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5,5'-DIMETHYL-2,2'-DIPYRIDYL

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5,5'-DIMETHYL-2,2'-DIPYRIDYL Basic information

Product Name:
5,5'-DIMETHYL-2,2'-DIPYRIDYL
Synonyms:
  • 5,5’-dimethyl-2’-bipyridine
  • 5,5-Dimethyl-2,2-dipyridine
  • Dimethylbipyridyl
  • 2,2'-Bi(5-methylpyridine)
  • 5-methyl-2-(5-methyl-2-pyridyl)pyridine
  • 5-methyl-2-(5-methylpyridin-2-yl)pyridine
  • 5,5′-Dimethyl-2,2′-dipyridyl,5,5′-Dimethyl-2,2′-bipyridine
  • 5,5-DIMETHYL-2,2-BIPYRIDINE
CAS:
1762-34-1
MF:
C12H12N2
MW:
184.24
Product Categories:
  • API intermediates
Mol File:
1762-34-1.mol
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5,5'-DIMETHYL-2,2'-DIPYRIDYL Chemical Properties

Melting point:
114-117 °C(lit.)
Boiling point:
140℃/3mm
Density 
1.060±0.06 g/cm3(Predicted)
storage temp. 
Inert atmosphere,Room Temperature
solubility 
DMF: 15mg/mL,DMSO: 10mg/mL,Ethanol: 15mg/mL,Ethanol:PBS (pH 7.2) (1:4): 0.2mg/mL
form 
powder to crystal
pka
4.78±0.32(Predicted)
color 
White to Yellow to Orange
InChI
InChI=1S/C12H12N2/c1-9-3-5-11(13-7-9)12-6-4-10(2)8-14-12/h3-8H,1-2H3
InChIKey
PTRATZCAGVBFIQ-UHFFFAOYSA-N
SMILES
C1(C2=NC=C(C)C=C2)=NC=C(C)C=C1
CAS DataBase Reference
1762-34-1(CAS DataBase Reference)
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Safety Information

Hazard Codes 
Xi,Xn
Risk Statements 
36/37/38-22
Safety Statements 
26-36
WGK Germany 
3
RTECS 
DW1766000
HS Code 
29333990
Toxicity
mouse,LD50,intraperitoneal,225mg/kg (225mg/kg),Toxicon. Vol. 23, Pg. 815, 1985.

MSDS

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5,5'-DIMETHYL-2,2'-DIPYRIDYL Usage And Synthesis

Uses

5,5'-Dimethyl-2,2'-bipyridine is widely used as an intermediate in organic synthesis and pharmaceuticals. It is also used as a raw material in the synthesis of dyestuffs and agrochemicals. It is used as a precursor for the preparation of 5-methyl-5'vinyl-2,2'-bipyridine.

Definition

ChEBI: Abametapir is a member of bipyridines.

Mechanism of action

5 5'-Dimethyl-2,2-bipyridine works by inhibiting metalloproteinase enzymes that are essential for lice egg growth and development.

Synthesis

2-Amino-5-methylpyridine ((Abametapir))(100) was converted to 2-bromo-5-methylpyridine (101) via the Sandmeyer reaction using bromine and sodium nitrite in 75% yield. Next, 101 was converted to abametapir (XIV) via a palladium-catalyzed homocoupling reaction in 79% yield. Abametapir was finally isolated by crystallization from a water/isopropanol mixture.

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