3,5-diamino-N-carbamimidoyl-6-chloropyrazine-2-carboxamide hydrate hydrochloride

• ChemBase ID: 134324
• Molecular Formular: C6H11Cl2N7O2
• Molecular Mass: 284.10324
• Monoisotopic Mass: 283.03512799
• SMILES: c1(c(nc(c(n1)Cl)N)N)C(=O)NC(=N)N.O.Cl
• Canonical SMILES: NC(=N)NC(=O)c1nc(Cl)c(nc1N)N.O.Cl
• InChI: InChI=1S/C6H8ClN7O.ClH.H2O/c7-2-4(9)13-3(8)1(12-2)5(15)14-6(10)11;;/h(H4,8,9,13)(H4,10,11,14,15);1H;1H2
• InChIKey: WDZJJRLYFQNCQL-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3,5-diamino-N-carbamimidoyl-6-chloropyrazine-2-carboxamide hydrate hydrochloride
• IUPAC Traditional name: amilorida hydrate hydrochloride
• Synonyms: N-Amidino-3,5-diamino-6-chloropyrazinecarboxamide hydrochloride hydrate; Amiloride hydrochloride hydrate

Database IDs

• CAS Number: 2016-88-8(anhydrous)
• MDL Number: MFCD03703482
• PubChem SID: 24277817; 162228601
• PubChem CID: 23581809

CALCULATED PROPERTIES

• Acid pKa: 11.426196
• H Acceptors: 7
• H Donor: 5
• LogD (pH = 5.5): -0.7251268
• LogD (pH = 7.4): -0.4992728
• Log P: -0.49543247
• Molar Refractivity: 67.1812 cm^3
• Polarizability: 19.563002 Å^3
• Polar Surface Area: 156.79 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: H2O: soluble50 mg/mL, clear, yellow-green
• Apperance: yellow powder

Safety Information

• European Hazard Symbols: Toxic (T)
• UN Number: 2811
• German water hazard class: 3
• Hazard Class: 6.1
• Packing Group: 3
• Risk Statements: 25
• Safety Statements: 45
• GHS Pictograms: GHS06
• GHS Signal Word: Danger
• GHS Hazard statements: H301
• GHS Precautionary statements: P301 + P310
• Personal Protective Equipment: Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges
• RID/ADR: UN 2811 6.1/PG 3

Pharmacology Properties

• Gene Information: human ... ABP1(26), ACCN1(40), ACCN2(41), PLAU(5328), SCNN1A(6337), SCNN1B(6338), SCNN1D(6339), SCNN1G(6340), SLC9A1(6548), TNF(7124)mouse ... Abp1(76507), Accn1(11418), Accn2(11419), Plau(18792), Scnn1a(20276), Scnn1b(20277), Scnn1d(140501), Scnn1g(20278), Slc9a1(20544)rat ... Abp1(65029), Accn1(25364), Accn2(79123), Plau(25619), Scnn1a(25122), Scnn1b(24767), Scnn1g(24768), Slc9a1(24782)

Product Information

• Purity: ≥98% (TLC)

DETAILS

Sigma Aldrich - A7410

Caution
Protect from light.
Application
Amiloride is a selective T-type calcium channel blocker, an epithelial sodium channel blocker and a selective inhibitor of urokinase plasminogen activator (uPA). Amiloride has been used in a study to develop an alternative treatment for constipation.
Biochem/physiol Actions
Selective T-type calcium channel blocker and blocker of epithelial sodium channel. Selective inhibitor of urokinase plasminogen activator (uPA).