TCS 401 - ≥98%(HPLC) , CAS No.243966-09-8

CAS: 243966-09-8 Cat. No.: T288751 Molecular Weight: 306.72 PubChem CID: 56972185

GRADE & PURITY ≥98%(HPLC)

Synonyms

2-(carboxyformamido)-4,5,6,7-tetrahydrothieno[2,3-c]pyridine-3-carboxylic acid hydrochloride | TCS401 | TCS-401

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Specifications

Synonyms

2-(carboxyformamido)-4, 5, 6, 7-tetrahydrothieno[2, 3-c]pyridine-3-carboxylic acid hydrochloride | TCS401 | TCS-401

Specifications & Purity

≥98%(HPLC)

Biochemical and Physiological Mechanisms

TCS 401 is a selective inhibitor of protein-tyrosine phosphatase 1B (PTP1B), which plays a key role in the negative regulation of the insulin signaling pathway, contributing to insulin resistance. It exhibited Ki values of 290 nM for PTP1B, with greater t

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

This product requires cold chain shipping. Ground and other economy services are not available.

Purity

≥98%(HPLC)

Names and Identifiers

• Canonical Smiles: C1CNCC2=C1C(=C(S2)NC(=O)C(=O)O)C(=O)O.Cl
• IUPAC Name: 2-(oxaloamino)-4,5,6,7-tetrahydrothieno[2,3-c]pyridine-3-carboxylic acid;hydrochloride
• InChIKey: LQGCAMWQDSYOAY-UHFFFAOYSA-N
• INCHI: 1S/C10H10N2O5S.ClH/c13-7(10(16)17)12-8-6(9(14)15)4-1-2-11-3-5(4)18-8;/h11H,1-3H2,(H,12,13)(H,14,15)(H,16,17);1H
• Isomeric SMILES: C1CNCC2=C1C(=C(S2)NC(=O)C(=O)O)C(=O)O.Cl
• PubChem CID: 56972185
• Molecular Weight: 306.72

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic acids and derivatives
    • Class Carboxylic acids and derivatives
      • Subclass Amino acids, peptides, and analogues
        • Level5 Amino acids and derivatives
          • Level6 Alpha amino acids and derivatives

• Kingdom: Organic compounds
• Superclass: Organic acids and derivatives
• Class: Carboxylic acids and derivatives
• Subclass: Amino acids, peptides, and analogues
• Intermediate Tree Nodes: Amino acids and derivatives
• Direct Parent: Alpha amino acids and derivatives
• Alternative Parents: Thienopyridines Thiophene carboxylic acids N-arylamides Aralkylamines Vinylogous amides Heteroaromatic compounds Secondary carboxylic acid amides Amino acids Monocarboxylic acids and derivatives Azacyclic compounds Carboxylic acids Dialkylamines Organic oxides Carbonyl compounds Hydrochlorides Hydrocarbon derivatives
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Alpha-amino acid or derivatives - Thienopyridine - Thiophene carboxylic acid - Thiophene carboxylic acid or derivatives - N-arylamide - Aralkylamine - Heteroaromatic compound - Thiophene - Vinylogous amide - Carboxamide group - Secondary carboxylic acid amide - Amino acid - Carboxylic acid - Secondary aliphatic amine - Monocarboxylic acid or derivatives - Secondary amine - Azacycle - Organoheterocyclic compound - Organooxygen compound - Organonitrogen compound - Amine - Carbonyl group - Organic oxide - Hydrocarbon derivative - Organic oxygen compound - Hydrochloride - Organic nitrogen compound - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as alpha amino acids and derivatives. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon), or a derivative thereof.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Chemical and Physical Properties

• Solubility: Solvent:100mM NaOH, Max Conc. mg/mL: 6.13, Max Conc. mM: 20
• Sensitivity: Moisture sensitive.
• Molecular Weight: 306.720 g/mol
• Hydrogen Bond Donor Count: 5
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 3
• Exact Mass: 306.008 Da
• Monoisotopic Mass: 306.008 Da
• Topological Polar Surface Area: 144.000 Ų
• Heavy Atom Count: 19
• Formal Charge: 0
• Complexity: 388.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 2

XLogP3

References

1. Ting Xiao, Yuan Zhi, Fangfang Tian, Feilong Huang, Xingyan Cheng, Ai Wu, Ling Tao, Zhenghong Guo, Xiangchun Shen.  (2023)  Ameliorative effect of black raspberry anthocyanins on diabetes retinopathy by inhibiting axis protein tyrosine phosphatase 1B-endoplasmic reticulum stress.  Journal of Functional Foods,      [PMID:] [10.1016/j.jff.2023.105696]