PTP1B Inhibitor inhibitor - ≥95% , CAS No.765317-72-4

CAS: 765317-72-4 Cat. No.: P334165 Molecular Weight: 741.45 PubChem CID: 448662

GRADE & PURITY ≥95%

Synonyms

3-(3,5-dibromo-4-hydroxybenzoyl)-2-ethyl-N-(4-(N-(thiazol-2-yl)sulfamoyl)phenyl)benzofuran-6-sulfonamide | PTP1B-inhibitor-2 | PTP1B inhibitor 2 | PTP1BIN2 | PTP1B IN 2 | PTP1B-IN-4

Storage

Protected from light,Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

PTP1B Inhibitor blocks the activity of the Protein Tyrosine Phosphatase 1B, which is a key factor in the negative regulation of insulin and leptin signaling pathway. Molecular dynamic studies have shown that PTP1B Inhibitor has strong binding and high selectivity due to the hydrogen bonding networks formed around the active sites. Cytotoxicity and low revival rates throughout clone generation and maintence result if PTP1B is over-expressed in CHO and HEK293 stable cell clones. Studies have shown that PTP1B Inhibitor could dramatically magnify the membrane translocation of the key glucose transporter Glut4 in PTP1B-overexpressed CHO cells. PTP1B Inhibitor selectively increases the phosphorylation of the insulin receptor, insulin receptor substrate 1, and Akt, mimicking the action of insulin. PTP1B Inhibitor is also known as Protein Tyrosine Phosphatase 1B Inhibitor, and 3-(3,5-dibromo-4-hydroxybenzoyl)-2-ethyl-N-[4-[(2-thiazolylamino)sulfonyl]phenyl]-6-benzofuransulfonamide.

Specifications

Synonyms

3-(3, 5-dibromo-4-hydroxybenzoyl)-2-ethyl-N-(4-(N-(thiazol-2-yl)sulfamoyl)phenyl)benzofuran-6-sulfonamide | PTP1B-inhibitor-2 | PTP1B inhibitor 2 | PTP1BIN2 | PTP1B IN 2 | PTP1B-IN-4

Specifications & Purity

≥95%

Biochemical and Physiological Mechanisms

Cell permeable: yes Target IC50: 4 µM and 8 µM for PTP1B403 and PTP1B298, respectively Product does not compete with ATP. Primary Target PTP1B403 Reversible: yes

Storage

Protected from light, Store at -20°C

Shipped In

Ice chest + Ice pads

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

Action Type

INHIBITOR

Purity

≥95%

Product Properties

• pKa: pKa: 4.47 (Predicted), pKa: 1.70 (Predicted)

Names and Identifiers

• Pubchem Sid: 504758877
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504758877
• Canonical Smiles: CCC1=C(C2=C(O1)C=C(C=C2)S(=O)(=O)NC3=CC=C(C=C3)S(=O)(=O)NC4=NC=CS4)C(=O)C5=CC(=C(C(=C5)Br)O)Br
• IUPAC Name: 3-(3,5-dibromo-4-hydroxybenzoyl)-2-ethyl-N-[4-(1,3-thiazol-2-ylsulfamoyl)phenyl]-1-benzofuran-6-sulfonamide
• InChIKey: SXKBTDJJEQQEGE-UHFFFAOYSA-N
• INCHI: 1S/C26H19Br2N3O7S3/c1-2-21-23(24(32)14-11-19(27)25(33)20(28)12-14)18-8-7-17(13-22(18)38-21)41(36,37)30-15-3-5-16(6-4-15)40(34,35)31-26-29-9-10-39-26/h3-13,30,33H,2H2,1H3,(H,29,31)
• Isomeric SMILES: CCC1=C(C2=C(O1)C=C(C=C2)S(=O)(=O)NC3=CC=C(C=C3)S(=O)(=O)NC4=NC=CS4)C(=O)C5=CC(=C(C(=C5)Br)O)Br
• PubChem CID: 448662
• Molecular Weight: 741.45

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic oxygen compounds
    • Class Organooxygen compounds
      • Subclass Carbonyl compounds
        • Level5 Ketones
          • Level6 Aryl ketones
            • Level7 Phenylketones
              • Level8 Aryl-phenylketones

• Kingdom: Organic compounds
• Superclass: Organic oxygen compounds
• Class: Organooxygen compounds
• Subclass: Carbonyl compounds
• Intermediate Tree Nodes: Ketones - Aryl ketones - Phenylketones
• Direct Parent: Aryl-phenylketones
• Alternative Parents: Sulfanilides Benzenesulfonamides Benzofurans Benzenesulfonyl compounds 3-aroylfurans O-bromophenols Benzoyl derivatives Bromobenzenes Organosulfonamides Aryl bromides Thiazoles Aminosulfonyl compounds Heteroaromatic compounds Oxacyclic compounds Azacyclic compounds Hydrocarbon derivatives Organic oxides Organobromides Organonitrogen compounds Organopnictogen compounds
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Aryl-phenylketone - Sulfanilide - Benzenesulfonamide - Benzofuran - Benzenesulfonyl group - 2-bromophenol - 2-halophenol - 3-aroylfuran - Benzoyl - Halobenzene - Phenol - Bromobenzene - Benzenoid - Organosulfonic acid amide - Aryl bromide - Aryl halide - Monocyclic benzene moiety - Azole - Heteroaromatic compound - Furan - Aminosulfonyl compound - Thiazole - Sulfonyl - Organosulfonic acid or derivatives - Organic sulfonic acid or derivatives - Organoheterocyclic compound - Azacycle - Oxacycle - Organopnictogen compound - Organic oxide - Organohalogen compound - Organobromide - Organonitrogen compound - Organosulfur compound - Hydrocarbon derivative - Organic nitrogen compound - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as aryl-phenylketones. These are aromatic compounds containing a ketone substituted by one aryl group, and a phenyl group.
• External Descriptors: organobromine compound - sulfonamide - 1-benzofurans - 1,3-thiazole

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

Associated Targets(Human)

PTPN11 Tchem Protein-tyrosine phosphatase 2C (2297 Activities)

Discover Target: PTPN11

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Associated Targets(non-human)

Ptpn1 Protein-tyrosine phosphatase 1B (270 Activities)

Discover Target: Ptpn1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mechanisms of Action

Chemical and Physical Properties

• Solubility: Soluble in DMSO, and ethanol.
• Sensitivity: light sensitive
• Refractive Index: n20D1.73
• Boil Point(°C): 855° C at 760 mmHg
• Molecular Weight: 741.500 g/mol
• XLogP3: 5.900
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 11
• Rotatable Bond Count: 9
• Exact Mass: 740.873 Da
• Monoisotopic Mass: 738.875 Da
• Topological Polar Surface Area: 201.000 Ų
• Heavy Atom Count: 41
• Formal Charge: 0
• Complexity: 1130.000
• 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: 1