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HomeProduct name list7-Azaindole

7-Azaindole

Synonym(s):1H-Pyrrolo(2,3-b)pyridine

  • CAS NO.:271-63-6
  • Empirical Formula: C7H6N2
  • Molecular Weight: 118.14
  • MDL number: MFCD00005606
  • EINECS: 205-981-0
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2024-11-05 11:59:05
7-Azaindole  Structural

What is 7-Azaindole ?

Chemical properties

Brown-Cyrstalline Solid

The Uses of 7-Azaindole

7-Azaindole is imidazolinone derivatives as CGRP receptor antagonists used in the treatment.
A heterocyclic molecule that can be utilized as a pharmaceutical building block.
Starting material in a recent synthesis of azaserotonin.

What are the applications of Application

7-Azaindole is A heterocyclic building block and starting material for synthesis of azaserotonin

What are the applications of Application

7-Azaindole is a heterocyclic organic compound, which is an organic synthesis intermediate and a pharmaceutical intermediate. It is the core structure of many drugs, such as antitumor drugs, dopamine D4 receptors, p38 kinase inhibitors, thrombin inhibitors, etc.

Preparation

Synthesis of 7-azaindole: in a single-necked flask, add 2.0 g of 2-amino-3-methylpyridine and 2.5 g of N-Methylformanilide into 40 mL of dichloromethane, and add 3.15 g of PCl with stirring under an ice-water bath. After 4 hours of reaction, the reaction system was slowly poured into 40 mL of ammonia water, and the insoluble matter was removed by suction filtration. The organic layer was separated, washed twice with water, dried over anhydrous sodium sulfate, and evaporated to dryness to obtain 2.91 g of 7-azaindole as a pale yellow solid, with a yield of 70%.

Definition

ChEBI: 1H-pyrrolo[2,3-b]pyridine is a pyrrolopyridine.

Purification Methods

Recrystallise it repeatedly from EtOH, then sublime it in a vacuum [Tokumura et al. J Am Chem Soc 109 1346 1987]. The N-acetate has m 65-66o (from *C6H6), and the picrate has m 232-233o (from Me2CO) [Clemo & Swan J Chem Soc 603 1945, Beilstein 23 III/IV 1105.]

Properties of 7-Azaindole

Melting point: 105-107 °C (lit.)
Boiling point: 270 °C (753.1004 mmHg)
Density  1.1151 (rough estimate)
refractive index  1.5500 (estimate)
Flash point: 270°C
storage temp.  Sealed in dry,Room Temperature
solubility  Chloroform, Methanol
pka 7.69±0.20(Predicted)
form  Powder
color  White to off-white
BRN  109667
CAS DataBase Reference 271-63-6(CAS DataBase Reference)
NIST Chemistry Reference 1H-Pyrrolo[2,3-b]pyridine(271-63-6)
EPA Substance Registry System 1H-Pyrrolo[2,3-b]pyridine (271-63-6)

Safety information for 7-Azaindole

Signal word Warning
Pictogram(s)
ghs
Exclamation Mark
Irritant
GHS07
GHS Hazard Statements H315:Skin corrosion/irritation
H319:Serious eye damage/eye irritation
Precautionary Statement Codes P280:Wear protective gloves/protective clothing/eye protection/face protection.
P302+P352:IF ON SKIN: wash with plenty of soap and water.
P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P332+P313:IF SKIN irritation occurs: Get medical advice/attention.
P337+P313:IF eye irritation persists: Get medical advice/attention.

Computed Descriptors for 7-Azaindole

InChIKey MVXVYAKCVDQRLW-UHFFFAOYSA-N

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