Basic information
- CAS
97-39-2- Standard SMILES
Cc1ccccc1N=C(N)Nc1ccccc1C- InChIKey
OPNUROKCUBTKLF-UHFFFAOYSA-N- Molecular formula
- C15H17N3
- Average molar mass
- 239.32 g/mol
- Monoisotopic mass
- 239.14224756
Overview
1,2-bis(2-methylphenyl)guanidine is a member of toluenes.
Names & identifiers
- Preferred name
- Di-o-tolylguanidine
- IUPAC
- 1,2-bis(2-methylphenyl)guanidine
- English name
- Di-o-tolylguanidine
- Molecular formula
- C15H17N3
- Molecular weight
- 239.32
Names & synonyms
1,3-Di-o-tolylguanidine97-39-2Di-o-tolylguanidineDOTGVulkacit DOTGEveite DOTGNocceler DTVulkacite DOTG1,3-Bis(o-tolyl)guanidineSanceler DTSoxinol DTAkrochem DOTG
Show more names
DTGNSC 473DOTG（DT）Nsc132023VANAX DOTGeveitedotgusafa-6598Anchor DOTG
Vulcafor DOTG1,3-DitolylguanidineDiorthotolylguanidineVulkacit dotg/C1,2-bis(2-methylphenyl)guanidineDOTG acceleratorN,N'-Di-o-tolylguanidineGuanidine, 1,3-di-o-tolyl-
Database identifiers
- CAS
97-39-2- PubChem CID
- 7333
- DTXSID
DTXSID2026606- ChEMBL
CHEMBL282433- ChEBI
CHEBI:92585- UNII
- LL2P01I17O
- EC Number
- 202-577-6
- Nikkaji
- J12.989E、J385.173G
Properties
Computed structural properties
- XLogP
- 3.1
- Topological polar surface area
- 50.4 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 1
- Rotatable bonds
- 3
- Heavy atoms
- 18
- Formal charge
- 0
- Complexity
- 287
Experimental & physicochemical properties
PolymersPlastics & Rubber -> Rubber Additives
Density1.10 @ 20 °C/4 °C
Color/Form
WHITE POWDER
CRYSTALS FROM DILUTED ALC
Solubility
SLIGHTLY SOL IN HOT WATER, ALC; VERY SOL IN ETHER; SOL IN CHLOROFORM
>35.9 [ug/mL] (The mean of the results at pH 7.4)
Melting Point179 °C
Food Contact SubstancesFCS -> FDA Inventory of Food Contact Substances Listed in 21 CFR
Physical Description
Wet Solid; Dry Powder
White solid; [Hawley] Grey or white powder; [MSDSonline]
Physicochemical properties
- Melting point
- 176 · 176-178 °C(lit.)
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
This chemical does not meet GHS hazard criteria for 0.2% (5 of 2121) of reports.
Danger
H301 (97.8%): Toxic if swallowed [Danger Acute toxicity, oral]
P264, P264+P265, P270, P280, P301+P316, P305+P351+P338, P321, P330, P337+P317, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 2121 reports by companies from 11 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Danger
Hazard information
Regulatory Information
Chemical: Guanidine, N,N'-bis(2-methylphenyl)-
Guanidine, N,N'-bis(2-methylphenyl)- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Guanidine, N,N'-bis(2-methylphenyl)- are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)
REACH registered substance: 1,3-di-o-tolylguanidine (EC: 202-577-6)
Guanidine, N,N'-bis(2-methylphenyl)-: Does not have an individual approval but may be used under an appropriate group standard
Hazards Summary
A selective ligand for the sigma site in the mammalian CNS--high parenteral doses in rodents cause behavioral effects; [Reference #1] Presumed to be irritating to eye mucous membranes; [HSDB] Oral LD50 (rat) = 500 mg/kg; Oral LDLo (unspecified mammal) = 120 mg/kg (Effects included somnolence, dyspnea, and cyanosis.) [ChemIDplus] An eye irritant; [eChemPortal: ERMA] May cause irritation; [MSDSonline]
Hazard Classes and Categories
Acute Tox. 3 (97.8%)
Acute toxicity (Oral) - Category 3
Toxicology
Chemistry & industry
Pharmacology
MeSH Pharmacological ClassificationDrugs used to prevent SEIZURES or reduce their severity.
Uses & manufacturing
Uses
Used as a rubber accelerator; [Hawley] Degraded during the vulcanization process, so consumers not likely to have significant exposure; [Reference #1]
BASIC RUBBER ACCELERATOR
U.S. Production2023: 100,000 - <250,000 lb
Consumer UsesPolymerization promoter
Industry UsesOther
Methods of ManufacturingDESULFURIZATION OF DI-ORTHO-TOLYLTHIOUREA WITH A LEAD COMPD IN THE PRESENCE OF AMMONIA.
General Manufacturing Information
Synthetic Rubber Manufacturing
Guanidine, N,N'-bis(2-methylphenyl)-: ACTIVE
Applications
DescriptionDTG (97-39-2) is an agonist of the sigma (σ) receptor1with roughly equal potency against both subtypes (σ1 and σ2 IC50’s ~ 30nM)2.
UsesDTG is a selective ligand for the sigma-binding site. DTG has high binding affinity.
General Description1,3-Di-o-tolylguanidine is a selective σ-receptor agonist. 1,3-Di-o-tolylguanidine is σ site ligand and its interaction with dopamine drugs were studied in Wistar rats and Albino Swiss mice.
Upstream & downstream products
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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