5-Bromo-7-azaindole

Product Name: 5-Bromo-7-azaindole
CAS No.: 183208-35-7
Chemical Name: 5-Bromo-7-azaindole
Synonyms: 5-BROMO-1H-PYRROLO[2,3-B]PYRIDINE;3-Bromo-7H-pyrrolo[2,3-b]pyridine;SW-57;SWF-57;SKL277;EOS-60661;5-BROMO AZAINDOLE;5-bromo-7-azindole;5-BROMO-7-AZAINDOLE;5-Bromo-7-azaindole,96%
CBNumber: CB6756981
Molecular Formula: C7H5BrN2
Formula Weight: 197.03
MOL File: 183208-35-7.mol

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5-Bromo-7-azaindole Property

Melting point:: 176-180 °C
Boiling point:: 357.4±42.0 °C(Predicted)
Density: 1.79±0.1 g/cm3(Predicted)
storage temp.: Sealed in dry,Room Temperature
pka: 6.25±0.20(Predicted)
form: Crystalline Powder
color: White to yellow
InChI: InChI=1S/C7H5BrN2/c8-6-3-5-1-2-9-7(5)10-4-6/h1-4H,(H,9,10)
InChIKey: LPTVWZSQAIDCEB-UHFFFAOYSA-N
SMILES: C12NC=CC1=CC(Br)=CN=2
LogP: 1.8 at 25℃ and pH7
CAS DataBase Reference: 183208-35-7(CAS DataBase Reference)

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Safety

Hazard Codes: Xi,Xn
Risk Statements: 22-41
Safety Statements: 26-39
WGK Germany: 3
HazardClass: IRRITANT
HS Code: 29339900

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Danger

Hazard statements

H302Harmful if swallowed

H318Causes serious eye damage

Precautionary statements

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

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: 692549
Product name: 5-Bromo-7-azaindole
Purity: 97%
Packaging: 5g
Price: $169.54
Updated: 2025/07/31

Sigma-Aldrich

Product number: 692549
Product name: 5-Bromo-7-azaindole
Purity: 97%
Packaging: 1g
Price: $49.9
Updated: 2023/06/20

TCI Chemical

Product number: B3588
Product name: 5-Bromo-1H-pyrrolo[2,3-b]pyridine
Purity: >98.0%(GC)(T)
Packaging: 1g
Price: $35
Updated: 2025/07/31

TCI Chemical

Product number: B3588
Product name: 5-Bromo-1H-pyrrolo[2,3-b]pyridine
Purity: >98.0%(GC)(T)
Packaging: 5g
Price: $105
Updated: 2025/07/31

TRC

Product number: B679985
Product name: 5-Bromo-7-azaindole
Packaging: 1g
Price: $60
Updated: 2021/12/16

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5-Bromo-7-azaindole Chemical Properties,Usage,Production

Description

5-Bromo-7-azaindole has important applications in drug synthesis and is often used as an intermediate in the synthesis of a variety of bioactive molecules, especially in the development of anti-tumor, anti-viral and neurological drugs. In addition, it can also be used in the research of fluorescent probes to help observe cellular processes in real time.

Chemical Properties

White to light brown powder or crystal

Uses

5-Bromo-7-azaindole is a chemical reagent used in organic syntheses. Used in the synthesis of Venetoclax (A112430), a potent and selective BCL-2 inhibitor that achieves potent antitumour activity while sparing platelets. Also used in other 7-azaindole derivatives such as for PDK1 inihibtors.

Biological Functions

5-Bromo-7-azaindole displays significant cytotoxicity against human ovarian carcinoma cells in vivo and inhibits the proliferation of cancer cells by binding to ATP synthase. The anticancer activity of this compound is due to its ability to inhibit the synthesis of DNA and RNA, which are vital for cell division.

Toxicology

5-Bromo-7-azaindole has acute oral toxicity and specific target organ toxicity.

Synthesis

In the 250 ml flask is sequentially added in 50 ml ethanol and 5-bromo-1-hydrogen pyrrolo [2,3 - the b] pyridine -2 - ketone (4.2g, 20 mmol), Sn powder (4.7 g, 40 mmol) and 5 mol/L hydrochloric acid (14 ml), 40 ℃ stirring for 2 hours, the reaction is completed, to remove the ethanol, add 50 ml of water residue is completely dissolved, saturated NaHCO3 solution and to pH=8, and filtering the resulting solid, after drying, dissolved in 50 ml chloroform, adding CuBr2(13.4 g, 60mmol), 60 Cstirring for 2 hours, the reaction is completed, the end of the reaction, rotary evaporated to remove chloroform, adding 50 ml saturated NaHCO3 solution, ethyl acetate (3 × 100 ml), the combined organic phase with water (50 ml) for washing and then the saturated salt water (50 ml) washing, anhydrous Na2SO4 drying, filtering, the filtrate is concentrated to obtain 5-bromo-1H-pyrrolo [2,3 - the b] pyridine the crude product, the crude product is chloroform: hexane=2:1 (volume ratio) mixed solution recrystallize to get 3.1 g of pale yellow 5-Bromo-7-azaindole pure product, yield 77.6%, melting point:176.8-177.3 ℃.

Solubility in organics

The solubility of 5-Bromo-7-azaindole in pure solvents increases with increasing temperature. Among them 5-Bromo-7-azaindole showed the best solubility in methyl acetate and the worst solubility in hexane. The maximum change in solubility of 5-Bromo-7-azaindole in DCM was observed at T = 298.15-313.15 K. The solubility of 5-Bromo-7-azaindole in DCM was found to be the most variable.

References

[1] Patent: WO2004/78757, 2004, A2. Location in patent: Page 65; 66-67
[2] Patent: CN105461718, 2016, A. Location in patent: Paragraph 0016
[3] Patent: CN107987076, 2018, A. Location in patent: Paragraph 0042; 0054-0057; 0070-0073; 0086-0089
[4] Patent: CN106188050, 2016, A. Location in patent: Paragraph 0021
[5] Patent: EP2070928, 2009, A1. Location in patent: Page/Page column 101

5-Bromo-7-azaindole Preparation Products And Raw materials

Raw materials

ZINC 7-Azaindole tert-Butanol Boron trifluoride diethyl etherate Bromine Acetic acid Manganese triacetate dihydrate

Preparation Products

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5-Bromo-7-azaindole Suppliers

Americas 1 Canada 1 China 486 Europe 1 Germany 8 India 61 Ireland 1 Japan 2 South Korea 1 Switzerland 3 United Kingdom 11 United States 52 Global 628

SHANGHAI SAGACHEM CO., LTD.

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View Lastest Price from 5-Bromo-7-azaindole manufacturers

Shaanxi Xianhe Biotech Co., Ltd

Product: 5-Bromo-7-azaindole 183208-35-7
Price: US $0.00/KG
Min. Order: 1KG
Purity: 0.99
Supply Ability: 1000KG
Release date: 2025-04-29

Hebei Chuanghai Biotechnology Co., Ltd

Product: 5-Bromo-7-azaindole 183208-35-7
Price: US $10.00/KG
Min. Order: 100KG
Purity: 99%
Supply Ability: 100 mt
Release date: 2024-11-22

SHANGHAI SAGACHEM CO., LTD.

Product: 5-bromo-7-azaindole 183208-35-7
Price: US $0.00-0.00/KG
Min. Order: 1KG
Purity: ≥99.0%
Supply Ability: Ton
Release date: 2025-03-11

183208-35-7, 5-Bromo-7-azaindoleRelated Search:

Indole-3-butyric acid 7-Azaindole N-Methyl-2-pyrrolidone Indometacin N-Vinyl-2-pyrrolidone Pyrrolidine Polyvinylpyrrolidone Pyridine Indole-3-acetic acid 5-BROMO-1H-PYRROLO[2,3-C]PYRIDIN-2(3H)-ONE 1-(2,6-Dichlorophenyl)-2-hydroindole tert-butyl 4-(4-broMothiazol-2-yl)piperazine-1-carboxylate (6-Methylpyridazin-3-yl)MethanaMine dihydrochloride No Chinese name rac-4-(6-chloro-2-oxo-2,3-dihydro-1H-indol-3-yl)-piperidine-1-carboxylic acid tert-butyl 5-METHYL-4,5,6,7-TETRAHYDRO[1,3]THIAZOLO[5,4-C]PYRIDIN-2-AMINE 1-METHYL-5-NITRO-1H-INDAZOLE 2,4-dichloro-7H-Pyrrolo[2,3-d]pyriMidine-7-carboxylic acid 1,1-diMethylethyl ester

5-BROMO-1H-PYRROLO[2,3-B]PYRIDINE

5-BROMO-7-AZAINDOLE

5-Bromo-7-azaindole,96%

5-BROMO AZAINDOLE

1H-Pyrrolo[2,3-b]pyridine, 5-bromo-

5-Bromo-1H-pyrrolo2,3-büpyridine

5-Bromo-1H-pyrrolo[2,3-b]pyridine ,97%

5-Bromo-7-azaindole 97%

3-Bromo-7H-pyrrolo[2,3-b]pyridine

5-BroMo-7-azaindole, 97+%

5-Bromo-1H-pyrrolo[2,3-β]pyridine

5-Bromo-7-azaindole≥ 99% (HPLC)

EOS-60661

5-Bromo-7-azaindole ISO 9001：2015 REACH

SWF-57

SW-57

SKL277

5-BROMO-7-AZAINDOLE (5-BROMO-1H-PYRROLO(2,3-b) PYRIDINE

Professional Supply API 5-Bromo-7-Azaindole CAS 183208-35-7

5-bromo-7-azindole

5-BROMO-7-AZAINDOLE / 5-bromo-1H-pyrrolo[2,3-b]pyridine / Venetoclax Intermediate

183208-35-7

183208-35-9

183208-15-7

183328-35-7

Intermediate

CHIRAL CHEMICALS

pyridine

Non-Chiral heterocyclic compounds

Heterocycle-Indole series

Heterocycle-Pyridine series

Heterocycles