N-[(3R,4S)-6-cyano-3-hydroxy-2,2-dimethyl-3,4-dihydro-2H-1-benzopyran-4-yl]-N-methylethane-1-sulfonamide

• ChemBase ID: 154237
• Molecular Formular: C15H20N2O4S
• Molecular Mass: 324.3953
• Monoisotopic Mass: 324.11437813
• SMILES: CCS(=O)(=O)N(C)[C@H]1c2cc(ccc2OC([C@@H]1O)(C)C)C#N
• Canonical SMILES: CCS(=O)(=O)N([C@@H]1[C@@H](O)C(C)(C)Oc2c1cc(cc2)C#N)C
• InChI: InChI=1S/C15H20N2O4S/c1-5-22(19,20)17(4)13-11-8-10(9-16)6-7-12(11)21-15(2,3)14(13)18/h6-8,13-14,18H,5H2,1-4H3/t13-,14+/m0/s1
• InChIKey: HVSJHHXUORMCGK-UONOGXRCSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-[(3R,4S)-6-cyano-3-hydroxy-2,2-dimethyl-3,4-dihydro-2H-1-benzopyran-4-yl]-N-methylethane-1-sulfonamide
• IUPAC Traditional name: N-[(3R,4S)-6-cyano-3-hydroxy-2,2-dimethyl-3,4-dihydro-1-benzopyran-4-yl]-N-methylethanesulfonamide
• Synonyms: trans-N-[6-Cyano-3,4-dihydro-3-hydroxy-2,2-dimethyl-2H-1-benzopyran-4-yl]-N-methyl-ethanesulfonamide; Chromanol 293B

Database IDs

• CAS Number: 163163-23-3
• MDL Number: MFCD06798368
• PubChem SID: 162248376
• PubChem CID: 121846

CALCULATED PROPERTIES

• Acid pKa: 13.225288
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): 0.7990567
• LogD (pH = 7.4): 0.79905605
• Log P: 0.7990567
• Molar Refractivity: 82.2508 cm^3
• Polarizability: 32.813305 Å^3
• Polar Surface Area: 90.63 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO: soluble18 mg/mL
• Apperance: white powder

Safety Information

• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 20/21/22
• Safety Statements: 7/9-36/37
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302-H312-H332
• GHS Precautionary statements: P280
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• Storage Temperature: -20°C

Product Information

• Purity: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C15H20N2O4S

DETAILS

Sigma Aldrich - C2615

Biochem/physiol Actions
Blocker of the slow delayed rectifier K+ current via KCNQ1 channels