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Sigma-Aldrich

5-Methylisatin

95%

Sinonimo/i:

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

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About This Item

Formula empirica (notazione di Hill):
C9H7NO2
Numero CAS:
608-05-9
Peso molecolare:
161.16
Numero CE:
210-152-1
Numero MDL:
MFCD00005721
Codice UNSPSC:
12352100
ID PubChem:
24853331
NACRES:
NA.22

Saggio

95%

Forma fisica

solid

Punto di fusione

180 °C (dec.) (lit.)

Solubilità

methanol: soluble 25 mg/mL, clear to slightly hazy, orange to red

Stringa SMILE

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)
VAJCSPZKMVQIAP-UHFFFAOYSA-N

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Descrizione generale

5-Methylisatin is an inhibitor of atrial natriuretic peptide (ANP) receptor coupled with guanylyl cyclase (GC).

Applicazioni

5-Methylisatin was used as an internal standard during the determination of isatin (indole-2, 3-
dione) in body fluids by capillary column gas chromatography-mass spectrometry (GC—MS).
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

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

Eyeshields, Gloves, type N95 (US)

Certificati d'analisi (COA)

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Sigma-Aldrich

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Sigma-Aldrich

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A E Medvedev et al.
Biochemical pharmacology, 57(8), 913-915 (1999-03-23)
Isatin is an endogenous indole and an inhibitor of atrial natriuretic peptide (ANP) receptors coupled with particulate guanylyl cyclase (GC). In this study, several isatin analogues were tested as inhibitors of ANP-stimulated GC in rat brain and heart membranes. None
M Dorneanu et al.
Revista medico-chirurgicala a Societatii de Medici si Naturalisti din Iasi, 100(1-2), 167-171 (1996-01-01)
This paper presents the synthesis of six hydrazones obtained by treating 5-methyl-isatin or 1-morpholino methyl-5-methyl-isatin with 3-(R-phenyl)-6-hydrazino-pyridazine (R = OCH3, Cl, Br) and two complex combination with copper, derived from 3-(p-anisyl-pyridazinyl)-hydrazone-5-methyl-indoline-2- one. The structure of the new compounds was confirmed
Yong Wang et al.
Bioorganic chemistry, 97, 103710-103710 (2020-03-09)
Moenomycin A, the well-known natural product inhibitor of peptidoglycan glycosyltransferase (PGT), is a large amphiphilic molecule of molecular mass of 1583 g/mol and its bioavailablity as a drug is relatively poor. In searching for small-molecule ligands with high inhibition ability targeting
J M Halket et al.
Journal of chromatography, 562(1-2), 279-287 (1991-01-02)
A simple procedure based upon capillary column gas chromatography-mass spectrometry (GC-MS) is described for the detection and determination of isatin (indole-2,3-dione) in body fluids and tissues. After addition of 5-methylisatin as internal standard to urine or tissue homogenates, organic extracts

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