naphtho[1,2-d][1,3]thiazol-2-amine

• ChemBase ID: 113655
• Molecular Formular: C11H8N2S
• Molecular Mass: 200.25962
• Monoisotopic Mass: 200.04081927
• SMILES: n1c(sc2c1c1c(cc2)cccc1)N
• Canonical SMILES: Nc1nc2c(s1)ccc1c2cccc1
• InChI: InChI=1S/C11H8N2S/c12-11-13-10-8-4-2-1-3-7(8)5-6-9(10)14-11/h1-6H,(H2,12,13)
• InChIKey: FECQXVPRUCCUIL-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: naphtho[1,2-d][1,3]thiazol-2-amine
• IUPAC Traditional name: naphtho[1,2-d][1,3]thiazol-2-amine
• Synonyms: Naphtho[1,2-d]thiazol-2-ylamine; Naphtho[1,2-d]thiazol-2-ylamine; SKA-31

Database IDs

• CAS Number: 40172-65-4
• MDL Number: MFCD00051329
• PubChem SID: 162099064
• PubChem CID: 94880

CALCULATED PROPERTIES

• Acid pKa: 16.326485
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 2.941391
• LogD (pH = 7.4): 2.9580555
• Log P: 2.9582725
• Molar Refractivity: 57.7526 cm^3
• Polarizability: 24.339525 Å^3
• Polar Surface Area: 38.91 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO: ≥30 mg/mL
• Apperance: solid
• Melting Point: 134 - 136°C
• Partition Coefficient: 2.869
• Hydrophobicity(logP): 2.997

Safety Information

• European Hazard Symbols: Harmful (Xn)
• 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: -20°C

Product Information

• Purity: ≥98% (HPLC); 95%; 95+%
• Empirical Formula (Hill Notation): C11H8N2S

DETAILS

Sigma Aldrich - S5576

Biochem/physiol Actions
SKA-31 is an activator of KCa2 and KCa3.1 calcium-activated potassium channels. Its EC50 is almost identical at 2-3 μM for all KCa2 subtypes, and about 10-fold lower (260 nM) at KCa3.1 channels. It has significant blood-pressure reducing activity in experimentally hypertensive mice,1 suggesting potassium channel activation as a therapeutic target for hypertension.
SKA31 is an activator of KCa2 and KCa3.1 Potassium Channels, Potentiates the EDHF Response and Lowers Blood Pressure.