Indoline
2,3-DIHYDROINDOLE · Dihydroindole · 2,3-DIHYDRO-1H-INDOLE · 1H-Indole, 2,3-dihydro- · IDN · NDOLINE · INDOLINE · 1-Azaindan
Identifiers & Physical Properties
| CAS No. | 496-15-1 |
|---|---|
| Molecular formula | C8H9N |
| Average molar mass | 119.16 g/mol |
| Monoisotopic mass | 119.07349929 g/mol |
| SMILES | c1ccc2c(c1)CCN2 |
| InChIKey | LPAGFVYQRIESJQ-UHFFFAOYSA-N |
| PubChem CID | 10328 |
| ChEMBL | CHEMBL388803 |
| ChEBI | CHEBI:43295 |
| EC No. | 207-816-8 |
| DTXSID | DTXSID9052133 |
Chemical & Physical Properties
| XLogP | 1.9 |
|---|---|
| Topological polar surface area | 12 |
| Hydrogen bond donors | 1 |
| Hydrogen bond acceptors | 1 |
| Rotatable bonds | 0 |
| Heavy atoms | 9 |
| Formal charge | 0 |
| Complexity | 101 |
| Chemical classes | Nitrogen Compounds -> IndolesDye |
| SpringerMaterials Properties | 15N nuclear magnetic resonance spectrum |
| Physical Description | Brown liquid[Alfa Aesar MSDS] |
| Collision Cross Section | 120.8 Ų [M+H]+ [CCS Type: DTBuffer gas: N2Ionization: APCI+Dataset: TOXCASTSource Identifier: DTXSID9052133] |
| Melting point | -21 °C |
| Boiling point | 220-221 °C (lit.) |
| Density | 1.063 g/mL at 25 °C (lit.) |
| Refractive index | n20/D 1.592(lit.) |
| Flash point | 199 °F |
| Storage conditions | Keep in dark place,Sealed in dry,Room Temperature |
| Solubility | 5g/llnsoluble in water, soluble in alcohol and oils. Poorly soluble in Propylene glycol.5 g/L (20 ºC) |
| pKa (acidity coefficient) | 5.20±0.20(Predicted) |
| Physical state | liquid (clear) |
| Color | clear dark brown |
| Odor | a mild, delicate, but extremely tenacious floral odor |
| Sensitivity | Light Sensitive |
| BRN | 111915 |
| InChI | 1S/C8H9N/c1-2-4-8-7(3-1)5-6-9-8/h1-4,9H,5-6H2 |
| InChIKey | LPAGFVYQRIESJQ-UHFFFAOYSA-N |
| SMILES | C1Cc2ccccc2N1 |
| CAS DataBase Reference | 496-15-1(CAS DataBase Reference) |
| EWG's Food Scores | 1 |
| FDA UNII | 6DPT9AB2NK |
| NIST Chemistry Reference | 1H-Indole, 2,3-dihydro-(496-15-1) |
| EPA Substance Registry System | 1H-Indole, 2,3-dihydro- (496-15-1) |
| UNSPSC Code | 12352100 |
| NACRES | NA.22 |
| GHS pictogram | GHS07 |
| Signal word | Warning |
| GHS hazard statements | H227-H302-H315-H319-H335 |
| GHS precautionary statements | P210e-P261-P280a-P305+P351+P338-P405-P501a |
| Hazard symbols | Xi |
| Risk statements (R) | 36/37/38 |
| Safety statements (S) | 23-24/25-37/39-26 |
| Water hazard class (WGK) | 3 |
| RTECS number | NL6906300 |
| Hazard Note | Irritant |
| TSCA inventory status | TSCA listed |
| Customs code | 29339990 |
| Storage class | 10 - Combustible liquids |
Safety & Regulations
| GHS classification | This chemical does not meet GHS hazard criteria for 18.2% (2 of 11) of reports.WarningH302 (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. |
|---|---|
| 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 summary | A skin and strong eye irritantToxic by ingestion[Alfa Aesar MSDS] See Indole. |
| Hazard Classes and Categories | Acute Tox. 4 (54.5%) |
| Water hazard class (WGK) | 3 |
| TSCA inventory status | TSCA listed |
| RTECS number | NL6906300 |
| Customs code | 29339990 |
| Risk statements (R) | 36/37/38 |
| Signal word | Warning |
| GHS pictogram | GHS07 |
| Hazard symbols | Xi |
| hazard_note | Irritant |
| Safety statements (S) | 23-24/25-37/39-26 |
| Storage class | 10 - Combustible liquids |
| GHS hazard statements | H227-H302-H315-H319-H335 |
| GHS precautionary statements | P210e-P261-P280a-P305+P351+P338-P405-P501a |
Applications & Uses
Uses
Indole 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.
Uses
Reactant 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
Uses
As an indole derivative, Indoline can be used in the preparation of various medicinal compounds such as potential α1-adrenoceptor (α1-AR) antagonists.