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SML1473

Sigma-Aldrich

Chlorcyclizine

≥98% (HPLC)

Synonym(s):

1-[(4-Chlorophenyl)(phenyl)methyl]-4-methylpiperazine, 1-[(4-Chlorophenyl)phenylmethyl]-4-methyl-piperazine

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About This Item

Empirical Formula (Hill Notation):
C18H21ClN2
CAS Number:
82-93-9
Molecular Weight:
300.83
MDL number:
MFCD00056036
UNSPSC Code:
12352200
PubChem Substance ID:
329825905
NACRES:
NA.77

Assay

≥98% (HPLC)

form

oil

color

yellow to orange

storage temp.

2-8°C

SMILES string

ClC(C=C1)=CC=C1C(N2CCN(C)CC2)C3=CC=CC=C3

InChI

1S/C18H21ClN2/c1-20-11-13-21(14-12-20)18(15-5-3-2-4-6-15)16-7-9-17(19)10-8-16/h2-10,18H,11-14H2,1H3

InChI key

WFNAKBGANONZEQ-UHFFFAOYSA-N

Biochem/physiol Actions

Chlorcyclizine is a first-generation antihistamine being studied as a potential treatment for hepatitis C.
Chlorcyclizine is a first-generation antihistamine being studied as a potential treatment for hepatitis C. Chlorcyclizine is believed to inhibit an early stage of HCV infection, targeting viral entry into host cells. Chlorcyclizine inihbited the entry of cell culture-produced HCV with an IC50 value 2.3 nM. In human hepatoma cells and primary human hepatocytes, Chlorcyclizine showed a synergistic effect with other hepatitis C drugs such as ribavirin, interferon, telaprevir, boceprevir, sofosbuvir, daclatasvir, and cyclosporin A.

Pictograms

Exclamation markEnvironment
GHS07,GHS09

Signal Word

Warning

Hazard Statements

H302,H400

Precautionary Statements

P273 - P301 + P312 + P330

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Acute 1

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
115M4735V

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Zongyi Hu et al.
Cell chemical biology, 27(7), 780-792 (2020-05-11)
Chlorcyclizine (CCZ) is a potent hepatitis C virus (HCV) entry inhibitor, but its molecular mechanism is unknown. Here, we show that CCZ directly targets the fusion peptide of HCV E1 and interferes with the fusion process. Generation of CCZ resistance-associated

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