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Key Documents

M3002

Sigma-Aldrich

5-Methylisatin

crystalline

Synonym(s):

5-Methylindole-2,3-dione, NSC 9398

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About This Item

Empirical Formula (Hill Notation):
C9H7NO2
CAS Number:
Molecular Weight:
161.16
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:

form

crystalline

color

orange

mp

180 °C (dec.) (lit.)

SMILES string

Cc1ccc2NC(=O)C(=O)c2c1

InChI

1S/C9H7NO2/c1-5-2-3-7-6(4-5)8(11)9(12)10-7/h2-4H,1H3,(H,10,11,12)

InChI key

VAJCSPZKMVQIAP-UHFFFAOYSA-N

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Application

Reactant for preparation of:
  • Antimycobacterial agents
  • Promoters of central nervous system (CNS) depression in mice
  • Inhibitors of TAK1 kinase
  • Anti-human immunodeficiency virus (HIV) agent
  • Potent herpes simplex virus (HSV) inhibitors
  • Antimicrobial agents
  • IKKβ inhibitors
  • Potential drug to combat human immunodeficiency virus-tuberculosis (HIV-TB) coinfection
  • Cyclooxygenase 1/2 (COX-1/2) and 5-lipoxygenase (5-LOX) inhibitors
  • Antibacterial and anticancer agents

Storage Class

13 - Non Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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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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