5-Hydroxynicotinic acid
- Product Name
- 5-Hydroxynicotinic acid
- CAS No.
- 27828-71-3
- Chemical Name
- 5-Hydroxynicotinic acid
- Synonyms
- AKOS NCG-0022;5-Hydroxynicotinic;Nicotinic acid-004;TIMTEC-BB SBB010273;5-Hydroxynicotinic a;5-hydroxy-nicotinicaci;5-Hydroxy nicotic acid;5-HYDROXYNICOTINIC ACID;Hydroxynicotinicacid 5-;5-HydroxynicotinicAcid>
- CBNumber
- CB7447677
- Molecular Formula
- C6H5NO3
- Formula Weight
- 139.11
- MOL File
- 27828-71-3.mol
5-Hydroxynicotinic acid Property
- Melting point:
- 299 °C
- Boiling point:
- 519.3±35.0 °C(Predicted)
- Density
- 1.485±0.06 g/cm3(Predicted)
- storage temp.
- Inert atmosphere,Room Temperature
- pka
- 2.08±0.10(Predicted)
- form
- powder to crystal
- color
- White to Yellow
- BRN
- 115847
- InChI
- InChI=1S/C6H5NO3/c8-5-1-4(6(9)10)2-7-3-5/h1-3,8H,(H,9,10)
- InChIKey
- ATTDCVLRGFEHEO-UHFFFAOYSA-N
- SMILES
- C1=NC=C(O)C=C1C(O)=O
- CAS DataBase Reference
- 27828-71-3(CAS DataBase Reference)
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.
P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P405Store locked up.
N-Bromosuccinimide Price
- Product number
- 672742
- Product name
- 5-Hydroxynicotinic acid
- Purity
- 97%
- Packaging
- 1g
- Price
- $114
- Updated
- 2021/12/16
- Product number
- 672742
- Product name
- 5-Hydroxynicotinic acid
- Purity
- 97%
- Packaging
- 5g
- Price
- $452
- Updated
- 2021/12/16
- Product number
- H1226
- Product name
- 5-Hydroxynicotinic Acid
- Purity
- >98.0%(HPLC)(T)
- Packaging
- 5g
- Price
- $90
- Updated
- 2025/07/31
- Product number
- H948565
- Product name
- 5-Hydroxynicotinic acid
- Packaging
- 25g
- Price
- $360
- Updated
- 2021/12/16
- Product number
- H948565
- Product name
- 5-Hydroxynicotinic acid
- Packaging
- 250mg
- Price
- $140
- Updated
- 2021/12/16
5-Hydroxynicotinic acid Chemical Properties,Usage,Production
Chemical Properties
White to off-white to yellow solid
Uses
5-Hydroxynicotinic acid is a nicotinic acid analog with potential inhibitory effect on the metabolism nicotinic acid by human platelets. Used in the investigation of the hydroxylation mechanism of the flaovoprotein 2-methyl-3-hydroxypyridine-5-carboxylic acid oxygenase (MHPCO).
Definition
ChEBI: 5-Hydroxynicotinic acid is an aromatic carboxylic acid and a member of pyridines.
Synthesis
20826-04-4
27828-71-3
Stage A: Synthesis of 5-hydroxynicotinic acid 1. 10.1 g (0.05 mol) of 5-bromonicotinic acid, 10 g of NaOH (dissolved in 63 mL of water), 3.1 g of calcium sulfate pentahydrate, and 0.42 g of copper powder (0-valent) were added to a reaction flask. 2. The reaction mixture was stirred vigorously and heated under reflux conditions for 30 hours. 3. Upon completion of the reaction, the mixture was cooled to room temperature, 4.8 g Na2S-H2O was added and stirring was continued overnight. 4. The reaction mixture was heated to 70 °C and treated by passing H2S gas until the white precipitate completely disappeared (about 3 hours). 5. After cooling to room temperature, the reaction mixture was filtered. 6. Adjust the pH of the filtrate to 5.2 with concentrated hydrochloric acid and filter to collect the precipitate. 7. Adjust the pH of the filtrate again to 4.6 with concentrated hydrochloric acid and filter to collect the white precipitate. 8. 8. The precipitate was washed with water and dried under reduced pressure to give 4.3 g (yield: 62%) of 5-hydroxynicotinic acid (molecular formula: C7H5NO3). Product Characterization: - Appearance: white powder - Melting point: >260°C - 1H NMR (300 MHz, DMSO-d6) δ (ppm): 8.48 (d, J=1.5Hz, 1H), 8.26 (d, J=2.6Hz, 1H), 7.51 (d, J=1.9Hz, 1H) - IR (KBr, cm-1): 3273, 1538, 1393, 1294
Research
5-hydroxynicotinic acid (5HNA) could be used as a model the following questions were addressed: (i) is it possible to promote the crystallization of a tautomeric form dominant in a specific solvent through solvate formation? (ii) Does that form persist if the memory of solvation is erased through thermal desolvation?
A thermodynamic analysis based on DSC and Calvet drop microcalorimetry results allowed us to rationalize these observations, indicating that (i) 5HNA·H2O is predicted to spontaneously lose water, even for a relative humidity of 100%, hence its robustness is most certainly of kinetical origin; (ii) 5HNA·DMSO is thermodynamically stable when a saturation DMSO pressure can be established over the sample, but becomes unstable when exposed to an atmosphere where the solvent is absent. The kinetically easier desolvation of 5HNA·DMSO compared to 5HNA·H2O may be related to the fact that water is isolated in the crystal lattice (isolated site hydrate) while DMSO is placed in channels (channel solvate)[1].
References
[1] Joseph, Abhinav et al. “Tautomer selection through solvate formation: the case of 5-hydroxynicotinic acid?.” CrystEngComm 13 (2019): 2220–2233.
5-Hydroxynicotinic acid Preparation Products And Raw materials
Raw materials
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View Lastest Price from 5-Hydroxynicotinic acid manufacturers
- Product
- 5-Hydroxynicotinic acid 27828-71-3
- Price
- US $0.00/KG
- Min. Order
- 1KG
- Purity
- 98%min
- Supply Ability
- 30tons/month
- Release date
- 2023-02-07
- Product
- 5-Hydroxynicotinic acid 27828-71-3
- Price
- US $10.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 10 mt
- Release date
- 2024-11-26
- Product
- 5-Hydroxynicotinic acid 27828-71-3
- Price
- US $10.00/kg
- Min. Order
- 1kg
- Purity
- 99%
- Supply Ability
- 20 ton
- Release date
- 2024-12-19