2-({2-[(4-methoxyphenyl)amino]pyrimidin-4-yl}amino)ethan-1-ol hydrochloride

• ChemBase ID: 154994
• Molecular Formular: C13H17ClN4O2
• Molecular Mass: 296.75268
• Monoisotopic Mass: 296.10400348
• SMILES: COc1ccc(cc1)Nc1nccc(n1)NCCO.Cl
• Canonical SMILES: OCCNc1ccnc(n1)Nc1ccc(cc1)OC.Cl
• InChI: InChI=1S/C13H16N4O2.ClH/c1-19-11-4-2-10(3-5-11)16-13-15-7-6-12(17-13)14-8-9-18;/h2-7,18H,8-9H2,1H3,(H2,14,15,16,17);1H
• InChIKey: QQAHYSZVJLHCNA-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-({2-[(4-methoxyphenyl)amino]pyrimidin-4-yl}amino)ethan-1-ol hydrochloride
• IUPAC Traditional name: 2-({2-[(4-methoxyphenyl)amino]pyrimidin-4-yl}amino)ethanol hydrochloride
• Synonyms: 4-(2-Hydroxyethylamino)-2-(4-methoxyphenylamino)-pyrimidine hydrochloride; Cardiogenol C hydrochloride; 2-[[2-[(4-Methoxyphenyl)amino]-4-pyrimidinyl]amino]ethanol Hydrochloride; Cardiogenol C, Hydrochloride

Database IDs

• CAS Number: 1049741-55-0; 671225-39-1
• MDL Number: MFCD06798334
• PubChem SID: 162249132; 24724440
• PubChem CID: 16078958

CALCULATED PROPERTIES

• Acid pKa: 14.029109
• H Acceptors: 6
• H Donor: 3
• LogD (pH = 5.5): 0.8105126
• LogD (pH = 7.4): 1.371427
• Log P: 1.3879097
• Molar Refractivity: 74.4173 cm^3
• Polarizability: 27.236664 Å^3
• Polar Surface Area: 79.3 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: H2O: soluble10 mg/mL
• Apperance: solid

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• Storage Temperature: -20°C

Product Information

• Purity: ≥97% (HPLC)
• Empirical Formula (Hill Notation): C13H16N4O2 ·HCl

DETAILS

Sigma Aldrich - C4866

Biochem/physiol Actions
Cardiogenol C hydrochloride is a cardiomyogenesis inducer in embryonic stem cells.

Toronto Research Chemicals - C183400

A potent, cell permeable inducer of embryonic stem cell differentiation in cardiomyocytes displaying an Ec50 of 100nm.

REFERENCES

• Wu, X., et al.: J. Am. Chem. Soc., 126, 1590 (2004)