GlyH 101 - Moligand™, ≥98%, sum of trans and cis , Channel blocker of CFTR, CAS No.328541-79-3, Channel blocker of CFTR

CAS: 328541-79-3 Cat. No.: G288753 Fórmula: C₁₉H₁₅Br₂N₃O₃ Peso molecular: 493.15

GRADE & PURITY Moligand™, ≥98%, sum of trans and cis

Synonyms

N-2-Naphthalenyl-2-[(3,5-dibromo-2,4-dihydroxyphenyl)methylene]glycine hydrazide | N-(2-Naphthalenyl)-((3,5-dibromo-2,4-dihydroxyphenyl)methylene)glycine hydrazide, CFTR Inhibitor II | GlyH-101 | N'-[(3,5-dibromo-4-hydroxy-6-oxocyclohexa-2,4-dien-1-yliden

Storage

Protected from light,Store at -20°C

Shipped In

Ice chest + Ice pads

Visão geral

A cell-permeable glycinyl hydrazone compound that acts as a potent, selective and reversible open-channel blocker of CFTR with intermediate speed (<1 min; 95% inhibition at 50 µM; Ki = 4.3 µM in CFTR-expressing FRT cells for apical membrane Cl- current) and exhibits desirable aqueous solubility. Shown to produce inwardly rectifying CFTR Cl- currents with reduced mean channel open time and suggested to directly interact with the channel pore at the extracellular side of the membrane. Displays minimal effects on P-glycoprotein and non-CFTR-mediated Cl- currents, and is effective in nasal and intestinal epithelia in vivo. Also available as a 25 mM solution in DMSO  .
A cell-permeable glycinyl hydrazone compound that acts as a potent, selective and reversible open-channel blocker of CFTR with intermediate speed (<1 min; 95% inhibition at 50 µM; Ki = 4.3 µM in CFTR-expressing FRT cells for apical membrane Cl- current) and exhibits desirable aqueous solubility. Shown to produce inwardly rectifying CFTR Cl- currents with reduced mean channel open time and suggested to directly interact with the channel pore at the extracellular side of the membrane. Displays minimal effects on P-glycoprotein and non-CFTR-mediated Cl- currents, and is effective in nasal and intestinal epithelia in vivo.

Specifications

Sinónimos

N-2-Naphthalenyl-2-[(3,5-dibromo-2,4-dihydroxyphenyl)methylene]glycine hydrazide | N-(2-Naphthalenyl)-((3,5-dibromo-2,4-dihydroxyphenyl)methylene)glycine hydrazide, CFTR Inhibitor II | GlyH-101 | N'-[(3,5-dibromo-4-hydroxy-6-oxocyclohexa-2,4-dien-1-yliden

Especificações e pureza

Moligand™, ≥98%, sum of trans and cis

Mecanismos bioquímicos e fisiológicos

Cell permeable: yes Target IC50: 95% inhibition at 50 µM Product does not compete with ATP. Target Ki: 4.3 µM in CFTR-expressing FRT cells for apical membrane Cl- current Reversible: yes Primary Target CFTR

Condições de armazenamento de armazenamento

Protected from light,Store at -20°C

Enviado em

Ice chest + Ice pads

Este produto requer transporte de cadeia fria. Serviços terrestres e outros serviços econômicos não estão disponíveis.

Grau

Moligand™

Tipo de ação

CHANNEL BLOCKER

Mecanismo de ação

Channel blocker of CFTR

Pureza

≥98%

Nomes e identificadores

Pubchem Sid

528764760

Pubchem Sid Url

https://pubchem.ncbi.nlm.nih.gov/substance/528764760

Sorrisos canónicos

C1=CC=C2C=C(C=CC2=C1)NCC(=O)NN=CC3=CC(=C(C(=C3O)Br)O)Br

IUPAC Name

N-[(E)-(3,5-dibromo-2,4-dihydroxyphenyl)methylideneamino]-2-(naphthalen-2-ylamino)acetamide

InChIKey

RMBDLOATEPYBSI-NUGSKGIGSA-N

INCHI

1S/C19H15Br2N3O3/c20-15-8-13(18(26)17(21)19(15)27)9-23-24-16(25)10-22-14-6-5-11-3-1-2-4-12(11)7-14/h1-9,22,26-27H,10H2,(H,24,25)/b23-9+

SMILES isoméricas

C1=CC=C2C=C(C=CC2=C1)NCC(=O)N/N=C/C3=CC(=C(C(=C3O)Br)O)Br

Peso molecular

493.15

Reaxy-Rn

19522958

Reaxys-RN_link_address

https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=19522958&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Benzenoids
    • Classe Naphthalenes

• Kingdom: Organic compounds
• Superclass: Benzenoids
• Classe: Naphthalenes
• Subclass: Not available
• Intermediate Tree Nodes: Not available
• Direct Parent: Naphthalenes
• Alternative Parents: Alpha amino acids and derivatives Resorcinols P-bromophenols O-bromophenols Secondary alkylarylamines Bromobenzenes Aryl bromides Organobromides Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aromatic homopolycyclic compounds
• Substituents: N-substituted-alpha-amino acid - Alpha-amino acid or derivatives - Naphthalene - 4-halophenol - 2-halophenol - 2-bromophenol - Resorcinol - 4-bromophenol - Bromobenzene - Halobenzene - Secondary aliphatic/aromatic amine - Phenol - Aryl bromide - Aryl halide - Monocyclic benzene moiety - Amino acid or derivatives - Secondary amine - Carboxylic acid derivative - Organohalogen compound - Organic oxygen compound - Carbonyl group - Organic nitrogen compound - Organic oxide - Hydrocarbon derivative - Amine - Organobromide - Organonitrogen compound - Organooxygen compound - Aromatic homopolycyclic compound
• Descrição: This compound belongs to the class of organic compounds known as naphthalenes. These are compounds containing a naphthalene moiety, which consists of two fused benzene rings.
• 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

Alvos associados (humanos)

CFTR Tclin Cystic fibrosis transmembrane conductance regulator (1 Activities)

Discover Target: CFTR

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

Mecanismos de ação

Propriedades químicas e físicas

• Solubilidade: Solvent:DMSO, Max Conc. mg/mL: 49.31, Max Conc. mM: 100
• Sensibilidade: light & Moisture sensitive
• Peso molecular: 493.100 g/mol
• XLogP3: 4.800
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 5
• Exact Mass: 492.946 Da
• Monoisotopic Mass: 490.948 Da
• Topological Polar Surface Area: 94.000 Ų
• Heavy Atom Count: 27
• Formal Charge: 0
• Complexity: 536.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 1
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 1
• Covalently-Bonded Unit Count: 1