Nafamostat dimethanesulfonate

Base Information

• Chemical Name: Nafamostat dimethanesulfonate
• CAS No.: 82956-11-4
• Molecular Formula: C21H25N5O8S2
• Molecular Weight: 539.59
• Hs Code.: 29252900
• NCI Thesaurus Code: C96293
• Mol file: 82956-11-4.mol

Synonyms:6'-amidino-2-naphthyl 4-guanidinobenzoate;6'-amidino-2-naphthyl 4-guanidinobenzoate, dimethanesulfonate;Benzoic acid, 4-((aminoiminomethyl)amino)-, 6-(aminoiminomethyl)-2-naphthalenyl ester;Benzoic acid, 4-((aminoiminomethyl)amino)-, 6-(aminoiminomethyl)-2-naphthalenyl ester, dihydrochloride;Benzoic acid, 4-((aminoiminomethyl)amino)-, 6-(aminoiminomethyl)-2-naphthalenyl ester, dimethanesulfonate;CKD-314;CKD314;FUT 175;FUT-175;nafamostat;nafamostat dihydrochloride;nafamostat mesilate;nafamostat mesylate;nafamstat mesilate;Ronastat

Chemical Property of Nafamostat dimethanesulfonate

Chemical Property:

• Appearance/Colour: Tan to pale orange solid
• Vapor Pressure: 3.9E-16mmHg at 25°C
• Melting Point: 259-261 °C
• Boiling Point: 637.2 °C at 760 mmHg
• Flash Point: 339.1 °C
• PSA: 200.82000
• LogP: 4.90630
• Storage Temp.: Room temp
• Solubility.: Soluble in Water (up to 25 mg/ml).
• Hydrogen Bond Donor Count: 5
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 5
• Exact Mass: 539.11445512
• Heavy Atom Count: 36
• Complexity: 626

Purity/Quality:

98%MIN ^*data from raw suppliers

Nafamostat mesylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CS(=O)(=O)[O-].CS(=O)(=O)[O-].C1=CC(=CC=C1C(=O)OC2=CC3=C(C=C2)C=C(C=C3)C(=[NH2+])N)[NH+]=C(N)N
• Description: Nafamostat mesylate is a protease inhibitor useful in the treatment of acute pancreatitis. It has anticomplement, anticoagulant, antikallikrein and other activities, and thus may have additional utility in the treatment of autoimmune diseases and disseminated intravascular coagulation.
• Uses: A non-peptide proteaseinhibitor. A non-peptide proteaseinhibitor Nafamostat is an anticoagulant. Broad spectrum serine protease inhibitor. Reduces eosinophil infiltration, mast cell activation and airway responsiveness in a murine model of asthma

Technology Process of Nafamostat dimethanesulfonate

There total 7 articles about Nafamostat dimethanesulfonate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 63.2%

6-amidino-2-naphthol methanesulfonate (82957-06-0) + Guanidinobenzoic acid mesylate → nafamostat mesylate (82956-11-4)

Guidance literature:

With pyridine; dicyclohexyl-carbodiimide; at 20 ℃; for 12h; Reagent/catalyst; Large scale;

Reference yield: 62.78%

methanesulfonic acid (75-75-2,98527-29-8) + 6-amidino-2-naphthyl 4-guanidinobenzoate carbonate → nafamostat mesylate (82956-11-4)

Guidance literature:

In methanol; at 15 - 20 ℃; for 0.166667h;

Reference yield: 40.0%

methanesulfonic acid sodium salt (2386-57-4) + Nafamostat hydrochloride (80251-32-7) → nafamostat mesylate (82956-11-4)

Guidance literature:

In water;

DOI:10.1248/cpb.33.1458

upstream raw materials:

methanesulfonic acid sodium salt

Nafamostat hydrochloride

methanesulfonic acid

6-cyano-2-naphthol

Refernces

• 1、 -. "Production of [...] acid salt". Paragraph 0030; 0031; 0032. . Retrieved 2018/05/03.
• 2、 Aoyama,Okutome,NakayamaT.,Yaegashi,Matsui,Nunomura,Kurumi,Sakurai,Fujii. "Synthesis and structure-activity study of protease inhibitors. IV. Amidinonaphthols and related acyl derivatives". . p. 1458 - 1471. Retrieved 2007/10/02.