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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(Cl)=CC=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 C8H10ClN5
Molecular Weight 211.652
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

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

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
Pharmacological characterization of a rat 5-hydroxytryptamine type3 receptor subunit (r5-HT3A(b)) expressed in Xenopus laevis oocytes.
1998 Aug
Different efficacy of specific agonists at 5-HT3 receptor splice variants: the role of the extra six amino acid segment.
1998 Feb
Promiscuous coassembly of serotonin 5-HT3 and nicotinic alpha4 receptor subunits into Ca(2+)-permeable ion channels.
1998 Sep 15
The 5-HT3B subunit is a major determinant of serotonin-receptor function.
1999 Jan 28
The anxiolytic-like effect of MCI-225, a selective NA reuptake inhibitor with 5-HT3 receptor antagonism.
2001 Apr
Pharmacological comparison of human homomeric 5-HT3A receptors versus heteromeric 5-HT3A/3B receptors.
2001 Aug
Hypoglossal nerve response to 5-HT3 drugs injected into the XII nucleus and vena cava in the rat.
2001 Dec 15
[(3)H]-serotonin release from bovine iris-ciliary body: pharmacology of prejunctional serotonin (5-HT(7)) autoreceptors.
2001 Jul
Different effects of 5-HT receptor agonists on operant response in rats under DRL 10-s and DRL 30-s schedules.
2001 Oct
Serotonin(3) receptor stimulation in the nucleus tractus solitarii activates non-catecholaminergic neurons in the rat ventrolateral medulla.
2002
The nature of the acetylcholine and 5-hydroxytryptamine receptors in buccal smooth muscle of the pest slug Deroceras reticulatum.
2002 Apr
Pharmacology of serotonin receptors modulating electrically-induced [3h]-norepinephrine release from isolated mammalian iris-ciliary bodies.
2002 Aug
Endogenous cannabinoid, anandamide, acts as a noncompetitive inhibitor on 5-HT3 receptor-mediated responses in Xenopus oocytes.
2002 Dec 1
5-HT3 receptors in selective animal models of cognition.
2002 Feb
Central 5-HT3 receptor stimulation by m-CPBG increases blood glucose in rats.
2002 Feb
Glutamate and NO mediation of the pressor response to 5-HT3 receptor stimulation in the nucleus tractus solitarii.
2002 May 7
Central 5-HT(3) receptors and water intake in rats.
2002 Nov
Dopamine and serotonin receptors mediating contractions of the snail, Helix pomatia, salivary duct.
2003
Serotonin induces tonic firing in layer V pyramidal neurons of rat prefrontal cortex during postnatal development.
2003 Apr 15
Central 5-HT2B/2C and 5-HT3 receptor stimulation decreases salt intake in sodium-depleted rats.
2003 Aug 15
Effect of pharmacologically induced smooth muscle activation on permeability in murine colitis.
2003 Feb
Introduction of the 5-HT3B subunit alters the functional properties of 5-HT3 receptors native to neuroblastoma cells.
2003 Feb
Characterization of the 5-hydroxytryptamine receptors mediating contraction in the pig isolated intravesical ureter.
2003 Jan
Action of 5-HT3 receptor antagonists and dexamethasone to modify cisplatin-induced emesis in Suncus murinus (house musk shrew).
2003 Jul 4
Heterogeneous actions of serotonin on interneurons in rat visual cortex.
2003 Mar
Conformationally-restricted analogues and partition coefficients of the 5-HT3 serotonin receptor ligands meta-chlorophenylbiguanide (mCPBG) and meta-chlorophenylguanidine (mCPG).
2003 Mar 24
Calcium influx through presynaptic 5-HT3 receptors facilitates GABA release in the hippocampus: in vitro slice and synaptosome studies.
2004
The 5-HT3 receptor facilitates at-level mechanical allodynia following spinal cord injury.
2004 Jul
Serotonergic modulation of intracellular calcium dynamics in neonatal hypoglossal motoneurons from mouse.
2004 Mar 19
Role of central 5-HT3 receptors in the control of blood pressure in stressed and non-stressed rats.
2004 Nov 26
Serotonin type 3 receptors modulate the aggression-stimulating effects of adolescent cocaine exposure in Syrian hamsters (Mesocricetus auratus).
2004 Oct
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 Feb
The serotonin type 3A receptor facilitates luteinizing hormone release and LHbeta promoter activity in immortalized pituitary gonadotropes.
2005 Jun
Absence of 5-HT3 and cholinergic mechanisms in improgan antinociception.
2005 Mar
Involvement of c-Src and protein kinase C delta in the inhibition of Cl(-)/OH- exchange activity in Caco-2 cells by serotonin.
2005 Mar 25
Lack of reciprocity between opioid and 5-HT3 receptors for antinociception in rat spinal cord.
2006
Activity-dependent modulation of axonal excitability in unmyelinated peripheral rat nerve fibers by the 5-HT(3) serotonin receptor.
2006 Dec
Role of 5-HT3 and 5-HT2C receptors located within the medial amygdala in the control of salt intake in sodium-depleted rats.
2006 Jul 12
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 Jun
Inhibition of the serotonin-induced inward current by dextromethorphan in rat nodose ganglion neurons.
2006 Jun 30
Molecular cloning and pharmacological characterization of serotonin 5-HT(3A) receptor subtype in dog.
2006 May 24
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 Jun
5-hydroxytryptamine induced relaxation in the pig urinary bladder neck.
2009 May
Activation of serotonin 3 receptors changes in vivo auditory responses in the mouse inferior colliculus.
2009 May
Central 5-HT3 receptor-induced hypothermia in mice: interstrain differences and comparison with hypothermia mediated via 5-HT1A receptor.
2009 Nov 6
Facilitatory actions of serotonin type 3 receptors on GABAergic inhibitory synaptic transmission in the spinal superficial dorsal horn.
2009 Sep
Granisetron ameliorates acetic acid-induced colitis in rats.
2010 Apr
The nucleus raphe magnus suppresses vomiting, and the solitary nucleus and 5-HT are not involved in this suppression.
2010 Jan 15
5-HT3 receptor-dependent modulation of respiratory burst frequency, regularity, and episodicity in isolated adult turtle brainstems.
2010 Jun 30
Activation of 5-HT3 receptors leads to altered responses 6 months after MDMA treatment.
2010 Mar
Substance Class Chemical
Created
by admin
on Sat Dec 16 12:52:50 GMT 2023
Edited
by admin
on Sat Dec 16 12:52:50 GMT 2023
Record UNII
KUM9PU5NEY
Record Status Validated (UNII)
Record Version
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Name Type Language
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
NSC-210906
Code 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 Sat Dec 16 12:52:51 GMT 2023 , Edited by admin on Sat Dec 16 12:52:51 GMT 2023
PRIMARY
EPA CompTox
DTXSID80175361
Created by admin on Sat Dec 16 12:52:51 GMT 2023 , Edited by admin on Sat Dec 16 12:52:51 GMT 2023
PRIMARY
PUBCHEM
2730228
Created by admin on Sat Dec 16 12:52:51 GMT 2023 , Edited by admin on Sat Dec 16 12:52:51 GMT 2023
PRIMARY
FDA UNII
KUM9PU5NEY
Created by admin on Sat Dec 16 12:52:51 GMT 2023 , Edited by admin on Sat Dec 16 12:52:51 GMT 2023
PRIMARY
CAS
2113-05-5
Created by admin on Sat Dec 16 12:52:51 GMT 2023 , Edited by admin on Sat Dec 16 12:52:51 GMT 2023
PRIMARY
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