4-Mercaptopyridine

Base Information

• Chemical Name: 4-Mercaptopyridine
• CAS No.: 4556-23-4
• Molecular Formula: C5H5NS
• Molecular Weight: 111.167
• Hs Code.: 29333990
• European Community (EC) Number: 224-926-1
• NSC Number: 76036
• DSSTox Substance ID: DTXSID70878773
• Nikkaji Number: J293.770K,J51.345H,J66.621A
• ChEMBL ID: CHEMBL1688955
• Mol file: 4556-23-4.mol

Synonyms:4-mercaptopyridine;4-PS cpd;4-pyridinethiol;4-thiopyridine;4-thiopyridone

Chemical Property of 4-Mercaptopyridine

Chemical Property:

• Appearance/Colour: Yellow to light yellow crystalline powder
• Vapor Pressure: 0.631mmHg at 25°C
• Melting Point: 182-189 °C
• Refractive Index: 1.5605 (estimate)
• Boiling Point: 176.5 °C at 760 mmHg
• PKA: pK1:1.43(＋1);pK2:8.86(0) (20°C)
• Flash Point: 60.5 °C
• PSA: 51.69000
• Density: 1.2 g/cm³
• LogP: 1.37030
• Storage Temp.: 0-6°C
• Solubility.: DMSO, Methanol
• XLogP3: -0.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 111.01427034
• Heavy Atom Count: 7
• Complexity: 121

Purity/Quality:

99% ^*data from raw suppliers

4-Mercaptopyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Nitrogen Compounds -> Pyridines
• Canonical SMILES: C1=CNC=CC1=S
• Uses: 4-Mercaptopyridine is a pyridine derivative used as a redox reagents for the in vitro refolding of a recombinantly expressed single-chain Fv fragment (scFvOx). Used in studies along with thiosulfate to measure alliinase activity. mercaptopyridine is also known as sodium pyrithione. It is a preservative that is not commoly used. 4-Mercaptopyridine was used as a probe molecule to study the performance of the gold nanorod (AuNR)/polycaprolactone (PCL) fibrous mesh.

Technology Process of 4-Mercaptopyridine

There total 12 articles about 4-Mercaptopyridine 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: 75.0%

4-Chloropyridine (626-61-9) + thiourea (17356-08-0) → pyridine-4-thiol (4556-23-4) + 4,4'-thiobispyridine (37968-97-1)

Guidance literature:

With 4-(2-pyridyl)pyridine; potassium tert-butylate; In ammonia; at -40 ℃; electrolysis;

DOI:10.1016/S0040-4039(96)02366-0

Reference yield:

4-Chloropyridine (626-61-9) → pyridine-4-thiol (4556-23-4)

Guidance literature:

With ethanol; water; potassium hydrosulfide; at 140 ℃;

Reference yield:

pyridin-4-ol (626-64-2,157061-69-3) → pyridine-4-thiol (4556-23-4)

Guidance literature:

With Lawessons reagent; In tetrahydrofuran; at 80 ℃;

DOI:10.1016/j.bmcl.2011.05.100

upstream raw materials:

pyridine

N-(4-pyridyl)pyridinium hydrochloride

4-pyridone

4-Chloropyridine

Downstream raw materials:

4-Chloropyridine

4,4'-thiobispyridine

dipyridin-4-yl disulfide

5-Methanesulfonyl-2-methyl-4-(pyridin-4-ylsulfanyl)-benzoic acid

Refernces

• 1、 Ding, Yanjun,Chen, Ying-Pin,Zhang, Xinlei,Chen, Liang,Dong, Zhaohui,Jiang, Hai-Long,Xu, Hangxun,Zhou, Hong-Cai. "Controlled Intercalation and Chemical Exfoliation of Layered Metal-Organic Frameworks Using a Chemically Labile Intercalating Agent". supporting information. p. 9136 - 9139. Retrieved 2017/07/22.
• 2、 Gage, Jennifer L.,Onrust, Rene,Johnston, Derek,Osnowski, Andrew,MacDonald, Wendy,Mitchell, Lee,ür?gdi, László,Rohde, Alex,Harbol, Kevin,Gragerov, Sasha,Dormán, Gy?rgy,Wheeler, Tom,Florio, Vince,Cutshall, Neil S.. "N-Acylhydrazones as inhibitors of PDE10A". scheme or table. p. 4155 - 4159. Retrieved 2011/08/10.