ChemicalBook > CAS DataBase List > 4, 6-DIHYDROXYNICOTINIC ACID ETHYL ESTER

4, 6-DIHYDROXYNICOTINIC ACID ETHYL ESTER

Product Name
4, 6-DIHYDROXYNICOTINIC ACID ETHYL ESTER
CAS No.
6975-44-6
Chemical Name
4, 6-DIHYDROXYNICOTINIC ACID ETHYL ESTER
Synonyms
Ethyl 4,6-dihydroxynicotinate;ethyl 2,4-dihydroxypyridine-5-carboxylate;NSC 22486;BUTTPARK 153\57-32;SPECS AC-907/34126052;2,4-Dihydroxy-5-(ethoxycar;4, 6-DIHYDROXYNICOTINIC ACID ETHYL ESTER;2,4-Dihydroxy-5-(ethoxycarbonyl)pyridine;Ethyl 4,6-Dihydroxypyridine-3-carboxylate;4,6-Dihydroxynicotinic acid ethyl ester ,97%
CBNumber
CB0680790
Molecular Formula
C8H9NO4
Formula Weight
183.16
MOL File
6975-44-6.mol
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4, 6-DIHYDROXYNICOTINIC ACID ETHYL ESTER Property

Melting point:
214-217°
Boiling point:
339.4±42.0 °C(Predicted)
Density 
1.380
storage temp. 
Inert atmosphere,Room Temperature
form 
powder to crystal
pka
4.50±1.00(Predicted)
color 
White to Orange to Green
InChI
InChI=1S/C8H9NO4/c1-2-13-8(12)5-4-9-7(11)3-6(5)10/h3-4H,2H2,1H3,(H2,9,10,11)
InChIKey
QDHHLXABEXNRJX-UHFFFAOYSA-N
SMILES
C1NC(=O)C=C(O)C=1C(OCC)=O
CAS DataBase Reference
6975-44-6
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Safety

Risk Statements 
36/37/38
Safety Statements 
26-36/37/39
HazardClass 
IRRITANT
HS Code 
29339900
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

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

P302+P352IF ON SKIN: wash with plenty of soap and water.

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

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P337+P313IF eye irritation persists: Get medical advice/attention.

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N-Bromosuccinimide Price

TCI Chemical
Product number
E1110
Product name
Ethyl 4,6-Dihydroxynicotinate
Purity
>97.0%(T)
Packaging
1g
Price
$57
Updated
2025/07/31
TCI Chemical
Product number
E1110
Product name
Ethyl 4,6-Dihydroxynicotinate
Purity
>97.0%(T)
Packaging
5g
Price
$174
Updated
2025/07/31
Matrix Scientific
Product number
046087
Product name
Ethyl 4,6-dihydroxynicotinate
Purity
>95%
Packaging
5g
Price
$140
Updated
2021/12/16
AK Scientific
Product number
Y9854
Product name
Ethyl4,6-dihydroxypyridine-3-carboxylate
Packaging
5g
Price
$147
Updated
2021/12/16
ChemScene
Product number
CS-W002704
Product name
Ethyl 4,6-Dihydroxynicotinate
Purity
99.26%
Packaging
25g
Price
$199
Updated
2021/12/16
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4, 6-DIHYDROXYNICOTINIC ACID ETHYL ESTER Chemical Properties,Usage,Production

Chemical Properties

White solid

Uses

Ethyl 4,?6-?dihydroxynicotinate has been used as a reactant is the synthesis of pyridazinopyrimidinone and pyridopyrimidinone derivatives as PDE5 inhibitors and for the synthesis of pyridone diaryl ether non-nucleoside inhibitors of HIV-1 reverse transcriptase.

Synthesis

108-24-7

105-50-0

6975-44-6

The general procedure for the synthesis of ethyl 4,6-dihydroxynicotinate from ethanoic anhydride and diethyl 1,3-acetone dicarboxylate was as follows: diethyl 3-oxoglutarate (101 g, 0.5 mol), triethyl orthoformate (81.4 g, 0.55 mol), and acetic anhydride (102 g, 1 mol) were mixed and the reaction was maintained at a temperature of 120 °C for 2 hours. After completion of the reaction, the mixture was cooled to room temperature and dissolved in dichloromethane (1 L). Subsequently, the solution was cooled to 0 °C, 30% ammonia (80 mL) was slowly added, and then the reaction mixture was gradually warmed to room temperature and left overnight. The reaction mixture was extracted twice with water and the aqueous phase was adjusted to pH 5 with concentrated hydrochloric acid. after acidification, the precipitate was collected by filtration to afford ethyl 4,6-dihydroxynicotinate (60.0 g, 60% yield). The product was characterized by 1H NMR (400 MHz, DMSO-d6): δ 7.99 (s, 1H), 5.58 (s, 1H), 4.23 (q, J = 6.8, 14.0 Hz, 2H), 1.25 (t, J = 7.2 Hz, 3H); MS (ESI) m/z: 184.1 [M + H]+.

References

[1] Patent: US8461179, 2013, B1. Location in patent: Page/Page column 66

4, 6-DIHYDROXYNICOTINIC ACID ETHYL ESTER Preparation Products And Raw materials

Raw materials

Diethyl 1,3-acetonedicarboxylate Ammonium hydroxide Acetic anhydride Triethyl orthoformate Hydrochloric acid

Preparation Products

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View Lastest Price from 4, 6-DIHYDROXYNICOTINIC ACID ETHYL ESTER manufacturers

Dideu Industries Group Limited
Product
4, 6-DIHYDROXYNICOTINIC ACID ETHYL ESTER 6975-44-6
Price
US $1.10/g
Min. Order
1g
Purity
99.00%
Supply Ability
100 Tons Min
Release date
2021-10-25
Career Henan Chemical Co
Product
4, 6-DIHYDROXYNICOTINIC ACID ETHYL ESTER 6975-44-6
Price
US $1.00/kg
Min. Order
1kg
Purity
98%
Supply Ability
200kg
Release date
2018-12-24

6975-44-6, 4, 6-DIHYDROXYNICOTINIC ACID ETHYL ESTERRelated Search:

4, 6-DIHYDROXYNICOTINIC ACID ETHYL ESTER ethyl 7-hydroxy-5-oxo-1,2,3,5-tetrahydroindolizine-8-carboxylate 5-Chloro-4,6-dihydroxynicotinic acid ethyl ester Ethyl nicotinate 4,6-Dihydroxynicotinic acid Ethyl 5-Fluoro-4-Hydroxy-6-Oxo-1,6-Dihydropyridine-3-Carboxylate Ethyl 1-Cyclopropyl-4-Hydroxy-6-Oxo-1,6-Dihydropyridine-3-Carboxylate 4-HYDROXY-1-METHYL-6-OXO-1,6-DIHYDRO-PYRIDINE-3-CARBOXYLIC ACID ETHYL ESTER 4,6-Dihydroxy-5-nitropyridine-3-carboxylic acid ethyl ester 4-HYDROXY-1,5-DIMETHYL-6-OXO-1,6-DIHYDRO-PYRIDINE-3-CARBOXYLIC ACID ETHYL ESTER AURORA KA-3595 AURORA KA-6045 AURORA KA-6623 AURORA KA-4355 AURORA KA-6340 AURORA KA-3792 ETHYL 4,6-DIHYDROXY-2-METHYLNICOTINATE AURORA KA-3383

  • 4, 6-DIHYDROXYNICOTINIC ACID ETHYL ESTER
  • 2,4-Dihydroxy-5-(ethoxycar
  • 4,6-DIHYDROXYPYRIDINE-3-CARBOXYLIC ACID ETHYL ESTER
  • BUTTPARK 153\57-32
  • SPECS AC-907/34126052
  • Ethyl 4,6-dihydroxynicotinate
  • ethyl 6-hydroxy-4-oxo-1H-pyridine-3-carboxylate
  • 6-hydroxy-4-keto-1H-pyridine-3-carboxylic acid ethyl ester
  • 6-hydroxy-4-oxo-1H-pyridine-3-carboxylic acid ethyl ester
  • 4,6-Dihydroxynicotinic acid ethyl ester ,97%
  • NSC 22486
  • 2,4-Dihydroxy-5-(ethoxycarbonyl)pyridine
  • Nicotinicacid, 4,6-dihydroxy-, ethyl ester (7CI)
  • Ethyl 4,6-dihydroxypyridine-3-carboxylate, 4,6-Dihydroxynicotinic acid ethyl ester
  • 3-Pyridinecarboxylic acid, 1,6-dihydro-4-hydroxy-6-oxo-, ethyl ester
  • ethyl 2,4-dihydroxypyridine-5-carboxylate
  • Ethyl 4,6-dihydroxypyridine-3-carboxylate, 2,4-Dihydroxy-5-(ethoxycarbonyl)pyridine
  • Ethyl 4,6-Dihydroxypyridine-3-carboxylate
  • 4, 6-DIHYDROXYNICOTINIC ACID ETHYL ESTER ISO 9001：2015 REACH
  • Ethyl 1,6-dihydro-4-hydroxy-6-oxo-3-pyridinecarboxylate
  • 6975-44-6
  • Pyridine