A-205804 - ≥98% , CAS No.251992-66-2

CAS: 251992-66-2 Cat. No.: A129416 Molecular Weight: 300.39

GRADE & PURITY ≥98%

Synonyms

1-Des-arg-bradykinin | NCGC00167761-01 | J-015866 | MFCD09038566 | Q27195214 | 4-(p-tolylthio)thieno[2,3-c]pyridine-2-carboxamide | 4-(4-methylphenyl)sulfanylthieno[2,3-c]pyridine-2-carboxamide | 4-p-Tolylsulfanyl-thieno[2,3-c]pyridine-2-carboxylic acid a

Storage

Store at 2-8°C

Shipped In

Wet ice

Overview

A-205804 is a potent and selective inhibitor of E-selectin and ICAM-1 expression with IC50 of 20 nM and 25 nM respectively.
A selective inhibitor of E-selectin and ICAM-1 expression.

Specifications

Synonyms

1-Des-arg-bradykinin | NCGC00167761-01 | J-015866 | MFCD09038566 | Q27195214 | 4-(p-tolylthio)thieno[2, 3-c]pyridine-2-carboxamide | 4-(4-methylphenyl)sulfanylthieno[2, 3-c]pyridine-2-carboxamide | 4-p-Tolylsulfanyl-thieno[2, 3-c]pyridine-2-carboxylic acid a

Specifications & Purity

≥98%

Biochemical and Physiological Mechanisms

Selective inhibitor of E-selectin and ICAM-1 expression (IC50values are 20, 25 and > 1000 nM for TNF-α-induced E-selectin, ICAM-1 and VCAM-1 expression respectively). Effective inhibitor of cell-cell adhesion in anin vitroflow experiment.

Storage

Store at 2-8°C

Shipped In

Wet ice

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

Action Type

INHIBITOR

Purity

≥98%

Names and Identifiers

• Pubchem Sid: 504764954
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504764954
• Canonical Smiles: CC1=CC=C(C=C1)SC2=C3C=C(SC3=CN=C2)C(=O)N
• IUPAC Name: 4-(4-methylphenyl)sulfanylthieno[2,3-c]pyridine-2-carboxamide
• InChIKey: QQGWEXFLMJGCAL-UHFFFAOYSA-N
• INCHI: 1S/C15H12N2OS2/c1-9-2-4-10(5-3-9)19-13-7-17-8-14-11(13)6-12(20-14)15(16)18/h2-8H,1H3,(H2,16,18)
• Isomeric SMILES: CC1=CC=C(C=C1)SC2=C3C=C(SC3=CN=C2)C(=O)N
• Molecular Weight: 300.39
• Reaxy-Rn: 8847872
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=8847872&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organosulfur compounds
    • Class Thioethers
      • Subclass Aryl thioethers

• Kingdom: Organic compounds
• Superclass: Organosulfur compounds
• Class: Thioethers
• Subclass: Aryl thioethers
• Intermediate Tree Nodes: Not available
• Direct Parent: Diarylthioethers
• Alternative Parents: Thienopyridines Pyridinecarboxamides Thiophenol ethers Thiophene carboxamides 2,3,5-trisubstituted thiophenes 2-heteroaryl carboxamides Toluenes Heteroaromatic compounds Primary carboxylic acid amides Sulfenyl compounds Azacyclic compounds Hydrocarbon derivatives Organic oxides Organonitrogen compounds Organooxygen compounds Organopnictogen compounds
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Diarylthioether - Pyridinecarboxamide - Thienopyridine - 2-heteroaryl carboxamide - Thiophene carboxamide - Thiophene carboxylic acid or derivatives - Thiophenol ether - 2,3,5-trisubstituted thiophene - Toluene - Benzenoid - Pyridine - Monocyclic benzene moiety - Heteroaromatic compound - Thiophene - Primary carboxylic acid amide - Carboxamide group - Organoheterocyclic compound - Azacycle - Sulfenyl compound - Carboxylic acid derivative - Organic oxygen compound - Organooxygen compound - Organic oxide - Organonitrogen compound - Organic nitrogen compound - Hydrocarbon derivative - Organopnictogen compound - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as diarylthioethers. These are organosulfur compounds containing a thioether group that is substituted by two aryl groups.
• 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

Associated Targets(Human)

SELE Tchem E-selectin (2 Activities)

Discover Target: SELE

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

ICAM1 Tchem Intercellular adhesion molecule 1 (2 Activities)

Discover Target: ICAM1

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

ICAM1 Tchem Intercellular adhesion molecule-1 (260 Activities)

Discover Target: ICAM1

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

VCAM1 Tchem Vascular cell adhesion protein 1 (212 Activities)

Discover Target: VCAM1

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

POLK Tbio DNA polymerase kappa (8653 Activities)

Discover Target: POLK

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

MEN1 Tchem Menin/Histone-lysine N-methyltransferase MLL (48157 Activities)

Discover Target: MEN1

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

Associated Targets(non-human)

Sele Selectin E (1 Activities)

Discover Target: Sele

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

Hdac6 Histone deacetylase 6 (222 Activities)

Discover Target: Hdac6

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

Rattus norvegicus (775804 Activities)

Explore this target

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

rep Replicase polyprotein 1ab (378 Activities)

Discover Target: rep

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

Rorc Nuclear receptor ROR-gamma (89407 Activities)

Discover Target: Rorc

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

Mechanisms of Action

Chemical and Physical Properties

• Solubility: Solvent:DMSO, Max Conc. mg/mL: 30.04, Max Conc. mM: 100; Solvent:ethanol, Max Conc. mg/mL: 3, Max Conc. mM: 10
• Sensitivity: Heat Sensitive
• Melt Point(°C): 200 °C
• Molecular Weight: 300.400 g/mol
• XLogP3: 3.500
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 300.039 Da
• Monoisotopic Mass: 300.039 Da
• Topological Polar Surface Area: 110.000 Ų
• Heavy Atom Count: 20
• Formal Charge: 0
• Complexity: 358.000
• 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