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ChemicalBook--->CAS DataBase List--->27828-71-3

27828-71-3

27828-71-3 Structure

27828-71-3 Structure
IdentificationMore
[Name]

5-Hydroxynicotinic acid
[CAS]

27828-71-3
[Synonyms]

3-PYRIDINECARBOXYLIC ACID, 5-HYDROXY-
5-HYDROXY-3-PYRIDINECARBOXYLIC ACID
5-HYDROXYNICOTINIC ACID
5-HYDROXYPYRIDINE-3-CARBOXYLIC ACID
AKOS NCG-0022
TIMTEC-BB SBB010273
5-hydroxy-3-pyridinecarboxylicaci
5-hydroxy-nicotinicaci
5-Hydroxynicotinic
5-Hydroxynicotinic Acid ,98%
5-Hydroxy nicotic acid
[EINECS(EC#)]

622-583-6
[Molecular Formula]

C6H5NO3
[MDL Number]

MFCD00129117
[Molecular Weight]

139.11
[MOL File]

27828-71-3.mol
Chemical PropertiesBack Directory
[Melting point ]

299 °C
[Boiling point ]

519.3±35.0 °C(Predicted)
[density ]

1.485±0.06 g/cm3(Predicted)
[storage temp. ]

Keep Cold
[form ]

powder to crystal
[pka]

2.08±0.10(Predicted)
[color ]

White to Yellow
[Detection Methods]

HPLC,MS,NMR
[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)
[Storage Precautions]

Store under nitrogen
Safety DataBack Directory
[Hazard Codes ]

Xi
[Risk Statements ]

R36/37/38:Irritating to eyes, respiratory system and skin .
[Safety Statements ]

S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S37/39:Wear suitable gloves and eye/face protection .
[WGK Germany ]

3
[RTECS ]

QT1757500
[Hazard Note ]

Harmful/Irritant/Keep Cold
[HazardClass ]

IRRITANT
[HS Code ]

29333990
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Ethanol-->Sodium hydroxide-->Ethyl acetate-->Sulfuric acid-->Dichloromethane-->Thionyl chloride-->Sodium nitrite-->5-Aminonicotinic acid
[Preparation Products]

5-Bromo-3-pyridinemethanol-->ethyl furo[3,2-b]pyridine-6-carboxylate-->3-Pyridinecarboxylic acid, 5-hydroxy-6-iodo-, ethyl ester
Hazard InformationBack Directory
[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.
[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.
Spectrum DetailBack Directory
[Spectrum Detail]

5-Hydroxynicotinic acid(27828-71-3)1HNMR
5-Hydroxynicotinic acid(27828-71-3)FT-IR
Well-known Reagent Company Product InformationBack Directory
[TCI AMERICA]

5-Hydroxynicotinic Acid,>98.0%(LC)(T)(27828-71-3)
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