ChemicalBook > CAS DataBase List > 5-CYANOINDOLE-3-CARBOXALDEHYDE

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
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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)
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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
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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.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
701327
Product name
3-Formyl-1H-indole-5-carbonitrile
Purity
97%
Packaging
5g
Price
$129
Updated
2023/06/20
Sigma-Aldrich
Product number
701327
Product name
3-Formyl-1H-indole-5-carbonitrile
Purity
97%
Packaging
1g
Price
$96.6
Updated
2022/05/15
TRC
Product number
B414218
Product name
3-Formyl-1H-indole-5-carbonitrile
Packaging
50mg
Price
$60
Updated
2021/12/16
TRC
Product number
B414218
Product name
3-Formyl-1H-indole-5-carbonitrile
Packaging
10mg
Price
$45
Updated
2021/12/16
Biosynth Carbosynth
Product number
FC52341
Product name
5-Cyanoindole-3-carboxaldehyde
Packaging
1g
Price
$76.9
Updated
2021/12/16
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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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5-CYANOINDOLE-3-CARBOXALDEHYDE Suppliers

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View Lastest Price from 5-CYANOINDOLE-3-CARBOXALDEHYDE manufacturers

Zhuozhou Wenxi import and Export Co., Ltd
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
Career Henan Chemical Co
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

17380-18-6, 5-CYANOINDOLE-3-CARBOXALDEHYDERelated Search:

5-Cyanoindole 7-Cyanoindole-3-carboxaldehyde 4-Cyanoindole-3-carboxaldehyde 6-CYANOINDOLE-3-CARBOXALDEHYDE 5-CYANOINDOLE-3-CARBOXALDEHYDE, N-BOC PROTECTE 3-(4-CHLOROBUTYROL)-5-CYANOINDOLE, [BUTYROL-1-14C] 5-CYANOINDOLE-3-CARBOXALDEHYDE 3-(4-CHLORO-BUTYRYL)-1H-INDOLE-5-CARBONITRILE 5-CYANOINDOLE-3-CARBOXALDEHYDE, N-BOC PROTECTED 2-TERT-BUTYL-3-FORMYL-1H-INDOLE-5-CARBONITRILE

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  • 5-CYANOINDOLE-3-CARBOXYALDEHYDE
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  • 5-Cyano-1H-indole-3-carboxaldehyde 98%
  • 5-Cyanoindole-3-carboxyaldehyde tert-butyl ester
  • RARECHEM AH BS 0094
  • 3-Formyl-5-cyano-1H-indole, 5-Cyanoindole-3-carboxaldehyde
  • 3-Formyl-5-cyano-1H-indole
  • 3-ForMyl-1H-indole-5-carbonitrile 97%
  • 5-Cyano-1H-indole-3-carboxaldehyde95+%
  • 1H-Indole-5-carbonitrile, 3-formyl-
  • 3-Formyl-1<I>H<
  • 3-Formyl-1<i>H</i>-indole-5-carbonitrile
  • 3-formyl-1H-indole-5-carbonitrile - [F21822]
  • 17380-18-6
  • C10H5N2O
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