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1-(4-Chlorobenzhydryl)piperazine Sale

(Synonyms: 1-(4-氯二苯甲基)哌嗪) 目录号 : GC49294

An inactive metabolite of meclizine and chlorcyclizine

1-(4-Chlorobenzhydryl)piperazine Chemical Structure

Cas No.:303-26-4

规格 价格 库存 购买数量
10 g
¥499.00
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25 g
¥1,181.00
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50 g
¥2,245.00
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产品描述

1-(4-Chlorobenzhydryl)piperazine is an inactive metabolite of meclizine and chlorcyclizine .1,2 It has also been found as an impurity in commercial preparations of hydroxyzine and cetirizine .3,4 1-(4-Chlorobenzhydryl)piperazine has been used in the synthesis of voltage-gated sodium channel 1.7 (Nav1.7) inhibitors, anticancer agents, and antihistamines.5,6,7

1.Gaertner, H.J., Breyer, U., and Liomin, G.Chronic administration of chlorcyclizine and meclizine to rats: Accumulation of a metabolite formed by piperazine ring cleavageJ. Pharmacol. Exp. Ther.185(2)195-201(1973) 2.Kuntzman, R., Klutch, A., Tsai, I., et al.Physiological distribution and metabolic inactivation of chlorcyclizine and cyclizineJ. Pharmacol. Exp. Ther.149(1)29-35(1965) 3.Simpson, D., Skellern, G.G., and Miller, J.H.Method for the control of known impurities in hydroxyzine hydrochlorideJ. Pharm. Biomed. Anal.14(8-10)1371-1375(1996) 4.Javid, F.S., Shafaat, A., and Zarghi, A.Determination of cetirizine and its impurities in bulk and tablet formulation using a validated capillary zone electrophoretic methodJ. Anal. Chem.69(5)442-447(2014) 5.Back, S.K., Kam, Y.L., Oh, J.A., et al.Synthesis and evaluation of (4-chlorobenzhydryl) piperazine amides as sodium channel Nav1.7 inhibitorsBull. Korean Chem. Soc.36(9)2290-2297(2015) 6.Yarim, M., Koksal, M., Durmaz, I., et al.Cancer cell cytotoxicities of 1-(4-substitutedbenzoyl)-4-(4-chlorobenzhydryl)piperazine derivativesInt. J. Mol. Sci.13(7)8071-8085(2012) 7.Narsaiah, A.V., and Narssimha, P.Efficient synthesis of antihistamines clocinizine and chlorcyclizineMed. Chem. Res.21538-541(2012)

Chemical Properties

Cas No. 303-26-4 SDF
别名 1-(4-氯二苯甲基)哌嗪
Canonical SMILES ClC1=CC=C(C(N2CCNCC2)C3=CC=CC=C3)C=C1
分子式 C17H19ClN2 分子量 286.8
溶解度 DMF: 30 mg/ml,DMSO: 30 mg/ml,DMSO:PBS (pH 7.2) (1:4): 0.2 mg/ml,Ethanol: 25 mg/ml 储存条件 -20°C
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储备液的保存方式和期限:-80°C 储存时,请在 6 个月内使用,-20°C 储存时,请在 1 个月内使用。
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1 mg 5 mg 10 mg
1 mM 3.4868 mL 17.4338 mL 34.8675 mL
5 mM 0.6974 mL 3.4868 mL 6.9735 mL
10 mM 0.3487 mL 1.7434 mL 3.4868 mL
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Research Update

Cancer cell cytotoxicities of 1-(4-substitutedbenzoyl)-4-(4-chlorobenzhydryl)piperazine derivatives

Int J Mol Sci 2012;13(7):8071-8085.PMID:22942690DOI:10.3390/ijms13078071.

A series of novel 1-(4-substitutedbenzoyl)-4-(4-chlorobenzhydryl)piperazine derivatives 5a-g was designed by a nucleophilic substitution reaction of 1-(4-Chlorobenzhydryl)piperazine with various benzoyl chlorides and characterized by elemental analyses, IR and (1)H nuclear magnetic resonance spectra. Cytotoxicity of the compounds was demonstrated on cancer cell lines from liver (HUH7, FOCUS, MAHLAVU, HEPG2, HEP3B), breast (MCF7, BT20, T47D, CAMA-1), colon (HCT-116), gastric (KATO-3) and endometrial (MFE-296) cancer cell lines. Time-dependent cytotoxicity analysis of compound 5a indicated the long-term in situ stability of this compound. All compounds showed significant cell growth inhibitory activity on the selected cancer cell lines.