3-Mercaptopicolinic acid

Base Information

• Chemical Name: 3-Mercaptopicolinic acid
• CAS No.: 14623-54-2
• Molecular Formula: C6H5 N O2 S
• Molecular Weight: 191.64
• Hs Code.: 2933399090
• European Community (EC) Number: 604-518-3
• UNII: 7XW1R5R974
• DSSTox Substance ID: DTXSID90163330
• Nikkaji Number: J442.710F
• Wikidata: Q27268995
• ChEMBL ID: CHEMBL3247165
• Mol file: 14623-54-2.mol

Synonyms:3-mercapto-2-pyridinecarboxylic acid;3-mercaptopicolinate;3-mercaptopicolinic acid;SK and F 34288;SKF 34288

Chemical Property of 3-Mercaptopicolinic acid

Chemical Property:

• Vapor Pressure: 4.04E-05mmHg at 25°C
• Melting Point: 200°C dec.
• Boiling Point: 337.6°Cat760mmHg
• Flash Point: 158°C
• PSA: 88.99000
• Density: 1.439g/cm³
• LogP: 1.06850
• Storage Temp.: Hygroscopic, -20°C Freezer, Under Inert Atmosphere
• Solubility.: Ethanol, Methanol (Slightly), Water (Slightly)
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 155.00409958
• Heavy Atom Count: 10
• Complexity: 140

Purity/Quality:

97% ^*data from raw suppliers

3-Mercaptopicolinic acid, Hydrochloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(N=C1)C(=O)O)S
• Uses: A potent inhibitor of gluconeogenesis

Technology Process of 3-Mercaptopicolinic acid

There total 10 articles about 3-Mercaptopicolinic acid 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: 74.0%

3-Mercapto-pyridine-2-carboxylic acid; hydrochloride (320386-54-7) → 3-mercaptopyridine-2-carboxylic acid (14623-54-2)

Guidance literature:

With sodium hydroxide; for 1h;

DOI:10.1016/0040-4039(96)00661-2

Reference yield: 30.0%

methyl 3-[[(dimethylamino)carbonyl]thio]-2-pyridylcarboxylate (117569-92-3) → 3-mercaptopyridine-2-carboxylic acid (14623-54-2)

Guidance literature:

With sodium carbonate; In methanol; for 20h; Heating;

DOI:10.1002/jhet.5570380520

Reference yield:

3-tert-butylsulfanyl-pyridine-2-carboxylic acid (178811-41-1) → 3-mercaptopyridine-2-carboxylic acid (14623-54-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 91 percent / 2.00 N HCl / 11 h / Heating

2: 74 percent / 2.50 N NaOH / 1 h

With hydrogenchloride; sodium hydroxide;

DOI:10.1016/0040-4039(96)00661-2

upstream raw materials:

3-Mercapto-pyridine-2-carboxylic acid; hydrochloride

3-amino-pyridine-2-carboxylic acid

methyl 3-[[(dimethylamino)carbonyl]thio]-2-pyridylcarboxylate

3-hydroxypyridine-2-carboxylic acid

Downstream raw materials:

3-(2-nitro-5-chlorothiophenoxy)pyridine-2-carboxylic acid

4-hydroxy-3-(2-trifluoromethyl-phenyl)-thiopyrano[3,2-b]pyridin-2-one

2-Carboxy-pyridin-3-sulfonsaeure