R112 - 10mM in DMSO , CAS No.575474-82-7

CAS: 575474-82-7 Cat. No.: R424845 Formula: C₁₆H₁₃FN₄O₂ Molecular Weight: 312.3 PubChem CID: 9904854

GRADE & PURITY 10mM in DMSO

Synonyms

3,3'-((5-Fluoropyrimidine-2,4-diyl)bis(azanediyl))diphenol | 3,3''-(5-fluoropyrimidine-2,4-diyl)bis(azanediyl)diphenol | SCHEMBL655935 | C75692 | AS-57697 | 3-({5-fluoro-4-[(3-hydroxyphenyl)amino]pyrimidin-2-yl}amino)phenol | TVKGTSHBQZEFEE-UHFFFAOYSA-N |

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

Overview

Information

R112 R112 is an ATP-competitive spleen tyrosine kinase (Syk) inhibitor with Ki value of 96 nM.

Targets

Syk (Cell-free assay) 96 nM(Ki)

In vitro

R112 inhibits degranulation induced by anti-IgE cross-linking in mast cells (tryptase release, effective concentration for 50% inhibition [EC50] = 353 nmol/L) or basophils (histamine release, EC50 = 280 nmol/L), and by allergen (dust mite) in basophils (histamine release, EC50 = 490 nmol/L). R112 also blocks leukotriene C4 production and all proinflammatory cytokines tested. Its onset of action is immediate, and the inhibition is reversible. R112 is able to completely inhibit all three IgE-induced mast cell functions: degranulation, lipid mediator production, and cytokine production. R112 does not inhibit phosphorylation of the Lyn target Syk (Y352), but inhibits the phosphorylation of the Syk target LAT (Y191), indicating that Syk kinase is the primary target of R112. Most phosphorylation events downstream of Syk are inhibited with similar potency by R112. In vitro kinase assays do not always correlate with the corresponding activity inside cells. R112 inhibits the Lyn kinase in vitro assay with an IC50 of 0.3 μmol/L; however, as mentioned previously, in CHMCs (Cultured human mast cells), R112 does not inhibit the phosphorylation of Syk (Y352), and therefore most likely does not inhibit Lyn activity.

Specifications

Synonyms

3,3'-((5-Fluoropyrimidine-2,4-diyl)bis(azanediyl))diphenol | 3,3''-(5-fluoropyrimidine-2,4-diyl)bis(azanediyl)diphenol | SCHEMBL655935 | C75692 | AS-57697 | 3-({5-fluoro-4-[(3-hydroxyphenyl)amino]pyrimidin-2-yl}amino)phenol | TVKGTSHBQZEFEE-UHFFFAOYSA-N |

Specifications & Purity

10mM in DMSO

Biochemical and Physiological Mechanisms

R112 is an ATP-competitive spleen tyrosine kinase (Syk) inhibitor with Ki value of 96 nM.

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

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

Product Properties

• alogp: 3.933
• hbd_count: 4
• rotatable_bond: 4

Names and Identifiers

• Pubchem Sid: 528766848
• Canonical Smiles: C1=CC(=CC(=C1)O)NC2=NC(=NC=C2F)NC3=CC(=CC=C3)O
• IUPAC Name: 3-[[5-fluoro-2-(3-hydroxyanilino)pyrimidin-4-yl]amino]phenol
• InChIKey: TVKGTSHBQZEFEE-UHFFFAOYSA-N
• INCHI: 1S/C16H13FN4O2/c17-14-9-18-16(20-11-4-2-6-13(23)8-11)21-15(14)19-10-3-1-5-12(22)7-10/h1-9,22-23H,(H2,18,19,20,21)
• Isomeric SMILES: C1=CC(=CC(=C1)O)NC2=NC(=NC=C2F)NC3=CC(=CC=C3)O
• PubChem CID: 9904854
• Molecular Weight: 312.3

Taxonomic Classification

Taxonomy Tree

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

• Kingdom: Organic compounds
• Superclass: Benzenoids
• Class: Benzene and substituted derivatives
• Subclass: Aniline and substituted anilines
• Intermediate Tree Nodes: Not available
• Direct Parent: Aniline and substituted anilines
• Alternative Parents: m-Aminophenols Halopyrimidines Aminopyrimidines and derivatives 1-hydroxy-4-unsubstituted benzenoids 1-hydroxy-2-unsubstituted benzenoids Imidolactams Aryl fluorides Heteroaromatic compounds Secondary amines Azacyclic compounds Organooxygen compounds Organofluorides Hydrocarbon derivatives
• Molecular Framework: Aromatic heteromonocyclic compounds
• Substituents: Aminophenol - M-aminophenol - Aniline or substituted anilines - 1-hydroxy-4-unsubstituted benzenoid - 1-hydroxy-2-unsubstituted benzenoid - Aminopyrimidine - Halopyrimidine - Phenol - Aryl fluoride - Aryl halide - Pyrimidine - Imidolactam - Heteroaromatic compound - Secondary amine - Organoheterocyclic compound - Azacycle - Organic oxygen compound - Organooxygen compound - Organonitrogen compound - Organofluoride - Organohalogen compound - Hydrocarbon derivative - Organic nitrogen compound - Amine - Aromatic heteromonocyclic compound
• Description: This compound belongs to the class of organic compounds known as aniline and substituted anilines. These are organic compounds containing an aminobenzene moiety.
• 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)

SYK Tclin Tyrosine-protein kinase SYK (7372 Activities)

Discover Target: SYK

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

Associated Targets(non-human)

Hdac6 Histone deacetylase 6 (222 Activities)

Discover Target: Hdac6

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

Mechanisms of Action

Chemical and Physical Properties

• dmso_mg_max_solubility: 62
• dmso_mM_max_solubility: 198.527057316683
• water_mg_max_solubility: ＜1
• Molecular Weight: 312.300 g/mol
• XLogP3: 3.300
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 4
• Exact Mass: 312.102 Da
• Monoisotopic Mass: 312.102 Da
• Topological Polar Surface Area: 90.300 Ų
• Heavy Atom Count: 23
• Formal Charge: 0
• Complexity: 376.000
• 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