2-{[7-(3,4-dimethoxyphenyl)imidazo[1,2-c]pyrimidin-5-yl]amino}pyridine-3-carboxamide hydrate hydrochloride

• ChemBase ID: 154369
• Molecular Formular: C20H21ClN6O4
• Molecular Mass: 444.87154
• Monoisotopic Mass: 444.13128086
• SMILES: COc1ccc(cc1OC)c1cc2nccn2c(n1)Nc1c(cccn1)C(=O)N.O.Cl
• Canonical SMILES: COc1cc(ccc1OC)c1nc(Nc2ncccc2C(=O)N)n2c(c1)ncc2.O.Cl
• InChI: InChI=1S/C20H18N6O3.ClH.H2O/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);1H;1H2
• InChIKey: WYXPKEXHEJAVSI-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-{[7-(3,4-dimethoxyphenyl)imidazo[1,2-c]pyrimidin-5-yl]amino}pyridine-3-carboxamide hydrate hydrochloride
• IUPAC Traditional name: 2-{[7-(3,4-dimethoxyphenyl)imidazo[1,2-c]pyrimidin-5-yl]amino}pyridine-3-carboxamide hydrate hydrochloride
• Synonyms: 2-[[7-(3,4-Dimethoxyphenyl)imidazo[1,2-c]pyrimidin-5-yl]amino]pyridine-3-carboxamide hydrochloride; BAY 61-3606 hydrochloride hydrate

Database IDs

• PubChem SID: 162248508
• PubChem CID: 71311850

CALCULATED PROPERTIES

• Acid pKa: 11.969139
• H Acceptors: 7
• H Donor: 2
• LogD (pH = 5.5): 2.3242478
• LogD (pH = 7.4): 2.9084985
• Log P: 2.9305296
• Molar Refractivity: 107.0175 cm^3
• Polarizability: 41.054802 Å^3
• Polar Surface Area: 116.66 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: H2O: soluble
• Apperance: yellow powder

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C20H18N6O3 · xHCl · yH2O

DETAILS

Sigma Aldrich - B9685

Biochem/physiol Actions
Spleen tyrosine kinase (Syk) inhibitor; anti-inflammatory. Syk plays a major role in inflammation pathways via receptors for the Fc portion of immunoglobulins, as well as B cell signaling. It is orally active, potent (Ki 7.5 nM), and highly selective for Syk vs other kinases (Lyn, Fyn, Src, Itk, Btk; Ki′s).