Indoline
Basic information
- CAS
496-15-1- Standard SMILES
c1ccc2c(c1)CCN2- InChIKey
LPAGFVYQRIESJQ-UHFFFAOYSA-N- Molecular formula
- C8H9N
- Average molar mass
- 119.16 g/mol
- Monoisotopic mass
- 119.07349929
Overview
Indoline is a member of indoles.
Names & identifiers
- Preferred name
- Indoline
- IUPAC
- 2,3-dihydro-1H-indole
- English name
- Indoline
- Molecular formula
- C8H9N
- Molecular weight
- 119.16
Names & synonyms
Indoline496-15-12,3-Dihydro-1H-indole2,3-DIHYDROINDOLE1H-Indole, 2,3-dihydro-6DPT9AB2NKCHEBI:43295DTXSID9052133RefChem:790979DTXCID4030702207-816-81-Azaindan
Show more names
IDNNDOLINE1H-IndolineIndoline>
DihydroindoleAzaindane1H-Indole, dihydro-30922-25-9MFCD00005705aza-indaneindoline-Indoline, 19
Database identifiers
- CAS
496-15-1- PubChem CID
- 10328
- DTXSID
DTXSID9052133- ChEMBL
CHEMBL388803- ChEBI
CHEBI:43295- UNII
- 6DPT9AB2NK
- EC Number
- 207-816-8
- Nikkaji
- J40.156K
Properties
Computed structural properties
- XLogP
- 1.9
- Topological polar surface area
- 12 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 1
- Rotatable bonds
- 0
- Heavy atoms
- 9
- Formal charge
- 0
- Complexity
- 101
Experimental & physicochemical properties
Chemical Classes
Nitrogen Compounds -> Indoles
Dye
SpringerMaterials Properties15N nuclear magnetic resonance spectrum
Physical DescriptionBrown liquid; [Alfa Aesar MSDS]
Collision Cross Section120.8 Ų [M+H]+ [CCS Type: DT; Buffer gas: N2; Ionization: APCI+; Dataset: TOXCAST; Source Identifier: DTXSID9052133]
Physicochemical properties
- Melting point
- -21 °C · -21 °C
- Boiling point
- 220 · 220-221 °C (lit.)
- Density
- 1.063 g/mL · 1.063 g/mL at 25 °C (lit.)
- refractive index
- 20 · n20/D 1.592(lit.)
- Flash point
- 199 °F · 199 °F
- storage temp.
- Keep in dark place,Sealed in dry,Room Temperature
- solubility
- 5 g/l; · 5g/l; lnsoluble in water, soluble in alcohol and oils. Poorly soluble in Propylene glycol.
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
This chemical does not meet GHS hazard criteria for 18.2% (2 of 11) of reports.
Warning
H302 (54.5%): Harmful if swallowed [Warning Acute toxicity, oral]
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)
Aggregated GHS information provided per 11 reports by companies from 7 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Regulatory Information
Chemical: 1H-Indole, 2,3-dihydro-
1H-Indole, 2,3-dihydro-: Does not have an individual approval but may be used under an appropriate group standard
Hazards SummaryA skin and strong eye irritant; Toxic by ingestion; [Alfa Aesar MSDS] See Indole.
Hazard Classes and CategoriesAcute Tox. 4 (54.5%)
Safety data
- wgk
- 3
- tsca
- TSCA listed
- rtecs
- NL6906300
- hs_code
- 29339990
- risk_code
- 36/37/38
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xi
- hazard_note
- Irritant
Chemistry & industry
Uses & manufacturing
General Manufacturing Information1H-Indole, 2,3-dihydro-: ACTIVE
Applications
UsesIndole is used in perfumery and in preparing tryptophan, one of the 20 amino acids commonly found in animal proteins. It has important application in the industry of plant growth. It is used to prepare indoleacetic acid (auxin) and other plant growth substances which help the development of roots in plant. Indole and its derivatives are widely used in making perfumes, dyes, agrochemicals and medicines.
UsesReactant for preparation of:Inhibitors of NOD1-Induced Nuclear Factor-κB ActivationSphingosine-1-phosphate 4(S1P4) receptor antagonistsCytotoxic cell cycle inhibitors2-AminopyridinesPET agent for imaging of protein kinase C (PKC)Sodium-dependent glucose co-transporter 2 (SGLT2) inhibitors for the management of hyperglycemia in diabetesα4β2-Nicotinic acetylcholine receptor-selective partial agonistsmGlu4 positive allosteric modulatorsBacterial biofilm inhibitorsSerotonin 5-HT6 receptor antagonists
UsesAs an indole derivative, Indoline can be used in the preparation of various medicinal compounds such as potential α1-adrenoceptor (α1-AR) antagonists.
Upstream & downstream products
Upstream raw materials
Downstream products
Related reactions
404 records
Compound notes
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