bis(methanesulfonic acid) 6-carbamimidoylnaphthalen-2-yl 4-carbamimidamidobenzoate

• ChemBase ID: 72653
• Molecular Formular: C21H25N5O8S2
• Molecular Mass: 539.5819
• Monoisotopic Mass: 539.11445479
• SMILES: c1(ccc(cc1)NC(=N)N)C(=O)Oc1cc2c(cc1)cc(cc2)C(=N)N.S(=O)(=O)(O)C.S(=O)(=O)(O)C
• Canonical SMILES: CS(=O)(=O)O.CS(=O)(=O)O.NC(=N)Nc1ccc(cc1)C(=O)Oc1ccc2c(c1)ccc(c2)C(=N)N
• InChI: InChI=1S/C19H17N5O2.2CH4O3S/c20-17(21)14-2-1-13-10-16(8-5-12(13)9-14)26-18(25)11-3-6-15(7-4-11)24-19(22)23;2*1-5(2,3)4/h1-10H,(H3,20,21)(H4,22,23,24);2*1H3,(H,2,3,4)
• InChIKey: SRXKIZXIRHMPFW-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: bis(methanesulfonic acid) 6-carbamimidoylnaphthalen-2-yl 4-carbamimidamidobenzoate
• IUPAC Traditional name: 6-carbamimidoylnaphthalen-2-yl 4-carbamimidamidobenzoate dimesylate; bis(methanesulfonic acid) 6-carbamimidoylnaphthalen-2-yl 4-carbamimidamidobenzoate
• Synonyms: Futhan; FUT-175; Nafamostat mesylate; 4-[(Aminoiminomethyl)amino]benzoic acid 6-(aminoiminomethyl)-2-naphthalenyl ester dimethanesulfonate; Nafamostat mesylate

Database IDs

• CAS Number: 82956-11-4
• MDL Number: MFCD00941430
• PubChem SID: 162037578
• PubChem CID: 5311180

CALCULATED PROPERTIES

• H Acceptors: 6
• H Donor: 5
• LogD (pH = 5.5): -1.813672
• LogD (pH = 7.4): -0.27969515
• Log P: 2.5186195
• Molar Refractivity: 122.1174 cm^3
• Polarizability: 38.512295 Å^3
• Polar Surface Area: 138.07 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: DMSO: >10 mg/mL; H2O: >10 mg/mL
• Apperance: off-white powder; solid

Safety Information

• Storage Condition: -20°C
• RTECS: DG2736000
• German water hazard class: nwg
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: room temp

Pharmacology Properties

• Target: Protease

Product Information

• Purity: ≥98% (HPLC)
• Salt Data: Mesylate
• Empirical Formula (Hill Notation): C19H17N5O2 · 2CH4O3S

DETAILS

Selleck Chemicals - S1386

Research Area: Cardiovascular Disease
Biological Activity:
Nafamostat is an anticoagulant. Broad spectrum serine protease inhibitor. Reduces eosinophil infiltration, mast cell activation and airway responsiveness in a murine model of asthma. [1]References on Nafamostat mesylate[1] http://en.wikipedia.org/wiki/Nafamostat, , [2] Gut Liver., 2009 September, 3(3): 205–210.

Sigma Aldrich - N0289

Biochem/physiol Actions
Nafamostat mesylate is a broad spectrum serine protease inhibitor, kallikrein inhibitor, and inhibits blood coagulation. It is also a possible complement inhibitor.

REFERENCES

• http://en.wikipedia.org/wiki/Nafamostat