ChemicalBook > CAS DataBase List > 5-Hydroxy-6-nitropyridine-3-carboxylic acid

5-Hydroxy-6-nitropyridine-3-carboxylic acid

Product Name
5-Hydroxy-6-nitropyridine-3-carboxylic acid
CAS No.
59288-43-6
Chemical Name
5-Hydroxy-6-nitropyridine-3-carboxylic acid
Synonyms
5-hydroxy-6-nitronicotinic acid;6-Nitro-5-hydroxy Nicotinic Acid;3-Hydroxy-2-nitro-5-pyridinecarboxylic acid;5-Hydroxy-6-nitropyridine-3-carboxylic acid;5-Hydroxy-6-nitro-3-pyridinecarboxylic acid;3-Pyridinecarboxylic acid, 5-hydroxy-6-nitro-
CBNumber
CB41471289
Molecular Formula
C6H4N2O5
Formula Weight
184.11
MOL File
59288-43-6.mol
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5-Hydroxy-6-nitropyridine-3-carboxylic acid Property

Boiling point:
572.4±50.0 °C(Predicted)
Density 
1.745±0.06 g/cm3(Predicted)
storage temp. 
Inert atmosphere,Room Temperature
pka
-1.53±0.10(Predicted)
Appearance
Light yellow to yellow Solid
InChI
InChI=1S/C6H4N2O5/c9-4-1-3(6(10)11)2-7-5(4)8(12)13/h1-2,9H,(H,10,11)
InChIKey
OODZZMDHMOPHHY-UHFFFAOYSA-N
SMILES
C1=NC([N+]([O-])=O)=C(O)C=C1C(O)=O
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

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

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

AK Scientific
Product number
8822AB
Product name
5-Hydroxy-6-nitronicotinicacid
Packaging
1g
Price
$394
Updated
2021/12/16
Matrix Scientific
Product number
121313
Product name
5-Hydroxy-6-nitronicotinicacid
Purity
95%
Packaging
1g
Price
$425
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
CHM0386195
Product name
5-HYDROXY-6-NITROPYRIDINE-3-CARBOXYLIC ACID
Purity
95.00%
Packaging
5MG
Price
$499.5
Updated
2021/12/16
Matrix Scientific
Product number
121313
Product name
5-Hydroxy-6-nitronicotinicacid
Purity
95%
Packaging
500mg
Price
$276
Updated
2021/12/16
Matrix Scientific
Product number
121313
Product name
5-Hydroxy-6-nitronicotinicacid
Purity
95%
Packaging
5g
Price
$800
Updated
2021/12/16
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5-Hydroxy-6-nitropyridine-3-carboxylic acid Chemical Properties,Usage,Production

Uses

5-Hydroxy-6-nitropyridine-3-carboxylic acid is a 5-hydroxynicotinic acid (H948565) derivative used in the preparation of aminoheteroaryl protein kinase inhibitors.

Synthesis

27828-71-3

59288-43-6

1. Synthesis of 6-nitro-5-hydroxynicotinic acid (B2): 5-hydroxynicotinic acid (B1) (7.0 g, 50 mmol) was dissolved in concentrated H2SO4 and 9 mL of 90% fuming HNO3 (9 mL) was added slowly. The reaction mixture was transferred to a sealed tube and the reaction was stirred at 55-60°C for 4 days. Upon completion of the reaction, the mixture was slowly poured into ice water and the pH was adjusted with 50% NaOH solution to 3. Subsequently, the aqueous phase was saturated by the addition of MgSO4 and extracted with isopropanol (4 x 45 mL). The organic phases were combined and concentrated under reduced pressure to remove the isopropanol to give 5.93 g (64% yield) of B2 as a yellow solid. The mass spectrum (APCI) showed (M + H)+ of 185. 1H-NMR (DMSO-d6) δ 8.01 (d, 1H, Ar-H), 8.41 (d, 1H, Ar-H).

References

[1] Patent: US2006/46991, 2006, A1. Location in patent: Page/Page column 45-46
[2] Patent: WO2006/21886, 2006, A1. Location in patent: Page/Page column 77
[3] Patent: WO2014/184234, 2014, A1. Location in patent: Page/Page column 55; 56
[4] Patent: CN105555786, 2016, A. Location in patent: Paragraph 0241

5-Hydroxy-6-nitropyridine-3-carboxylic acid Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from 5-Hydroxy-6-nitropyridine-3-carboxylic acid manufacturers

R&D Scientific Inc.
Product
5-Hydroxy-6-nitronicotinic acid 59288-43-6
Price
US $1500.00/g
Min. Order
1g
Purity
97
Supply Ability
500 Kg
Release date
2024-04-23

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