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C144

Sigma-Aldrich

1-(3-Chlorophenyl)biguanide hydrochloride

solid

Synonym(s):

1-(m-Chlorophenyl)biguanide hydrochloride, N-(3-Chlorophenyl)imidodicarbonimidic diamide hydrochloride, m-CPBG hydrochloride

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About This Item

Linear Formula:
ClC6H4NHC(NH)NHC(NH)NH2 · HCl
CAS Number:
2113-05-5
Molecular Weight:
248.11
MDL number:
MFCD00053019
UNSPSC Code:
12352202
PubChem Substance ID:
24278089
NACRES:
NA.77

form

solid

color

white

mp

190-194 °C (lit.)

solubility

H2O: soluble

SMILES string

Cl[H].NC(=N)NC(=N)Nc1cccc(Cl)c1

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

Gene Information

human ... HTR3A(3359) , HTR3B(9177) , HTR3C(170572) , HTR3D(200909) , HTR3E(285242)

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Biochem/physiol Actions

Very potent 5-HT3 serotonin receptor agonist.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
SLCD2737
SLCB1913
SLBS8107
SLBN9992V
SLBF8520V

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Jaime M Monti et al.
Progress in neuro-psychopharmacology & biological psychiatry, 35(5), 1341-1348 (2011-04-26)
The effects of the selective 5-HT(3) receptor agonist m-chlorophenylbiguanide (m-CPBG), and of the NMDA (N-methyl-D-aspartate) and AMPA (α-amino-3-hydroxy-5-methyl-4-isoxazole propionate)/kainate antagonists AP-5 [(±)-2-amino-5-phosphono-pentanoic acid] and CNQX (6-cyano-7-nitroquinoxaline-2,3-dione), respectively, were studied in adult male Wistar rats implanted for chronic sleep recordings. The
Borna Payandemehr et al.
Epilepsy research, 101(3), 217-227 (2012-05-15)
Citalopram is a selective serotonin reuptake inhibitor (SSRI), widely used in the treatment of depressive disorders. It has been shown that citalopram affects seizure susceptibility. Although the exact mechanism of these effects are not yet fully understood, recent data suggest
Zachary A Rodd et al.
The Journal of pharmacology and experimental therapeutics, 321(3), 1003-1012 (2007-02-28)
Studies from our laboratory indicated that local perfusion of the ventral tegmental area (VTA) with a serotonin-3 (5-HT(3)) receptor agonist increased dopamine (DA) neuronal activity and that the self-infusion of ethanol (EtOH) and cocaine into the posterior VTA could be
Wen Liu et al.
Alcohol (Fayetteville, N.Y.), 40(3), 167-176 (2007-04-10)
The objectives of the present study were to (a) examine the effects of activating serotonin-3 (5-HT3) receptors on dopamine (DA) release in the anterior and posterior ventral tegmental area (VTA) of Wistar rats and (b) determine if there are differences
G J Kilpatrick et al.
European journal of pharmacology, 182(1), 193-197 (1990-06-21)
1-(m-Chlorophenyl)-biguanide (mCPBG) was examined and compared with three 5-HT3 receptor agonists in three 5-HT3 receptor models. mCPBG inhibited [3H]GR67330 binding to 5-HT3 receptors with high affinity (IC50 1.5 nM). mCPBG depolarized the rat vagus nerve with an EC50 one tenth
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