ethyl 1-ethyl-4-[2-(propan-2-ylidene)hydrazin-1-yl]-1H-pyrazolo[3,4-b]pyridine-5-carboxylate hydrochloride

• ChemBase ID: 132688
• Molecular Formular: C14H20ClN5O2
• Molecular Mass: 325.7939
• Monoisotopic Mass: 325.13055259
• SMILES: CCn1c2c(cn1)c(c(cn2)C(=O)OCC)NN=C(C)C.Cl
• Canonical SMILES: CCOC(=O)c1cnc2c(c1NN=C(C)C)cnn2CC.Cl
• InChI: InChI=1S/C14H19N5O2.ClH/c1-5-19-13-10(8-16-19)12(18-17-9(3)4)11(7-15-13)14(20)21-6-2;/h7-8H,5-6H2,1-4H3,(H,15,18);1H
• InChIKey: GQJUGJHJUZSJLZ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: ethyl 1-ethyl-4-[2-(propan-2-ylidene)hydrazin-1-yl]-1H-pyrazolo[3,4-b]pyridine-5-carboxylate hydrochloride
• IUPAC Traditional name: etazolate hydrochloride
• Synonyms: 1-Ethyl-4-[(1-methylethylidene)hydrazino]1H-pyrazolo[3,4-b]pyridine-5-carboxylic acid ethyl ester hydrochloride; SQ 20009; Etazolate hydrochloride

Database IDs

• CAS Number: 35838-58-5
• MDL Number: MFCD00209848
• PubChem SID: 162226965; 24278825
• PubChem CID: 37274

CALCULATED PROPERTIES

• Acid pKa: 13.756224
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): 2.0902715
• LogD (pH = 7.4): 2.1590333
• Log P: 2.1847649
• Molar Refractivity: 92.4818 cm^3
• Polarizability: 30.352547 Å^3
• Polar Surface Area: 81.4 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: H2O: >20 mg/mL (Solutions should be freshly prepared.)
• Apperance: white 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

Pharmacology Properties

• Gene Information: human ... PRKAR1A(5573), PRKAR1AP(5574), PRKAR1B(5575), PRKAR2A(5576), PRKAR2B(5577)

DETAILS

Sigma Aldrich - E1896

Biochem/physiol Actions
Selective inhibitor of cAMP-specific phosphodiesterase.