[CAS NO. 91-56-5] Isatin
PRODUCTS SPECIFICATIONS [91-56-5]
DESCRIPTION [91-56-5]
Overview
| MDL | MFCD00005718 |
|---|---|
| Molecular Weight | 147.13 |
| Molecular Formula | C8H5NO2 |
| SMILES | O=C1NC2=C(C=CC=C2)C1=O |
Summary
Isatin (Indoline-2,3-dione) is a potent inhibitor of monoamine oxidase (MAO) with an IC 50 of 3 μM. Also binds to central benzodiazepine receptors (IC 50 against clonazepam, 123 μM) [1] . Also acts as an antagonist of both atrial natriuretic peptide stimulated and nitric oxide-stimulated guanylate cyclase activity [2] . Shows effect on the serotonergic system [3] .
IC50 & Target
IC50: 3 μM (MAO B) [1]
In Vitro
In dopaminergic SH-SY5Y cells isatin (1-400 μM) induces cell death in dose- and time dependent manner. This death occurred as a continuum of survival, apoptosis and necrosis [2] .
MCE has not independently confirmed the accuracy of these methods. They are for reference only.
In Vivo
A single dose of isatin (80 mg/kg) has a rapid effect on the serotonergic system in the hypothalamus. Isatin significantly increases 5-HT concentrations in the hypothalamus and cortex but did not significantly alter 5-HIAA concentrations [3] .
MCE has not independently confirmed the accuracy of these methods. They are for reference only.
Appearance
Solid
Source
Shipping
Room temperature in continental US; may vary elsewhere.
Storage
| Powder | -20°C | 3 years |
|---|---|---|
| 4°C | 2 years | |
| In solvent | -80°C | 6 months |
| -20°C | 1 month |
Solvent & Solubility
DMSO : 110 mg/mL ( 747.64 mM ; Need ultrasonic)
H 2 O : < 0.1 mg/mL (insoluble)
Stock Solutions
| Concentration Solvent Mass | 1 mg | 5 mg | 10 mg |
|---|
| 1 mM | 6.7967 mL | 33.9836 mL | 67.9671 mL |
| 5 mM | 1.3593 mL | 6.7967 mL | 13.5934 mL |
| 10 mM | 0.6797 mL | 3.3984 mL | 6.7967 mL |
-
1.
Add each solvent one by one: 10% DMSO >> 90% (20% SBE-β-CD in saline)
Solubility: ≥ 2.75 mg/mL (18.69 mM); Clear solution
References
- [1] Glover V, et al. Isatin: Identity with the Purified Endogenous Monoamine Oxidase Inhibitor Tribulin. Journal of Neurochemistry, 51(2), 656–659.
- [2] Igosheva N, et al. Isatin, an endogenous monoamine oxidase inhibitor, triggers a dose- and time-dependent switch from apoptosis to necrosis in human neuroblastoma cells. Neurochem Int. 2005 Aug;47(3):216-24.
- [3] McIntyre IM, et al. Serotonergic effects of isatin: an endogenous MAO inhibitor related to tribulin. J Neural Transm Gen Sect. 1990;79(1-2):35-40.
Synonyms
