6-[(2-{[2-(5-cyano-4,5-dihydro-1H-pyrazol-1-yl)-2-oxoethyl]amino}ethyl)amino]pyridine-3-carbonitrile hydrate dihydrochloride

• ChemBase ID: 153941
• Molecular Formular: C14H19Cl2N7O2
• Molecular Mass: 388.25236
• Monoisotopic Mass: 387.09772824
• SMILES: c1cc(ncc1C#N)NCCNCC(=O)N1C(CC=N1)C#N.O.Cl.Cl
• Canonical SMILES: N#Cc1ccc(nc1)NCCNCC(=O)N1N=CCC1C#N.O.Cl.Cl
• InChI: InChI=1S/C14H15N7O.2ClH.H2O/c15-7-11-1-2-13(19-9-11)18-6-5-17-10-14(22)21-12(8-16)3-4-20-21;;;/h1-2,4,9,12,17H,3,5-6,10H2,(H,18,19);2*1H;1H2
• InChIKey: FQZOFSJMRKZMSV-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 6-[(2-{[2-(5-cyano-4,5-dihydro-1H-pyrazol-1-yl)-2-oxoethyl]amino}ethyl)amino]pyridine-3-carbonitrile hydrate dihydrochloride
• IUPAC Traditional name: 6-[(2-{[2-(5-cyano-4,5-dihydropyrazol-1-yl)-2-oxoethyl]amino}ethyl)amino]pyridine-3-carbonitrile hydrate dihydrochloride
• Synonyms: 6-{2-[(5-Cyano-4,5-dihydropyrazol-1-yl)-2-oxoethylamino]ethylamino}nicotinonitrile dihydrochloride hydrate; KR-62436 hydrate

Database IDs

• CAS Number: 761414-79-3(freebase)
• MDL Number: MFCD17215675
• PubChem SID: 24724521; 162248080
• PubChem CID: 71311762

CALCULATED PROPERTIES

• Acid pKa: 16.839539
• H Acceptors: 7
• H Donor: 2
• LogD (pH = 5.5): -3.4192438
• LogD (pH = 7.4): -1.6896662
• Log P: -1.0330127
• Molar Refractivity: 80.7828 cm^3
• Polarizability: 29.758493 Å^3
• Polar Surface Area: 117.2 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO: >10 mg/mL; H2O: >5 mg/mL
• Apperance: light tan solid

Safety Information

• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 22
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Faceshields, Gloves
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C14H15N7O·2HCl · xH2O

DETAILS

Sigma Aldrich - K4264

Biochem/physiol Actions
KR-62436 is a competitive inhibitor of dipeptidyl peptidase-IV (DPP-IV). DPP-IV is a serine protease which inactivates glucagon-like peptide (GLP-1); IC50 0.1-0.8 μM; GLP-1 is a potent stimulus for insulin secretion and inducer of satiety after food intake, but it has a very short action (1 min) because it is rapidly degraded by DPP-IV; blocking DPP-IV increases GLP-1 action and increases plasma insulin levels; DPP-IV inhibitors and KR-62436 have clinical potential as anti-diabetic agents