ChemicalBook > CAS DataBase List > diethyl 2,2'-bipyridine-5,5'-dicarboxylate

diethyl 2,2'-bipyridine-5,5'-dicarboxylate

Product Name: diethyl 2,2'-bipyridine-5,5'-dicarboxylate
CAS No.: 1762-46-5
Chemical Name: diethyl 2,2'-bipyridine-5,5'-dicarboxylate
Synonyms: Diethyl bipy55'DC;5,5'-Dicarbethoxy-2,2'-bipyridine;5,5'-diethoxycarbonyl-2,2'-bipyridine;5,5'-Bis(ethoxycarbonyl)-2,2'-bipyridine;diethyl 2,2'-bipyridine-5,5'-dicarboxylate;Ethyl 2,2'- bipyridine -5,5'- dicarboxylate;5,5'-diethyl [2,2'-bipyridine]-5,5'-dicarboxylate;2,2']bipyridinyl-5,5'-dicarboxylic acid diethyl ester;[2,2']bipyridinyl-5,5'-dicarboxylic acid diethyl ester;[2,2′-Bipyridine]-5,5′-dicarboxylic acid, diethyl ester
CBNumber: CB82645067
Molecular Formula: C16H16N2O4
Formula Weight: 300.31
MOL File: 1762-46-5.mol

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diethyl 2,2'-bipyridine-5,5'-dicarboxylate Property

Melting point:: 145-147 °C
Boiling point:: 428.9±45.0 °C(Predicted)
Density: 1.201±0.06 g/cm3(Predicted)
storage temp.: Inert atmosphere,Room Temperature
form: powder to crystal
pka: 1.99±0.32(Predicted)
color: White to Almost white
InChI: InChI=1S/C16H16N2O4/c1-3-21-15(19)11-5-7-13(17-9-11)14-8-6-12(10-18-14)16(20)22-4-2/h5-10H,3-4H2,1-2H3
InChIKey: IUNBUYCOAQHBMC-UHFFFAOYSA-N
SMILES: C1(C2=NC=C(C(OCC)=O)C=C2)=NC=C(C(OCC)=O)C=C1

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Safety

HS Code: 2933.39.9200

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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.

P321Specific treatment (see … on this label).

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

P362Take off contaminated clothing and wash before reuse.

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N-Bromosuccinimide Price

TCI Chemical

Product number: D5295
Product name: Diethyl [2,2'-Bipyridine]-5,5'-dicarboxylate
Packaging: 200MG
Price: $84
Updated: 2025/07/31

TCI Chemical

Product number: D5295
Product name: Diethyl [2,2'-Bipyridine]-5,5'-dicarboxylate
Packaging: 1G
Price: $283
Updated: 2025/07/31

AK Scientific

Product number: 3994CT
Product name: Diethyl [2,2'-Bipyridine]-5,5'-dicarboxylate
Packaging: 1g
Price: $294
Updated: 2021/12/16

Chem-Impex

Product number: 40950
Product name: Diethyl[2,2'-Bipyridine]-5,5'-dicarboxylate,98%(GC)
Purity: 98%(GC)
Packaging: 1G
Price: $342.72
Updated: 2021/12/16

AK Scientific

Product number: 3994CT
Product name: Diethyl [2,2'-Bipyridine]-5,5'-dicarboxylate
Packaging: 5g
Price: $840
Updated: 2021/12/16

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diethyl 2,2'-bipyridine-5,5'-dicarboxylate Chemical Properties,Usage,Production

Uses

Diethyl bipy55'DC is an inhibitor of collagen proline 4-hydroxylases (CP4Hs) with antifibrotic and anti-metastatic activities. Diethyl bipy55'DC can inhibit CP4H activity in cultured cells at concentrations that do not cause iron deficiency[1].

Synthesis

64-17-5

1802-30-8

1762-46-5

General procedure for the synthesis of diethyl [2,2'-bipyridine]-5,5'-dicarboxylate from ethanol and 2,2'-bipyridine-5,5'-dicarboxylic acid: 2,2'-bipyridine-5,5'-dicarboxylic acid (200 mg, 0.82 mmol) and anhydrous ethanol (13 mL) were added to a dry flask with stirring under an ice bath. Thionyl chloride (1.3 mL) was slowly added dropwise, followed by installation of a reflux condenser and heating to reflux. After 24 hours of reaction, the reaction mixture was cooled in an ice bath and saturated sodium carbonate solution (20 mL) was added dropwise to quench the reaction. The aqueous phase was extracted with dichloromethane (4 x 20 mL), the organic phases were combined and dried over anhydrous sodium sulfate and concentrated under reduced pressure. The crude product was purified by silica gel column chromatography (eluent: 1:1 dichloromethane/hexane solvent mixture of 3% acetone) to afford diethyl [2,2'-bipyridyl]-5,5'-dicarboxylate (190 mg, 77% yield) as a white solid.1H NMR (500 MHz, CDCl3) δ 9.32 (dd, J = 0.5, 2.0 Hz, 1H), 8.59 (dd, J = 0.5, 8.5 Hz, 1H), 8.46 (dd, J = 2.0, 8.5 Hz, 1H), 4.47 (q, J = 7.5 Hz, 2H), 1.46 (t, J = 7.5 Hz, 3H); 13C NMR (125 MHz, CDCl3) δ 165.2, 158.3, 150.6, 138.1, 126.6, 121.3, 61.6, 14.3; HRMS (ESI) m/z 301.1193 [C16H17N2O4 (M + H)+ calculated value 301.1183].

References

[1] Vasta J D, et al. Selective inhibition of collagen prolyl 4-hydroxylase in human cells[J]. ACS chemical biology, 2016, 11(1): 193-199. DOI:10.1021/acschembio.5b00749

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View Lastest Price from diethyl 2,2'-bipyridine-5,5'-dicarboxylate manufacturers

Shanghai UCHEM Inc.

Product: Diethyl 2,2'-bipyridine-5,5'-dicarboxylate 1762-46-5
Price: US $43.00-187.00/g
Min. Order: 5g
Purity: 0.98
Supply Ability: 10kg
Release date: 2024-10-25

Career Henan Chemical Co

Product: ethyl 6-(5-ethoxycarbonylpyridin-2-yl)pyridine-3-carboxylate 1762-46-5
Price: US $1.00/g
Min. Order: 1g
Purity: Min98% HPLC
Supply Ability: g/kg/ton
Release date: 2019-12-24

1762-46-5, diethyl 2,2'-bipyridine-5,5'-dicarboxylateRelated Search:

2,2'-Bipyridine-5,5'-dicarboxylic acid DIMETHYL 2,2'-BIPYRIDINE-6,6'-DICARBOXYLATE 2,2'-Bipyridine-3,3'-dicarboxylic acid dimethyl ester 4,4'-Bis(methoxycarbonly)-2,2'-bipyridine 2,2'-Bipyridine-3,3'-dicarboxylic acid diethyl [2,2'-bipyridine]-3,3'-dicarboxylate 3,3'-DIMETHYL-2,2'-BIPYRIDINE 2,2'-Bipyridine-4,4'-dicarboxylic acid 5,5'-DIMETHYL-2,2'-DIPYRIDYL 4,4'-Bis(hydroxymethyl)-2,2'-bipyridine 6,6'-Dimethyl-2,2'-dipyridyl [2,2'-Bipyridine]-5,5'-diMethanol 4,4'-Dimethyl-2,2'-bipyridyl 2,2'-Bipyridyl-5,5'-dialdehyde DIETHYL 2,2'-BIPYRIDINE-6,6'-DICARBOXYLATE 5,5'-diMethoxycarbonyl-2,2'-bipyridine 6,6′-bis(hydroxymethyl)-2,2′-bipyridine 2,2'-BIPYRIDINE-6,6'-DICARBOXYLIC ACID

diethyl 2,2'-bipyridine-5,5'-dicarboxylate

5,5'-Bis(ethoxycarbonyl)-2,2'-bipyridine

[2,2']bipyridinyl-5,5'-dicarboxylic acid diethyl ester

ethyl 6-(5-ethoxycarbonylpyridin-2-yl)pyridine-3-carboxylate

5,5'-diethyl [2,2'-bipyridine]-5,5'-dicarboxylate

5,5'-Dicarbethoxy-2,2'-bipyridine

[2,2′-Bipyridine]-5,5′-dicarboxylic acid, diethyl ester

2,2'-Bipyridine]-5,5'-dicarboxylic acid, 5,5'-diethyl ester

5,5'-diethoxycarbonyl-2,2'-bipyridine

Diethyl bipy55'DC

Ethyl 2,2'- bipyridine -5,5'- dicarboxylate

2,2']bipyridinyl-5,5'-dicarboxylic acid diethyl ester

1762-46-5

762-46-5