163260
4-Chloro-7-nitrobenzofurazan
98%
Synonyme(s) :
4-Chloro-7-nitro-1,2,3-benzoxadiazole, NBD-chloride
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A propos de cet article
Formule empirique (notation de Hill) :
C6H2ClN3O3
Numéro CAS:
Poids moléculaire :
199.55
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
233-496-4
Beilstein/REAXYS Number:
614212
MDL number:
Assay:
98%
Form:
powder
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IGHBXJSNZCFXNK-UHFFFAOYSA-N
InChI
1S/C6H2ClN3O3/c7-3-1-2-4(10(11)12)6-5(3)8-13-9-6/h1-2H
SMILES string
[O-][N+](=O)c1ccc(Cl)c2nonc12
assay
98%
form
powder
mp
97-99 °C (lit.)
solubility
chloroform: soluble 50 mg/mL, clear to slightly hazy, faintly yellow to yellow
functional group
chloro, nitro
Quality Level
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Catégories apparentées
General description
4-Chloro-7-nitrobenzofurazan (NBD-Cl) is a highly sensitive chromogenic and fluorogenic reagent. It is reported to react spontaneously with trans-1-methoxy-3-(trimethylsilyloxy)-1,3-butadiene (Danishefsky′s diene), to afford regioselectively the silyl enol ether, via normal electron-demand Diels-Alder (NEDDA) reaction. A study of the molecular structure, vibrational spectra and NBO (Natural Bond Orbital) analysis of NBD–Cl has been undertaken. Its utility as a pre-column derivatization agent has been examined.
Application
4-Chloro-7-nitrobenzofurazan (NBD-chloride) was used in the following studies:
- Synthesis of fluorescent phospholipid-derivative, NBD-didecanoylphosphatidylethanolamine
- Synthesis of functionalized hydroxynaphthofurazan.
- Spectrophotometric and spectrofluorometric determination of clemastine hydrogen fumarate, loratadine, losartan potassium and ramipril in pharmaceutical formulations.
- Synthesis of 7-nitrobenzofurazan (NBD)-labeled maleimide, via Diels-Alder reaction.
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2
Classe de stockage
11 - Combustible Solids
wgk
WGK 3
ppe
dust mask type N95 (US), Eyeshields, Faceshields, Gloves
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Gholamreza Bahrami et al.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences, 857(2), 322-326 (2007-08-21)
A sensitive and rapid high-performance liquid chromatographic method for the analysis of fluvoxamine, a selective serotonin reuptake inhibitor in human serum, is described using 4-chloro-7-nitrobenzofurazan as pre-column derivatization agent. The drug and an internal standard (fluoxetine) were extracted from 0.25
4-Chloro-7-nitrobenzofurazan as a Diels-Alder reagent. A facile access to highly functionalized naphthofurazans.
Vichard D, et al.
Tetrahedron Letters, 42(43), 7571-7574 (2001)
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Lipase B from Candida antarctica (CAL-B) has been site-directedly modified by the introduction of a trans,trans-hexadiene moiety onto lipase molecules, identified by MALDI-TOF. This modification on CAL-B permitted its immobilization on Q-Sepharose supports in excellent yields (>95%) when native lipase
Rob van Zwieten et al.
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Rolffy Ortiz-Andrade et al.
Journal of ethnopharmacology, 143(2), 455-462 (2012-07-24)
Justicia spicigera is a plant species used for the Teenak (Huesteca Potosina) and Mayan (Yucatan peninsula) indigenous for the empirical treatment of diabetes, infections and as stimulant. To evaluate the cytotoxicity, antioxidant and antidiabetic properties of J. spicigera. The effects
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