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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

diethyl 2,2'-bipyridine-5,5'-dicarboxylate Preparation Products And Raw materials

Raw materials

Preparation Products

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

Americas 1 China 70 Europe 1 India 2 Japan 1 United States 4 Global 79
Henan Jiuke Chemical Co. LTD
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Adamas Reagent, Ltd.
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Sichuan Wei Keqi Biological Technology Co., Ltd.
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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