3-amino-6-chloro-5-{[(4-chlorophenyl)methyl]amino}-N-{N-[(2,4-dimethylphenyl)methyl]carbamimidoyl}pyrazine-2-carboxamide

• ChemBase ID: 154666
• Molecular Formular: C22H23Cl2N7O
• Molecular Mass: 472.37032
• Monoisotopic Mass: 471.13411375
• SMILES: Cc1ccc(c(c1)C)CNC(=N)NC(=O)c1c(nc(c(n1)Cl)NCc1ccc(cc1)Cl)N
• Canonical SMILES: N=C(NC(=O)c1nc(Cl)c(nc1N)NCc1ccc(cc1)Cl)NCc1ccc(cc1C)C
• InChI: InChI=1S/C22H23Cl2N7O/c1-12-3-6-15(13(2)9-12)11-28-22(26)31-21(32)17-19(25)30-20(18(24)29-17)27-10-14-4-7-16(23)8-5-14/h3-9H,10-11H2,1-2H3,(H3,25,27,30)(H3,26,28,31,32)
• InChIKey: MGLQFHOCPGELNL-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-amino-6-chloro-5-{[(4-chlorophenyl)methyl]amino}-N-{N-[(2,4-dimethylphenyl)methyl]carbamimidoyl}pyrazine-2-carboxamide
• IUPAC Traditional name: 3-amino-6-chloro-5-{[(4-chlorophenyl)methyl]amino}-N-{N-[(2,4-dimethylphenyl)methyl]carbamimidoyl}pyrazine-2-carboxamide
• Synonyms: CB-DMB

Database IDs

• MDL Number: MFCD17215951
• PubChem SID: 162248804
• PubChem CID: 11754551

CALCULATED PROPERTIES

• Acid pKa: 11.391845
• H Acceptors: 7
• H Donor: 5
• LogD (pH = 5.5): 4.92374
• LogD (pH = 7.4): 5.15965
• Log P: 5.163715
• Molar Refractivity: 141.5616 cm^3
• Polarizability: 47.60831 Å^3
• Polar Surface Area: 128.81 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: DMSO: soluble20 mg/mL
• Apperance: solid

Safety Information

• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 22-36
• Safety Statements: 26
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302-H319
• GHS Precautionary statements: P305 + P351 + P338
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C22H23Cl2N7O

DETAILS

Sigma Aldrich - C5374

Biochem/physiol Actions
CB-DMB is a specific and potent inhibitor of the Na+-Ca2+exchanger (NCX); pan-inhibitor of the NA+-Ca2+exchanger isoforms.