906298

3-(4-Bromophenyl)-3-(trifluoromethyl)-3H-diazirine

• Synonym(s): Probe building block for photoaffinity labeling, Suzuki-Miyaura-compatible multifunctional photo probe building block, Trifluoromethyl diazirine aryl bromide
• Empirical Formula (Hill Notation): C₈H₄BrF₃N₂
• CAS Number: 952143-02-1
• Molecular Weight: 265.03
• MDL number: MFCD31667367
• UNSPSC Code: 12352101
• NACRES: NA.22

Properties

• Assay: ≥95%
• form: liquid
• reaction suitability: reagent type: cross-linking reagent
• storage temp.: 2-8°C
• SMILES string: BrC1=CC=C(C2(N=N2)C(F)(F)F)C=C1
• InChI: 1S/C8H4BrF3N2/c9-6-3-1-5(2-4-6)7(13-14-7)8(10,11)12/h1-4H
• InChI key: YBEXZCGWGWNLQQ-UHFFFAOYSA-N

Description

Application

3-(4-Bromophenyl)-3-(trifluoromethyl)-3H-diazirine is a Suzuki-Miyaura (S−M)-compatible building block tailored for the design of photoaffinity probes (PAPs). Photoaffinity labeling (PAL) is of growing interest in chemical biology and drug discovery research for use in protein profiling; covalent inhibitors; protein-protein interactions and complexes; and target engagement, identification, or validation studies. Diazirines are desirable photoactivable groups for chemical probes; however, their installation is not always straightforward. In response, diazirine-tolerant S-M coupling conditions were developed by Ichiishi, et al, using 3-(4-bromophenyl)-3-(trifluoromethyl)-3H-diazirine and shown to be efficient and scalable with minimal perturbation of the diazirine.

Product can be used with our line of photoreactors: Including Penn PhD (Z744035) & SynLED 2.0 (Z744080)

Other Notes

Reducing Limitation in Probe Design: The Development of a Diazirine-Compatible Suzuki-Miyaura Cross Coupling Reaction

Safety Information

• Storage Class Code: 10 - Combustible liquids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable