Size | Price | Stock | Qty |
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100mg |
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1g |
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2g |
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5g |
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10g |
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25g |
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Other Sizes |
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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 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.
Targets |
H1 Receptor
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ln Vitro |
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ln Vivo |
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Enzyme Assay |
The constitutive androstane receptor (CAR, NR1I3) is a key regulator of xenobiotic and endobiotic metabolism. The ligand-binding domains of murine (m) and human (h) CAR are divergent relative to other nuclear hormone receptors, resulting in species-specific differences in xenobiotic responses. Here we identify the widely used antiemetic meclizine (Antivert; Bonine) as both an agonist ligand for mCAR and an inverse agonist for hCAR. Meclizine increases mCAR transactivation in a dose-dependent manner. Like the mCAR agonist 1,4-bis[2-(3,5-dichloropyridyloxy)]benzene, meclizine stimulates binding of steroid receptor coactivator 1 to the murine receptor in vitro. Meclizine administration to mice increases expression of CAR target genes in a CAR-dependent manner. In contrast, meclizine suppresses hCAR transactivation and inhibits the phenobarbital-induced expression of the CAR target genes, cytochrome p450 monooxygenase (CYP)2B10, CYP3A11, and CYP1A2, in primary hepatocytes derived from mice expressing hCAR, but not mCAR. The inhibitory effect of meclizine also suppresses acetaminophen-induced liver toxicity in humanized CAR mice. These results demonstrate that a single compound can induce opposite xenobiotic responses via orthologous receptors in rodents and humans[3].
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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.
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Animal Protocol |
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References | |||
Additional Infomation |
Meclizine is a histamine H1 antagonist with antiemetic and antivertigo properties. It is used in the symptomatic treatment of motion sickness and control of vertigo associated with vestibular system diseases. It also exhibits anticholinergic, central nervous system depressant, and local anesthetic effects. Commonly marketed under the brand name Antivert in the U.S., meclizine is available as oral tablets.
Meclizine is an Antiemetic. The physiologic effect of meclizine is by means of Emesis Suppression. Meclizine is a first generation antihistamine that is used largely to treat vertigo and motion sickness. Meclizine has not been linked to instances of clinically apparent acute liver injury. Meclizine is a synthetic piperazine with anti-emetic, sedative and histamine H1antagonistic properties. Meclizine blocks the H1 histamine receptor and prevents the symptoms that are caused by histamine activity on capillaries, bronchial and gastrointestinal smooth muscles, including vasodilation, increased capillary permeability, bronchoconstriction, and spasmodic contraction of gastrointestinal smooth muscles. Meclizine hydrochloride may exert its antiemetic effects by its anticholinergic actions or due to a direct effect on the medullary chemoreceptive trigger zone. Meclizine is only found in individuals that have used or taken this drug. It is a histamine H1 antagonist used in the treatment of motion sickness, vertigo, and nausea during pregnancy and radiation sickness. [PubChem]Along with its actions as an antagonist at H1-receptors, meclizine also possesses anticholinergic, central nervous system depressant, and local anesthetic effects. Meclizine depresses labyrinth excitability and vestibular stimulation and may affect the medullary chemoreceptor trigger zone. A histamine H1 antagonist used in the treatment of motion sickness, vertigo, and nausea during pregnancy and radiation sickness. |
Molecular Formula |
C25H29CL3N2
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Molecular Weight |
463.87
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Exact Mass |
462.14
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Elemental Analysis |
C, 64.73; H, 6.30; Cl, 22.93; N, 6.04
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CAS # |
1104-22-9
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Related CAS # |
Meclizine-d8 dihydrochloride; 1432062-16-2; Meclizine; 569-65-3; 31884-77-2 (HCl hydrate); 36236-67-6 (HCl); 189298-48-4 (R-isomer)
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PubChem CID |
64713
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Appearance |
White to light yellow crystalline powder
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Density |
1.159g/cm3
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Boiling Point |
495.3ºC at 760mmHg
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Melting Point |
212 °C
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Flash Point |
253.3ºC
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Vapour Pressure |
6E-10mmHg at 25°C
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LogP |
7.04
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tPSA |
6.5
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SMILES |
CC1=CC(=CC=C1)CN2CCN(CC2)C(C3=CC=CC=C3)C4=CC=C(C=C4)Cl.Cl.Cl
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InChi Key |
VCTHNOIYJIXQLV-UHFFFAOYSA-N
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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
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Chemical Name |
1-[(4-chlorophenyl)-phenylmethyl]-4-[(3-methylphenyl)methyl]piperazine;dihydrochloride
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Synonyms |
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HS Tariff Code |
2934.99.9001
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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. |
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Shipping Condition |
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
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Solubility (In Vitro) |
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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. View More
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. 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. |
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.
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.
Meclizine protects cells against serum withdrawal-induced apoptosis in mutant huntingtin expressing striatal neurons. Hum Mol Genet . 2011 Jan 15;20(2):294-300. td> |
Meclizine protects against neuronal dystrophy in a worm model of polyQ toxicity. Hum Mol Genet . 2011 Jan 15;20(2):294-300. td> |
Meclizine rescues photoreceptor loss in a fly model of polyQ toxicity. Hum Mol Genet . 2011 Jan 15;20(2):294-300. td> |
Activation of mCAR by Meclizine A, Structure of meclizine. Mol Endocrinol . 2004 Oct;18(10):2402-8. td> |
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. td> |
Pretreatment with meclizine protects the kidney against IRI. EBioMedicine . 2015 Jul 29;2(9):1090-101. td> |
Inflammation after IRI is reduced with meclizine (100mg/kg) pretreatment 17 h prior to ischemia. EBioMedicine . 2015 Jul 29;2(9):1090-101. td> |