ChemicalBook > CAS DataBase List > 7-AZAINDOLE-3-CARBOXALDEHYDE

7-AZAINDOLE-3-CARBOXALDEHYDE

Product Name
7-AZAINDOLE-3-CARBOXALDEHYDE
CAS No.
4649-09-6
Chemical Name
7-AZAINDOLE-3-CARBOXALDEHYDE
Synonyms
3-ForMyl-7-azaindole;7-azaindole-3-carbaldehyde;3-b]pyridine-3-carbaldehyde;7-AZAINDOLE-3-CARBOXALDEHYDE;3-FORMYL-PYRROLO[2,3-B]PYRIDINE;7-Azazindole-3-carboxyaldehyde.;7-Azaindole-3-carboxaldehyde 97%;3-FORMYL-1H-PYRROLO[2,3-B]PYRIDINE;7-Azaindole-3-carboxaldehyde, >=97%;Pyrrolo[2,3-b]pyridine-3-carboxaldehyde
CBNumber
CB8666424
Molecular Formula
C8H6N2O
Formula Weight
146.15
MOL File
4649-09-6.mol
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7-AZAINDOLE-3-CARBOXALDEHYDE Property

Melting point:
216-220 °C
Boiling point:
379.6±42.0 °C(Predicted)
Density 
1.31
storage temp. 
Keep in dark place,Sealed in dry,Room Temperature
form 
solid
pka
6.07±0.20(Predicted)
Appearance
White to off-white Solid
InChI
InChI=1S/C8H6N2O/c11-5-6-4-10-8-7(6)2-1-3-9-8/h1-5H,(H,9,10)
InChIKey
KAIWRKYDYWYFIT-UHFFFAOYSA-N
SMILES
C12NC=C(C=O)C1=CC=CN=2
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Safety

Hazard Codes 
Xn
Risk Statements 
22-36/37/38-43
Safety Statements 
26-36/37
WGK Germany 
3
HazardClass 
IRRITANT
HS Code 
29349990
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H317May cause an allergic skin reaction

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

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
694681
Product name
7-Azaindole-3-carboxaldehyde
Purity
97%
Packaging
1g
Price
$81.5
Updated
2023/06/20
TRC
Product number
F697200
Product name
3-Formyl-7-azaindole
Packaging
1g
Price
$60
Updated
2021/12/16
Matrix Scientific
Product number
038928
Product name
1H-Pyrrolo[2,3-b]pyridine-3-carbaldehyde
Packaging
5g
Price
$44
Updated
2021/12/16
Biosynth Carbosynth
Product number
FA16131
Product name
7-Azaindole-3-carboxaldehyde
Packaging
2g
Price
$50
Updated
2021/12/16
AK Scientific
Product number
J50912
Product name
1H-Pyrrolo[2,3-b]pyridine-3-carbaldehyde
Packaging
1g
Price
$10
Updated
2021/12/16
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7-AZAINDOLE-3-CARBOXALDEHYDE Chemical Properties,Usage,Production

Chemical Properties

Light yellow solid

Uses

Reactant for preparation of:

  • Tryptophan dioxygenase inhibitors pyridyl-ethenyl-indoles as potential anticancer immunomodulators
  • Inhibitors of BACE-1 activity
  • Prostate cancer invasion and migration inhibitors
  • CDK2 kinase inhibitors
  • Cell division cycle 7 kinase inhibitors
  • Inhibitor of oncogenic B-Raf kinase with potent antimelanoma activity
  • Antidiabetic agents
  • Inhibitors of brassinin glucosyltransferase

Uses

7-Azaindole-3-Carboxaldehyde is a reagent used in the preparation of biologically active Azaindoles.

Synthesis

271-63-6

64-19-7

4649-09-6

1H-pyrrolo[2,3-b]pyridine (11.80 g, 100 mmol) was suspended in 33% aqueous acetic acid (200 mL) at room temperature, followed by the addition of hexamethylenetetramine (16.8 g, 120 mmol). The reaction mixture was heated to 110-120 °C (oil bath temperature) and stirred continuously at this temperature for 15 hours. Upon completion of the reaction, the mixture was cooled to room temperature, at which point a large amount of solid precipitated. The suspension was poured into a 2 L beaker containing ice and the reaction flask was rinsed with 50 mL of water. Subsequently, saturated sodium bicarbonate solution was slowly added for neutralization. After completion of neutralization, the solid product was collected by filtration and washed with distilled water. The product was dried in air to give 1H-pyrrolo[2,3-b]pyridine-3-carboxaldehyde (9.5 g, 65% yield) as a white solid.EI-HRMS analysis results: m/e calculated value C8H6N2O (M+) 146.0480, measured value 146.0478.

References

[1] Journal of Medicinal Chemistry, 2014, vol. 57, # 18, p. 7577 - 7589
[2] Patent: US2006/84674, 2006, A1. Location in patent: Page/Page column 7
[3] Patent: US2004/224973, 2004, A1. Location in patent: Page 32
[4] Chinese Chemical Letters, 2010, vol. 21, # 3, p. 297 - 300
[5] Patent: US2012/245178, 2012, A1. Location in patent: Page/Page column 12

7-AZAINDOLE-3-CARBOXALDEHYDE Preparation Products And Raw materials

Raw materials

Preparation Products

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7-AZAINDOLE-3-CARBOXALDEHYDE Suppliers

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View Lastest Price from 7-AZAINDOLE-3-CARBOXALDEHYDE manufacturers

Career Henan Chemical Co
Product
7-AZAINDOLE-3-CARBOXALDEHYDE 4649-09-6
Price
US $1.00/kg
Min. Order
1kg
Purity
98%
Supply Ability
100KG
Release date
2018-12-20

4649-09-6, 7-AZAINDOLE-3-CARBOXALDEHYDERelated Search:


  • 7-Azazindole-3-carboxyaldehyde.
  • 7-azaindole-3-carbaldehyde
  • 3-ForMyl-7-azaindole
  • 3-FORMYL-1H-PYRROLO[2,3-B]PYRIDINE
  • 1H-PYRROLO[2,3-B]PYRIDINE-3-CARBALDEHYDE
  • 1H-PYRROLO[2,3-B]PYRIDINE-3-CARBOXALDEHYDE
  • 3-FORMYL-PYRROLO[2,3-B]PYRIDINE
  • 7-Azaindole-3-carboxaldehyde, >=97%
  • 7-AZAINDOLE-3-CARBOXALDEHYDE
  • 1H-Pyrrolo[2,3-b]pyridine-3-carboxaldehyde, 3-Formyl-1H-pyrrolo[2,3-b]pyridine
  • 3-b]pyridine-3-carbaldehyde
  • Pyrrolo[2,3-b]pyridine-3-carboxaldehyde
  • 7-Azaindole-3-carboxaldehyde 97%
  • 1H-pyrrolo[5,4-b]pyridine-3-carbaldehyde
  • 1H-pyrrolo[5,4-b]pyridine-3-carboxaldehyde
  • 2,9-diazabicyclo[4.3.0]nona-2,4,7,10-tetraene-7-carbaldehyde
  • 4649-09-6
  • 4649-9-6
  • 1004-30-2
  • 4649-O9-6
  • 4649/9/6
  • Heterocycle-Pyridine series
  • Indole Derivatives
  • Miscellaneous Reagents
  • Heterocycles series
  • Aldehydes
  • Fused Ring Systems