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
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) |
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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