04554
1-Acetylisatin
≥97.5% (GC)
Synonym(s):
1-Acetyl-1H-indole-2,3-dione
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About This Item
Empirical Formula (Hill Notation):
C10H7NO3
CAS Number:
Molecular Weight:
189.17
Beilstein:
144609
MDL number:
UNSPSC Code:
12352204
PubChem Substance ID:
Assay
≥97.5% (GC)
form
powder or crystals
SMILES string
CC(=O)N1C(=O)C(=O)c2ccccc12
InChI
1S/C10H7NO3/c1-6(12)11-8-5-3-2-4-7(8)9(13)10(11)14/h2-5H,1H3
InChI key
LPGDEHBASRKTDG-UHFFFAOYSA-N
Biochem/physiol Actions
Metabolite of tryptophan pathway; selective inhibition of carboxylesterases.
Packaging
Bottomless glass bottle. Contents are inside inserted fused cone.
Storage Class Code
13 - Non Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Certificates of Analysis (COA)
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J Xue et al.
Organic letters, 2(17), 2583-2586 (2000-09-16)
[reaction: see text]Photoinduced reactions of 1-acetylisatin 1 with diphenylacetylenes 2a-2c afforded the corresponding 3-methylene-2-indolones 4a-4e and 5a-5e in 80-90% yields via a spirooxetene intermediate. Similar irradiation of 1 with phenylacetylene, on the other hand, resulted in efficient formation of two
Lei Wang et al.
The Journal of organic chemistry, 70(10), 3850-3858 (2005-05-07)
[reaction: see text] Photoinduced reactions of 1-acetylisatin (IS) with diphenylacetylenes 1a-c, 1-(p-methoxyphenyl)propyne 2, and 1,4-diphenyl-1,3-butadiyne 3 gave beta,beta-disubstituted 3-alkylidene oxindoles 6-12 respectively via [2+2] cycloaddition of 3IS* with the alkyne and subsequent oxetene ring opening. Photoreactions of IS with phenylacetylenes
Janice L Hyatt et al.
Journal of medicinal chemistry, 50(8), 1876-1885 (2007-03-24)
Carboxylesterases (CE) are ubiquitous enzymes thought to be responsible for the metabolism and detoxification of xenobiotics. Numerous clinically used drugs including Demerol, lidocaine, capecitabine, and CPT-11 are hydrolyzed by these enzymes. Hence, the identification and application of selective CE inhibitors
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