58279
Isatoic anhydride
technical, ≥94% (HPLC)
Synonym(s):
3,1-Benzoxazine-2,4(1H)-dione, Anthranilic acid N-carboxylic acid anhydride
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About This Item
Empirical Formula (Hill Notation):
C8H5NO3
CAS Number:
Molecular Weight:
163.13
Beilstein/REAXYS Number:
136786
EC Number:
MDL number:
UNSPSC Code:
12162002
PubChem Substance ID:
vapor density
5.6 (vs air)
grade
technical
assay
≥94% (HPLC)
mp
233 °C (dec.) (lit.)
SMILES string
O=C1Nc2ccccc2C(=O)O1
InChI
1S/C8H5NO3/c10-7-5-3-1-2-4-6(5)9-8(11)12-7/h1-4H,(H,9,11)
InChI key
TXJUTRJFNRYTHH-UHFFFAOYSA-N
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Other Notes
Review; Reagent for 2-aminobenzoylations
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M.C. Venuti
Synthesis, 266-266 (1982)
G.M. Coppola
Synthesis, 505-505 (1980)
M H Gelb et al.
Journal of medicinal chemistry, 29(4), 585-589 (1986-04-01)
Derivatives of isatoic anhydride were prepared and tested as inhibitors of serine proteases. A number of isatoic anhydrides with positively charged substituents irreversibly inactivated several trypsin-like enzymes and preferentially inactivated trypsin over chymotrypsin. Further selectivity was obtained by introduction of
L Servillo et al.
European journal of biochemistry, 213(1), 583-589 (1993-04-01)
A fluorescent tRNA derivative labeled at 3'-O position of the ultimate adenosine residue by reaction, under mild conditions, of tRNA with isatoic anhydride [3,1-benzoxazine-2,4(1H)-dione] was obtained. The labeling selectivity was determined by several criteria: digestion with RNase, followed by HPLC
E H Ohlstein et al.
Life sciences, 46(3), 181-188 (1990-01-01)
The biosynthesis and modulation of the vasoconstrictor peptide endothelin was studied in the conditioned medium from cultured bovine pulmonary artery endothelial (BPAE) cells. Conditioned medium from cultured BPAE cells produced contraction of isolated rabbit aortic rings. Incubation of BPAE cells
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