81340-56-9

Basic information

• Product Name: 3-(trifluoromethyl)-3-(3-iodophenyl)diazirine
• Synonyms: 3-(trifluoromethyl)-3-(3-iodophenyl)diazirine
• CAS NO: 81340-56-9
• Molecular Formula: C₈H₄F₃IN₂
• Molecular Weight: 312.0304
• Mol File: 81340-56-9.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 268.1°Cat760mmHg
• Flash Point: 115.9°C
• Appearance: /
• Density: 2.06g/cm³
• Vapor Pressure: 0.013mmHg at 25°C
• Refractive Index: 1.631
• CAS DataBase Reference: 3-(trifluoromethyl)-3-(3-iodophenyl)diazirine(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(trifluoromethyl)-3-(3-iodophenyl)diazirine(81340-56-9)
• EPA Substance Registry System: 3-(trifluoromethyl)-3-(3-iodophenyl)diazirine(81340-56-9)

Safety Data

• Hazardous Substances Data: 81340-56-9(Hazardous Substances Data)

Usage

General Description

3-(trifluoromethyl)-3-(3-iodophenyl)diazirine is a chemical compound that contains a trifluoromethyl group and a 3-iodophenyl group attached to a diazirine ring. Diazirines are known for their ability to undergo photochemical reactions upon exposure to UV light, making them useful in a variety of applications including photoaffinity labeling, protein crosslinking, and photochemical probes. The presence of the trifluoromethyl and iodophenyl groups in this compound may contribute to its stability and reactivity, making it a potentially valuable tool in chemical biology and drug discovery research. However, as with any chemical compound, proper handling and safety precautions should be taken when working with 3-(trifluoromethyl)-3-(3-iodophenyl)diazirine.

InChI:InChI=1/C8H4F3IN2/c9-8(10,11)7(13-14-7)5-2-1-3-6(12)4-5/h1-4H

Upstream product

• 23516-86-1 2,2,2-trifluoro-1-(3-iodophenyl)ethan-1-one 
• 626-00-6 1,3-Diiodobenzene 

Downstream Products

• 1390672-65-7 5-allyl-1-methyl-5-[3-(3-trifluoromethyl-3H-diazirin-3-yl)phenyl]pyrimidine-2,4,6-trione 
• 1390672-66-8 1-methyl-5-prop-2-ynyl-5-[3-(3-trifluoromethyl-3H-diazirin-3-yl)phenyl]pyrimidine-2,4,6-trione 
• 1390672-68-0 5-allyl-1-methyl-5-[3-(3-trifluoromethyl-3H-diazirin-3-yl)phenyl]pyrimidine-2,4,6-trione 
• 1390672-67-9 5-allyl-1-methyl-5-[3-(3-trifluoromethyl-3H-diazirin-3-yl)phenyl]pyrimidine-2,4,6-trione 

Relevant articles and documents

Allyl m -trifluoromethyldiazirine mephobarbital: An unusually potent enantioselective and photoreactive barbiturate general anesthetic

We synthesized 5-allyl-1-methyl-5-(m-trifluoromethyl-diazirynylphenyl) barbituric acid (14), a trifluoromethyldiazirine-containing derivative of general anesthetic mephobarbital, separated the racemic mixture into enantiomers by chiral chromatography, and determined the configuration of the (+)-enantiomer as S by X-ray crystallography. Additionally, we obtained the 3H-labeled ligand with high specific radioactivity. R-(-)-14 is an order of magnitude more potent than the most potent clinically used barbiturate, thiopental, and its general anesthetic EC50 approaches those for propofol and etomidate, whereas S-(+)-14 is 10-fold less potent. Furthermore, at concentrations close to its anesthetic potency, R-(-)-14 both potentiated GABA-induced currents and increased the affinity for the agonist muscimol in human α1β2/3γ2L GABAA receptors. Finally, R-(-)-14 was found to be an exceptionally efficient photolabeling reagent, incorporating into both α1 and β3 subunits of human α1β3 GABA A receptors. These results indicate R-(-)-14 is a functional general anesthetic that is well-suited for identifying barbiturate binding sites on Cys-loop receptors.