5-(1,4-diazepane-1-sulfonyl)isoquinoline

• ChemBase ID: 5789
• Molecular Formular: C14H17N3O2S
• Molecular Mass: 291.36868
• Monoisotopic Mass: 291.1041478
• SMILES: O=S(=O)(N1CCNCCC1)c1cccc2c1ccnc2
• Canonical SMILES: O=S(=O)(c1cccc2c1ccnc2)N1CCNCCC1
• InChI: InChI=1S/C14H17N3O2S/c18-20(19,17-9-2-6-15-8-10-17)14-4-1-3-12-11-16-7-5-13(12)14/h1,3-5,7,11,15H,2,6,8-10H2
• InChIKey: NGOGFTYYXHNFQH-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-(1,4-diazepane-1-sulfonyl)isoquinoline
• IUPAC Traditional name: fasudil
• Synonyms: 5-(1,4-DIAZEPAN-1-SULFONYL)ISOQUINOLINE; HA1077, Fasudil; 1-(5-Isoquinolinesulfonyl)-1H-hexahydro-1,4-diazepine, Dihydrochloride; 5-(1,4-diazepane-1-sulfonyl)isoquinoline

Database IDs

• CAS Number: 103745-39-7
• MDL Number: MFCD00866182
• PubChem SID: 99444633; 160969216
• PubChem CID: 3547

CALCULATED PROPERTIES

JChem

• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): -2.1411922
• LogD (pH = 7.4): -0.4039731
• Log P: 0.32246444
• Molar Refractivity: 77.9234 cm^3
• Polarizability: 32.218292 Å^3
• Polar Surface Area: 62.3 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 0.16
• LOG S: -2.74
• Solubility (Water): 5.31e-01 g/l

PROPERTIES

Physical Property

• Solubility: Methanol; Water
• Apperance: White to Off-White Solid
• Melting Point: 146 - 148°C; 238-242°C
• Hydrophobicity(logP): 1.038

Safety Information

• Storage Condition: -20°C Freezer

Product Information

• Purity: 95%

DETAILS

DrugBank - DB08162

Drug information: experimental

Toronto Research Chemicals - I882200

A potent calcium antagonist vasodilator which is considered to act by employing different mechanisms from the usual calcium channel blockers since it inhibits (1) calcium ionophore A23187 induced contraction in arterial strips and (2) phenylephrine indu

REFERENCES

• Hidaka, H., et al.: Acta Nurochir. (Wien), 90 (1988) Sward., K., el a.: J. Physiol., 522, 33 (2000)