5-Methoxyisatin

HCID 38333

Notes Reactions

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Basic information

CAS: 39755-95-8
Standard SMILES: COc1ccc2c(c1)C(=O)C(=O)N2
InChIKey: DMHGXMPXHPOXBF-UHFFFAOYSA-N
Molecular formula: C9H7NO3
Average molar mass: 177.16 g/mol
Monoisotopic mass: 177.04259308

Overview

5-Methoxyisatin is a member of indoles. It has a role as an anticoronaviral agent.

Names & identifiers

Preferred name: 5-Methoxyisatin
IUPAC: 5-methoxy-1H-indole-2,3-dione
English name: 5-Methoxyisatin
Molecular formula: C9H7NO3
Molecular weight: 177.16

Names & synonyms

5-Methoxyisatin39755-95-85-Methoxy-1H-indole-2,3-dione5-methoxyindoline-2,3-dione1H-Indole-2,3-dione, 5-methoxy-5-Methoxy-indole-2,3-dioneINDOLE-2,3-DIONE, 5-METHOXY-5-Methoxyindole-2,3-dioneC7GA9U9TN1NSC 88052BRN 0139520DTXSID00192838

Show more names

AKOS AU36-M1225-Methoxy-isotin5-Methoxyisatine5-Methoxyisatin>5-Methoxyisatin,98%5-methoxy-indole-3-dione5-METHOXY-2,3-INDOLINEDIONE5-methoxy-1h-indole-3-dione

NSC-88052ISATIN, 5-METHOXY-5-21-13-00116 (Beilstein Handbook Reference)RefChem:536733DTXCID401153291H-Indole-2,3-dione, 5-methoxy-(9CI)670-372-25-Methoxy-2,3-Dihydro-1H-Indole-2,3-Dione

Database identifiers

CAS: 39755-95-8
PubChem CID: 38333
DTXSID: DTXSID00192838
ChEMBL: CHEMBL222660
ChEBI: CHEBI:149863
UNII: C7GA9U9TN1
EC Number: 670-372-2
Nikkaji: J64.783G

Properties

Computed structural properties

XLogP: 0.6
Topological polar surface area: 55.4 Å²
Hydrogen bond donors: 1
Hydrogen bond acceptors: 3
Rotatable bonds: 1
Heavy atoms: 13
Formal charge: 0
Complexity: 251

Physicochemical properties

Melting point: 201 · 201-203°C
Density: 1.346 · 1.346±0.06 g/cm3(Predicted)
storage temp.: Sealed in dry,Room Temperature
form: powder to crystal
pka: 9.73 · 9.73±0.20(Predicted)
color: Orange to Amber to Dark red
Water Solubility: Soluble in cold water.
InChI: InChI=1S/C9H7NO3/c1-13-5-2-3-7-6(4-5)8(11)9(12)10-7/h2-4H,1H3,(H,10,11,12)
InChIKey: DMHGXMPXHPOXBF-UHFFFAOYSA-N
SMILES: N1C2=C(C=C(OC)C=C2)C(=O)C1=O
CAS DataBase Reference: 39755 · 39755-95-8(CAS DataBase Reference)
EWG's Food Scores: 1 · 1
FDA UNII: 7 GA9U9TN1 · C7GA9U9TN1
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 315 · H315-H319-H335
Precautionary statements: 261 · P261-P280a-P304+P340-P305+P351+P338-P405-P501a
Hazard Codes: Xi
Risk Statements: 36 · 36/37/38
Safety Statements: 26 · 26-36/37/39
RTECS: 7938000 · NL7938000
HazardClass: IRRITANT
HS Code: 29339900 · 29339900

Safety & regulation

GHS classification

GHS Classification · 4 items

Warning

H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]

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

Aggregated GHS information provided per 7 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Hazard Classes and CategoriesSkin Irrit. 2 (100%)

Safety data

rtecs: NL7938000
hs_code: 29339900
risk_code: 36/37/38
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: Xi
safety_code: 26-36/37/39
hazard_class: IRRITANT
Hazard statements: H315-H319-H335
Precautionary statements: P261-P280a-P304+P340-P305+P351+P338-P405-P501a

Chemistry & industry

Applications

Uses5-Methoxyisatin is used for Pharmaceutical intermediates, a raw material used in chemical synthesis.

Preparation methods · 1 item

PreparationUsing water as solvent, 5-methoxyaniline reacted with chloral hydrate and hydroxylamine hydrochloride at 90 ℃ for 3.5h to obtain p-methoxyisonitrosoacetanilide in 95% yield. After hydrolysis, 5-methoxyisatin was obtained in 88% yield by cyclization at 92℃ with concentrated H2SO4 (75%).