1,3-DI-O-TOLYLGUANIDINE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C15H17N3
Molecular Weight	239.3156
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CC1=CC=CC=C1NC(=N)NC2=CC=CC=C2C

InChI

InChIKey=OPNUROKCUBTKLF-UHFFFAOYSA-N

InChI=1S/C15H17N3/c1-11-7-3-5-9-13(11)17-15(16)18-14-10-6-4-8-12(14)2/h3-10H,1-2H3,(H3,16,17,18)

HIDE SMILES / InChI

Molecular Formula	C15H17N3
Molecular Weight	239.3156
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Sigma opioid receptor 64 Target ID: CHEMBL287 Sources: https://www.ncbi.nlm.nih.gov/pubmed/8027978	Agonist 2752		107.0 nM [Ki]

PubMed

Title	Date	PubMed
The novel sigma-2 receptor ligand SW43 stabilizes pancreas cancer progression in combination with gemcitabine.	2010-11-22	21092190
The sigma agonist 1,3-di-o-tolyl-guanidine directly blocks SK channels in dopaminergic neurons and in cell lines.	2010-09-01	20546722
Reinforcing effects of sigma-receptor agonists in rats trained to self-administer cocaine.	2010-02	19892920
Delayed treatments for stroke influence neuronal death in rat organotypic slice cultures subjected to oxygen glucose deprivation.	2009-12-01	19723565
Voltage-gated sodium channel modulation by sigma-receptors in cardiac myocytes and heterologous systems.	2009-05	19279232
Pharmacology and therapeutic potential of sigma(1) receptor ligands.	2008-12	19587856
sigma-1 receptor modulation of acid-sensing ion channel a (ASIC1a) and ASIC1a-induced Ca2+ influx in rat cortical neurons.	2008-11	18723775
sigma(2)-receptor ligand-mediated inhibition of inwardly rectifying K(+) channels in the heart.	2007-07	17460149
Sigma-1 receptor activation prevents intracellular calcium dysregulation in cortical neurons during in vitro ischemia.	2006-12	16988055
Prenatal developmental toxicity study of the basic rubber accelerator, 1,3-di-o-tolylguanidine, in rats.	2006-11	16806806
Dermal absorption of aromatic amines in workers with different skin lesions: a report on 4 cases.	2006-07-19	16854230
Reproductive and developmental toxicity screening test of basic rubber accelerator, 1,3-di-o-tolylguanidine, in rats.	2006-07	16378712
Sigma1 and sigma2 receptor binding affinity and selectivity of SA4503 and fluoroethyl SA4503.	2006-05	16463398
Female sex hormones decrease constitutive endothelin-1 release via endothelial sigma-1/cocaine receptors: an action independent of the steroid hormone receptors.	2005-09-16	16162441
Inhibition of tumor cell proliferation by sigma ligands is associated with K+ Channel inhibition and p27kip1 accumulation.	2004-12	15277583
Antiproliferative and cytotoxic effects of some sigma2 agonists and sigma1 antagonists in tumour cell lines.	2004-08	15322732
Sigma-2 receptors are specifically localized to lipid rafts in rat liver membranes.	2004-06-16	15189760
Chiral, nonracemic (piperazin-2-yl)methanol derivatives with sigma-receptor affinity.	2004-06-15	15158798
Identification and pharmacological characterization of a specific agmatine transport system in human tumor cell lines.	2003-12	15028572
Intrastriatal administration of sigma ligands inhibits basal dopamine release in vivo.	2003-12	14573387
Protein kinase C-dependent potentiation of intracellular calcium influx by sigma1 receptor agonists in rat hippocampal neurons.	2003-11	12975497
Sigma1 receptor antagonists attenuate antidepressant-like effect induced by co-administration of 1,3 di-o-tolylguanidine (DTG) and memantine in the forced swimming test in rats.	2003-10-09	14730114
Age-related changes of the binding of [3h]SA4503 to sigma1 receptors in the rat brain.	2003-02	12691135
Sigma receptors inhibit high-voltage-activated calcium channels in rat sympathetic and parasympathetic neurons.	2002-06	12037190
Evidence for sigma-1-like receptors in isolated rat liver mitochondrial membranes.	2002-04	11934800
Noradrenaline release-inhibiting receptors on PC12 cells devoid of alpha(2(-)) and CB(1) receptors: similarities to presynaptic imidazoline and edg receptors.	2002-02	11738482
Novel spiropiperidines as highly potent and subtype selective sigma-receptor ligands. Part 1.	2002-01-17	11784148
Effects of AH-9700, (+)-pentazocine, DTG and oxybutynin on micturition in anesthetized rats with acetone-induced cystitis.	2001-08-24	11589509
Agmatine and putrescine uptake in the human glioma cell line SK-MG-1.	2001-06	11414662
Conformationally restricted analogs of BD1008 and an antisense oligodeoxynucleotide targeting sigma1 receptors produce anti-cocaine effects in mice.	2001-05-11	11426838
Pharmacological actions of AH-9700 on micturition reflex in anesthetized rats.	2001-01-26	11165228
N-alkyl substituted analogs of the sigma receptor ligand BD1008 and traditional sigma receptor ligands affect cocaine-induced convulsions and lethality in mice.	2001-01-12	11164383
Pharmacology of [3H]R(+)-7-OH-DPAT binding in the rat caudate-putamen.	2001-01	10913686
Biperiden hydrochlorate ameliorates dystonia of rats produced by microinjection of sigma ligands into the red nucleus.	2000-11	11164078
Effect of sigma ligands on the cocaine-induced convulsions in mice.	2000-05-19	10817525
Cocaine increases the endothelial release of immunoreactive endothelin and its concentrations in human plasma and urine: reversal by coincubation with sigma-receptor antagonists.	1998-08-04	9714087
BMY-14802 reversed the sigma receptor agonist-induced neck dystonia in rats.	1996	9013402

Patents

Substance Class	Chemical Created by `admin` on `Mon Mar 31 18:57:37 GMT 2025` Edited by `admin` on `Mon Mar 31 18:57:37 GMT 2025`
Record UNII	LL2P01I17O
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

1,3-DI-O-TOLYLGUANIDINE

Common Name

English

N,N'-BIS(2-METHYLPHENYL)GUANIDINE

Preferred Name

English

VULCAFOR DOTG

Common Name

English

DOTG

Common Name

English

GUANIDINE, 1,3-DI-O-TOLYL-

Common Name

English

GUANIDINE, N,N'-BIS(2-METHYLPHENYL)-

Systematic Name

English

NOCCELER DT

Common Name

English

EVEITE DOTG

Common Name

English

SOXINOL DT

Common Name

English

SANCELER DT

Common Name

English

N,N'-DI-O-TOLYLGUANIDINE

Common Name

English

AKROCHEM DOTG

Common Name

English

1,3-DI-2-TOLYLGUANIDINE

Systematic Name

English

DI-O-TOLYLGUANIDINE

Common Name

English

VULKACIT DOTG

Common Name

English

1,3-BIS(O-TOLYL)GUANIDINE

Common Name

English

N,N'-BIS(2-METHYLPHENYL)GUANIDINE [HSDB]

Common Name

English

NSC-132023

Code

English

NSC-473

Code

English

RHENOGRAN DOTG 70

Common Name

English

Code System Code Type Description

CAS

97-39-2