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4-Chloro-7-azaindole

CAS No.
55052-28-3
Chemical Name:
4-Chloro-7-azaindole
Synonyms
4-CHLORO-1H-PYRROLO[2,3-B]PYRIDINE;IFLAB-BB F2108-0145;SW-61;SWF-61;oro-7-azaindoL;4-Chlro-7-Azindole;4-chloro-7-azindole;4-CHLORO-7-AZAINDOLE;4-Chloro-7-Nazaindole;4-Chloro-7-azaindole ,97%
CBNumber:
CB5364013
Molecular Formula:
C7H5ClN2
Molecular Weight:
152.58
MDL Number:
MFCD08272232
MOL File:
55052-28-3.mol
MSDS File:
SDS
TDS File:
TDS
Last updated:2026-06-04 16:00:12
Product description Number Pack Size Price
4-Chloro-7-azaindole 97% 696218 250mg $111
4-Chloro-7-azaindole 97% 696218 1g $356
4-Chloro-1H-pyrrolo[2,3-b]pyridine >97.0%(GC)(T) C2470 1g $67
4-Chloro-1H-pyrrolo[2,3-b]pyridine >97.0%(GC)(T) C2470 200mg $19
4-Chloro-7-azaindole Asreported 267693 5g $355
More product size

4-Chloro-7-azaindole Properties

Melting point 176-181 °C
Density 1.425±0.06 g/cm3(Predicted)
storage temp. under inert gas (nitrogen or Argon) at 2-8°C
solubility Chloroform (Slightly), Methanol (Slightly)
form solid
pka 12.98±0.40(Predicted)
color Light yellow to brown
Water Solubility Slightly soluble in water.
InChI InChI=1S/C7H5ClN2/c8-6-2-4-10-7-5(6)1-3-9-7/h1-4H,(H,9,10)
InChIKey HNTZVGMWXCFCTA-UHFFFAOYSA-N
SMILES C12NC=CC1=C(Cl)C=CN=2
CAS DataBase Reference 55052-28-3(CAS DataBase Reference)
UNSPSC Code 12352100
NACRES NA.22

SAFETY

Risk and Safety Statements

Symbol(GHS)  Corrosion (GHS05)Skull and Crossbones (GHS06)
GHS05,GHS06
Signal word  Danger
Hazard statements  H301-H315-H318-H335
Precautionary statements  P280-P301+P310+P330-P302+P352-P305+P351+P338+P310
target organs Respiratory system
PPE dust mask type N95 (US), Eyeshields, Faceshields, Gloves
Hazard Codes  Xi,Xn
Risk Statements  22-37/38-41
Safety Statements  26-39
RIDADR  UN 2811 6.1/PG 3
WGK Germany  3
HazardClass  IRRITANT
HazardClass  6.1
PackingGroup 
HS Code  29339900
Storage Class 6.1C - Combustible acute toxic Cat.3
toxic compounds or compounds which causing chronic effects
Hazard Classifications Acute Tox. 3 Oral
Eye Dam. 1
Skin Irrit. 2
STOT SE 3
Limited Quantities 5.0 kg (11 lbs) (solid)
Excepted Quantities Max Inner Pack (30g or 30ml) and Max Outer Pack (1Kg or 1L)
NFPA 704
0
3 0

4-Chloro-7-azaindole price More Price(120)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 696218 4-Chloro-7-azaindole 97% 55052-28-3 250mg $111 2023-01-07 Buy
Sigma-Aldrich 696218 4-Chloro-7-azaindole 97% 55052-28-3 1g $356 2023-01-07 Buy
TCI Chemical C2470 4-Chloro-1H-pyrrolo[2,3-b]pyridine >97.0%(GC)(T) 55052-28-3 1g $67 2026-04-30 Buy
TCI Chemical C2470 4-Chloro-1H-pyrrolo[2,3-b]pyridine >97.0%(GC)(T) 55052-28-3 200mg $19 2026-04-30 Buy
Usbiological 267693 4-Chloro-7-azaindole Asreported 55052-28-3 5g $355 2026-06-03 Buy
Product number Packaging Price Buy
696218 250mg $111 Buy
696218 1g $356 Buy
C2470 1g $67 Buy
C2470 200mg $19 Buy
267693 5g $355 Buy

4-Chloro-7-azaindole Chemical Properties,Uses,Production

Description

4-Chloro-7-azaindole belongs to the class of azaindole compounds, which has anticancer, antibacterial, antiviral and other biological activities. 4-Chloro-7-azaindole is mainly used as an organic intermediate in the preparation of 7-azaindole derivatives, GDC-0575, and Janus kinase inhibitors.

Chemical Properties

White to brown solid

Uses

4-Chloro-7-azaindole can be used as a useful intermediate for drug discovery research.

Uses

A useful intermediate for drug discovery research such as used in the synthesis of 7-azaindole derivatives, synthetic cytokinin analogues.

Preparation

Using 7-azaindole as the raw material, hydrogen peroxide was used to carry out N-oxidation reaction to generate N-oxide. In the reaction between POCl and N-oxide, diisopropylethylamine (DIPEA) was added as a catalyst to increase the yield. After the reaction was completed, 4-Chloro-7-azaindole was obtained by alkalization treatment with a yield of up to 85.6%.

Synthesis Reference(s)

The Journal of Organic Chemistry, 71, p. 4021, 2006 DOI: 10.1021/jo0602571

Synthesis

7-Azaindole

271-63-6

4-Chloro-7-azaindole

55052-28-3

7-Azaindole (3.6 g, 30 mmol) was used as raw material and dissolved in a mixed solvent of dimethoxyethane (17 ml) and heptane (33 ml). Subsequently, m-chloroperoxybenzoic acid (mCPBA) (8.1 g, 77% purity) was added and the reaction mixture was stirred at room temperature. After completion of the reaction, the mixture was filtered through filter paper and the filter cake was washed using a mixture of dimethoxyethane (34 ml) and heptane (64 ml). Phosphorus trichloride oxide (POCl3) (22 ml, 0.24 mol) was added to the filtrate and heated to reflux at 80°C for 18 hours. At the end of the reaction, the mixture was cooled to room temperature, diluted with water (150 ml) and the pH was adjusted to 10 with 6N sodium hydroxide (NaOH) solution.The resulting solid was collected by filtration through filter paper to afford the target product 4-chloro-7-azaindole (1) as a light orange solid (3.9 g, 85% yield).

References

[1] Patent: KR101548492, 2015, B1. Location in patent: Paragraph 0048; 0049
[2] Chemical and Pharmaceutical Bulletin, 2014, vol. 62, # 3, p. 217 - 220
[3] Patent: EP2487180, 2012, A1. Location in patent: Page/Page column 20
[4] Patent: WO2011/23081, 2011, A1
[5] European Journal of Medicinal Chemistry, 2011, vol. 46, # 8, p. 3218 - 3226

271-63-6
55052-28-3
Synthesis of 4-Chloro-7-azaindole from 7-Azaindole
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4-Chloro-7-azaindole pictures 2026-07-30 4-Chloro-7-azaindole
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4-Chloro-7-azaindole Spectrum

4-CHLORO-7-AZAINDOLE 4-Chloro-1H-pyrrolo[2,3-b]pyridin 4-Chloro-1H-pyrrolo[2,3-β]pyridine 1H-PYRROLO[2,3-B]PYRIDINE, 4-CHLORO- 4-Chloro-7-azaindole ,97% 4-Chloro-7-azaindole,4-Chloro-1H-pyrrolo[2,3-b]pyridine 4-Chloro-1H-pyrrolo[2,3-b]pyridine > oro-7-azaindoL (2S,3R)-3-Carbobenzyloxyamino-1-chloro-4-phenylthiobutane-2-ol SWF-61 SW-61 4-Chloro-7-Nazaindole 4-Chlro-7-Azindole 4-chloro-7-azindole 4-chloro-7-azaindole, 98%min IFLAB-BB F2108-0145 4-CHLORO-1H-PYRROLO[2,3-B]PYRIDINE 55052-28-3 29274-26-0 55052-28-4 Various Intermediates Heterocycles Indole Derivatives Intermediates Heterocycle-Indole series Azaindoles