Dioxindole

HCID 6097

Notes Reactions

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Basic information

CAS: 61-71-2
Standard SMILES: O=C1Nc2ccccc2C1O
InChIKey: SGZFJWQQBHYNNF-UHFFFAOYSA-N
Molecular formula: C8H7NO2
Average molar mass: 149.15 g/mol
Monoisotopic mass: 149.04767847

Names & identifiers

Preferred name: Dioxindole
IUPAC: 3-hydroxy-1,3-dihydroindol-2-one
English name: 3-Iodophenyl acetate
Molecular formula: C8H7NO2
Molecular weight: 149.15

Names & synonyms

3-hydroxyindolin-2-oneDioxindole61-71-23-Hydroxy-2-oxoindole1,3-Dihydro-3-hydroxy-2H-indol-2-one3-hydroxy-1,3-dihydro-2H-indol-2-oneCHEBI:28536DTXSID801018937RefChem:502559DTXCID9014769503-hydroxyoxindole3-hydroxy-2,3-dihydro-1H-indol-2-one

Show more names

dioxindolo-Aminomandelic lactam3-Hydroxyindoline-2-one3-Hydroxy-1H-indole-2(3H)-one2,3-Dihydro-3-hydroxy-1H-indole-2-one

3-hydroxy-1,3-dihydroindol-2-one3-hydroxy-2-indolinoneCHEMBL21527172H-INDOL-2-ONE, 1,3-DIHYDRO-3-HYDROXY-NSC-263192-Indolinone, 3-hydroxy-Oxindole, 3-hydroxy-NSC 26319

Database identifiers

CAS: 61-71-2
PubChem CID: 6097
DTXSID: DTXSID801018937
ChEMBL: CHEMBL2152717
ChEBI: CHEBI:28536
UNII: NSL4M8FFA2
EC Number: 826-730-7
Nikkaji: J4.817H

Properties

Computed structural properties

XLogP: 0.2
Topological polar surface area: 49.3 Å²
Hydrogen bond donors: 2
Hydrogen bond acceptors: 2
Rotatable bonds: 0
Heavy atoms: 11
Formal charge: 0
Complexity: 181

Physicochemical properties

Melting point: 167 · 167-168 °C
Boiling point: 368.2 · 368.2±42.0 °C(Predicted)
Density: 1.38 · 1.380±0.06 g/cm3(Predicted)
pka: 12.35 · 12.35±0.20(Predicted)
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 335 · H335-H302-H319-H315
Precautionary statements: 264 · P264-P280-P302+P352-P321-P332+P313-P362-P264-P270-P301+P312-P330-P501-P264-P280-P305+P351+P338-P337+P313P

Safety & regulation

GHS classification

GHS Classification · 5 items

Warning

H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]；H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]；H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]；H335 (100%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.

Hazard information

Hazard Classes and CategoriesAcute Tox. 4 (100%)；Skin Irrit. 2 (100%)；Eye Irrit. 2A (100%)；STOT SE 3 (100%)

Safety data

Signal word: Warning
Symbol(GHS): GHS07
Hazard statements: H335-H302-H319-H315
Precautionary statements: P264-P280-P302+P352-P321-P332+P313-P362-P264-P270-P301+P312-P330-P501-P264-P280-P305+P351+P338-P337+P313P

Chemistry & industry

Pharmacology

MeSH Pharmacological Classification · 2 items

Drugs that inhibit cholinesterases. The neurotransmitter ACETYLCHOLINE is rapidly hydrolyzed, and thereby inactivated, by cholinesterases. When cholinesterases are inhibited, the action of endogenously released acetylcholine at cholinergic synapses is potentiated. Cholinesterase inhibitors are widely used clinically for their potentiation of cholinergic inputs to the gastrointestinal tract and urinary bladder, the eye, and skeletal muscles; they are also used for their effects on the heart and the central nervous system.

A chemically heterogeneous group of drugs that have in common the ability to block oxidative deamination of naturally occurring monoamines. (From Gilman, et al., Goodman and Gilman's The Pharmacological Basis of Therapeutics, 8th ed, p414)

Applications

Uses3-Hydroxy-2,3-dihydro-1H-indol-2-one is a useful reagent for the distereoselective preparation of spiro[furo[3,4-c]chromene-1,3''-indoline]triones.