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

• ChemBase ID: 105157
• Molecular Formular: C14H19Cl2N3O2S
• Molecular Mass: 364.29056
• Monoisotopic Mass: 363.05750322
• SMILES: Cl.Cl.O=S(=O)(N1CCCNCC1)c1c2ccncc2ccc1
• Canonical SMILES: O=S(=O)(c1cccc2c1ccnc2)N1CCNCCC1.Cl.Cl
• InChI: InChI=1S/C14H17N3O2S.2ClH/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;2*1H
• InChIKey: NOXXIYDYFSNHDF-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-(1,4-diazepane-1-sulfonyl)isoquinoline dihydrochloride
• IUPAC Traditional name: fasudil dihydrochloride
• Synonyms: 1-(5-Isoquinolinylsulfonyl)homopiperazine dihydrochloride; Fasudil dihydrochloride; HA-1077 dihydrochloride; HA-1077; 1-(5-ISOQUINOLINESULFONYL) HOMOPIPERAZINE DIHYDROCHLORIDE

Database IDs

• CAS Number: 103745-39-7; 203911-27-7
• MDL Number: MFCD00153805
• PubChem SID: 162091978; 24895456
• PubChem CID: 16219471

CALCULATED PROPERTIES

• 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

PROPERTIES

Physical Property

• Solubility: H2O: >10 mg/mL
• Apperance: white to off-white solid

Safety Information

• Storage Condition: -20°C
• RTECS: HM4031166
• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: ≥98% (HPLC); 98%

DETAILS

MP Biomedicals - 02158939

Dihydrochloride
Purity: 98%
Specific inhibitor of PKA and PKG. Potent vasodilator.

Sigma Aldrich - H139

Biochem/physiol Actions
Novel vasodilator agent which inhibits vascular smooth muscle contraction by acting as an intracellular Ca2+ antagonist.

REFERENCES

• Asano, T., et al., Br. J. Pharmacol. , 98 : 1091 (1989).
• Sasaki, Y. and Sasaki, Y., Biochem. Biophys. Res. Commun. , 171 : 1182 (1990).
• Asano, T., et al., J. Pharmacol. Exp. Ther. , 241 : 1033 (1987).