PAβN dihydrochloride - ≥99% , CAS No.100929-99-5

CAS: 100929-99-5 Cat. No.: P302059 Molecular Weight: 519.47 EC Number: 686-444-1 PubChem CID: 90665180

GRADE & PURITY ≥99%

Synonyms

Phe-Arg-betaNA 2HCl | AS-76785 | E78401 | PAbN dihydrochloride | HY-101444A | H-Phe-Arg-bNA 2HCl | A919812 | MC-207,110 dihydrochloride;Phe-Arg--naphthylamide dihydrochloride | AMY41576 | Phe-Arg beta-naphthylamide dihydrochloride | Phe-Arg-beta-naphthyla

Storage

Protected from light,Store at -20°C,Argon charged

Shipped In

Ice chest + Ice pads

Overview

Product Describtion:

Phe-Arg β-naphthylamide, a peptidomimetic compound, is an efflux pump inhibitor (EPI). It acts on the major multidrug resistance efflux transporters of Gram-negative bacteria.Phe-Arg -naphthylamide lowers fluoroquinolone resistance in Pseudomonas aeruginosa.

Product Application:

Phe-Arg -naphthylamide dihydrochloride has been used to evaluate the contribution of efflux pumps to antimicrobial resistance.It has also been used for minimal inhibitory concentration testing in the presence of an efflux pump inhibitor.

Specifications

Synonyms

Phe-Arg-betaNA 2HCl | AS-76785 | E78401 | PAbN dihydrochloride | HY-101444A | H-Phe-Arg-bNA 2HCl | A919812 | MC-207, 110 dihydrochloride;Phe-Arg--naphthylamide dihydrochloride | AMY41576 | Phe-Arg beta-naphthylamide dihydrochloride | Phe-Arg-beta-naphthyla

Specifications & Purity

≥99%

Storage

Protected from light, Store at -20°C, Argon charged

Shipped In

Ice chest + Ice pads

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

Purity

≥99%

Names and Identifiers

• Pubchem Sid: 504772620
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504772620
• Canonical Smiles: C1=CC=C(C=C1)CC(C(=O)NC(CCCN=C(N)N)C(=O)NC2=CC3=CC=CC=C3C=C2)N.Cl.Cl
• IUPAC Name: (2S)-2-[[(2S)-2-amino-3-phenylpropanoyl]amino]-5-(diaminomethylideneamino)-N-naphthalen-2-ylpentanamide;dihydrochloride
• InChIKey: MRUMOHLDHMZGMS-IXOXMDGESA-N
• INCHI: 1S/C25H30N6O2.2ClH/c26-21(15-17-7-2-1-3-8-17)23(32)31-22(11-6-14-29-25(27)28)24(33)30-20-13-12-18-9-4-5-10-19(18)16-20;;/h1-5,7-10,12-13,16,21-22H,6,11,14-15,26H2,(H,30,33)(H,31,32)(H4,27,28,29);2*1H/t21-,22-;;/m0../s1
• Isomeric SMILES: C1=CC=C(C=C1)C[C@@H](C(=O)N[C@@H](CCCN=C(N)N)C(=O)NC2=CC3=CC=CC=C3C=C2)N.Cl.Cl
• PubChem CID: 90665180
• Molecular Weight: 519.47

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic acids and derivatives
    • Class Carboxylic acids and derivatives
      • Subclass Amino acids, peptides, and analogues
        • Level5 Peptides
          • Level6 Dipeptides

• Kingdom: Organic compounds
• Superclass: Organic acids and derivatives
• Class: Carboxylic acids and derivatives
• Subclass: Amino acids, peptides, and analogues
• Intermediate Tree Nodes: Peptides
• Direct Parent: Dipeptides
• Alternative Parents: Phenylalanine and derivatives N-acyl-alpha amino acids and derivatives Alpha amino acid amides Amphetamines and derivatives Naphthalenes N-arylamides Aralkylamines Fatty amides Secondary carboxylic acid amides Guanidines Propargyl-type 1,3-dipolar organic compounds Carboximidamides Organic oxides Carbonyl compounds Monoalkylamines Hydrochlorides Hydrocarbon derivatives
• Molecular Framework: Aromatic homopolycyclic compounds
• Substituents: Alpha-dipeptide - Phenylalanine or derivatives - N-acyl-alpha amino acid or derivatives - Alpha-amino acid amide - N-substituted-alpha-amino acid - Alpha-amino acid or derivatives - Amphetamine or derivatives - Naphthalene - N-arylamide - Aralkylamine - Fatty acyl - Fatty amide - Benzenoid - Monocyclic benzene moiety - Guanidine - Amino acid or derivatives - Carboxamide group - Secondary carboxylic acid amide - Organic 1,3-dipolar compound - Carboximidamide - Propargyl-type 1,3-dipolar organic compound - Organic nitrogen compound - Primary aliphatic amine - Organonitrogen compound - Organooxygen compound - Carbonyl group - Primary amine - Hydrochloride - Hydrocarbon derivative - Amine - Organic oxide - Organic oxygen compound - Aromatic homopolycyclic compound
• Description: This compound belongs to the class of organic compounds known as dipeptides. These are organic compounds containing a sequence of exactly two alpha-amino acids joined by a peptide bond.
• 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

Mechanisms of Action

Chemical and Physical Properties

• Sensitivity: light sensitive
• Molecular Weight: 519.500 g/mol
• Hydrogen Bond Donor Count: 7
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 10
• Exact Mass: 518.196 Da
• Monoisotopic Mass: 518.196 Da
• Topological Polar Surface Area: 149.000 Ų
• Heavy Atom Count: 35
• Formal Charge: 0
• Complexity: 659.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 2
• 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. Ming Qian, Xi Yan, Yan Chen, Xiao-Jing Guo, Wan-Zhong Lang.  (2022)  Covalent organic framework membrane on electrospun polyvinylidene fluoride substrate with a hydrophilic intermediate layer.  JOURNAL OF COLLOID AND INTERFACE SCIENCE,      [PMID:35490614] [10.1016/j.jcis.2022.04.049]