222429
5-Methylisatin
95%
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:
NACRES:
NA.22
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Quality Level
Assay
95%
form
solid
mp
180 °C (dec.) (lit.)
solubility
methanol: soluble 25 mg/mL, clear to slightly hazy, orange to red
functional group
ketone
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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General description
5-Methylisatin is an inhibitor of atrial natriuretic peptide (ANP) receptor coupled with guanylyl cyclase (GC)[1].
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)[2].
dione) in body fluids by capillary column gas chromatography-mass spectrometry (GC—MS)[2].
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
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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
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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