65149-73-7

Basic information

• Product Name: 2-[(pyridin-2-ylmethyl)amino]ethanethiol
• CAS NO: 65149-73-7
• Molecular Formula: C₈H₁₂N₂S
• Molecular Weight: 168.2593
• Mol File: 65149-73-7.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 262°C at 760 mmHg
• Flash Point: 112.3°C
• Density: 1.086g/cm³
• Vapor Pressure: 0.0112mmHg at 25°C
• Refractive Index: 1.559
• CAS DataBase Reference: 2-[(pyridin-2-ylmethyl)amino]ethanethiol(CAS DataBase Reference)
• NIST Chemistry Reference: 2-[(pyridin-2-ylmethyl)amino]ethanethiol(65149-73-7)
• EPA Substance Registry System: 2-[(pyridin-2-ylmethyl)amino]ethanethiol(65149-73-7)

Safety Data

• Hazardous Substances Data: 65149-73-7(Hazardous Substances Data)

Usage

General Description

2-[(pyridin-2-ylmethyl)amino]ethanethiol, also known as 2-(2-pyridinylmethylamino)ethanethiol or 2-pyridylmethylaminoethanethiol, is a chemical compound with the formula C8H11N2S. It is a thiol derivative and contains a pyridine group, making it a member of the amine functional group. It is primarily used as a reagent in organic chemistry and is commonly employed in the synthesis of various pharmaceuticals and agrochemicals. Additionally, it has been studied for its potential applications in metal ion chelation and as a corrosion inhibitor. 2-[(pyridin-2-ylmethyl)amino]ethanethiol is a colorless to pale yellow liquid at room temperature and can emit a strong, unpleasant odor. It is important to handle this compound with caution due to its potential to cause skin and eye irritation and toxicity if ingested or inhaled.

Upstream product

• 3731-51-9 2-(Aminomethyl)pyridine 
• 156-57-0 2-mercaptoethylamine hydrochloride 
• 31106-82-8 2-(bromomethyl)pyridine hydrobromide 
• 420-12-2 thirane 
• 108-24-7 acetic anhydride 
• 80508-81-2 glaucocalyxin B 

Downstream Products

• 163232-68-6 Zn(NC₅H₄CH₂NHCH₂CH₂S)2 
• 163232-71-1 Zn(NC₅H₄CH₂NHCH₂CH₂S)Br 
• 163232-65-3 Zn(NC₅H₄CH₂NHCH₂CH₂S)Cl 
• 163232-70-0 Zn(NC₅H₄CH₂NHCH₂CH₂S)(SC₆H₄CH₂OH) 
• 163232-67-5 [Zn(NC₅H₄CH₂NHCH₂CH₂S)(O₂CCH₃)]2 
• 465512-08-7 2-[N-(3,5-di-tert-butylbenzyl)-N-(2-mercaptoethyl)]aminomethylpyridine 

Relevant articles and documents

Minimum structural requirements for inhibitors of the zinc finger protein TRAF6

Zinc fingers have rarely been regarded as drug targets. On the contrary, the zinc-binding site of enzymes has often been considered a target of inhibitors. We previously developed a dithiol compound called SN-1 that binds to the zinc finger protein tumor necrosis factor receptor-associated factor 6 (TRAF6) and suppresses downstream nuclear factor-κB (NF-κB) signaling. To determine the minimal structure requirements of TRAF6 inhibitors based on SN-1, NF-κB inhibitory activity and cytotoxicity of its derivatives including new compounds were examined. SN-2, an oxidative type of prodrug of SN-1 with 2-nitrophenylthio groups via disulfide, has the minimum structure for an inhibitor of TRAF6, as seen with cellular experiments. The importance of two side chains with a thiol group was shown with molecular modelling. This study may lead to development of selective TRAF6 inhibitors in the near future.

New organometallic dioxotungsten(VI) complexes containing N2S tridentate ligands: The synthesis and reactivity of chloro and alkyl derivatives

A new series of N-benzyl aliphatic N2S tridentate proligands HLSn (n = 2-4) derived from 2-[(2-mercaptoethyl)-aminomethyl]pyridine (HL1) has been prepared via the sequential reactions of trimethylsilylation, N-benzylation, and hydrolysis. A previously reported aromatic N2S tridentate proligand, 2-[(2-mercaptophenyl)aminomethyl]pyridine (HL5), is also employed as an ancillary ligand. Reaction of these proligands HLn (n = 1-5) with [WO2Cl2(DME)] (DME = 1,2-dimethoxyethane) in the presence of triethylamine leads to the formation of cis-dioxotungsten(VI) complexes [WO2(Ln)Cl] (n = 1-5). Treatment of the chloro derivatives [WO2(Ln)Cl] (n = 1, 5) with the Grignard reagents RMgX (R= CH2SiMe3, C6H4tBu-4; X = Cl, Br) resulted in ligand substitution reaction and the formation of the first reported alkyl complexes of the type [WO2(Ln)R] (n = 1, 5; R = CH2SiMe3, C6H4tBu-4).