5-chloro-N-(6-phenylhexyl)naphthalene-1-sulfonamide

• ChemBase ID: 105316
• Molecular Formular: C22H24ClNO2S
• Molecular Mass: 401.94946
• Monoisotopic Mass: 401.12162769
• SMILES: Clc1cccc2c1cccc2S(=O)(=O)NCCCCCCc1ccccc1
• Canonical SMILES: Clc1cccc2c1cccc2S(=O)(=O)NCCCCCCc1ccccc1
• InChI: InChI=1S/C22H24ClNO2S/c23-21-15-8-14-20-19(21)13-9-16-22(20)27(25,26)24-17-7-2-1-4-10-18-11-5-3-6-12-18/h3,5-6,8-9,11-16,24H,1-2,4,7,10,17H2
• InChIKey: YUXMTDYHFPRPLG-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-chloro-N-(6-phenylhexyl)naphthalene-1-sulfonamide
• IUPAC Traditional name: 5-chloro-N-(6-phenylhexyl)naphthalene-1-sulfonamide
• Synonyms: SC-9; N-(6-Phenylhexyl)-5-chloro-1-naphthalenesulfonamide; 5-Chloro-N-(6-phenylhexyl)-1-naphthalenesulfonamide; N-(6-Phenylhexyl)-5-chloro-1-naphthalenesulfonamide; 5-CHLORO-N-(6-PHENYLHEXYL)-1-NAPHTHALENESULFONAMIDE

Database IDs

• CAS Number: 102649-78-5
• MDL Number: MFCD00065544
• PubChem SID: 162092103; 24898364
• PubChem CID: 124172

CALCULATED PROPERTIES

• Acid pKa: 9.894852
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 6.1878676
• LogD (pH = 7.4): 6.186654
• Log P: 6.187883
• Molar Refractivity: 112.1392 cm^3
• Polarizability: 45.56286 Å^3
• Polar Surface Area: 46.17 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Chloroform; Ethyl Acetate
• Apperance: Pale Yellow Solid
• Melting Point: 82-84°C

Safety Information

• Storage Condition: Refrigerator
• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

DETAILS

MP Biomedicals - 02159753

(SC-9; N(6-phenylhexyl)-5-chloro-1-naphthalenesulfonamide)
Potent Protein Kinase C activator which apparently substitutes for phosphatidylserine.

Sigma Aldrich - P2803

Biochem/physiol Actions
Activates protein kinase C in a Ca2+-dependent manner

Toronto Research Chemicals - P330000

Activates protein kinase C in a Ca2+-dependent manner, via a mechanism similar to that of phosphatidylserine.

REFERENCES

• Nishino, H., et al.: Biochim. Biophys. Acta, 889, 236 (1986)
• Blest, A.D., et al.: J. Comp. Physiol., 170, 189 (1986)
• Yau, W.M., et al.: Am. J. Physiol., 263, G659 (1992)