| Identification | Back Directory | [Name]
4,4'-Bis(hydroxymethyl)-2,2'-bipyridine | [CAS]
109073-77-0 | [Synonyms]
2,2'-Bi(pyridine-4-methanol)
2,2'-Bipyridine-4,4'-dimethanol
2,2'-Bipyridine-4,4'-bismethanol
[2,2'-Bipyridine]-4,4'-diyldiMethanol
4,4'is(hydroxymethyl)-2,2'-bipyridine
4,4'-Bis(hydroxymethyl)-2,2'-bipyridyl
4,4'-Bis(hydroxymethyl)-2,2'-bipyridine
４，４＇－Ｂｉｓ（ｈｙｄｒｏｘｙｍｅｔｈａｎｏｌ）－２，２＇－ｂｉｐｙｒｉｄｉｎｅ
4,4'-Bis(hydroxymethyl)-2,2'-bipyridine>
[2-[4-(Hydroxymethyl)-2-pyridyl]-4-pyridyl]methanol
{2-[4-(hydroxyMethyl)pyridin-2-yl]pyridin-4-yl}Methanol
[2-[4-(hydroxymethyl)-2-pyridinyl]-4-pyridinyl]methanol
4,4'-Bis(hydroxymethyl)-2,2'-bipyridine ISO 9001：2015 REACH
2,2'-Bipyridine-4,4'-dimethanol
4,4'-Bis(hydroxymethyl)-2,2'-bipyridyl | [Molecular Formula]
C12H12N2O2 | [MDL Number]
MFCD06202808 | [MOL File]
109073-77-0.mol | [Molecular Weight]
216.24 |
| Chemical Properties | Back Directory | [Melting point ]
170.6-171.4 °C | [Boiling point ]
450.4±40.0 °C(Predicted) | [density ]
1.281±0.06 g/cm3(Predicted) | [storage temp. ]
Keep in dark place,Sealed in dry,Room Temperature | [solubility ]
soluble in Methanol | [form ]
powder to crystal | [pka]
12.94±0.10(Predicted) | [color ]
White to Almost white | [InChI]
InChI=1S/C12H12N2O2/c15-7-9-1-3-13-11(5-9)12-6-10(8-16)2-4-14-12/h1-6,15-16H,7-8H2 | [InChIKey]
RRXGRDMHWYLJSY-UHFFFAOYSA-N | [SMILES]
C1(C2=NC=CC(CO)=C2)=NC=CC(CO)=C1 |
| Hazard Information | Back Directory | [Uses]
4,4‘-Bis(hydroxymethyl)-2,2’-bipyridine is a replication inhibitor that has been used in the treatment of cancer. It has also been shown to be effective in the treatment of metabolic disorders and chronic bronchitis. | [Synthesis]
The general procedure for the synthesis of 2,2'-bipyridine-4,4'-dimethanol from diethyl [2,2'-bipyridine]-4,4'-dicarboxylate was as follows: sodium borohydride (1.87 g, 49 mmol) was added to diethyl [2,2'-bipyridine]-4,4'-dicarboxylate (567 mg) dissolved in anhydrous ethanol (34 mL) , 1.89 mmol) suspension. The reaction mixture was refluxed for 3 hours. After completion of the reaction, it was cooled to room temperature and saturated ammonium chloride solution (24 mL/g NH4Cl) was added to quench the excess sodium borohydride. Subsequently, ethanol was removed by evaporation under reduced pressure. The resulting solid was dissolved in a minimal amount of water using an ultrasonic bath. The aqueous phase was extracted with ethyl acetate (5 x 34 mL) and the organic phases were combined and dried over anhydrous sodium sulfate. Finally, the organic phase was concentrated under reduced pressure to give a white powdery product in 91% yield. | [References]
[1] Chemical Communications, 2009, # 48, p. 7545 - 7547
[2] Electrochimica Acta, 2016, vol. 207, p. 313 - 320
[3] Journal of Physical Chemistry B, 1999, vol. 103, # 38, p. 8067 - 8079
[4] Patent: CN105793241, 2016, A. Location in patent: Paragraph 0129; 0159
[5] Tetrahedron, 2014, vol. 70, # 36, p. 6271 - 6275 |
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