4-Mercaptopyridine

4-Mercaptopyridine
  • CAS No.:4556-23-4

Important Notice

  1. This product is a chemical product/pharmaceutical intermediate. It is not a drug, an active pharmaceutical ingredient (API), or a pharmaceutical-grade material. It has not been granted a drug approval number or a Chemical Drug Substance Approval Notice, has not passed drug-related review and approval, and is not manufactured, tested, or released in accordance with pharmaceutical GMP.
  2. This product is intended solely for non-clinical research, process development, quality studies, further chemical processing, or chemical synthesis. It must not be used in drug-product manufacturing, clinical trials, clinical diagnosis, or administration to humans or animals, or be sold, used as an input, submitted for regulatory filing, or released as an API or pharmaceutical material.
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4-Mercaptopyridine Basic information
Product Name:4-Mercaptopyridine
Synonyms:NOLA-009;4-PYRIDINETHIOL;4-PYRIDYL MERCAPTAN;4-MERCAPTOPYRIDINE;Pyridine-4-thiol;4-Mercaptopyridine, 96% 10GR;4-Mercaptopyridine, 96% 1GR;Pyridine-4-thiol, 4-Mercaptopyridine, 4-Sulphanylpyridine
CAS:4556-23-4
MF:C5H5NS
MW:111.16
EINECS:224-926-1
Product Categories:Building Blocks;C5;Pyridine;Chemical Synthesis;Heterocyclic Building Blocks;Pyridines;Amines;Aromatics;Heterocycles;Intermediates & Fine Chemicals;Pharmaceuticals;Sulfur & Selenium Compounds;bc0001
Mol File:4556-23-4.mol
4-Mercaptopyridine Chemical Properties
Melting point 182-189 °C
Boiling point 194.0±13.0 °C(Predicted)
density 1.161 (estimate)
refractive index 1.5605 (estimate)
storage temp. 2-8°C
solubility DMSO, Methanol
pkapK1:1.43(+1);pK2:8.86(0) (20°C)
form Crystalline Powder
color Yellow to yellow-green or brown
InChIKeyFHTDDANQIMVWKZ-UHFFFAOYSA-N
CAS DataBase Reference4556-23-4(CAS DataBase Reference)
NIST Chemistry Reference4-Pyridinethiol(4556-23-4)
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 26-37/39-24/25
WGK Germany 3
RTECS UT8578000
HS Code 29333990
MSDS Information
ProviderLanguage
4-Pyridinethiol English
SigmaAldrich English
ACROS English
4-Mercaptopyridine Usage And Synthesis
Chemical Properties4-Mercaptopyridine is Yellow to light yellow crystalline powder
Uses4-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.
Usesmercaptopyridine is also known as sodium pyrithione. It is a preservative that is not commoly used.
Uses4-Mercaptopyridine was used as a probe molecule to study the performance of the gold nanorod (AuNR)/polycaprolactone (PCL) fibrous mesh.
Purification MethodsPurify the thiol by dissolving ~45g in boiling H2O (100mL) (charcoal), filter and precipitate it by adding 50% aqueous NaOH (~80mL) to pH ~6. Dissolve the precipitate in EtOH, evaporate it to dryness, then crystallise it from boiling EtOH (~100mL, charcoal) to give yellow flat hexagonal plates (m 186o). It sublimes readily in vacuo. [King & Ware J Chem Soc 873 1939.] The picrate forms yellow needles from H2O with m 222o(dec). The 4-methylmercaptopyridine derivative crystallises from pet ether (m 47o , also 44-45o was reported, with a pK2 0 of 5.97) and was prepared by treatment with MeI/NaOH. Its picrate has m 2 4 5o (from H2O, MeOH or EtOH). The N-methyl-4-pyridinethiol derivative has m 168.5-170o (from EtOH), a pK2 0 of 1.30 and is soluble in CHCl3. [Albert & Barlin J Chem Soc 2384 1959, Beilstein 21 II 35, 22 III/IV 373, 22/7 V 147.]
4-Mercaptopyridine Preparation Products And Raw materials
Raw materials4-chloropyridine-->Carbamimidothioic acid
Preparation ProductsS-METHYL-S-(4-PYRIDINYL) SULFOXIMINE-->4,4'-DIPYRIDYL SULFIDE

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