1,3-Di-o-tolylguanidine

Base Information

• Chemical Name: 1,3-Di-o-tolylguanidine
• CAS No.: 97-39-2
• Deprecated CAS: 132116-33-7,46913-50-2,60297-72-5,46913-50-2,60297-72-5
• Molecular Formula: C15H17N3
• Molecular Weight: 239.32
• Hs Code.: 29252900
• European Community (EC) Number: 202-577-6
• NSC Number: 132023,473
• UNII: LL2P01I17O
• DSSTox Substance ID: DTXSID2026606
• Nikkaji Number: J12.989E,J385.173G
• Wikipedia: Ditolylguanidine
• Wikidata: Q426022
• Pharos Ligand ID: D4Z37BTSSM1K
• ChEMBL ID: CHEMBL282433
• Mol file: 97-39-2.mol

Synonyms:1,3-di-(2-tolyl)guanidine;1,3-di-o-tolylguanidine;1,3-di-ortho-tolyl-guanidine;1,3-ditolylguanidine;1,3-ditolylguanidine hydrochloride;N,N'-bis(2-methylphenyl)guanidine

Chemical Property of 1,3-Di-o-tolylguanidine

Chemical Property:

• Appearance/Colour: white powder
• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 176-178 °C(lit.)
• Refractive Index: 1.589
• Boiling Point: 365.107 °C at 760 mmHg
• PKA: 10.32±0.10(Predicted)
• Flash Point: 174.611 °C
• PSA: 47.91000
• Density: 1.089 g/cm³
• LogP: 4.00790
• Storage Temp.: Store at RT
• Solubility.: water: soluble70mg/mL at 20°C
• Water Solubility.: 70mg/L at 20℃
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 239.142247555
• Heavy Atom Count: 18
• Complexity: 288

Purity/Quality:

99% ^*data from raw suppliers

DTG ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Plastics & Rubber -> Rubber Additives
• Canonical SMILES: CC1=CC=CC=C1NC(=NC2=CC=CC=C2C)N
• Recent ClinicalTrials: Phase 2b, Open-label, Multicenter, Rollover Study to Assess Antiviral Activity and Safety of Long-acting (LA) Cabotegravir (CAB) Plus LA Rilpivirine (RPV), Administered Every 2 Months (Q2M), in Human Immunodeficiency Virus (HIV)-Positive Participants From the LATTE Study
• Recent EU Clinical Trials: Multi-center study to evaluate virological efficacy, safety tolerability, drug exposure and patients’ reported outcomes over 48 weeks following randomization to 2-drug therapy with DTG/3TC FDC or continuing current antiretroviral tenofovir (TAF or TDF)-containing regimen (T-CR) in HIV-1 infected virologically suppressed women
• Description: DTG (97-39-2) is an agonist of the sigma (σ) receptor1?with roughly equal potency against both subtypes (σ1 and σ2 IC50’s ~ 30nM)2.
• Uses: DTG is a selective ligand for the sigma-binding site. DTG has high binding affinity.

Technology Process of 1,3-Di-o-tolylguanidine

There total 17 articles about 1,3-Di-o-tolylguanidine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 92.0%

ortho-methylphenyl iodide (615-37-2) + guanidine nitrate (506-93-4) → 1,3-Di(2-tolyl)guanidine (97-39-2)

Guidance literature:

With potassium phosphate; copper(l) iodide; N,N-diethylsalicylamide; In acetonitrile; at 80 ℃; Inert atmosphere;

DOI:10.1021/ol1002175

Reference yield: 82.0%

N,N'-di(o-tolyl)thiourea (137-97-3) → [3H]-1,3-di-(2-tolyl)guanidine (97-39-2)

Guidance literature:

With benzyl(triethyl)ammoniumpermanganate; ammonia; In tetrahydrofuran; at 5 - 10 ℃; for 0.5h;

DOI:10.1016/S0040-4039(00)01956-0

Reference yield: 80.0%

N,N'-di(o-tolyl)thiourea (137-97-3) → N,N'-bis(2-methylphenyl)urea (617-07-2) + [3H]-1,3-di-(2-tolyl)guanidine (97-39-2)

Guidance literature:

With sodium periodate; ammonia; In water; N,N-dimethyl-formamide; at 80 - 85 ℃; for 0.5h;

DOI:10.1055/s-1997-1535

upstream raw materials:

N,N'-di(o-tolyl)thiourea

N,N-di-o-tolylthiourea

o-toluidine

cyanogen chloride

Downstream raw materials:

1-formamidino-3-phenylthiourea

4-(4-tert-butyl-phenyl)-[1,2]dithiol-3-thione

hydrogen sulfide

4-(4-ethyl-phenyl)-[1,2]dithiol-3-thione

Refernces

• 1、 Cortes-Salva, Michelle,Nguyen, Be-Lan,Cuevas, Javier,Pennypacker, Keith R.,Antilla, Jon C.. "Copper-catalyzed guanidinylation of aryl iodides: The formation of N,N′-disubstituted guanidines". supporting information; scheme or table. p. 1316 - 1319. Retrieved 2010/06/15.
• 2、 Ramadas,Janarthanan,Pritha. "A Short and Concise Synthesis of Guanidines". . p. 1053 - 1054. Retrieved 2007/10/03.