5-CYANOINDOLE-3-CARBOXALDEHYDE
- Product Name
- 5-CYANOINDOLE-3-CARBOXALDEHYDE
- CAS No.
- 17380-18-6
- Chemical Name
- 5-CYANOINDOLE-3-CARBOXALDEHYDE
- Synonyms
- 3-Formyl-1H<;RARECHEM AH BS 0094;5-CYANOINDOLE-3-ALDEHYDE;3-Formyl-5-cyano-1H-indole;3-formylindole-5-carbonitrile;3-formyl-indole-5-carbonitril;5-CYANOINDOLE-3-CARBOXALDEHYDE;5-CYANOINDOLE-3-CARBOXYALDEHYDE;3-FORMYL-1H-INDOLE-5-CARBONITRILE;5-Cyano-1H-indole-3-carboxaldehyde
- CBNumber
- CB1350610
- Molecular Formula
- C10H6N2O
- Formula Weight
- 170.17
- MOL File
- 17380-18-6.mol
5-CYANOINDOLE-3-CARBOXALDEHYDE Property
- Melting point:
- 248-253 °C
- Boiling point:
- 429.6±25.0 °C(Predicted)
- Density
- 1.33±0.1 g/cm3(Predicted)
- storage temp.
- Keep in dark place,Sealed in dry,Room Temperature
- form
- Solid
- pka
- 14.12±0.30(Predicted)
- Appearance
- Brown to reddish brown Solid
- CAS DataBase Reference
- 17380-18-6(CAS DataBase Reference)
Safety
- Hazard Codes
- Xi,Xn
- Risk Statements
- 20/21/22-36/37/38-43
- Safety Statements
- 26-36/37
- WGK Germany
- 3
- Hazard Note
- Irritant
- HS Code
- 2933998090
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H317May cause an allergic skin reaction
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- 701327
- Product name
- 3-Formyl-1H-indole-5-carbonitrile
- Purity
- 97%
- Packaging
- 5g
- Price
- $129
- Updated
- 2023/06/20
- Product number
- 701327
- Product name
- 3-Formyl-1H-indole-5-carbonitrile
- Purity
- 97%
- Packaging
- 1g
- Price
- $96.6
- Updated
- 2022/05/15
- Product number
- B414218
- Product name
- 3-Formyl-1H-indole-5-carbonitrile
- Packaging
- 50mg
- Price
- $60
- Updated
- 2021/12/16
- Product number
- B414218
- Product name
- 3-Formyl-1H-indole-5-carbonitrile
- Packaging
- 10mg
- Price
- $45
- Updated
- 2021/12/16
- Product number
- FC52341
- Product name
- 5-Cyanoindole-3-carboxaldehyde
- Packaging
- 1g
- Price
- $76.9
- Updated
- 2021/12/16
5-CYANOINDOLE-3-CARBOXALDEHYDE Chemical Properties,Usage,Production
Uses
• ;Reactant for synthesis of tryptophan dioxygenase inhibitors as potential anticancer immunomodulators1• ;Reactant for enantioselective preparation of antifungal agents2• ;Reactant for synthesis of indole- and 7-azaindole-1,3-dicarboxamide hydroxyethylamine inhibitors of BACE-13• ;Reactant for preparation of indolyl alkenes from microwave-enhanced Knoevenagel condensation as antibacterial agents4• ;Reactant for preparation of indolecarboxamide derivatives as antitumor agents5• ;Reactant for synthesis of a selective serotonin reuptake inhibitor6
Uses
- Reactant for synthesis of tryptophan dioxygenase inhibitors as potential anticancer immunomodulators
- Reactant for enantioselective preparation of antifungal agents
- Reactant for synthesis of indole- and 7-azaindole-1,3-dicarboxamide hydroxyethylamine inhibitors of BACE-1
- Reactant for preparation of indolyl alkenes from microwave-enhanced Knoevenagel condensation as antibacterial agents
- Reactant for preparation of indolecarboxamide derivatives as antitumor agents
- Reactant for synthesis of a selective serotonin reuptake inhibitor
Synthesis
15861-24-2
17380-18-6
General procedure for the synthesis of 5-cyanoindole-3-carboxaldehyde from 5-cyanoindole: Phosphoryl chloride (4.24 mL, 45.48 mmol) was slowly added dropwise to dimethylformamide (3.52 mL, 45.48 mmol), and stirred at room temperature for 30 min. Subsequently, a solution of 1H-indole-5-carbonitrile (5.39 g, 37.9 mmol) in dimethylformamide (10 mL) was added dropwise. To promote stirring, solid precipitated dimethylformamide (10 mL) was added and the reaction mixture continued to be stirred for 3 hours at room temperature. Upon completion of the reaction, the reaction mixture was quenched by the addition of water and stirring was continued for 18 hours. Stirring was stopped and the reaction mixture was allowed to stand for 24 h. A pink solid precipitated from the organic layer. The layers were separated, the organic layer was filtered, washed with water and dried to afford the target product 5-cyanoindole-3-carbaldehyde (5.44 g, 84% yield). The product was characterized by 1H NMR (DMSO): δ 7.60-7.80 (m, 2H), 8.20-8.30 (m, 2H), 10.00 (s, 1H), 12.20-12.35 (s, br, 1H).
References
[1] Patent: EP997474, 2000, A1
[2] Patent: US6180627, 2001, B2
[3] Patent: US2003/73849, 2003, A1
[4] Organic Process Research and Development, 2008, vol. 12, # 2, p. 168 - 177
5-CYANOINDOLE-3-CARBOXALDEHYDE Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from 5-CYANOINDOLE-3-CARBOXALDEHYDE manufacturers
- Product
- 5-CYANOINDOLE-3-CARBOXALDEHYDE 17380-18-6
- Price
- US $15.00-10.00/KG
- Min. Order
- 1KG
- Purity
- 99%+ HPLC
- Supply Ability
- Monthly supply of 1 ton
- Release date
- 2021-08-11
- Product
- 5-CYANOINDOLE-3-CARBOXALDEHYDE 17380-18-6
- Price
- US $9.80/KG
- Min. Order
- 1KG
- Purity
- ≥98%
- Supply Ability
- 20 tons
- Release date
- 2020-01-10