CAS Number91-56-5
SynonymsIndolequinone; EINECS 202-077-8; MFCD00005718; indole-2,3-dione; indoline-2,3-dione; Indoquinone; 2,3-Dioxoindoline; 2,3-Dioxo-2,3-dihydroindole; 2,3-Indolinedione; 2,3-INDOLEDIONE; 3-hydroxy-2-oxoindole; ISATIC ANHYDRIDE; Isotin; 2,3-Diketoindoline; 2-methopropan-1-ol; 3-Hydroxy-2H-indol-2-one; Isatin; 2,3-KETOINDOLINE; 5-21-10-00221 (Beilstein Handbook Reference); 2,3-dihydro-1H-indol-2,3-dione
Molecular FormulaC8H5NO2
Molecular Weight147.13
Purity97%
Density1.4±0.1 g/cm3
Boiling Point360.3±52.0 °C at 760 mmHg
Melting Point193-195 °C (dec.) (lit.)
Appearancepowder
EINECS202-077-8
Symbol
Signal WordWarning
| Chemical & Physical Properties | |
|---|---|
| CAS Number | 91-56-5 |
| Catalog No. | 2A-9014659 |
| Chinese Name | 靛红 |
| Synonyms | Indolequinone; EINECS 202-077-8; MFCD00005718; indole-2,3-dione; indoline-2,3-dione; Indoquinone; 2,3-Dioxoindoline; 2,3-Dioxo-2,3-dihydroindole; 2,3-Indolinedione; 2,3-INDOLEDIONE; 3-hydroxy-2-oxoindole; ISATIC ANHYDRIDE; Isotin; 2,3-Diketoindoline; 2-methopropan-1-ol; 3-Hydroxy-2H-indol-2-one; Isatin; 2,3-KETOINDOLINE; 5-21-10-00221 (Beilstein Handbook Reference); 2,3-dihydro-1H-indol-2,3-dione |
| Molecular Formula | C8H5NO2 |
| Molecular Weight | 147.13 |
| Purity | 97 |
| Density | 1.4±0.1 g/cm3 |
| Boiling Point | 360.3±52.0 °C at 760 mmHg |
| Melting Point | 193-195 °C (dec.) (lit.) |
| Appearance | powder |
| Water Solubility | Water solubility: slightly soluble; soluble in: et |
| Storage Condition | Should be sealed and stored in a cool place. |
| Packaging | III |
| Application | Isatin (Indoline-2,3-dione) is a potent inhibitor of monoamine oxidase (MAO) with an IC50 of 3 μM. Also binds to central benzodiazepine receptors (IC50 against clonazepam=123 μM)[1]. Also acts as an a |
| EINECS | 202-077-8 |
| HTC | 2933990090 |
| PubChem ID | 24847187 |
| MDL Number | MFCD00005718 |
| SMILES | O=C1Nc2ccccc2C1=O |
| InChI | 1S/C8H5NO2/c10-7-5-3-1-2-4-6(5)9-8(7)11/h1-4H,(H,9,10,11) |
| InChI Key | JXDYKVIHCLTXOP-UHFFFAOYSA-N |
| Beilstein/REAXYS | 383659 |
| NACRES Code | NA.22 |
| UNSPSC | 12352100 |
| Hazard Symbols | 6.1(b) |
| MSDS | msds/14659_1_91_56_5.pdf |
| Bioactivity | Isatin (Indoline-2,3-dione) is a potent inhibitor of monoamine oxidase (MAO) with an IC50 of 3 μM. Also binds to central benzodiazepine receptors (IC50 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]. Related Catalog Signaling Pathways >> Neuronal Signaling >> Monoamine Oxidase Natural Products >> Alkaloid Research Areas >> Cancer Research Areas >> Cardiovascular Disease Research Areas >> Neurological Disease 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]. 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]. 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. Chemical & Physical Properties Density 1.4±0.1 g/cm3 Boiling Point 360.3±52.0 °C at 760 mmHg Melting Point 193-195 °C (dec.)(lit.) Molecular Formula C8H5NO2 Molecular Weight 147.131 Flash Point 171.7±30.7 °C Exact Mass 147.032028 PSA 46.17000 LogP -0.17 Vapour Pressure 0.0±1.8 mmHg at 25°C Index of Refraction 1.679 InChIKey JXDYKVIHCLTXOP-UHFFFAOYSA-N SMILES O=C1Nc2ccccc2C1=O Storage condition Store at RT. |
| Use of | Isatin (Indoline-2,3-dione) is a potent inhibitor of monoamine oxidase (MAO) with an IC50 of 3 μM. Also binds to central benzodiazepine receptors (IC50 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]. Properties Articles78 Name isatin Synonym More Synonyms isatin Biological Activity Description Isatin (Indoline-2,3-dione) is a potent inhibitor of monoamine oxidase (MAO) with an IC50 of 3 μM. Also binds to central benzodiazepine receptors (IC50 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]. Related Catalog Signaling Pathways >> Neuronal Signaling >> Monoamine Oxidase Natural Products >> Alkaloid Research Areas >> Cancer Research Areas >> Cardiovascular Disease Research Areas >> Neurological Disease 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]. 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. Chemical & Physical Properties Molecular Formula C8H5NO2 Exact Mass 147.032028 PSA 46.17000 LogP -0.17 Index of Refraction 1.679 InChIKey JXDYKVIHCLTXOP-UHFFFAOYSA-N Storage condition Store at RT. |
| Tax Rebate | 13.0% |
| Supervision | None. MFN tariff: 6.5%. Ordinary tariff: 20.0% |
| Transport Info | Shipping Name: UN |
| MSDS Transport Info | Module 14. Shipping information 14.1 UN dangerous goods number European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.2 United Nations shipping name European Land Transport Dangerous Regulations: Non-dangerous goods IMDG Code: Non-dangerous goods International air transport dangerous goods regulations: non-dangerous goods 14.3 Transport hazard categories European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.4 Package group European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.5 Environmental hazards European Land Transport Danger Regulations: No International Maritime Danger Regulations International Air Transport Danger Regulations: No Marine pollutants (yes/no): No 14.6 Special reminder to users No data available |
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