Nafamostat Mesylate - Moligand™, ≥98% , CAS No.82956-11-4

CAS: 82956-11-4 Cat. No.: N129262 Molecular Weight: 539.58 EC Number: 692-168-2

GRADE & PURITY Moligand™, ≥98%

Synonyms

FUT-175 | 6-amidino-2-naphthyl 4-guanidino-benzoate dimethanesulphonate | CCG-207877 | Nafamstat | 6-AMIDINO-2-NAPHTHYL P-GUANIDINOBENZOATE, DIMETHANESULPHONATE | nafamostat mesilate | NAFAMOSTAT MESILATE [WHO-DD] | 4-Guanidinobenzoic Acid 6-Amidino-2-nap

Storage

Store at 2-8°C,Protected from light

Shipped In

Wet ice

Overview

Nafamostat mesilate is a synthetic serine protease inhibitor, used as an anticoagulant during hemodialysis.
A highly effective tryptase inhibitor.

Specifications

Synonyms

FUT-175 | 6-amidino-2-naphthyl 4-guanidino-benzoate dimethanesulphonate | CCG-207877 | Nafamstat | 6-AMIDINO-2-NAPHTHYL P-GUANIDINOBENZOATE, DIMETHANESULPHONATE | nafamostat mesilate | NAFAMOSTAT MESILATE [WHO-DD] | 4-Guanidinobenzoic Acid 6-Amidino-2-nap

Specifications & Purity

Moligand™, ≥98%

Biochemical and Physiological Mechanisms

Nafamostat mesylate is a highly effective tryptase (Ki=95.3 pM) inhibitor. The compound has the ability to promote synthesis of interferon-γ, tumor necrosis factor-α, IL-12, and IL-18. Additionally, Nafamostat mesylate can induce production of intercellul

Storage

Store at 2-8°C, Protected from light

Shipped In

Wet ice

This product requires cold chain shipping. Ground and other economy services are not available.

Grade

Moligand™

Note

Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.

Purity

≥98%

Names and Identifiers

• Pubchem Sid: 488195307
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488195307
• 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(=N)N)N=C(N)N
• IUPAC Name: (6-carbamimidoylnaphthalen-2-yl) 4-(diaminomethylideneamino)benzoate;methanesulfonic acid
• InChIKey: SRXKIZXIRHMPFW-UHFFFAOYSA-N
• 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)
• Isomeric SMILES: CS(=O)(=O)O.CS(=O)(=O)O.C1=CC(=CC=C1C(=O)OC2=CC3=C(C=C2)C=C(C=C3)C(=N)N)N=C(N)N
• RTECS: DG2736000
• Molecular Weight: 539.58
• Reaxy-Rn: 24731990
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=24731990&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Benzenoids
    • Class Benzene and substituted derivatives
      • Subclass Benzoic acids and derivatives
        • Level5 Aminobenzoic acids and derivatives
          • Level6 Guanidinobenzoic acids and derivatives

• Kingdom: Organic compounds
• Superclass: Benzenoids
• Class: Benzene and substituted derivatives
• Subclass: Benzoic acids and derivatives
• Intermediate Tree Nodes: Aminobenzoic acids and derivatives
• Direct Parent: Guanidinobenzoic acids and derivatives
• Alternative Parents: Benzoic acid esters Naphthalenes Benzoyl derivatives Sulfonyls Alkanesulfonic acids Organosulfonic acids Carboxylic acid esters Guanidines Propargyl-type 1,3-dipolar organic compounds Carboxamidines Carboximidamides Monocarboxylic acids and derivatives Organooxygen compounds Organic salts Organic oxides Hydrocarbon derivatives Organopnictogen compounds
• Molecular Framework: Not available
• Substituents: Guanidinobenzoic acid or derivatives - Benzoate ester - Naphthalene - Benzoyl - Organic sulfonic acid or derivatives - Organosulfonic acid or derivatives - Organosulfonic acid - Sulfonyl - Alkanesulfonic acid - Carboxylic acid ester - Guanidine - Organic 1,3-dipolar compound - Carboximidamide - Propargyl-type 1,3-dipolar organic compound - Carboxylic acid amidine - Carboxylic acid derivative - Amidine - Monocarboxylic acid or derivatives - Organic salt - Organic oxide - Organopnictogen compound - Organonitrogen compound - Organooxygen compound - Organosulfur compound - Organic oxygen compound - Organic nitrogen compound - Hydrocarbon derivative - Aromatic homopolycyclic compound
• Description: This compound belongs to the class of organic compounds known as guanidinobenzoic acids and derivatives. These are aromatic compounds containing a guanidine group linked to the benzene ring of a benzoic acid (or a derivative thereof).
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Associated Targets(Human)

Caco-2 (12174 Activities)

Explore this target

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Associated Targets(non-human)

rep Replicase polyprotein 1ab (378 Activities)

Discover Target: rep

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mechanisms of Action

Chemical and Physical Properties

• Solubility: Soluble in DMSO (>10 mg/ml), water (25 mg/ml) Note: Phosphate-containing buffers may cause precipitation, and ethanol (<1 mg/mL) at 25 °C.
• Sensitivity: Moisture sensitive，Light sensitive
• Melt Point(°C): 260°C
• Molecular Weight: 539.600 g/mol
• Hydrogen Bond Donor Count: 6
• Hydrogen Bond Acceptor Count: 10
• Rotatable Bond Count: 5
• Exact Mass: 539.114 Da
• Monoisotopic Mass: 539.114 Da
• Topological Polar Surface Area: 266.000 Ų
• Heavy Atom Count: 36
• Formal Charge: 0
• Complexity: 645.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 3

XLogP3

References

1. Guanxing Chen, Haohuai He, Lu Zhao, Qiujie Lv, Calvin Yu-Chian Chen.  (2023)  GINCM-DTA: A graph isomorphic network with protein contact map representation for potential use against COVID-19 and Omicron subvariants BQ.1, BQ.1.1, XBB.1.5, XBB.1.16.  EXPERT SYSTEMS WITH APPLICATIONS,      [PMID:] [10.1016/j.eswa.2023.121274]

2. Xinxin Han, Ning Wang, Junya Li, Ying Wang, Ruiyong Wang, Junbiao Chang.  (2018)  Identification of nafamostat mesilate as an inhibitor of the fat mass and obesity-associated protein (FTO) demethylase activity.  CHEMICO-BIOLOGICAL INTERACTIONS,      [PMID:30393114] [10.1016/j.cbi.2018.10.023]