N-(6-aminohexyl)-5-chloronaphthalene-1-sulfonamide hydrochloride

• ChemBase ID: 74416
• Molecular Formular: C16H22Cl2N2O2S
• Molecular Mass: 377.32908
• Monoisotopic Mass: 376.07790431
• SMILES: Clc1cccc2c1cccc2S(=O)(=O)NCCCCCCN.Cl
• Canonical SMILES: NCCCCCCNS(=O)(=O)c1cccc2c1cccc2Cl.Cl
• InChI: InChI=1S/C16H21ClN2O2S.ClH/c17-15-9-5-8-14-13(15)7-6-10-16(14)22(20,21)19-12-4-2-1-3-11-18;/h5-10,19H,1-4,11-12,18H2;1H
• InChIKey: OMMOSRLIFSCDBL-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-(6-aminohexyl)-5-chloronaphthalene-1-sulfonamide hydrochloride
• IUPAC Traditional name: C16H21ClN2O2S hydrochloride
• Synonyms: N-(6-Aminohexyl)-5-chloro-1-naphthalenesulfonamide Hydrochloride; W-7; N-(6-Aminohexyl)-5-chloronaphthalene-1-sulphonamide hydrochloride; N-(6-Aminohexyl)-5-chloro-1-naphthalenesulfonamide hydrochloride; W7; N-(6-AMINOHEXYL)-5-CHLORO-1-NAPHTHALENESULFONAMIDE; N-(6-氨基己基)-5-氯-1-萘磺酰胺 盐酸盐

Database IDs

• CAS Number: 61714-27-0
• MDL Number: MFCD00012559
• Beilstein Number: 6030174
• PubChem SID: 162039335; 24278067
• PubChem CID: 124887

CALCULATED PROPERTIES

• Acid pKa: 9.721942
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 0.04439691
• LogD (pH = 7.4): 0.5289378
• Log P: 2.4452639
• Molar Refractivity: 91.0294 cm^3
• Polarizability: 37.554585 Å^3
• Polar Surface Area: 72.19 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol; methanol: soluble25 mg/mL, clear, colorless
• Apperance: White to Off-White Solid
• Melting Point: 190-192°C; 217-220°C; 220-222 °C

Safety Information

• Storage Condition: -20°C Freezer; 2-8°C
• Storage Warning: Irritant
• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

Pharmacology Properties

• Gene Information: human ... CAMK2A(815), CAMK2B(816)

Product Information

• Purity: ≥98%; ≥99.0% (TLC); 98%
• Impurities: ≤1.0% diaminohexane (TLC)
• Empirical Formula (Hill Notation): C16H21ClN2O2S · HCl

DETAILS

MP Biomedicals - 02154186

(W7) Hydrochloride Purity: ≥98% W7 is a vascular relaxing agent which affects vascular smooth muscle actomyosin. W7 is also a calmodulin antagonist that binds to calmodulin and inhibits Ca2+ calmodulin-regulated enzyme a

Apollo Scientific Ltd - OR1000T

A vascular relaxing agent. W7 inhibits actomyosinsuperprecipitation producing relaxation of isolated rabbit arterial strips.

Sigma Aldrich - A3281

Biochem/physiol Actions
A calmodulin antagonist; inhibits Ca2+/calmodulin activated phosphodiesterase and myosin light chain kinase.

Sigma Aldrich - 08060

Other Notes
Calmodulin antagonist, review1

Toronto Research Chemicals - A610000

W7 is a vascular relaxing agent which affects vascular smooth muscle actomyosin. W7, an inhibitor of actomyosin superprecipitation, produces relaxation of isolated rabbit arterial strips and antagonizes the contraction of the strips induced by various

REFERENCES

• Hidaka, H., et al.: Proc. Nat. Acad. Sci. USA, 78, 4354 (1981)