N,N'-Ethylenebis(iodoacetamide) - ≥95% , CAS No.7250-43-3

CAS: 7250-43-3 Cat. No.: N276531 Molecular Weight: 395.96

GRADE & PURITY ≥95%

Synonyms

2-iodo-N-[2-[(2-iodoacetyl)amino]ethyl]acetamide | Ethylenediamine bis(iodoacetamide) | N,N'-1,2-Ethanediylbis(2-iodoacetamide)

Storage

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

Shipped In

Ice chest + Ice pads

Overview

Store at -20°C. Store under desiccating conditions. The product can be stored for up to 12 months.

product description：

Unstable in DMSO

application：

Used as a probe for the conformational state of the tubulin molecule. It reacts specifically with the sulfhydryl groups in tubulin.

Specifications

Synonyms

2-iodo-N-[2-[(2-iodoacetyl)amino]ethyl]acetamide | Ethylenediamine bis(iodoacetamide) | N, N'-1, 2-Ethanediylbis(2-iodoacetamide)

Specifications & Purity

≥95%

Biochemical and Physiological Mechanisms

Homobifunctional sulfhydryl-reactive crosslinker. Used as a probe for the conformational state of free tubulin molecules. Reacts specifically with the sulfhydryl groups.

Storage

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

Shipped In

Ice chest + Ice pads

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

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

≥95%

Names and Identifiers

• Pubchem Sid: 504753138
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504753138
• Canonical Smiles: C(CNC(=O)CI)NC(=O)CI
• IUPAC Name: 2-iodo-N-[2-[(2-iodoacetyl)amino]ethyl]acetamide
• InChIKey: RLFPCLMBTQOMLI-UHFFFAOYSA-N
• INCHI: 1S/C6H10I2N2O2/c7-3-5(11)9-1-2-10-6(12)4-8/h1-4H2,(H,9,11)(H,10,12)
• Isomeric SMILES: C(CNC(=O)CI)NC(=O)CI
• Molecular Weight: 395.96
• Reaxy-Rn: 2444246
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=2444246&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic acids and derivatives
    • Class Carboxylic acids and derivatives
      • Subclass Carboxylic acid derivatives
        • Level5 Carboxylic acid amides
          • Level6 Secondary carboxylic acid amides

• Kingdom: Organic compounds
• Superclass: Organic acids and derivatives
• Class: Carboxylic acids and derivatives
• Subclass: Carboxylic acid derivatives
• Intermediate Tree Nodes: Carboxylic acid amides
• Direct Parent: Secondary carboxylic acid amides
• Alternative Parents: Organopnictogen compounds Organonitrogen compounds Organoiodides Organic oxides Hydrocarbon derivatives Carbonyl compounds Alkyl iodides
• Molecular Framework: Aliphatic acyclic compounds
• Substituents: Secondary carboxylic acid amide - Organic nitrogen compound - Organic oxygen compound - Organopnictogen compound - Organic oxide - Hydrocarbon derivative - Organooxygen compound - Organonitrogen compound - Organoiodide - Organohalogen compound - Carbonyl group - Alkyl iodide - Alkyl halide - Aliphatic acyclic compound
• Description: This compound belongs to the class of organic compounds known as secondary carboxylic acid amides. These are compounds containing a secondary carboxylic acid amide functional group, with the general structure RC(=O)N(R')H (R,R'=alkyl, aryl).
• 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

• Solubility: Slightly soluble in DMSO or Dichloromethane. Soluble in methanol.
• Sensitivity: Sensitive to light; sensitive to heat
• Melt Point(°C): >178°C
• Molecular Weight: 395.960 g/mol
• XLogP3: 0.200
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 395.883 Da
• Monoisotopic Mass: 395.883 Da
• Topological Polar Surface Area: 58.200 Ų
• Heavy Atom Count: 12
• Formal Charge: 0
• Complexity: 146.000
• 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: 1

References

1. Li Yang, Zhuanyun Du, Yuhang Peng, Wenyao Zhang, Wenli Feng, Ying Yuan.  (2024)  Mebendazole effectively overcomes imatinib resistance by dual-targeting BCR/ABL oncoprotein and β-tubulin in chronic myeloid leukemia cells.  KOREAN JOURNAL OF PHYSIOLOGY & PHARMACOLOGY,  29  (1): (67).  [PMID:39539176] [10.4196/kjpp.24.176]