| Identification | More | [Name]
2-Amino-3-hydroxypyridine | [CAS]
16867-03-1 | [Synonyms]
2-AMINO-3-HYDROXYPYRIDINE
2-AMINO-3-PYRIDINOL
2-AMINO-3-PYRIDOL
2-AMINO-PYRIDIN-3-OL
3-HYDROXY-2-AMINOPYRIDINE
3-PYRIDINOL, 2-AMINO-
2-amino-3-pyridino
3-Hydroxy-2-pyridinamine
2-Amino-3-Hydroxypyrimidine
2-AMINO-3-HYDROXYPYRIDIN
2-amino-3-haydroxypyridine
2-AMINO-3-HYDROXYPYRIDINE 99.5%
2-AMINO-3-HYDROXYPYRIDINE 2-AMINO-PYRIDIN-3-OL
-Amino-3-Hydroxypyridine
2-AMINO-3-HYDROXYPYRIDINE pure
3-Hydroxypyridine-2-amine | [EINECS(EC#)]
240-886-8 | [Molecular Formula]
C5H6N2O | [MDL Number]
MFCD00006317 | [Molecular Weight]
110.11 | [MOL File]
16867-03-1.mol |
| Chemical Properties | Back Directory | [Appearance]
white to light yellow crystal powder | [Melting point ]
168-172 °C (lit.) | [Boiling point ]
206.4°C (rough estimate) | [density ]
1.2111 (rough estimate) | [vapor pressure ]
0.007-0.28Pa at 20-50℃ | [refractive index ]
1.4800 (estimate) | [storage temp. ]
Keep in dark place,Sealed in dry,Room Temperature | [solubility ]
DMSO (Slightly), Methanol (Slightly) | [form ]
Crystalline Powder | [pka]
5.15±0.10(Predicted) | [color ]
Grayish-beige to brownish | [Detection Methods]
HPLC,NMR | [BRN ]
109868 | [InChIKey]
BMTSZVZQNMNPCT-UHFFFAOYSA-N | [LogP]
-0.25 at 23℃ and pH7.02-7.04 | [Surface tension]
72.6mN/m at 1.053g/L and 20℃ | [CAS DataBase Reference]
16867-03-1(CAS DataBase Reference) | [NIST Chemistry Reference]
2-Amino-3-hydroxypyridine(16867-03-1) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi,T,Xn | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin .
R25:Toxic if swallowed.
R40:Limited evidence of a carcinogenic effect. | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) .
S37/39:Wear suitable gloves and eye/face protection .
S36:Wear suitable protective clothing .
S22:Do not breathe dust . | [RIDADR ]
UN2811 | [WGK Germany ]
3
| [Hazard Note ]
Irritant | [HazardClass ]
6.1 | [PackingGroup ]
III | [HS Code ]
29333999 |
| Hazard Information | Back Directory | [Chemical Properties]
white to light yellow crystal powder | [Uses]
2-Amino-3-hydroxypyridine was used as reagent in reaction of dimethyl acetylenedicarboxylate and triphenylphosphine to yield functionalized coumarins and 1,4-oxazines. | [Synthesis Reference(s)]
Journal of Heterocyclic Chemistry, 14, p. 203, 1977 DOI: 10.1002/jhet.5570140206 | [General Description]
2-Amino-3-hydroxypyridine forms complexes with number of transition metals. It inhibits the corrosion of aluminium and copper in acidic solutions. It undergoes condensation with 2-hydroxy-1-naphthaldehyde and 2-hydroxybenzaldehyde to form Schiffs bases. It is useful in the preparation of clinical anti-inflammatory analgesics. | [Synthesis]
General method: 3-hydroxy-2-nitropyridine (1 eq.), hexafluoroisopropanol (HFIP, 10 eq.) and iron powder (5 eq.) were added to the reaction tube and mixed. Subsequently, 2N aqueous hydrochloric acid solution was slowly added to the reaction mixture. The reaction mixture was stirred at room temperature for 30 minutes and then neutralized with saturated aqueous sodium bicarbonate (NaHCO3) solution. The organic layer was extracted three times with aqueous sodium bicarbonate and combined. The organic layers were subsequently washed with brine, dried over anhydrous sodium sulfate (Na2SO4), filtered, and concentrated under reduced pressure. The crude product was purified by silica gel column chromatography to afford the target product 2-amino-3-hydroxypyridine. | [References]
[1] Tetrahedron Letters, 2017, vol. 58, # 37, p. 3646 - 3649
[2] Journal of the Chemical Society, <1957> 4625,
[3] Pharmaceutical Bulletin, 1957, vol. 5, p. 350,352
[4] Biochemical Journal, 1950, vol. 46, p. 506
[5] Patent: US1889303, 1930, |
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