BAY 61-3606 dihydrochloride - ≥98% , CAS No.648903-57-5

CAS: 648903-57-5 Cat. No.: B413704 Molecular Weight: 463.32 PubChem CID: 11784504

GRADE & PURITY ≥98%

Synonyms

MS-28520 | 2-(7-(3,4-Dimethoxyphenyl)imidazo(1,2-c)pyrimidin-5-ylamino)nicotinamide dihydrochloride | BAY 61-3606 (dihydrochloride) | YAB90357 | AKOS027276142 | HY-14985 | DTXSID20215179 | 2-[[7-(3,4-Dimethoxyphenyl)imidazo[1,2-c]pyrimidin-5-yl]amino]-3-p

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

BAY 61-3606 dihydrochloride is an orally available, ATP-competitive, reversible and highly selective Syk inhibitor with a Ki of 7.5 nM an IC50 of 10 nM. BAY 61-3606 dihydrochloride reduces ERK1/2 and Akt phosphorylation in neuroblastoma cell. BAY 61-3606 dihydrochloride induces a large decrease of Syk phosphorylation in K-rn cell lysates. Bay 61-3606 dihydrochloride sensitizes TRAIL-induced apoptosis by downregulating Mcl-1 in breast cancer cells.

Specifications

Synonyms

MS-28520 | 2-(7-(3, 4-Dimethoxyphenyl)imidazo(1, 2-c)pyrimidin-5-ylamino)nicotinamide dihydrochloride | BAY 61-3606 (dihydrochloride) | YAB90357 | AKOS027276142 | HY-14985 | DTXSID20215179 | 2-[[7-(3, 4-Dimethoxyphenyl)imidazo[1, 2-c]pyrimidin-5-yl]amino]-3-p

Specifications & Purity

≥98%

Biochemical and Physiological Mechanisms

BAY-61-3606 is a potent and selective inhibitor of Syk kinase (Ki = 7.5 nM). BAY-61-3606 induces cell cycle arrest and apoptosis.

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.

Action Type

INHIBITOR

Purity

≥98%

Product Properties

• ALogP: 3.082
• HBD Count: 2
• Rotatable Bond: 6

Names and Identifiers

• Pubchem Sid: 488197731
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488197731
• Canonical Smiles: COC1=C(C=C(C=C1)C2=CC3=NC=CN3C(=N2)NC4=C(C=CC=N4)C(=O)N)OC.Cl.Cl
• IUPAC Name: 2-[[7-(3,4-dimethoxyphenyl)imidazo[1,2-c]pyrimidin-5-yl]amino]pyridine-3-carboxamide;dihydrochloride
• InChIKey: SPMFEULFGGPQLN-UHFFFAOYSA-N
• INCHI: 1S/C20H18N6O3.2ClH/c1-28-15-6-5-12(10-16(15)29-2)14-11-17-22-8-9-26(17)20(24-14)25-19-13(18(21)27)4-3-7-23-19;;/h3-11H,1-2H3,(H2,21,27)(H,23,24,25);2*1H
• Isomeric SMILES: COC1=C(C=C(C=C1)C2=CC3=NC=CN3C(=N2)NC4=C(C=CC=N4)C(=O)N)OC.Cl.Cl
• PubChem CID: 11784504
• Molecular Weight: 463.32

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Class Diazines
      • Subclass Pyrimidines and pyrimidine derivatives

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Class: Diazines
• Subclass: Pyrimidines and pyrimidine derivatives
• Intermediate Tree Nodes: Not available
• Direct Parent: Phenylpyrimidines
• Alternative Parents: Dimethoxybenzenes Imidazopyrimidines Nicotinamides Anisoles Phenoxy compounds Alkyl aryl ethers Aminopyrimidines and derivatives Aminopyridines and derivatives N-substituted imidazoles Imidolactams Heteroaromatic compounds Vinylogous amides Primary carboxylic acid amides Azacyclic compounds Hydrochlorides Hydrocarbon derivatives Amines Organic oxides
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: 4-phenylpyrimidine - Dimethoxybenzene - O-dimethoxybenzene - Imidazopyrimidine - Pyridine carboxylic acid or derivatives - Pyridinecarboxamide - Nicotinamide - Phenoxy compound - Anisole - Methoxybenzene - Phenol ether - Aminopyridine - Aminopyrimidine - Alkyl aryl ether - Monocyclic benzene moiety - N-substituted imidazole - Imidolactam - Benzenoid - Pyridine - Heteroaromatic compound - Azole - Imidazole - Vinylogous amide - Carboxamide group - Primary carboxylic acid amide - Ether - Carboxylic acid derivative - Azacycle - Organic oxide - Hydrochloride - Hydrocarbon derivative - Amine - Organic oxygen compound - Organonitrogen compound - Organooxygen compound - Organic nitrogen compound - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as phenylpyrimidines. These are polycyclic aromatic compounds containing a benzene ring linked to a pyrimidine ring through a CC or CN bond. Pyrimidine is a 6-membered ring consisting of four carbon atoms and two nitrogen centers at the 1- and 3- ring positions.
• 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 (1 Activities)

Discover Target: SYK

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

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

HepG2 (196354 Activities)

Explore this target

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

Associated Targets(non-human)

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

• Solubility: Solubility (25°C) In vitro DMSO: 14 mg/mL (30.21 mM); Water: Insoluble; Ethanol: Insoluble
• Sensitivity: Moisture sensitive
• DMSO(mg / mL) Max Solubility: 14
• DMSO(mM) Max Solubility: 30.21669688
• Water(mg / mL) Max Solubility: ＜1
• Molecular Weight: 463.300 g/mol
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 6
• Exact Mass: 462.097 Da
• Monoisotopic Mass: 462.097 Da
• Topological Polar Surface Area: 117.000 Ų
• Heavy Atom Count: 31
• Formal Charge: 0
• Complexity: 566.000
• 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: 3

XLogP3