4-bromo-7-chloro-1H-pyrrolo[2,3-c]pyridine
- Product Name
- 4-bromo-7-chloro-1H-pyrrolo[2,3-c]pyridine
- CAS No.
- 425380-38-7
- Chemical Name
- 4-bromo-7-chloro-1H-pyrrolo[2,3-c]pyridine
- Synonyms
- 4-BroMo-7-chloro-6-azaindole;4-bromo-7-chloro-1H-pyrrolo[2,3-c]pyridine;1H-Pyrrolo[2,3-c]pyridine, 4-broMo-7-chloro-
- CBNumber
- CB31559423
- Molecular Formula
- C7H4BrClN2
- Formula Weight
- 231.48
- MOL File
- 425380-38-7.mol
4-bromo-7-chloro-1H-pyrrolo[2,3-c]pyridine Property
- Melting point:
- 230-231°
- Boiling point:
- 367.8±37.0 °C(Predicted)
- Density
- 1.878±0.06 g/cm3(Predicted)
- storage temp.
- 2-8°C
- pka
- 12.15±0.40(Predicted)
- Appearance
- Off-white to yellow Solid
Safety
- HazardClass
- IRRITANT
- HS Code
- 2933998090
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P260Do not breathe dust/fume/gas/mist/vapours/spray.
P271Use only outdoors or in a well-ventilated area.
P280Wear protective gloves/protective clothing/eye protection/face protection.
N-Bromosuccinimide Price
- Product number
- B593985
- Product name
- 4-Bromo-7-chloro-1H-pyrrolo[2,3-c]pyridine
- Packaging
- 50mg
- Price
- $200
- Updated
- 2021/12/16
- Product number
- B593985
- Product name
- 4-Bromo-7-chloro-1H-pyrrolo[2,3-c]pyridine
- Packaging
- 100mg
- Price
- $310
- Updated
- 2021/12/16
- Product number
- 048658
- Product name
- 4-Bromo-7-chloro-1H-pyrrolo[2,3-c]pyridine
- Purity
- >95%
- Packaging
- 500mg
- Price
- $390
- Updated
- 2021/12/16
- Product number
- Z4740
- Product name
- 4-Bromo-7-chloro-1H-pyrrolo[2,3-c]pyridine
- Packaging
- 250mg
- Price
- $212
- Updated
- 2021/12/16
- Product number
- 048658
- Product name
- 4-Bromo-7-chloro-1H-pyrrolo[2,3-c]pyridine
- Purity
- >95%
- Packaging
- 1g
- Price
- $700
- Updated
- 2021/12/16
4-bromo-7-chloro-1H-pyrrolo[2,3-c]pyridine Chemical Properties,Usage,Production
Uses
4-bromo-7-chloro-1H-pyrrolo[2,3-c]pyridine inhibits HIV replication in vitro and has shown to be active against both wild type and drug resistant strains of HIV. It also has potential for use as a prophylaxis agent.
Biological Activity
4-Bromo-7-chloro-1H-pyrrolo[2,3-c]pyridine is an azaindole with antiviral activity against HIV. It have been shown to be potent inhibitors of the HIV protease enzyme.
Synthesis
67443-38-3
1826-67-1
425380-38-7
Vinylmagnesium bromide (400 mL, 1.0 M solution in THF) was slowly added dropwise to a stirred solution of 5-bromo-2-chloro-3-nitropyridine (20 g, 84.74 mmol) in anhydrous THF (800 mL) at -78 °C. The reaction mixture was slowly warmed to -20 °C and stirred continuously at this temperature for 8 hours. Upon completion of the reaction, the reaction was quenched with 20% NH4Cl solution (600 mL), followed by extraction of the product with ethyl acetate (2 x 500 mL). The organic layers were combined, washed sequentially with water (200 mL) and brine (200 mL), dried over anhydrous sodium sulfate and concentrated. The resulting crude product was ground with ether (2 × 100 mL) to afford 4-bromo-7-chloro-1H-pyrrolo[2,3-C]pyridine as a brown solid (8 g, 40% yield).1H NMR (400 MHz, DMSO-d6) δ 12.48 (br s, 1H), 8.07 (s, 1H), 7.82 (t, J = 3.2 Hz, 1H), 6.61 (s, 1H); LC/MS: m/z 232 [M+H]+.
References
[1] Patent: WO2014/125408, 2014, A2. Location in patent: Page/Page column 36
[2] Journal of Organic Chemistry, 2002, vol. 67, # 7, p. 2345 - 2347
[3] Patent: WO2014/210255, 2014, A1. Location in patent: Page/Page column 282
[4] Bioorganic and Medicinal Chemistry Letters, 2014, vol. 24, # 23, p. 5439 - 5445
[5] Journal of Medicinal Chemistry, 2018, vol. 61, # 14, p. 6308 - 6327
4-bromo-7-chloro-1H-pyrrolo[2,3-c]pyridine Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from 4-bromo-7-chloro-1H-pyrrolo[2,3-c]pyridine manufacturers
- Product
- 4-Bromo-7-chloro-1H-pyrrolo[2,3-c]pyridine 425380-38-7
- Price
- US $1.00/g
- Min. Order
- 1g
- Purity
- 99%
- Supply Ability
- 1ton
- Release date
- 2020-01-10
- Product
- 4-bromo-7-chloro-1H-pyrrolo[2,3-c]pyridine 425380-38-7
- Price
- US $1.00/KG
- Min. Order
- 1KG
- Purity
- 95-99%
- Supply Ability
- 1ton
- Release date
- 2020-01-08