SML3746
TFCH
≥98% (HPLC)
Synonym(s):
7-Hydrazinyl-4-(trifluoromethyl)-2H-1-benzopyran-2-one
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About This Item
Empirical Formula (Hill Notation):
C10H7F3N2O2
CAS Number:
Molecular Weight:
244.17
MDL number:
UNSPSC Code:
12352200
NACRES:
NA.21
Quality Level
Assay
≥98% (HPLC)
form
powder
color
, Faint yellow to yellow brown
solubility
DMSO: 2 mg/mL, clear
storage temp.
2-8°C
Biochem/physiol Actions
Brain penetrant, photo-stable, hydrazinyl coumarin compound that acts as a two-photon highly selective fluorescent sensor for both malondialdehyde and formaldehyde
TFCH is a photo-stable, hydrazinyl coumarin compound that acts as a two-photon fluorescent sensor for biomolecule carbonyls with low biotoxicity and extraordinary biocompatibility. TFCH is blood-brain barrier permeant, highly selective for both malondialdehyde (MDA) and formaldehyde (FA) with low detection levels (0.13 & 0.11 uM), respectively. It is shown to simultaneously and separately detect and image MDA and FA (0.11 uM) levels in living brains (0.37 mg/kg, i.p.) and in PC12 cells by two-photon microscopy. TFCH efficiently detects modest forms of renal injury with much greater sensitivity than standard assays for nephrotoxins. For MDA: Ex 365 & 800 nm, Em 440 nm; For FA: Ex 365 & 800 nm, Em 510 nm.
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Regulatory Information
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Kamalika Mukherjee et al.
ACS sensors, 6(7), 2523-2528 (2021-07-03)
Drug-induced kidney injury frequently leads to aborted clinical trials and drug withdrawals. Sufficiently sensitive sensors capable of detecting mild signs of chemical insult in cell-based screening assays are critical to identifying and eliminating potential toxins in the preclinical stage. Oxidative
Xin Wang et al.
Analytical chemistry, 94(43), 14965-14973 (2022-10-19)
Carbonyl stress caused by reactive carbonyl species (RCS) is closely related to various brain diseases. As the highly reactive, highly toxic, and lipophilic RCS, malondialdehyde (MDA) and formaldehyde (FA) could easily cross the blood-brain barrier (BBB) and induce protein dysfunction
Xin Wang et al.
Angewandte Chemie (International ed. in English), 58(14), 4674-4678 (2019-02-10)
Depression is intimately linked with oxidative stress. As one of the most reactive and oxidative reactive oxygen species that is overproduced during oxidative stress, the hydroxyl radical (. OH) can cause macromolecular damage and subsequent neurological diseases. However, due to
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