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Details

Stereochemistry ACHIRAL
Molecular Formula C8H10ClN5.ClH
Molecular Weight 248.112
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of 1-(3-Chlorophenyl)biguanide hydrochloride

SMILES

Cl.NC(=N)NC(=N)NC1=CC=CC(Cl)=C1

InChI

InChIKey=FOWAIJYHRWFTHR-UHFFFAOYSA-N
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

HIDE SMILES / InChI

Molecular Formula ClH
Molecular Weight 36.461
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Molecular Formula C8H10ClN5
Molecular Weight 211.652
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Target ID: Q01338
Gene ID: NA
Gene Symbol: Adra2a
Target Organism: Mus musculus (Mouse)
1.02 µM [EC50]
PubMed

PubMed

TitleDatePubMed
5-HT3 receptor-dependent modulation of respiratory burst frequency, regularity, and episodicity in isolated adult turtle brainstems.
2010-06-30
Granisetron ameliorates acetic acid-induced colitis in rats.
2010-04
Activation of 5-HT3 receptors leads to altered responses 6 months after MDMA treatment.
2010-03
The nucleus raphe magnus suppresses vomiting, and the solitary nucleus and 5-HT are not involved in this suppression.
2010-01-15
Central 5-HT3 receptor-induced hypothermia in mice: interstrain differences and comparison with hypothermia mediated via 5-HT1A receptor.
2009-11-06
Characterization of the contractile 5-hydroxytryptamine receptor in the autoperfused kidney of L-NAME hypertensive rats.
2009-10-12
Facilitatory actions of serotonin type 3 receptors on GABAergic inhibitory synaptic transmission in the spinal superficial dorsal horn.
2009-09
Antidepressant-like effect of the extract of Rosmarinus officinalis in mice: involvement of the monoaminergic system.
2009-06-15
Cross-regulation between colocalized nicotinic acetylcholine and 5-HT3 serotonin receptors on presynaptic nerve terminals.
2009-06
Interactions between the anxiogenic effects of CB1 gene disruption and 5-HT3 neurotransmission.
2009-05
5-hydroxytryptamine induced relaxation in the pig urinary bladder neck.
2009-05
Activation of serotonin 3 receptors changes in vivo auditory responses in the mouse inferior colliculus.
2009-05
Antidepressants inhibit P2X4 receptor function: a possible involvement in neuropathic pain relief.
2009-04-23
Responses to 5-HT in morphologically identified neurons in the rat substantia gelatinosa in vitro.
2009-03-03
Activation of the serotonin 5-HT3 receptor in the dorsal raphe nucleus suppresses REM sleep in the rat.
2008-05-15
The roles of dopamine and serotonin, and of their receptors, in regulating sleep and waking.
2008
Demonstration of 5-HT(3) receptor function and expression in the mouse bladder.
2007-08
Roles of 5-hydroxytryptamine (5-HT) receptor subtypes in the inhibitory effects of 5-HT on C-fiber responses of spinal wide dynamic range neurons in rats.
2007-06
The reinforcing actions of a serotonin-3 receptor agonist within the ventral tegmental area: evidence for subregional and genetic differences and involvement of dopamine neurons.
2007-06
Activity-dependent modulation of axonal excitability in unmyelinated peripheral rat nerve fibers by the 5-HT(3) serotonin receptor.
2006-12
Activation of serotonin-3 receptors increases dopamine release within the ventral tegmental area of Wistar and alcohol-preferring (P) rats.
2006-11
Role of 5-HT3 and 5-HT2C receptors located within the medial amygdala in the control of salt intake in sodium-depleted rats.
2006-07-12
Inhibition of the serotonin-induced inward current by dextromethorphan in rat nodose ganglion neurons.
2006-06-30
Effects of repeated daily treatments with a 5-HT3 receptor antagonist on dopamine neurotransmission and functional activity of 5-HT3 receptors within the nucleus accumbens of Wistar rats.
2006-06
Molecular cloning and pharmacological characterization of serotonin 5-HT(3A) receptor subtype in dog.
2006-05-24
Lack of reciprocity between opioid and 5-HT3 receptors for antinociception in rat spinal cord.
2006
Effects of quipazine and m-chlorophenylbiguanide (m-CPBG) on temporal differentiation: evidence for the involvement of 5-HT2A but not 5-HT3 receptors in interval timing behaviour.
2005-09
The loop C region of the murine 5-HT3A receptor contributes to the differential actions of 5-hydroxytryptamine and m-chlorophenylbiguanide.
2005-06-28
The serotonin type 3A receptor facilitates luteinizing hormone release and LHbeta promoter activity in immortalized pituitary gonadotropes.
2005-06
Involvement of c-Src and protein kinase C delta in the inhibition of Cl(-)/OH- exchange activity in Caco-2 cells by serotonin.
2005-03-25
Absence of 5-HT3 and cholinergic mechanisms in improgan antinociception.
2005-03
Involvement of spinal serotonin receptors in the regulation of intraspinal acetylcholine release.
2005-02-21
Effects of quipazine and m-chlorophenylbiguanide (m-CPBG) on the discrimination of durations: evidence for the involvement of 5-HT2A but not 5-HT3 receptors.
2005-02
Serotonin type 3 receptors stimulate offensive aggression in Syrian hamsters.
2005-01-06
Chemical mediators enhance the excitability of unmyelinated sensory axons in normal and injured peripheral nerve of the rat.
2005
Role of central 5-HT3 receptors in the control of blood pressure in stressed and non-stressed rats.
2004-11-26
Subunit rotation models activation of serotonin 5-HT3AB receptors by agonists.
2004-10
Serotonin type 3 receptors modulate the aggression-stimulating effects of adolescent cocaine exposure in Syrian hamsters (Mesocricetus auratus).
2004-10
Acetaminophen: a central analgesic drug that involves a spinal tropisetron-sensitive, non-5-HT(3) receptor-mediated effect.
2004-09
The 5-HT3 receptor facilitates at-level mechanical allodynia following spinal cord injury.
2004-07
Allosteric modulation of glycine receptors is more efficacious for partial rather than full agonists.
2004-06
Calcium influx through presynaptic 5-HT3 receptors facilitates GABA release in the hippocampus: in vitro slice and synaptosome studies.
2004
The 5-HT3B subunit is a major determinant of serotonin-receptor function.
1999-01-28
Promiscuous coassembly of serotonin 5-HT3 and nicotinic alpha4 receptor subunits into Ca(2+)-permeable ion channels.
1998-09-15
Pharmacological characterization of a rat 5-hydroxytryptamine type3 receptor subunit (r5-HT3A(b)) expressed in Xenopus laevis oocytes.
1998-08
Different efficacy of specific agonists at 5-HT3 receptor splice variants: the role of the extra six amino acid segment.
1998-02
Molecular cloning, functional expression, and pharmacological characterization of 5-hydroxytryptamine3 receptor cDNA and its splice variants from guinea pig.
1998-02
Characterization of a human 5-hydroxytryptamine3 receptor type A (h5-HT3R-AS) subunit stably expressed in HEK 293 cells.
1996-07
Cloning and functional expression of a human 5-hydroxytryptamine type 3AS receptor subunit.
1995-12
Molecular cloning of human 5-hydroxytryptamine3 receptor: heterogeneity in distribution and function among species.
1995-09
Substance Class Chemical
Created
by admin
on Tue Apr 01 19:55:40 GMT 2025
Edited
by admin
on Tue Apr 01 19:55:40 GMT 2025
Record UNII
KUM9PU5NEY
Record Status Validated (UNII)
Record Version
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Name Type Language
NSC-210906
Preferred Name English
1-(3-Chlorophenyl)biguanide hydrochloride
Common Name English
Imidodicarbonimidic diamide, N-(3-chlorophenyl)-, monohydrochloride
Systematic Name English
1-carbamimidoyl-3-(3-chlorophenyl)guanidine hydrochloride
Systematic Name English
BIGUANIDE, 1-(M-CHLOROPHENYL)-, MONOHYDROCHLORIDE
Common Name English
Imidodicarbonimidic diamide, N-(3-chlorophenyl)-, hydrochloride (1:1)
Systematic Name English
m-Chlorophenylbiguanide HCl
Common Name English
N-m-Chlorophenylbiguanide hydrochloride
Common Name English
Code System Code Type Description
NSC
210906
Created by admin on Tue Apr 01 19:55:40 GMT 2025 , Edited by admin on Tue Apr 01 19:55:40 GMT 2025
PRIMARY
EPA CompTox
DTXSID80175361
Created by admin on Tue Apr 01 19:55:40 GMT 2025 , Edited by admin on Tue Apr 01 19:55:40 GMT 2025
PRIMARY
PUBCHEM
2730228
Created by admin on Tue Apr 01 19:55:40 GMT 2025 , Edited by admin on Tue Apr 01 19:55:40 GMT 2025
PRIMARY
FDA UNII
KUM9PU5NEY
Created by admin on Tue Apr 01 19:55:40 GMT 2025 , Edited by admin on Tue Apr 01 19:55:40 GMT 2025
PRIMARY
CAS
2113-05-5
Created by admin on Tue Apr 01 19:55:40 GMT 2025 , Edited by admin on Tue Apr 01 19:55:40 GMT 2025
PRIMARY
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