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3-(4-(3-(Trifluoromethyl)-3H-diazirin-3-yl)phenyl)propanoic acid

  • CAS No. 1002328-44-0

  • Cat. No. CS-0161247
  • Molecule weight258.20
  • Purity≥98%
  • MDL No.MFCD22683683

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

3-(4-(3-(Trifluoromethyl)-3H-diazirin-3-yl)phenyl)propanoic acid|CS-0161247

Structure of 1002328-44-0

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General Information

  • CAS No. 1002328-44-0
  • Cat. No. CS-0161247
  • Purity ≥98%
  • MDL No. MFCD22683683
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₉F₃N₂O₂
  • Molecular Weight 258.20
  • Synonym(s) 4-[3-(Trifluoromethyl)-3H-diazirin-3-yl]-benzenepropanoic acid
  • SMILES O=C(O)CCC1=CC=C(C2(C(F)(F)F)N=N2)C=C1

Description

This trifluoromethyl-substituted diazirine derivative integrates a photoreactive 3H-diazirin-3-yl group at the para position of a phenyl ring, enabling site-specific protein crosslinking upon UV irradiation. The pendant propanoic acid moiety facilitates conjugation to biomolecules via standard amide coupling protocols. Designed for bioorthogonal labeling applications, it exhibits enhanced stability under ambient conditions and tolerates aqueous environments.

Application

3-(4-(3-(Trifluoromethyl)-3H-diazirin-3-yl)phenyl)propanoic acid serves as a photoreactive building block for covalent probe development, enabling site-specific labeling upon UV irradiation. The trifluoromethyl-substituted diazirine moiety exhibits enhanced stability and reactivity under physiological conditions, while the para-phenylpropanoic acid scaffold provides a versatile handle for conjugation and integration into bioactive molecules. Functions effectively in affinity labeling workflows and is compatible with standard purification methods.

Safety Information

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GHS Pictogram :
GHS No : GHS02,GHS07
Signal Word : Danger
UN#: 1325
Class : 4.1
Packing Group : Ⅱ
Hazard Statements : H228-H315-H319
Precautionary Statements : P210-P240-P241-P264-P280-P302+P352-P362+P364-P370+P378

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Computational Chemistry Data

  • TPSA   62.02
  • LogP   2.8847
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   4

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