Gabexate mesylate

Base Information

• Chemical Name: Gabexate mesylate
• CAS No.: 56974-61-9
• Molecular Formula: C17H27N3O7S
• Molecular Weight: 417.483
• Hs Code.: 29252900
• UNII: E3Q07L0649
• DSSTox Substance ID: DTXSID0045591
• Wikidata: Q27276838
• Pharos Ligand ID: 1DV8GGG7HGVK
• ChEMBL ID: CHEMBL1398351
• Mol file: 56974-61-9.mol

Synonyms:Foy;Gabexate;Gabexate Mesilate;Gabexate Mesylate;Gabexate Methanesulfonate;Gabexate Monomethanesulfonate;Gabexate Monomethanesulfonate, 14C Labeled Cpd;Gabexate Monomethanesulfonate, 14C-Labeled Cpd;Mesilate, Gabexate;Mesylate, Gabexate;Methanesulfonate, Gabexate;Monomethanesulfonate, Gabexate

Chemical Property of Gabexate mesylate

Chemical Property:

• Appearance/Colour: white crystal
• Melting Point: 89.0 to 93.0 °C
• Boiling Point: 508.6 °C at 760 mmHg
• Flash Point: 261.4 °C
• PSA: 177.25000
• LogP: 3.58790
• Storage Temp.: Inert atmosphere,Store in freezer, under -20°C
• Solubility.: Soluble in DMSO (up to 50 mg/ml) or in Water (up to 50 mg/ml).
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 11
• Exact Mass: 417.15697138
• Heavy Atom Count: 28
• Complexity: 493

Purity/Quality:

99% ^*data from raw suppliers

Gabexate mesylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCOC(=O)C1=CC=C(C=C1)OC(=O)CCCCCN=C(N)N.CS(=O)(=O)O
• Recent NIPH Clinical Trials: Efficacy and safety of Antithrombin III administration for the patients with blood coagulation disorder after hepatectomy.
• Description: Gabexate mesylate (56974-61-9) is a? serine protease inhibitor inhibiting plasmin, kallikrein, thrombin as well as trypsin, which attenuates pancreatic fibrosis.1? Reduces weight gain and improves metabolism in obese rodent models.2?In clinical use (in Japan) for pancreatitis.3?Inhibits influenza virus replication in human tracheal epithelial cells.4?Reduces infection of Calu-3 lung cells by SARS-CoV-2 (responsible for COVID-19) via inhibition of the serine protease TMPRSS2 required for viral spike protein priming.5
• Uses: Gabexate Mesylate is a serine protease inhibitor. Gabexate Mesylate inhibits trypsin, plasmin, plasma kallikrein and thrombin. Gabexate Mesylate inhibits lipopolysaccharide-induced tumor necrosis factor-α (TNF-α) production through nuclear factor-κB and activator protein-1 activation. Pancreatitis;Serine protease inhibitor. Gabexate Mesylate is a serine protease inhibitor with IC50 of 0.19 μM which is used therapeutically in the treatment of pancreatitis and disseminated intravascular coagulation. Gabexate Mesylate is a serine protease inhibitor. Gabexate Mesylate inhibits trypsin, plasmin, plasma kallikrein and thrombin. Gabexate Mesylate inhibits lipopolysaccharide-induced tumor necrosis factor-α (TNF-α) production through nuclear factor-κB and activator protein-1 activation. Neuroresearch & Neuroprotective Product.
• Clinical Use: Gabexate mesylate inhibits proteases and suppresses endothelial cell injury and may be used to treat DIC ascribed to various kinds of diseases. Therapeutic Function: Enzyme inhibitor

Technology Process of Gabexate mesylate

There total 1 articles about Gabexate mesylate 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: 76.0%

Ethyl 4-hydroxybenzoate (120-47-8) + ε-guanidinocaproic acid (6659-35-4) → p-ethoxycarbonylphenyl 6-guanidinohexanoate (56974-61-9,39492-01-8)

Guidance literature:

With pyridine; 2-chloro-1,3-dimethylimidazolinium chloride; In dichloromethane; at 20 ℃; for 12h;

DOI:10.1021/jo990210y

Reference yield:

gabexate mesylate (56974-61-9) → Ethyl 4-hydroxybenzoate (120-47-8) + guanidinocaproic acid mesilate (80693-42-1)

Guidance literature:

With buffered to pH 5.0-7.5; water; sodium chloride; at 5 - 40 ℃; Rate constant; Thermodynamic data; in the presence and absence of sodium bisulfite (SBS) catalyst, effect of SBS concentration, effect of pH, activation energy;

DOI:10.1248/cpb.37.1595

upstream raw materials:

Ethyl 4-hydroxybenzoate

ε-guanidinocaproic acid

Downstream raw materials:

Ethyl 4-hydroxybenzoate

guanidinocaproic acid mesilate

Refernces