.26 g/mol?
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What volume of a given 10 mM stock solution is required to make 25 ml of a 25 μM solution?
Using the equation C1V1 = C2V2, where C1=10 mM, C2=25 μM, V2=25 ml and V1 is the unknown:
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Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
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In vivo Formulation Calculator (Clear solution)
Step 1: Enter information below (Recommended: An additional animal to make allowance for loss during the experiment)
Step 2: Enter in vivo formulation (This is only a calculator, not the exact formulation for a specific product. Please contact us first if there is no in vivo formulation in the solubility section.)
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Calculation results

Working concentration mg/mL;

Method for preparing DMSO stock solution mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.

Method for preparing in vivo formulation:Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.

(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
             (2) Be sure to add the solvent(s) in order.

Biological Data
  • Meclizine protects cells against serum withdrawal-induced apoptosis in mutant huntingtin expressing striatal neurons. Hum Mol Genet . 2011 Jan 15;20(2):294-300.
  • Meclizine protects against neuronal dystrophy in a worm model of polyQ toxicity. Hum Mol Genet . 2011 Jan 15;20(2):294-300.
  • Meclizine rescues photoreceptor loss in a fly model of polyQ toxicity. Hum Mol Genet . 2011 Jan 15;20(2):294-300.
  • Activation of mCAR by Meclizine A, Structure of meclizine. Mol Endocrinol . 2004 Oct;18(10):2402-8.
  • Meclizine Induces Coactivator Binding to mCAR A, HepG2 cells were cotransfected with expression vectors for Gal4-SRC-1 RID and VP16 or VP16-mCAR-LBD fusion proteins, together with the pG5E1b-Luc reporter, and treated with solvent, or meclizine (10 μM) or TCPOBOP (250 nM) as indicated. Mol Endocrinol . 2004 Oct;18(10):2402-8.
  • Pretreatment with meclizine protects the kidney against IRI. EBioMedicine . 2015 Jul 29;2(9):1090-101.
  • Inflammation after IRI is reduced with meclizine (100mg/kg) pretreatment 17 h prior to ischemia. EBioMedicine . 2015 Jul 29;2(9):1090-101.
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