97-39-2 Usage
Description
Di-o-tolylguanidine, also known as 1,3-Di-o-tolylguanidine or DTG, is a selective σ-receptor agonist with high binding affinity for the sigma-binding site. It is a σ site ligand that has been studied for its interaction with dopamine drugs in Wistar rats and Albino Swiss mice.
Uses
Used in Pharmaceutical Industry:
Di-o-tolylguanidine is used as a selective ligand for the sigma-binding site due to its high binding affinity. This property makes it a valuable compound for the development of drugs targeting the sigma receptors, which are involved in various physiological processes and potential therapeutic applications.
Used in Research Applications:
Di-o-tolylguanidine is used as a research tool for studying the interaction between sigma receptors and dopamine drugs. This helps in understanding the role of sigma receptors in various neurological and psychiatric disorders, as well as their potential as targets for drug development.
Used in Drug Development:
Di-o-tolylguanidine is used as a lead compound in the development of new drugs targeting the sigma receptors. Its high binding affinity and selectivity make it a promising candidate for the creation of medications that can modulate the activity of these receptors for therapeutic purposes.
Flammability and Explosibility
Nonflammable
Biological Activity
Displays high and roughly equal affinity for both σ 1 and σ 2 receptors.
Safety Profile
Poison by ingestion and
intraperitoneal routes. When heated to
decomposition it emits toxic fumes of NOx.
Purification Methods
The guanidine crystallises from aqueous EtOH. The sulfate has m 253-254o(dec, H2O). [Beilstein 12 H 803, 12 II 445, 12 III 1871, 16 IV 1764]
References
1) Weber?et al.?(1986),?1,3-Di(2-[5-3H]tolyl)guanidine: a selective ligand that labels sigma-type receptors for psychotomimetic opiates and antipsychotic drugs; Proc. Natl. Acad. Sci. USA,?83?8784
2) Scherz?et al.?(1990),?Synthesis and Structure-Activity Relationships of N,N’-Di-o-tolylguanidine Analogues, High-Affinity Ligands for the Haloperidol-Sensitive σ Receptor; J. Med. Chem.,?33?2421
Check Digit Verification of cas no
The CAS Registry Mumber 97-39-2 includes 5 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 2 digits, 9 and 7 respectively; the second part has 2 digits, 3 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 97-39:
(4*9)+(3*7)+(2*3)+(1*9)=72
72 % 10 = 2
So 97-39-2 is a valid CAS Registry Number.
InChI:InChI=1/C15H17N3/c1-11-7-3-5-9-13(11)18(15(16)17)14-10-6-4-8-12(14)2/h3-10H,1-2H3,(H3,16,17)
97-39-2Relevant articles and documents
Synthesis of symmetrical and unsymmetrical N, N ′-diaryl guanidines via copper/N-methylglycine-catalyzed arylation of guanidine nitrate
Xing, Hui,Zhang, Ye,Lai, Yisheng,Jiang, Yongwen,Ma, Dawei
experimental part, p. 5449 - 5453 (2012/08/07)
CuI/N-methylglycine-catalyzed coupling reaction of guanidine nitrate with both aryl iodides and bromides takes place at 70-100 °C, affording symmetrical N,N′-diaryl guanidines with good to excellent yields. Unsymmetrical N,N′-diaryl guanidines can be assembled via monoarylation of guanidine nitrate with aryl iodides bearing a strong electron-withdrawing group and subsequent coupling with another aryl iodide.
Role of quaternaryammonium permanganates in the synthesis of substituted guanidines - A comparative study
Srinivasan, Natarajan,Ramadas, Krishnamurthy
, p. 343 - 346 (2007/10/03)
Quaternaryammonium permanganate transforms 1,3-diarylthioureas in the presence of an amine to the respective trisubstituted guanidines in excellent yields.
Lac sulfur on alumina-triethanolamine - An effective reagent for the synthesis of substituted guanidines
Ramadas, Krishnamurthy
, p. 5161 - 5162 (2007/10/03)
A direct synthesis of substituted guanidines is reported from their thiourea analogues. The strategy adopted is a concise approach to the synthesis of the title compounds.
