2-(Pyridin-2-yldisulfanyl)ethanamine

Base Information

• Chemical Name: 2-(Pyridin-2-yldisulfanyl)ethanamine
• CAS No.: 83578-21-6
• Molecular Formula: C7H10N2S2
• Molecular Weight: 186.302
• DSSTox Substance ID: DTXSID60232441
• Nikkaji Number: J744.835J
• Wikidata: Q83113478
• Mol file: 83578-21-6.mol

Synonyms:pyridyldithioethylamine

Chemical Property of 2-(Pyridin-2-yldisulfanyl)ethanamine

Chemical Property:

• Appearance/Colour: off-white solid
• Vapor Pressure: 0.000825mmHg at 25°C
• Melting Point: 124-126 °C
• Refractive Index: 1.643
• Boiling Point: 305.4 °C at 760 mmHg
• PKA: 8.42±0.10(Predicted)
• Flash Point: 138.5 °C
• Density: 1.26 g/cm³
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• Solubility.: DMSO (Slightly), Methanol (Slightly), Water (Slightly)
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 186.02854067
• Heavy Atom Count: 11
• Complexity: 100

Purity/Quality:

99% ^*data from raw suppliers

(S)-2-PyridylthioCysteamineHCl ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=NC(=C1)SSCCN
• Uses: A cleavable cross-linking reagent

Technology Process of 2-(Pyridin-2-yldisulfanyl)ethanamine

There total 7 articles about 2-(Pyridin-2-yldisulfanyl)ethanamine 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: 100.0%

tert-butyl N-[2-(2-pyridyldisulfanyl)ethyl]carbamate (535943-48-7) → 2-(2-(2-pyridinyl)disulfanyl)ethylamine (83578-21-6)

Guidance literature:

With hydrogenchloride; In 1,4-dioxane; at 0 ℃; for 2h;

Reference yield: 95.0%

2,2'-dipyridyldisulphide (2127-03-9) + Cysteamine (60-23-1) → 2-(2-(2-pyridinyl)disulfanyl)ethylamine (83578-21-6)

Guidance literature:

With triethylamine; In methanol; at 20 ℃; Inert atmosphere;

DOI:10.1021/acsmedchemlett.1c00455

Reference yield: 86.0%

2,2'-dipyridyldisulphide (2127-03-9) + 2-mercaptoethylamine hydrochloride (156-57-0) → 2-(2-(2-pyridinyl)disulfanyl)ethylamine (83578-21-6)

Guidance literature:

In methanol; at 20 ℃; for 2.5h; Inert atmosphere;

DOI:10.1002/ejoc.201900740

upstream raw materials:

2,2'-dipyridyldisulphide

Cysteamine

tert-butyl N-[2-(2-pyridyldisulfanyl)ethyl]carbamate

2-mercaptoethylamine hydrochloride

Downstream raw materials:

{2-phenyl-1-[2-(pyridin-2-yldisulfanyl)-ethylcarbamoyl]-ethyl}-carbamic acid tert-butyl ester

2-amino-3-phenyl-N-[2-(pyridin-2-yldisulfanyl)-ethyl]-propionamide

3,4,5-tris(2-(2-(2-methoxyethoxy)ethoxy)ethoxy)-N-(2-(pyridin-2-yldisulfanyl)ethyl)benzamide

(+)-biotin N-2-(pyridin-2-yldisulfanyl)ethyl amide

Refernces

• 1、 Field,L. et al.. "". . p. 1632 - 1635. Retrieved 1964.
• 2、 Vivero-Escoto, Juan L.,Rieter, William J.,Lau, Honam,Huxford-Phillips, Rachel C.,Lin, Wenbin. "Biodegradable polysilsesquioxane nanoparticles as efficient contrast agents for magnetic resonance imaging". . p. 3523 - 3531. Retrieved 2013.
• 3、 Bird, Gregory H.,Cohen, Daniel T.,Dhe-Paganon, Sirano,Engen, John R.,Guerra, Rachel M.,Harvey, Edward P.,Hauseman, Zachary J.,Huhn, Annissa J.,Lee, Susan,Luccarelli, James,Newman, Catherine E.,Rettenmaier, T. Justin,Seo, Hyuk-Soo,Walensky, Loren D.,Wales, Thomas E.,Wells, James A.. "Identification of a Covalent Molecular Inhibitor of Anti-apoptotic BFL-1 by Disulfide Tethering". . p. 647 - 656. Retrieved 2020.
• 4、 -. "Photo-thermal assistant penetration diagnosis and treatment type nanometer medicine (by machine translation)". Paragraph 0078-0081. . Retrieved 2019/08/12.