5-Cyanoindole
Synonym(s):5-Cyanoindole
- CAS NO.:15861-24-2
- Empirical Formula: C9H6N2
- Molecular Weight: 142.16
- MDL number: MFCD00005669
- EINECS: 239-986-4
- SAFETY DATA SHEET (SDS)
- Update Date: 2023-04-23 13:52:06
What is 5-Cyanoindole?
Chemical properties
Off-White Crystalline Powder
The Uses of 5-Cyanoindole
• ;Reactant for parallel synthesis of dihydroisoquinolines via silver and L-proline co-catalyzed three-component coupling reaction1• ;Reactant for chemoselective and regioselective preparation of benzoyl indoles2• ;Reactant for preparation of novel PPARα/γ dual agonists for potential treatment of metabolic syndrome and IDDM3• ;Reactant for preparation of 4,5-dihydrocyclopenta[c]quinolines by palladium-catalyzed ring-expansion reaction alkynes, using O2 as the oxidant4• ;Reactant for preparation of vinylindoles by hydroarylation of alkynes using indium bromi
The Uses of 5-Cyanoindole
Inhibitor of enzyme.
The Uses of 5-Cyanoindole
Reactant used for parallel synthesis of dihydroisoquinolines via silver and L-proline co-catalyzed three-component coupling reaction, preparation of novel PPARα/γ dual agonists for potential treatment of metabolic syndrome and IDDM, chemo selective and regioselective preparation of benzoyl indoles, 4,5-dihydrocyclopenta[c]quinolines by palladium-catalyzed ring-expansion reaction alkynes, using O2 as the oxidant and vinylindoles by hydroarylation of alkynes using indium bromide catalyst.
What are the applications of Application
5-Cyanoindole is an enzyme inhibitor
Purification Methods
Dissolve the nitrile in 95% EtOH, boil it in the presence of charcoal, filter, evaporate to a small volume and add enough H2O to cause crystallisation and cool. Recrystallise it directly from aqueous EtOH and dry it in a vacuum. UV has at max 276 nm (log 3.6) in MeOH. [Lindwall & Mantell J Org Chem 18 345 1953, 20 1458 1955, Thesing at al. Chem Ber 95 2205 1962, NMR: Lallemend & Bernath Bull Soc Chim Fr 4091 1970, Beilstein 22/3 V 45.]
Properties of 5-Cyanoindole
Melting point: | 106-108 °C(lit.) |
Boiling point: | 249.72°C (rough estimate) |
Density | 1.1777 (rough estimate) |
refractive index | 1.6211 (estimate) |
storage temp. | Keep in dark place,Inert atmosphere,Room temperature |
solubility | Chloroform, Hexane, Methanol |
pka | 15.62±0.30(Predicted) |
form | Crystalline Powder |
color | White to slightly yellow |
Water Solubility | Soluble in chloroform, hexane and methanol. Insoluble in water. |
Sensitive | Air & Light Sensitive |
BRN | 116738 |
CAS DataBase Reference | 15861-24-2(CAS DataBase Reference) |
Safety information for 5-Cyanoindole
Signal word | Warning |
Pictogram(s) |
Exclamation Mark Irritant GHS07 |
GHS Hazard Statements |
H302:Acute toxicity,oral H315:Skin corrosion/irritation H319:Serious eye damage/eye irritation H335:Specific target organ toxicity, single exposure;Respiratory tract irritation |
Precautionary Statement Codes |
P261:Avoid breathing dust/fume/gas/mist/vapours/spray. P264:Wash hands thoroughly after handling. P264:Wash skin thouroughly after handling. P270:Do not eat, drink or smoke when using this product. P271:Use only outdoors or in a well-ventilated area. P280:Wear protective gloves/protective clothing/eye protection/face protection. P304+P340:IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing. P405:Store locked up. P501:Dispose of contents/container to..… |
Computed Descriptors for 5-Cyanoindole
InChIKey | YHYLDEVWYOFIJK-UHFFFAOYSA-N |
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