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5-Carboxy-N-phenyl-2-1H-pyridone

CAS No.
77837-08-2
Chemical Name:
5-Carboxy-N-phenyl-2-1H-pyridone
Synonyms
5-Carboxy Pirfenidone;5-carboxy-N-phenyl-2-pyridone;6-oxo-1-phenylpyridine-3-carboxylic acid;1,6-Dihydro-6-oxo-1-phenyl-3-pyridinecarboxylic Acid;6-oxo-1-phenyl-1,6-dihydro-3-pyridinecarboxylic acid;6-Oxo-1-phenyl-1,6-dihydropyridine-3-carboxylic Acid;3-Pyridinecarboxylicacid, 1,6-dihydro-6-oxo-1-phenyl-
CBNumber:
CB6500825
Molecular Formula:
C12H9NO3
Molecular Weight:
215.2
MDL Number:
MFCD07369218
MOL File:
77837-08-2.mol
MSDS File:
SDS
TDS File:
TDS
Last updated:2026-09-12 18:54:17

5-Carboxy-N-phenyl-2-1H-pyridone Properties

Melting point 282-284°C
storage temp. Sealed in dry,Room Temperature
solubility DMSO (Slightly), Methanol (Slightly)
form Solid
color Off-White to Light Yellow
FDA UNII 260RWO9IY8

SAFETY

Risk and Safety Statements

Symbol(GHS)  Exclamation Mark (GHS07)
GHS07
Signal word  Warning
Hazard statements  H335-H302-H319-H315
Precautionary statements  P264-P270-P301+P312-P330-P501-P264-P280-P302+P352-P321-P332+P313-P362-P264-P280-P305+P351+P338-P337+P313P

5-Carboxy-N-phenyl-2-1H-pyridone price More Price(30)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
TRC TRC-C179020-50MG 5-Carboxy-N-phenyl-2-1H-pyridone >95%(HPLC) 77837-08-2 50mg $780 2026-06-03 Buy
TRC TRC-C179020-25MG 5-Carboxy-N-phenyl-2-1H-pyridone >95%(HPLC) 77837-08-2 25mg $432 2026-06-03 Buy
TRC TRC-C179020-10MG 5-Carboxy-N-phenyl-2-1H-pyridone >95%(HPLC) 77837-08-2 10mg $192 2026-06-03 Buy
Ambeed A541554 6-Oxo-1-phenyl-1,6-dihydropyridine-3-carboxylic acid 98% 77837-08-2 100mg $64 2026-06-05 Buy
Ambeed A541554 6-Oxo-1-phenyl-1,6-dihydropyridine-3-carboxylic acid 98% 77837-08-2 250mg $141 2026-06-05 Buy
Product number Packaging Price Buy
TRC-C179020-50MG 50mg $780 Buy
TRC-C179020-25MG 25mg $432 Buy
TRC-C179020-10MG 10mg $192 Buy
A541554 100mg $64 Buy
A541554 250mg $141 Buy

5-Carboxy-N-phenyl-2-1H-pyridone Chemical Properties, Uses, Production

Chemical Properties

Off-White Fluffy Solid

Uses

A metabolite of Pirfenidone, a new drug to treat patients with kidney disease who have diabetes.

Synthesis

METHYL 5-CARBOXY-N-PHENYL-2-1H-PYRIDONE

77837-09-3

5-CARBOXY-N-PHENYL-2-1H-PYRIDONE

77837-08-2

General procedure for the synthesis of 6-oxo-1-phenyl-1,6-dihydro-pyridine-3-carboxylic acid from methyl 6-oxo-1-phenyl-1,6-dihydro-pyridine-3-carboxylate: at 0 °C, lithium hydroxide monohydrate (0.366 g, 8.73 mmol) was added to a mixed solution of tetrahydrofuran (9 mL) and water (6 mL) containing methyl 6-oxo-1-phenyl-1,6-dihydropyridine-3-carboxylate (1.0 g, 4.37 mmol) in a mixed solution of tetrahydrofuran (9 mL) and water (6 mL) and the reaction was stirred for 1 hour. After completion of the reaction, the reaction mixture was diluted with water and washed with ethyl acetate. Subsequently, the pH of the aqueous layer was adjusted to 2 with 2N hydrochloric acid and the precipitate was collected by filtration to afford 6-oxo-1-phenyl-1,6-dihydropyridine-3-carboxylic acid as a brown solid (0.740 g, 79% yield). The melting point of the product was 256-263°C. The structure of the product was determined by 1H NMR (400 MHz, DMSO-d6) δ 6.53 (d, J = 9.4 Hz, 1H), 7.40-7.49 (m, 5H), 7.87 (dd, J = 2.5, 9.8 Hz, 1H), 8.23 (d, J = 2.5 Hz, 1H); IR (KBr) ν 3446, 1708, 1645, 1577, 1263, 1228 cm-1; MS 214 (M-1) for characterization.

References

[1] Archiv der Pharmazie, 2013, vol. 346, # 9, p. 654 - 666
[2] Patent: US2008/319026, 2008, A1. Location in patent: Page/Page column 22
[3] Patent: WO2012/122165, 2012, A2. Location in patent: Page/Page column 63-64
[4] Patent: US2013/317059, 2013, A1. Location in patent: Paragraph 0042-0043
[5] Journal of Medicinal Chemistry, 2013, vol. 56, # 12, p. 5079 - 5093

66171-50-4
77837-08-2
Synthesis of 5-Carboxy-N-phenyl-2-1H-pyridone from Methyl 6-oxo-1,6-dihydro-3-pyridinecarboxylate
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5-Carboxy-N-phenyl-2-1H-pyridone Spectrum

6-oxo-1-phenyl-1,6-dihydro-3-pyridinecarboxylic acid 6-oxo-1-phenylpyridine-3-carboxylic acid 1,6-Dihydro-6-oxo-1-phenyl-3-pyridinecarboxylic Acid 5-Carboxy Pirfenidone 6-Oxo-1-phenyl-1,6-dihydropyridine-3-carboxylic Acid 5-carboxy-N-phenyl-2-pyridone 3-Pyridinecarboxylicacid, 1,6-dihydro-6-oxo-1-phenyl- 77837-08-2 Aromatics Metabolites Heterocycles Intermediates & Fine Chemicals Metabolites & Impurities Pharmaceuticals