1-[(5-chloronaphthalen-1-yl)sulfonyl]-1,4-diazepane hydrochloride

• ChemBase ID: 91577
• Molecular Formular: C15H18Cl2N2O2S
• Molecular Mass: 361.28662
• Monoisotopic Mass: 360.04660419
• SMILES: Clc1cccc2c(cccc12)S(=O)(=O)N1CCCNCC1.Cl
• Canonical SMILES: Clc1cccc2c1cccc2S(=O)(=O)N1CCNCCC1.Cl
• InChI: InChI=1S/C15H17ClN2O2S.ClH/c16-14-6-1-5-13-12(14)4-2-7-15(13)21(19,20)18-10-3-8-17-9-11-18;/h1-2,4-7,17H,3,8-11H2;1H
• InChIKey: ZNRYCIVTNLZOGI-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-[(5-chloronaphthalen-1-yl)sulfonyl]-1,4-diazepane hydrochloride
• IUPAC Traditional name: 1-(5-chloronaphthalen-1-ylsulfonyl)-1,4-diazepane hydrochloride
• Synonyms: 1-(5-Chloronaphthalenesulphonyl)-1H-hexahydro-1,4-diazepine hydrochloride [ML-9]; ML-9; 1-(5-Chloronaphthalenesulfonyl)-1H-hexahydro-1,4-diazepine, Hydrochloride; 1-(5-Chloronaphthalene-1-sulfonyl)-1H-hexahydro-1,4-diazepine hydrochloride; ML-9; 1-(5-CHLORONAPHTHALENE-1-SULFONYL)-1H-HEXAHYDRO-1,4-DIAZEPINE; 1-(5-CHLORONAPHTHALENE-SULFONYL)HOMOPIPERAZINE

Database IDs

• CAS Number: 105637-50-1
• MDL Number: MFCD00065525
• PubChem SID: 162078276; 24278297
• PubChem CID: 108047

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): -0.31623873
• LogD (pH = 7.4): 1.4177849
• Log P: 2.1441815
• Molar Refractivity: 84.8851 cm^3
• Polarizability: 34.98344 Å^3
• Polar Surface Area: 49.41 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; ethanol: soluble10 mg/mL; Methanol; Water
• Apperance: white powder; White Solid
• Melting Point: 189-194°C; 196-200°C

Safety Information

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

Pharmacology Properties

• Gene Information: human ... SLC2A1(6513), SLC2A4(6517)

Product Information

• Purity: ≥99% (TLC); 99%

DETAILS

MP Biomedicals - 02158889

(ML-9) Hydrochloride Purity: 99% Specifically inhibits MLC kinase.

MP Biomedicals - 02159750

Hydrochloride
Inhibits myosin light-chain kinase.

Apollo Scientific Ltd - OR7351T

Inhibits the catalytic activities of several protein linases competitively with respect to ATP. Also found to be a new type of vascular relaxant.

Sigma Aldrich - C1172

Biochem/physiol Actions
Inhibits natural killer (NK) cell activity in a dose-dependent manner without affecting target cell binding. Shown to inhibit insulin-induced translocation of both GLUT4 and GLUT1 in a dose-dependent manner. Also reported to inhibit agonist-induced Ca2+ entry into endothelial cells and catecholamine secretion in intact and permeabilized chromaffin cells.

Toronto Research Chemicals - C373500

Inhibits the catalytic activities of several protein kinases competitively with respect to ATP and exhibited different Ki values toward each protein kinase. Also found to be a new type of vascular relaxant.

REFERENCES

• Saitoh, M., et al., J. Biol. Chem., 262: 7796 (1987).
• Saitoh, M. et al., Biochem. Biophys. Res. Commun., 140: 280 (1986).
• Hidaka, H., et al.: J. Biol. Chem., 262, 16, 7796 (1987)