N-(2-aminoethyl)-5-chloronaphthalene-1-sulfonamide hydrochloride

• ChemBase ID: 74346
• Molecular Formular: C12H14Cl2N2O2S
• Molecular Mass: 321.22276
• Monoisotopic Mass: 320.01530406
• SMILES: S(=O)(=O)(c1cccc2c1cccc2Cl)NCCN.Cl
• Canonical SMILES: NCCNS(=O)(=O)c1cccc2c1cccc2Cl.Cl
• InChI: InChI=1S/C12H13ClN2O2S.ClH/c13-11-5-1-4-10-9(11)3-2-6-12(10)18(16,17)15-8-7-14;/h1-6,15H,7-8,14H2;1H
• InChIKey: VWAGIWCLJAQLAL-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-(2-aminoethyl)-5-chloronaphthalene-1-sulfonamide hydrochloride
• IUPAC Traditional name: N-(2-aminoethyl)-5-chloronaphthalene-1-sulfonamide hydrochloride
• Synonyms: A-3; N-(2-Aminoethyl)-5-chloro-1-naphthalenesulfonamide, Hydrochloride; N-(2-Aminoethyl)-5-chloronaphthalene-1-sulphonamide hydrochloride; N-(2-Aminoethyl)-5-chloronaphthalene-1-sulfonamide hydrochloride; A3 hydrochloride

Database IDs

• CAS Number: 78957-85-4
• MDL Number: MFCD00077311
• PubChem SID: 162039265; 24890609
• PubChem CID: 9861903

CALCULATED PROPERTIES

• Acid pKa: 9.963666
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): -1.334827
• LogD (pH = 7.4): -0.114086114
• Log P: 1.252289
• Molar Refractivity: 72.3174 cm^3
• Polarizability: 30.188332 Å^3
• Polar Surface Area: 72.19 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dimethyl Sulfoxide; DMSO: soluble24 mg/mL; Water
• Apperance: white solid; White Solid
• Melting Point: 173-176°C

Safety Information

• Storage Condition: -20°C Freezer
• 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
• Storage Temperature: -20°C

Product Information

• Purity: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C12H13ClN2O2S · HCl

DETAILS

Apollo Scientific Ltd - OR0890T

Inhibits cAMP and cGMP dependent protein kinases. Alsoinhibits MLC kinase and protein kinase.

Sigma Aldrich - A1980

Biochem/physiol Actions
Non-selective casein kinase (CK) inhibitor. A shorter alkyl chain derivative of W-7 that inhibits casein kinase I (Ki = 80 μM), casein kinase II (Ki = 5.1 μM), myosin light chain kinase (Ki = 7.4 μM), protein kinase A (Ki = 4.3 μM), protein kinase C (Ki= 47 μM), and protein kinase G (Ki = 3.8 μM).

Toronto Research Chemicals - A608900

Inhibits cAMP and cGMP dependent protein kinases. Also inhibits MLC kinase and protein kinase C.

REFERENCES

• Inagaki, M., et al.: Mol. Pharmacol., 29, 577 (1986)