Basic information
- CAS
2058-74-4- Standard SMILES
CN1C(=O)C(=O)c2ccccc21- InChIKey
VCYBVWFTGAZHGH-UHFFFAOYSA-N- Molecular formula
- C9H7NO2
- Average molar mass
- 161.16 g/mol
- Monoisotopic mass
- 161.04767847
Overview
structure given in first source
Names & identifiers
- Preferred name
- 1-Methylisatin
- IUPAC
- 1-methylindole-2,3-dione
- English name
- N-Methylisatin
- Molecular formula
- C9H7NO2
- Molecular weight
- 161.16
Names & synonyms
1-MethylisatinN-Methylisatin2058-74-41H-Indole-2,3-dione, 1-methyl-1-Methyl-indole-2,3-dioneINDOLE-2,3-DIONE, 1-METHYL-CNV9DH4SXQNSC-42449DTXSID80174591RefChem:830729DTXCID5097082218-164-9
Show more names
187287AKOS BC-1698N-Methylsatin1 METHYLISATINE
1-methylindoline-2,3-dione1-Methyl-1H-indole-2,3-dione1-methylindole-2,3-dioneOL-57MFCD000058121-methyl-2,3-dihydro-1H-indole-2,3-dioneN-Methylindoline-2,3-dioneNSC 42449
Database identifiers
- CAS
2058-74-4- PubChem CID
- 16358
- DTXSID
DTXSID80174591- ChEMBL
CHEMBL60569- UNII
- CNV9DH4SXQ
- EC Number
- 218-164-9
- Nikkaji
- J7.314H
Properties
Computed structural properties
- XLogP
- 0.6
- Topological polar surface area
- 37.4 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 2
- Rotatable bonds
- 0
- Heavy atoms
- 12
- Formal charge
- 0
- Complexity
- 237
Experimental & physicochemical properties
LogP0.63
Physicochemical properties
- Melting point
- 130 · 130-133 °C (lit.)
- Boiling point
- 287.44 °C · 287.44°C (rough estimate)
- Density
- 1.314 · 1.314
- refractive index
- 1.505 · 1.5050 (estimate)
- storage temp.
- Keep in dark place,Inert atmosphere,Room temperature
- pka
- -2.41 · -2.41±0.20(Predicted)
- form
- Crystalline Powder
- color
- Orange to brownish
- Water Solubility
- Insoluble in water.
- λmax
- 427 nm · 427nm(CH2Cl2)(lit.)
- BRN
- 128280 · 128280
- InChI
- InChI=1S/C9H7NO2/c1-10-7-5-3-2-4-6(7)8(11)9(10)12/h2-5H,1H3
- InChIKey
- VCYBVWFTGAZHGH-UHFFFAOYSA-N
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Danger
H301 (87.2%): Toxic if swallowed [Danger Acute toxicity, oral]
P261, P264, P264+P265, P270, P271, P280, P301+P316, P302+P352, P304+P340, P305+P351+P338, P305+P354+P338, P317, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 47 reports by companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Hazard Classes and CategoriesAcute Tox. 3 (87.2%)
Safety data
- PPE
- Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges
- wgk
- 3
- rtecs
- NL7939000
- ridadr
- UN 2811 6.1/PG 3
- hs_code
- 29337900
- Toxicity
- mouse,LD50,intraperitoneal,685mg/kg (685mg/kg),LUNGS, THORAX, OR RESPIRATION: RESPIRATORY STIMULATION,Pharmaceutical Chemistry Journal Vol. 15, Pg. 858, 1981.
- risk_code
- 25-37/38-41
- Signal word
- Danger
- Symbol(GHS)
- GHS05,GHS06
- hazard_code
- T
- safety_code
- 26-39-45
- hazard_class
- IRRITANT
- Storage Class
- 6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects
Chemistry & industry
Applications
Uses1-Methylisatin is used as a reactant for stereoselective preparation of spirobicyclic and bis-spirotricyclic pyrazolidinones, for regioselective preparation of spirocyclic oxindole-butenolides, for synthesis of spiro-oxindoles, for preparation of unsymmetrical oxindoles, for stereoselective preparation of hydroxyloxindoles via Morita-Baylis-Hillman reaction, for preparation of pyridinecarboxylic acid [(oxo)indolylidene)hydrazide derivatives (Schiff base hydrazides) as antibacterial agents.
UsesReactant for stereoselective preparation of spirobicyclic and bis-spirotricyclic pyrazolidinonesReactant for regioselective preparation of spirocyclic oxindole-butenolidesReactant for synthesis of spiro-oxindolesReactant for preparation of unsymmetrical oxindolesReactant for stereoselective preparation of hydroxyloxindoles via Morita-Baylis-Hillman reactionReactant for preparation of pyridinecarboxylic acid [(oxo)indolylidene)hydrazide derivatives (Schiff base hydrazides) as antibacterial agents
General DescriptionThe interaction between 1-methylisatin and human adult haemoglobin was studied using the circular dichroism (CD) spectroscopic, anisotropy and FTIR investigations.
Upstream & downstream products
Upstream raw materials
Related reactions
3 records
Compound notes
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