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HomeProduct name listChlorcyclizine hydrochloride

Chlorcyclizine hydrochloride

Synonym(s):1-[(4-Chlorophenyl)phenylmethyl]-4-methylpiperazine monohydrochloride

  • CAS NO.:14362-31-3
  • Empirical Formula: C18H22Cl2N2
  • Molecular Weight: 337.29
  • MDL number: MFCD00035329
  • EINECS: 238-335-1
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2024-09-05 10:01:05
Chlorcyclizine hydrochloride Structural

What is Chlorcyclizine hydrochloride?

The Uses of Chlorcyclizine hydrochloride

An antihistaminic drug

Biological Activity

chlorcyclizine is a phenylpiperazine antagonist for histamine h1 receptor [1].the histamine has been involved in modulating many physiological functions of the hypothalamus, such as arousal state, feeding, locomotor activity, and drinking. histamine has been involved in circadian rhythm of locomotor activity and exploratory behavior through h1r [1].

Safety Profile

Poison by ingestion, subcutaneous, intravenous, and intraperitoneal routes. An experimental teratogen. Other experimental reproductive effects. When heated to decomposition it emits very toxic fumes of HCl and NOx.

in vitro

the ki value of chlorcyclizine for histamine h1 receptor was 9 nm [1]. chlorcyclizin was effective against hepatitis c virus (hcv) with an ec50 of 44 nm, preventing viral entry into host cells [2].

in vivo

in chimeric mice xenografted with primary human hepatocytes, chlorcyclizine (10-50 mg/kg) significantly inhibited infection of hcv genotypes 1b and 2a [2]. chlorcyclizine induced a resistance to sodium pentobarbital anesthesia. intraperitoneal injection of chlorcyclizine showed a sedative effect in small doses, but a convulsive effect in large doses. intraperitoneal injections of the drug did not affect the recovery time from pentobarbital anesthesia [3]. in rats, pretreatment with chlorcyclizine for several days shortened the duration of action of a subsequent dose of hexobarbital, pentobarbital or zoxazolamine, and accelerated in vivo metabolism of hexobarbital [4]. the administration of chlorcyclizine (50 g/kg) to rats by stomach tube daily for 1 week resulted in significant increases in liver weight, microsomal protein concentration and the activity of the nadph-dependent hepatic microsomal ethanol-oxidizing system (meos) [5].

References

[1] tran v t, chang r s, snyder s h. histamine h1 receptors identified in mammalian brain membranes with [3h] mepyramine[j]. proceedings of the national academy of sciences, 1978, 75(12): 6290-6294.
[2] he, s. ,xiao, j.,dulcey, a.e., et al. discovery, optimization, and characterization of novel chlorcyclizine derivatives for the treatment of hepatitis c virus infection. journal of medicinal chemistry 59(3), 841-853 (2016).
[3] thompson i d, dolowy w c, cole w h. development of a resistance to sodium pentobarbital in rats fed on a diet containing chlorcyclizine hydrochloride[j]. journal of pharmacology and experimental therapeutics, 1959, 127(2): 164-166.
[4] conney a h, burns j j, michaelson i a. stimulatory effect of chlorcyclizine on barbiturate metabolism[j]. journal of pharmacology and experimental therapeutics, 1961, 132(2): 202-206.
[5] khanna j m, kalant h, lin g. significance in vivo of the increase in micro-somal ethanol-oxidizing system after chronic administration of ethanol, pheno-barbital and chlorcyclizine[j]. biochemical pharmacology, 1972, 21(16): 2215-2226.

Properties of Chlorcyclizine hydrochloride

Melting point: 226-227 °C
storage temp.  Store at -20°C
solubility  ≥11 mg/mL in DMSO with gentle warming; ≥14.7 mg/mL in EtOH; ≥9.44 mg/mL in H2O with ultrasonic
form  neat
form  Solid
color  White to off-white

Safety information for Chlorcyclizine hydrochloride

Signal word Danger
Pictogram(s)
ghs
Skull and Crossbones
Acute Toxicity
GHS06
GHS Hazard Statements H301:Acute toxicity,oral
H315:Skin corrosion/irritation
H319:Serious eye damage/eye irritation
H335:Specific target organ toxicity, single exposure;Respiratory tract irritation
Precautionary Statement Codes P302+P352:IF ON SKIN: wash with plenty of soap and water.
P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

Computed Descriptors for Chlorcyclizine hydrochloride

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