Chlorpheniramine Maleate - 10mM in DMSO , Histamine H1 receptor antagonist, CAS No.113-92-8, Histamine H1 receptor antagonist

CAS: 113-92-8 Cat. No.: C408081 Molecular Weight: 390.86 EC Number: 204-037-5

GRADE & PURITY 10mM in DMSO

Synonyms

NCI-C55265 | 2-Pyridinepropanamine, γ-(4-chlorophenyl)-N,N-dimethyl-, (2Z)-2-butenedioate (1:1)

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

Overview

Information

Chlorpheniramine Maleate (Chlorpheniramine maleate, Chlorphenamine, NCI-C55265) is anhistamine H1receptor antagonist withIC50of 12 nM.
In vitro

Chlorpheniramine inhibits the [³H]mepyramine binding to the histamine H1 receptor in guinea pig cortex with IC50 of 8.8 nM. Chlorpheniramine inhibits the proliferation of MCF-7, MDA-MB 231, and Ehrlich cells in a dose-response manner, and significantly reduces the ornithine decarboxylase mRNA translation by 50%-70% at the 250 μM. Chlorpheniramine displaces of [³H]pyrilamine from human histamine receptor subtype 1 expressed in CHO cells with IC50 of 66 nM. Chlorpheniramine displays antimalarial activity against CQS strain (D6) and MDR strain (Dd2) of P. falciparum with IC50 of 61.2 uM and 3.9 uM, respectively. Chlorpheniramine displays cytotoxicity against the proliferation of concanavalin A-induced murine splenic lymphocytes with IC50 of 33.4 μM. Chlorpheniramine treatment in human salivary gland cells more significantly inhibits the histamine-induced [Ca²⁺]_i increase in a concentration-dependent manner with IC50 of 128 nM than that of carbachol-induced [Ca²⁺]_i increase with an IC50 of 43.9 μM.

In vivo

Oral administration of Chlorpheniramine inhibits histamine-induced mortality in guinea pigs with an ED50 of 0.17 mg/kg. Oral administration of Chlorpheniramine (10 mg/kg) significantly inhibits short-duration scratching in BALB/c mice stimulated by ovalbumin active cutaneous anaphylaxis and in ICR mice subcutaneously injected with histamine, but not long-duration scratching seen in NC/Nga mice, in contrast to that of dexamethasone or tacrolimus. Administration of Chlorpheniramine (20 mg/kg) significantly abolishes the increase in REM sleep in rats induced by immobilization stress due to the blockage of the histaminergic and cholinergic mechanisms generating REM sleep.
Cell Data

cell lines：Hormone refractory prostate cancer cell lines (PC-3, PPC-1, DU145, TSU-Pr1 and 22Rv1) and malignant melanoma cell lines (SK-MEL-5 and A375)

Concentrations：Dissolved in water, final concentrations ~500 μM

Incubation Time：48 hours

Powder Purity:≥99%

Specifications

Synonyms

NCI-C55265 | 2-Pyridinepropanamine, γ-(4-chlorophenyl)-N, N-dimethyl-, (2Z)-2-butenedioate (1:1)

Specifications & Purity

10mM in DMSO

Biochemical and Physiological Mechanisms

Chlorpheniramine Maleate (Chlorpheniramine maleate, Chlorphenamine, NCI-C55265) is an histamine H1 receptor antagonist with IC50 of 12 nM.

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

This product requires cold chain shipping. Ground and other economy services are not available.

Action Type

ANTAGONIST

Mechanism of action

Histamine H1 receptor antagonist

Names and Identifiers

• Isomeric SMILES: CN(C)CCC(C1=CC=C(C=C1)Cl)C2=CC=CC=N2.C(=C\C(=O)O)\C(=O)O
• WGK Germany: 3
• RTECS: US6504000
• Molecular Weight: 390.86
• Reaxy-Rn: 32218648
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=32218648&ln=

Chemical and Physical Properties

• Solubility: Solubility (25°C) In vitro DMSO: 59 mg/mL (200.46 mM); Water: 30 mg/mL (101.93 mM); Ethanol: Insoluble
• Melt Point(°C): 130-135℃

References

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2. Xuefeng Li, Chunchen Zhang, Shuting Wu, Xing Chen, John Mai, Ming-Wei Chang.  (2019)  Precision Printing of Customized Cylindrical Capsules with Multifunctional Layers for Oral Drug Delivery.  ACS Applied Materials & Interfaces,      [PMID:31573786] [10.1021/acsami.9b13568]

3. Xiaohong Zhang, Junfan Niu, Zhiyuan Zhou, Gang Tang, Guangyao Yan, Yulu Liu, Jialu Wang, Gaohua Hu, Jianhua Xiao, Weiyao Yan, Yongsong Cao.  (2023)  Stimuli-responsive polymeric micelles based on cellulose derivative containing imine groups with improved bioavailability and reduced aquatic toxicity of pyraclostrobin.  CHEMICAL ENGINEERING JOURNAL,      [PMID:] [10.1016/j.cej.2023.145789]

4. Ruike Song, Yanxia Li, Yiting Chen, Zhenli Qiu, Lu Huang.  (2023)  Chiral covalent organic framework incorporated organic polymer monolithic capillary column for enantioseparations.  JOURNAL OF SEPARATION SCIENCE,  46  (8): (2201039).  [PMID:36750206] [10.1002/jssc.202201039]

5. Qi Tang, Long-Xiang He, Xiao-Kun Chu, Bing Yu, Xiang-Ling Gu, You-Qing Shen, Hai-Lin Cong.  (2021)  Synthesis and enantioseparation characteristics of a novel β-cyclodextrin chiral stationary phase based on diazotized silica in HPLC.  FERROELECTRICS,      [PMID:] [10.1080/00150193.2021.1903260]

6. Qi Tang, Bing Yu, Lilong Gao, Hailin Cong, Shuai Zhang.  (2017)  Light-assisted preparation of a cyclodextrin-based chiral stationary phase and its separation performance in liquid chromatography.  NEW JOURNAL OF CHEMISTRY,  42  (2): (1115-1120).  [PMID:] [10.1039/C7NJ02911J]

7. Zhen Zhang, Yue Wang, Shuai Lv, Hailin Cong, Youqing Shen, Bing Yu.  (2024)  Isocyanate-chitin modified microspheres for chiral drug separation in high performance liquid chromatography.  JOURNAL OF APPLIED POLYMER SCIENCE,  141  (27): (e55594).  [PMID:] [10.1002/app.55594]