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3-(But-3-yn-1-yl)-3-(2-iodoethyl)-3H-diazirine

  • CAS No. 1450754-38-7

  • Cat. No. CS-0137485
  • Purity≥97%
  • MDL No.MFCD29918289

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

3-(But-3-yn-1-yl)-3-(2-iodoethyl)-3H-diazirine|CS-0137485

Structure of 1450754-38-7

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General Information

  • CAS No. 1450754-38-7
  • Cat. No. CS-0137485
  • Purity ≥97%
  • MDL No. MFCD29918289
  • Storage 4°C, protect from light, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₉IN₂
  • Molecular Weight 248.06
  • Synonym(s) 3-(3-Butyn-1-Yl)-3-(2-Iodoethyl)-3H-Diazirine
  • SMILES ICCC1(CCC#C)N=N1

Description

This diazirine derivative features a butynyl group and a 2-iodoethyl substituent, enabling site-specific photoaffinity labeling. The strained three-membered ring facilitates efficient crosslinking upon UV irradiation, while the iodoethyl moiety supports facile conjugation in bioconjugation workflows.

Application

3-(But-3-yn-1-yl)-3-(2-iodoethyl)-3H-diazirine serves as a versatile bifunctional photoreactive probe, enabling site-specific protein labeling via UV-induced formation of reactive nitrenes. The diazirine moiety reacts efficiently with C–H and N–H bonds upon irradiation, while the terminal alkyne and iodoethyl groups support orthogonal bioconjugation through copper-catalyzed azide-alkyne cycloaddition (CuAAC) or nucleophilic substitution. This combination facilitates modular, stepwise conjugation strategies in chemical biology workflows.

Safety Information

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GHS Pictogram :
GHS No : GHS02,GHS05
Signal Word : Danger
UN#: 2924
Class : 3,8
Packing Group : Ⅱ
Hazard Statements : H226-H314
Precautionary Statements : P210-P240-P242-P243-P264-P271-P280-P301+P330+P331-P304+P340-P363-P370+P378-P501

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Computational Chemistry Data

  • TPSA   24.72
  • LogP   2.387
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   4

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