Skip to Content
Merck
All Photos(1)

Key Documents

View All Documentation

Safety Information

04554

Sigma-Aldrich

1-Acetylisatin

≥97.5% (GC)

Synonym(s):

1-Acetyl-1H-indole-2,3-dione

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Empirical Formula (Hill Notation):
C10H7NO3
CAS Number:
574-17-4
Molecular Weight:
189.17
Beilstein:
144609
MDL number:
MFCD00158542
UNSPSC Code:
12352204
PubChem Substance ID:
329747942

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

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

04554-100MG:
04554-BULK:
04554-VAR:
04554-500MG:

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
BCBC3364V
BCBC3364

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

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
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
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

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service