SX-682 - Moligand™, ≥97% , Interleukin-8 receptors, CXCR1/CXCR2 inhibitor, CAS No.1648843-04-2, Interleukin-8 receptors, CXCR1/CXCR2 inhibitor

CAS: 1648843-04-2 Cat. No.: S414287 Molecular Weight: 467.2 PubChem CID: 90467234

GRADE & PURITY Moligand™, ≥97%

Synonyms

(2-(((5-((4-Fluorophenyl)carbamoyl)pyrimidin-2-yl)thio)methyl)-4-(trifluoromethoxy)phenyl)boronicacid | GTPL10165 | AKOS040759427 | EX-A4295 | AC-36549 | SB17394 | H5212R2DPM | 1648843-04-2 | BCP32154 | (2-(((5-((4-Fluorophenyl)carbamoyl)pyrimidin-2-yl)th

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

SX-682 is a potent, selective and orally bioavailable inhibitor of CXCR1/2 ,has the potential to treat castration-resistant prostate cancer.

Information

SX-682 SX-682 is an orally bioavailable small-molecule allosteric inhibitor of CXCR1 and CXCR2 that blocks tumor MDSC recruitment and enhances T cell activation and antitumor immunity.

Targets

CXCR1 ; CXCR2

In vivo

SX-682 significantly inhibited trafficking of PMN-MDSCs without altering CXCR2 ligand expression.?Trafficking of CXCR1+ macrophages was unaltered, possibly due to coexpression of CSF1R.?Reduced PMN-MDSC tumor infiltration correlated with enhanced accumulation of endogenous or adoptively transferred T cells.?Accordingly, tumor growth inhibition or the rate of established tumor rejection following programed death-axis (PD-axis) immune checkpoint blockade or adoptive cell transfer of engineered T cells was enhanced in combination with SX-682.

Specifications

Synonyms

(2-(((5-((4-Fluorophenyl)carbamoyl)pyrimidin-2-yl)thio)methyl)-4-(trifluoromethoxy)phenyl)boronicacid | GTPL10165 | AKOS040759427 | EX-A4295 | AC-36549 | SB17394 | H5212R2DPM | 1648843-04-2 | BCP32154 | (2-(((5-((4-Fluorophenyl)carbamoyl)pyrimidin-2-yl)th

Specifications & Purity

Moligand™, ≥97%

Biochemical and Physiological Mechanisms

SX-682 is an orally bioavailable small-molecule allosteric inhibitor of CXCR1 and CXCR2 that blocks tumor MDSC recruitment and enhances T cell activation and antitumor immunity.

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.

Grade

Moligand™

Action Type

INHIBITOR

Mechanism of action

Interleukin-8 receptors, CXCR1/CXCR2 inhibitor

Purity

≥97%

Product Properties

• ALogP: 5.761
• HBD Count: 1
• Rotatable Bond: 8

Names and Identifiers

• Pubchem Sid: 488202499
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488202499
• Canonical Smiles: B(C1=C(C=C(C=C1)OC(F)(F)F)CSC2=NC=C(C=N2)C(=O)NC3=CC=C(C=C3)F)(O)O
• IUPAC Name: [2-[[5-[(4-fluorophenyl)carbamoyl]pyrimidin-2-yl]sulfanylmethyl]-4-(trifluoromethoxy)phenyl]boronic acid
• InChIKey: SDUDZBCEHIZMFZ-UHFFFAOYSA-N
• INCHI: 1S/C19H14BF4N3O4S/c21-13-1-3-14(4-2-13)27-17(28)12-8-25-18(26-9-12)32-10-11-7-15(31-19(22,23)24)5-6-16(11)20(29)30/h1-9,29-30H,10H2,(H,27,28)
• Isomeric SMILES: B(C1=C(C=C(C=C1)OC(F)(F)F)CSC2=NC=C(C=N2)C(=O)NC3=CC=C(C=C3)F)(O)O
• PubChem CID: 90467234
• Molecular Weight: 467.2

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Benzenoids
    • Class Benzene and substituted derivatives
      • Subclass Anilides

• Kingdom: Organic compounds
• Superclass: Benzenoids
• Class: Benzene and substituted derivatives
• Subclass: Anilides
• Intermediate Tree Nodes: Not available
• Direct Parent: Aromatic anilides
• Alternative Parents: Pyrimidinecarboxylic acids and derivatives Phenol ethers Phenoxy compounds Alkylarylthioethers Fluorobenzenes Aryl fluorides Heteroaromatic compounds Trihalomethanes Boronic acids Secondary carboxylic acid amides Organic metalloid salts Azacyclic compounds Sulfenyl compounds Organooxygen compounds Organonitrogen compounds Organometalloid compounds Organofluorides Organic oxides Hydrocarbon derivatives Alkyl fluorides
• Molecular Framework: Aromatic heteromonocyclic compounds
• Substituents: Aromatic anilide - Pyrimidine-5-carboxylic acid or derivatives - Phenol ether - Phenoxy compound - Aryl thioether - Fluorobenzene - Halobenzene - Alkylarylthioether - Aryl fluoride - Aryl halide - Pyrimidine - Heteroaromatic compound - Trihalomethane - Boronic acid derivative - Boronic acid - Carboxamide group - Secondary carboxylic acid amide - Azacycle - Organic metalloid salt - Organoheterocyclic compound - Sulfenyl compound - Carboxylic acid derivative - Thioether - Organofluoride - Organic metalloid moeity - Organohalogen compound - Alkyl halide - Alkyl fluoride - Hydrocarbon derivative - Organic oxide - Organonitrogen compound - Organooxygen compound - Organosulfur compound - Organic nitrogen compound - Organic oxygen compound - Halomethane - Aromatic heteromonocyclic compound
• Description: This compound belongs to the class of organic compounds known as aromatic anilides. These are aromatic compounds containing an anilide group in which the carboxamide group is substituted with an aromatic group. They have the general structure RNC(=O)R', where R= benzene, and R = aryl group.
• 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: Solubility (25°C) In vitro DMSO: 93 mg/mL (199.05 mM); Ethanol: 93 mg/mL (199.05 mM); Water: ˂1 mg/mL
• DMSO(mg / mL) Max Solubility: 93
• DMSO(mM) Max Solubility: 199.058219178082
• Water(mg / mL) Max Solubility: ˂1
• Molecular Weight: 467.200 g/mol
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 11
• Rotatable Bond Count: 7
• Exact Mass: 467.073 Da
• Monoisotopic Mass: 467.073 Da
• Topological Polar Surface Area: 130.000 Ų
• Heavy Atom Count: 32
• Formal Charge: 0
• Complexity: 606.000
• 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

XLogP3