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CS-W001157 4
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4-((2-Chloroethyl)(methyl)amino)benzaldehyde

  • CAS No. 94-31-5

  • Cat. No. CS-0151253
  • Purity≥98%
  • MDL No.MFCD00071777

*For research and further manufacturing use only, not for direct human use.

4-((2-Chloroethyl)(methyl)amino)benzaldehyde|CS-0151253

Structure of 94-31-5

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General Information

  • CAS No. 94-31-5
  • Cat. No. CS-0151253
  • Purity ≥98%
  • MDL No. MFCD00071777
  • Storage 4°C, protect from light, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₂ClNO
  • Molecular Weight 197.66
  • Synonym(s) 4-[N-METHYL-N-(2-CHLOROETHYL)] AMINO BENZALDEHYDE
  • SMILES CN(CCCl)C1=CC=C(C=C1)C=O

Description

4-((2-Chloroethyl)(methyl)amino)benzaldehyde features a para-substituted benzaldehyde core with a chloroethyl-methylamino side chain, enabling direct conjugation in bioconjugation workflows. The aldehyde group facilitates efficient oxime ligation, while the pendant amine offers tunable solubility and reactivity. This compound serves as a bifunctional linker for targeted protein modification under physiological conditions.

Application

4-((2-Chloroethyl)(methyl)amino)benzaldehyde serves as a versatile bifunctional building block, enabling the synthesis of pharmaceutically relevant heterocycles and bioactive scaffolds. The aldehyde group facilitates nucleophilic additions and imine formation, while the (2-chloroethyl)(methyl)amino moiety provides a reactive handle for cyclization or conjugate addition reactions. Its bench-stable nature and compatibility with standard purification methods make it well-suited for iterative synthetic workflows in medicinal chemistry and process development.

Synthesis

  • Route1
    • 2-Amino-α-ethylbenzenemethanol|CS-1305981
      59689-19-9
    • null|null
      93-61-8
    • ~%
    • In-stock
      4-((2-Chloroethyl)(methyl)amino)benzaldehyde|CS-0151253
      94-31-5

    References

    • US2001/3649 A1, ;
  • Route2

    References

    • Bioconjugate Chemistry, , vol. 21, # 7 p. 1183 - 1189
  • Route3
    • N-(2-Chloroethyl)-N-methylaniline|CS-0265263
      1669-85-8
    • null|null
      93-61-8
    • ~%
    • In-stock
      4-((2-Chloroethyl)(methyl)amino)benzaldehyde|CS-0151253
      94-31-5

    References

    • DE711665 , ; DRP/DRBP Org.Chem. US2141090 , ; Journal of the Chemical Society, , p. 489,491

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   20.31
  • LogP   2.1741
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   4

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