5-NITRO-2-HYDROXY-4-METHOXYPYRIDINE
- Product Name
- 5-NITRO-2-HYDROXY-4-METHOXYPYRIDINE
- CAS No.
- 607373-82-0
- Chemical Name
- 5-NITRO-2-HYDROXY-4-METHOXYPYRIDINE
- Synonyms
- 4-METHOXY-5-NITROPYRIDIN-2-OL;4-Methoxy-5-nitropyridin-2(1H);4-Methoxy-5-nitropyridin-2(1H)-one;4-Methoxy-5-nitro-1H-pyridin-2-one;5-NITRO-2-HYDROXY-4-METHOXYPYRIDINE;2-HYDROXY-4-METHOXY-5-NITROPYRIDINE;2(1H)-Pyridinone, 4-methoxy-5-nitro-;2-Hydroxy-4-methoxy-5-nitropyridine ,98%;2(1H)-Pyridinone,4-methoxy-5-nitro-(9CI);5-NITRO-2-HYDROXY-4-METHOXYPYRIDINE ISO 9001：2015 REACH
- CBNumber
- CB2359559
- Molecular Formula
- C6H6N2O4
- Formula Weight
- 170.12
- MOL File
- 607373-82-0.mol
5-NITRO-2-HYDROXY-4-METHOXYPYRIDINE Property
- Melting point:
- >161°C (dec.)
- Boiling point:
- 345.7±42.0 °C(Predicted)
- Density
- 1.42±0.1 g/cm3(Predicted)
- storage temp.
- Inert atmosphere,Room Temperature
- solubility
- DMSO (Slightly), Methanol (Very Slightly)
- pka
- 7.12±0.10(Predicted)
- form
- Solid
- color
- Dark Beige to Brown
Safety
- Hazard Codes
- Xi
- HS Code
- 2933399990
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
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- M262735
- Product name
- 4-Methoxy-5-nitro-1H-pyridin-2-one
- Packaging
- 5g
- Price
- $1185
- Updated
- 2021/12/16
- Product number
- 069723
- Product name
- 2-Hydroxy-4-methoxy-5-nitropyridine
- Packaging
- 5g
- Price
- $1210
- Updated
- 2021/12/16
- Product number
- CHM0166291
- Product name
- 2-HYDROXY-4-METHOXY-5-NITROPYRIDINE
- Purity
- 98.00%
- Packaging
- 5G
- Price
- $1260.11
- Updated
- 2021/12/16
- Product number
- OR14756
- Product name
- 2-Hydroxy-4-methoxy-5-nitropyridine
- Packaging
- 1g
- Price
- $119
- Updated
- 2021/12/16
- Product number
- 4H54-1-W5
- Product name
- 2-Hydroxy-4-methoxy-5-nitropyridine
- Packaging
- 1g
- Price
- $132
- Updated
- 2021/12/16
5-NITRO-2-HYDROXY-4-METHOXYPYRIDINE Chemical Properties,Usage,Production
Uses
2-Hydroxy-methoxy-5-nitropyridine is used in the preparation of Rho-Kinase inhibitors that display antihypertensive activity. Also it is used in the preparation of aminofurans as potent inhibitors of AKT kinase.
Synthesis
31872-62-5
607373-82-0
General procedure for the synthesis of 4-methoxy-5-nitropyridin-2(1H)-one from 4-methoxy-3-nitropyridine: 250 mL of anhydrous THF was added to a 1 L flask, cooled to -78 °C, and then concentrated NH3 (100-150 mL). Solid t-BuOK (200 mmol, 22.5 g) was added to THF and stirred vigorously for 10 min until completely dissolved. In another 500 mL flask, 4-methoxy-3-nitropyridine (12.3 g, 80 mmol) was dissolved in 100 mL of anhydrous THF and cooled to 0°C. To this solution was added t-BuOOH (88 mmol, 16 mL). The t-BuOOH/THF solution was then slowly added to an ammonia solution at -78 °C via a dropping funnel over 20 min. The reaction mixture was slowly warmed to -40 °C and stirred at this temperature for 1 hour. Upon completion of the reaction, the reaction was quenched with saturated NH4Cl solution (20 mL) and the cooling bath was removed. The reaction mixture was stirred overnight at room temperature. The precipitate was collected by filtration and dried under vacuum to give a tan solid product (9.5 g, 70% yield). lC/MS analysis showed m/z 171 [M+H]+ as a single component.
References
[1] Journal of Medicinal Chemistry, 2007, vol. 50, # 1, p. 2 - 5
[2] Bioorganic and Medicinal Chemistry Letters, 2009, vol. 19, # 5, p. 1508 - 1511
[3] Patent: WO2006/113837, 2006, A2. Location in patent: Page/Page column 36; 62-63
[4] ACS Medicinal Chemistry Letters, 2015, vol. 6, # 1, p. 42 - 46
[5] Patent: WO2005/37197, 2005, A2. Location in patent: Page/Page column 94
5-NITRO-2-HYDROXY-4-METHOXYPYRIDINE Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from 5-NITRO-2-HYDROXY-4-METHOXYPYRIDINE manufacturers
- Product
- 5-NITRO-2-HYDROXY-4-METHOXYPYRIDINE 607373-82-0
- Price
- US $1.10/g
- Min. Order
- 1g
- Purity
- 99.00%
- Supply Ability
- 100 Tons Min
- Release date
- 2021-09-26
- Product
- 5-NITRO-2-HYDROXY-4-METHOXYPYRIDINE 607373-82-0
- Price
- US $9.80/KG
- Min. Order
- 1KG
- Purity
- ≥98%
- Supply Ability
- 20 tons
- Release date
- 2020-01-10