3,5-diamino-N-(N-benzylcarbamimidoyl)-6-chloropyrazine-2-carboxamide hydrate hydrochloride

• ChemBase ID: 134263
• Molecular Formular: C13H17Cl2N7O2
• Molecular Mass: 374.22578
• Monoisotopic Mass: 373.08207818
• SMILES: c1ccc(cc1)CNC(=N)NC(=O)c1c(nc(c(n1)Cl)N)N.O.Cl
• Canonical SMILES: N=C(NC(=O)c1nc(Cl)c(nc1N)N)NCc1ccccc1.O.Cl
• InChI: InChI=1S/C13H14ClN7O.ClH.H2O/c14-9-11(16)20-10(15)8(19-9)12(22)21-13(17)18-6-7-4-2-1-3-5-7;;/h1-5H,6H2,(H4,15,16,20)(H3,17,18,21,22);1H;1H2
• InChIKey: YAJQRPFIYXRNKS-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3,5-diamino-N-(N-benzylcarbamimidoyl)-6-chloropyrazine-2-carboxamide hydrate hydrochloride
• IUPAC Traditional name: 3,5-diamino-N-(N-benzylcarbamimidoyl)-6-chloropyrazine-2-carboxamide hydrate hydrochloride
• Synonyms: N-(Benzylamidino)-3,5-diamino-6-chloropyrazinecarboxamide hydrochloride hydrate; Benzamil hydrochloride hydrate

Database IDs

• CAS Number: 161804-20-2(anhydrous)
• PubChem SID: 162228540; 24278262
• PubChem CID: 71308783

CALCULATED PROPERTIES

• Acid pKa: 11.414232
• H Acceptors: 7
• H Donor: 5
• LogD (pH = 5.5): 1.2208074
• LogD (pH = 7.4): 1.5015334
• Log P: 1.5066501
• Molar Refractivity: 96.5684 cm^3
• Polarizability: 30.824873 Å^3
• Polar Surface Area: 142.8 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO: >20 mg/mL; methanol: soluble10 mg/mL
• Apperance: yellow 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: 2-8°C

Pharmacology Properties

• Gene Information: human ... SCNN1A(6337), SCNN1B(6338), SCNN1D(6339), SCNN1G(6340)mouse ... Scnn1a(20276), Scnn1b(20277), Scnn1d(140501), Scnn1g(20278)rat ... Scnn1a(25122), Scnn1b(24767), Scnn1g(24768)

Product Information

• Purity: ≥98% (HPLC)

DETAILS

Sigma Aldrich - B2417

Biochem/physiol Actions
Selective and potent blocker of Na+/H+ and Na+/Ca2+ channels
Other Notes
Nω-Benzyl derivative of amiloride.