Fenbendazole-d3 - Moligand™, ≥98%(CP),≥98 atom% D , CAS No.1228182-47-5

CAS: 1228182-47-5 Cat. No.: F647881 Molecular Weight: 302.37 EC Number: 103-430-8

GRADE & PURITY Moligand™, ≥98%(CP),≥98 atom% D

Synonyms

Fenbendazole-d3, VETRANAL(TM), analytical standard | Fenbendazole D3 (methyl D3) 100 microg/mL in Acetonitrile | F90888 | Fenbendazole-d3 | Trideuteriomethyl N-(5-phenylsulfanyl-1H-benzimidazol-2-yl)carbamate; Trideuteriomethyl N-(6-phenylsulfanyl-1H-benz

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

Fenbendazole-d 3 is a deuterium labeled Fenbendazole. Fenbendazole-d 3 is a HIF-1α agonist and activates the HIF-1α-related GLUT1 pathway. Fenbendazole is an orally active benzimidazole anthelmintic agent, with a broad antiparasitic range. Fenbendazole is a microtubule destabilizing agent. Fenbendazole causes cell-cycle arrest and mitotic cell death, and has antitumor activity in mice xenografted with wild-type p53.

In Vitro

Fenbendazole-d3 (20 µM; for 48 h) reverses the inhibiting influence exerted by miR-143-5p on proliferation, colony-forming capacity, and migration. Fenbendazole-d3 (10 µM; for 48 h) elevates the protein expression levels of HIF-1α and GLUT1. MCE has not independently confirmed the accuracy of these methods. They are for reference only. Cell Proliferation AssayCell Line: BT-549 and MCF-7 cells Concentration: 20 µM Incubation Time: For 48 h Result: Reversed the inhibiting influence exerted by miR-143-5p on proliferation, colony-forming capacity, and migration. Western Blot AnalysisCell Line: BT-549 and MCF-7 cells Concentration: 10 µM Incubation Time: For 48 h Result: Elevated the protein expression levels of HIF-1α and GLUT1.

Form:Solid

Specifications

Synonyms

Fenbendazole-d3, VETRANAL(TM), analytical standard | Fenbendazole D3 (methyl D3) 100 microg/mL in Acetonitrile | F90888 | Fenbendazole-d3 | Trideuteriomethyl N-(5-phenylsulfanyl-1H-benzimidazol-2-yl)carbamate; Trideuteriomethyl N-(6-phenylsulfanyl-1H-benz

Specifications & Purity

Moligand™, ≥98%(CP), ≥98 atom% D

Biochemical and Physiological Mechanisms

Fenbendazole-d 3 is a deuterium labeled Fenbendazole. Fenbendazole-d 3 is a HIF-1α agonist and activates the HIF-1α-related GLUT1 pathway. Fenbendazole is an orally active benzimidazole anthelmintic agent, with a broad antiparasitic range. Fenbendazole is

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

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

Grade

Moligand™

Purity

≥98%(CP), ≥98 atom% D

Names and Identifiers

• Canonical Smiles: COC(=O)NC1=NC2=C(N1)C=C(C=C2)SC3=CC=CC=C3
• IUPAC Name: trideuteriomethyl N-(6-phenylsulfanyl-1H-benzimidazol-2-yl)carbamate
• InChIKey: HDDSHPAODJUKPD-FIBGUPNXSA-N
• INCHI: 1S/C15H13N3O2S/c1-20-15(19)18-14-16-12-8-7-11(9-13(12)17-14)21-10-5-3-2-4-6-10/h2-9H,1H3,(H2,16,17,18,19)/i1D3
• Isomeric SMILES: [2H]C([2H])([2H])OC(=O)NC1=NC2=C(N1)C=C(C=C2)SC3=CC=CC=C3
• Alternate CAS: 1228182-47-5；43210-67-9（unlabelled）
• Molecular Weight: 302.37
• Reaxy-Rn: 759069
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=759069&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Class Benzimidazoles
      • Subclass 2-benzimidazolylcarbamic acid esters

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Class: Benzimidazoles
• Subclass: 2-benzimidazolylcarbamic acid esters
• Intermediate Tree Nodes: Not available
• Direct Parent: 2-benzimidazolylcarbamic acid esters
• Alternative Parents: Diarylthioethers Thiophenol ethers Benzene and substituted derivatives Imidazoles Heteroaromatic compounds Carbamate esters Sulfenyl compounds Azacyclic compounds Organonitrogen compounds Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: 2-benzimidazolylcarbamic acid ester - Diarylthioether - Aryl thioether - Thiophenol ether - Monocyclic benzene moiety - Benzenoid - Azole - Imidazole - Heteroaromatic compound - Carbamic acid ester - Thioether - Azacycle - Sulfenyl compound - Organic nitrogen compound - Hydrocarbon derivative - Organosulfur compound - Organooxygen compound - Organonitrogen compound - Organic oxide - Carbonyl group - Organic oxygen compound - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as 2-benzimidazolylcarbamic acid esters. These are aromatic heteropolycyclic compounds that contain a carbamic acid ester group, which is N-linked to the C2-atom of a benzimidazole moiety.
• 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

Chemical and Physical Properties

• Solubility: DMSO : 5 mg/mL (16.54 mM; ultrasonic and warming and heat to 60°C)
• Sensitivity: light sensitive
• Molecular Weight: 302.400 g/mol
• XLogP3: 3.600
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 302.092 Da
• Monoisotopic Mass: 302.092 Da
• Topological Polar Surface Area: 92.300 Ų
• Heavy Atom Count: 21
• Formal Charge: 0
• Complexity: 363.000
• Isotope Atom Count: 3
• 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: 1