210107-36-1

Basic information

• Product Name: O-p-tosyloxime 4'-iodo-2,2,2-trifluoroacetophenone
• Synonyms: O-p-tosyloxime 4'-iodo-2,2,2-trifluoroacetophenone
• CAS NO: 210107-36-1
• Molecular Weight: 469.223
• Mol File: 210107-36-1.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: O-p-tosyloxime 4'-iodo-2,2,2-trifluoroacetophenone(CAS DataBase Reference)
• NIST Chemistry Reference: O-p-tosyloxime 4'-iodo-2,2,2-trifluoroacetophenone(210107-36-1)
• EPA Substance Registry System: O-p-tosyloxime 4'-iodo-2,2,2-trifluoroacetophenone(210107-36-1)

Safety Data

• Hazardous Substances Data: 210107-36-1(Hazardous Substances Data)

Upstream product

• 23516-84-9 2,2,2-trifluoro-1-(4-iodophenyl)ethan-1-one 
• 624-38-4 para-diiodobenzene 
• 98-59-9 p-toluenesulfonyl chloride 
• 210107-35-0 oxime 4'-iodo-2,2,2-trifluoroacetophenone 

Downstream Products

• 1390672-63-5 (4-methoxyphenyl)-[4-(3-trifluoromethyl-3H-diazirin-3-yl)phenyl]iodonium trifluoroacetate 
• 210107-39-4 1-((2R,4S,5R)-4-Hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-5-[4-(3-trifluoromethyl-3H-diazirin-3-yl)-phenyl]-1H-pyrimidine-2,4-dione 
• 210107-38-3 3-(4-iodophenyl)-3-(trifluoromethyl)-3H-diazirine 
• 133342-64-0 (S)-N-(9-fluorenylmethoxycarbonyl)-[4-[3-(trifluoromethyl)-3H-diazirin-3-yl]phenyl]alanine 
• 886583-24-0 N-[(9-fluorenyl)methoxycarbonyl]-p-[3-(trifluoromethyl)diaziridine]-L-phenylalanine tert-butyl ester 
• 886583-25-1 N-[(9-fluorenyl)methoxycarbonyl]-p-[3-(trifluoromethyl)-3H-diazirin-3-yl]-L-phenylalanine tert-butyl ester 
• 210107-37-2 3-(p-iodophenyl)-3-(trifluoromethyl)diaziridine 

Relevant articles and documents

Synthesis of a new photo-cross-linking nucleoside analogue containing an aryl(trifluoromethyl)diazirine group: Application for EcoRII and MvaI restriction-modification enzymes

A new photo-cross-linking dU analog, 5-[4-(3-(trifluoromethyl)-3H- diazirin-3-yl)phenyl]-2'-deoxyuridine, was synthesized and incorporated into the recognition site of EcoRII and MvaI restriction-modification enzymes. The resulting base-modified 14-mer su

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.