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
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
Safety
- HS Code
- 2933.39.9200
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.
N-Bromosuccinimide Price
- Product number
- D5295
- Product name
- Diethyl [2,2'-Bipyridine]-5,5'-dicarboxylate
- Packaging
- 200MG
- Price
- $84
- Updated
- 2025/07/31
- Product number
- D5295
- Product name
- Diethyl [2,2'-Bipyridine]-5,5'-dicarboxylate
- Packaging
- 1G
- Price
- $283
- Updated
- 2025/07/31
- Product number
- 3994CT
- Product name
- Diethyl [2,2'-Bipyridine]-5,5'-dicarboxylate
- Packaging
- 1g
- Price
- $294
- Updated
- 2021/12/16
- 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
- Product number
- 3994CT
- Product name
- Diethyl [2,2'-Bipyridine]-5,5'-dicarboxylate
- Packaging
- 5g
- Price
- $840
- Updated
- 2021/12/16
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
diethyl 2,2'-bipyridine-5,5'-dicarboxylate Suppliers
- Tel
- 320-37350700
- Fax
- +32 (0)37350701
- sales@tcieurope.eu
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- Europe
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View Lastest Price from diethyl 2,2'-bipyridine-5,5'-dicarboxylate manufacturers
- 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
- 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