Skip to Content
Merck
All Photos(1)

Documents

222429

Sigma-Aldrich

5-Methylisatin

95%

Synonym(s):

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

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

About This Item

Empirical Formula (Hill Notation):
C9H7NO2
CAS Number:
608-05-9
Molecular Weight:
161.16
EC Number:
210-152-1
MDL number:
MFCD00005721
UNSPSC Code:
12352100
PubChem Substance ID:
24853331
NACRES:
NA.22

Assay

95%

form

solid

mp

180 °C (dec.) (lit.)

solubility

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

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

Looking for similar products? Visit Product Comparison Guide

Related Categories

General description

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

Application

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

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

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

Visit the Document Library

Customers Also Viewed

Slide 1 of 3

1 of 3

7-METHYLISATIN AldrichCPR

S639125

7-METHYLISATIN

7-Bromoisatin 96%

Sigma-Aldrich

679127

7-Bromoisatin

7-Fluoroisatin 96%

Sigma-Aldrich

679119

7-Fluoroisatin

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

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