3-Aminothieno[2,3-b]pyridine-2-carboxylic acid

Base Information

• Chemical Name: 3-Aminothieno[2,3-b]pyridine-2-carboxylic acid
• CAS No.: 58327-75-6
• Molecular Formula: C₈H₆N₂O₂S
• Molecular Weight: 194.214
• Hs Code.: 2934999090
• NSC Number: 284503
• UNII: 7KY2XKT1CE
• DSSTox Substance ID: DTXSID30207060
• Wikidata: Q83080950
• ChEMBL ID: CHEMBL3219022
• Mol file: 58327-75-6.mol

Synonyms:3-Aminothieno[2,3-b]pyridine-2-carboxylic acid;58327-75-6;MFCD03783349;NSC284503;7KY2XKT1CE;3-Aminothieno(2,3-b)pyridine-2-carboxylic acid;3-AMINOTHIENO[2,3-B]PYRIDINE-2-CARBOXYLICACID;NSC 284503;NSC-284503;Thieno[2,3-b]pyridine-2-carboxylic acid, 3-amino-;THIENO(2,3-B)PYRIDINE-2-CARBOXYLIC ACID, 3-AMINO-;Maybridge4_002771;UNII-7KY2XKT1CE;SCHEMBL3836628;CHEMBL3219022;DTXSID30207060;BDBM105192;HMS1528N21;BBL012476;STK262264;AKOS000321482;SDCCGMLS-0066167.P001;IDI1_032649;s10709;3-amino-2-carboxythieno[2,3-b]pyridine;AS-10386;SY035628;BB 0257294;CS-0044445;FT-0615073;EN300-130474;A869476;Z274771330;3-Aminothieno[2,3-b]pyridine-2-carboxylic acid, AldrichCPR

Chemical Property of 3-Aminothieno[2,3-b]pyridine-2-carboxylic acid

Chemical Property:

• Vapor Pressure: 5.22E-09mmHg at 25°C
• Melting Point: 202 °C
• Boiling Point: 453.3°C at 760 mmHg
• PKA: 3.07±0.30(Predicted)
• Flash Point: 228°C
• PSA: 104.45000
• Density: 1.604g/cm³
• LogP: 2.15790
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 194.01499861
• Heavy Atom Count: 13
• Complexity: 224

Purity/Quality:

97% ^*data from raw suppliers

3-Aminothieno[2,3-b]pyridine-2-carboxylicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,Xn
• Statements: 22
• Safety Statements: S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.; S37/39:Wear suitable g

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C(N=C1)SC(=C2N)C(=O)O
• Uses: 3-Aminothieno[2,3-b]pyridine-2-carboxylic Acid is a reagent used in the synthesis of (arylaminobutyl)arylpiperazines which act as antagonists or partial agonists of the dopamine D3 receptor which is selective for D3 receptors over the related dopamine D2 receptors in the treatment of schizophrenia. Also used in the synthesis of LIMK1 inhibitors.

Technology Process of 3-Aminothieno[2,3-b]pyridine-2-carboxylic acid

There total 3 articles about 3-Aminothieno[2,3-b]pyridine-2-carboxylic 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: 98.0%

ethyl 3-aminothieno[2,3-b]pyridine-2-carboxylate (52505-46-1) → 3-aminothieno[2,3-b]pyridine-2-carboxylic acid (58327-75-6)

Guidance literature:

With water; sodium hydroxide; In ethanol; at 70 ℃; for 0.75h;

Reference yield:

2-chloro-3-pyridinecarbonitrile (6602-54-6) → 3-aminothieno[2,3-b]pyridine-2-carboxylic acid (58327-75-6)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium carbonate / ethanol / 2.5 h / 90 °C

2: sodium hydroxide; water / ethanol / 0.75 h / 70 °C

With water; sodium carbonate; sodium hydroxide; In ethanol;

Reference yield:

2-mercaptopyridine-3-carbonitrile (52505-45-0) → 3-aminothieno[2,3-b]pyridine-2-carboxylic acid (58327-75-6)

Guidance literature:

Multi-step reaction with 2 steps

1: KOH

2: aq. KOH

With potassium hydroxide;

upstream raw materials:

ethyl 3-aminothieno[2,3-b]pyridine-2-carboxylate

2-mercaptopyridine-3-carbonitrile

2-chloro-3-pyridinecarbonitrile

Downstream raw materials:

2-(4-chloro-benzylidene)-thieno[2,3-b]pyridin-3-one

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