A 5-HT3 receptor agonist
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1-(3-Chlorophenyl)biguanide (hydrochloride)

Item No. 34726

Technical Information
Formal Name
N-(3-chlorophenyl)-imidodicarbonimidic diamide, monohydrochloride
CAS Number
2113-05-5
Synonyms
  • m-Chlorophenylbiguanide hydrochloride
  • meta-Chlorophenylbiguanide
  • m-CPBG
  • meta-CPBG
Molecular Formula
C8H10ClN5 • HCl
Formula Weight
Purity
≥95%
Formulation
A solid
DMF: 30 mg/mlDMSO: 20 mg/mlEthanol: 5 mg/mlPBS (pH 7.2): 5 mg/ml
λmax
257 nm
SMILES
ClC1=CC=CC(NC(NC(N)=N)=N)=C1.Cl
InChi Code
InChI=1S/C8H10ClN5.ClH/c9-5-2-1-3-6(4-5)13-8(12)14-7(10)11;/h1-4H,(H6,10,11,12,13,14);1H
InChi Key
FOWAIJYHRWFTHR-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    1-(3-Chlorophenyl)biguanide (m-CPBG) is an agonist of the serotonin (5-HT) receptor subtype 5-HT3.1 It selectively binds 5-HT3 over 5-HT1A and 5-HT2 receptors (Kis = 0.002, 10, and 10 µM, respectively) but also binds to high and low affinity sites on the dopamine transporter (DAT; IC50s = 0.4 and 34.8 µM, respectively, in rat caudate putamen synaptosomal membranes).2,3 m-CPBG induces depolarization of isolated rat vagus nerve and stimulates inositol phosphate formation in rat frontocingulate cortical slices (EC50s = 0.05 and 4.2 µM, respectively).1,4 It induces bradycardia, an effect that can be reversed by the 5-HT3 receptor antagonist ondansetron, in anaesthetized cats (ED50 = 20.3 nmol/kg).1

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Kilpatrick, G.J., Butler, A., Burridge, J., et al1-(m-chlorophenyl)-biguanide, a potent high affinity 5-HT3 receptor agonist. Eur. J. Pharmacol. 182(1), 193-197 (1990).

    2. Campbell, A.D., Womer, D.E., and Simon, J.R. The 5-HT3 receptor agonist 1-(m-chlorophenyl)-biguanide interacts with the dopamine transporter in rat brain synaptosomes. Eur. J. Pharmacol. 290(2), 157-162 (1995).

    3. Higgins, G.A., Joharchi, N., and Sellers, E.M. Behavioral effects of the 5-hydroxytryptamine3 receptor agonists 1-phenylbiguanide and m-chlorophenylbiguanide in rats. J. Pharmacol. Exp. Ther. 264(3), 1440-1449 (1993).

    4. Edwards, E., Hampton, E., Ashby, C.R., et al5-HT3-like receptors in the rat medial prefrontal cortex: Further pharmacological characterization. Brain Res. 733(1), 21-30 (1996).