4-Mercaptopyridine

Base Information

• Chemical Name: 4-Mercaptopyridine
• CAS No.: 19829-29-9
• Molecular Formula: C5H5NS
• Molecular Weight: 111.167
• 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: 19829-29-9.mol

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

Chemical Property of 4-Mercaptopyridine

Chemical Property:

• PSA: 47.88000
• LogP: 1.74420
• 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:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Nitrogen Compounds -> Pyridines
• Canonical SMILES: C1=CNC=CC1=S

Technology Process of 4-Mercaptopyridine

There total 2 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:

dipyridin-4-yl disulfide (2645-22-9) + 2-hydroxyethanethiol (60-24-2) → 4-pyridinethione (19829-29-9) + bis(2-hydroxyethyl) disulfide (1892-29-1)

Guidance literature:

With sodium hydrogencarbonate; for 0.0833333h; pH=8.5;

DOI:10.1039/b303425a

Reference yield:

dipyridin-4-yl disulfide (2645-22-9) + N,N,N-trimethyl-N-(2-aminoethyl)ammonium (38170-37-5) + S-propionyl-coenzyme-A (317-66-8) → 4-pyridinethione (19829-29-9) + C8H19N2O(1+)

Guidance literature:

With N-terminally His₁₀-tagged wild-type human choline acetyltransferase; at 25 ℃; pH=7.5; Reagent/catalyst; Kinetics; aq. HEPES buffer; Enzymatic reaction;

DOI:10.1021/bi1007996

Reference yield: 79.0%

4-pyridinethione (19829-29-9) + p-chlorocinnamoyl chloride (35086-79-4) → (E)-3-(4-Chloro-phenyl)-thioacrylic acid S-pyridin-4-yl ester; hydrochloride (100104-03-8)

Guidance literature:

In acetone; for 3h;

DOI:10.1021/jo00354a039

upstream raw materials:

dipyridin-4-yl disulfide

2-hydroxyethanethiol

N,N,N-trimethyl-N-(2-aminoethyl)ammonium

S-propionyl-coenzyme-A

Downstream raw materials:

4-p-tolyldisulfanyl-pyridine

benzyl 4-pyridyl sulfide

4-(4-chloro-benzylmercapto)-pyridine

(4-pyridylthio)acetic acid

Refernces

• 1、 Halbfinger, Efrat,Gorochesky, Karine,Levesque, Sebastien A.,Beaudoin, Adrien R.,Sheihet, Larisa,Margel, Shlomo,Fischer, Bilha. "Photoaffinity labeling on magnetic microspheres (PALMm) methodology for topographic mapping: Preparation of PALMm reagents and demonstration of biochemical relevance". . p. 2821 - 2832. Retrieved 2007/10/03.