2-Cyanopyrimidine Chemical Properties

Melting point:

40-44 °C (lit.)

Boiling point:

250.7±23.0 °C(Predicted)

Density 

1.22±0.1 g/cm3(Predicted)

Flash point:

>230 °F

storage temp. 

Keep in dark place,Sealed in dry,Room Temperature

solubility 

soluble in Methanol

pka

-3.27±0.13(Predicted)

form 

Crystalline Powder

color 

White to yellow

InChI

InChI=1S/C5H3N3/c6-4-5-7-2-1-3-8-5/h1-3H

InChIKey

IIHQNAXFIODVDU-UHFFFAOYSA-N

SMILES

C1(C#N)=NC=CC=N1

CAS DataBase Reference

14080-23-0(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xn,C,F,T

Risk Statements 

22-37/38-41-43-34-11-25

Safety Statements 

26-36/37/39-45-16-36/37

RIDADR 

3276

WGK Germany 

3

Hazard Note 

Harmful

HazardClass 

IRRITANT

PackingGroup 

Ⅲ

HS Code 

29335990

MSDS

• Language:English Provider:SigmaAldrich

2-Cyanopyrimidine Usage And Synthesis

Chemical Properties

White to yellow to brown solid

Uses

2-Cyanopyrimidine is a potent and non-selective cysteine protease cathepsin K inhibitor and used for osteoporos.

Biological Activity

2-Cyanopyrimidine is a cathepsin k inhibitor.cathepsin k is a protease defined by its high specificity for kinins, which is involved in bone resorption. cathepsin k's ability to catabolize collagen, elastin, and gelatin allow it to break down bone and cartilage. such catabolic activity is also partially responsible for the loss of lung elasticity and recoil in emphysema. therefore, inhibitors of cathepsin k are showing great potential in the treatment of osteoporosis.

in vitro

2-cyano-pyrimidine was identified as a cathepsin k inhibitor whose basic structure and derivatives have been evaluated for the treatment of osteoporosis. enzymatic study showed that 2-cyano-pyrimidine had an ic50 value of 170 nm for inhibition of cathepsin k, elevated activity of which has been linked to the formation of osteoporosis and arthritis. moreover, cathepsin k was found to be a lysosomal cysteine protease found in osteoclasts. [1,2].

IC 50

170 nm

References

[1] altmann, e. ,aichholz, r.,betschart, c., et al. 2-cyano-pyrimidines: a new chemotype for inhibitors of the cysteine protease cathepsin k. journal of medicinal chemistry 50(4), 591-594 (2007).
[2] rankovic z et al. design and optimization of a series of novel 2-cyano-pyrimidines as cathepsin k inhibitors. bioorg med chem lett. 2010 mar 1;20(5):1524-7.

2-Cyanopyrimidine(14080-23-0)Related Product Information

• ETHYL 2-CYANOACRYLATE
• Cyanoacetic acid
• Ethyl cyanoacetate
• Ethyl cyanoformate
• Methylene dithiocyanate
• Sodium cyanoborohydride
• 3-Cyanopyridine
• 2-Methylsulfonyl-4,6-dimethoxypyrimidine
• 2-Chloropyrimidine
• 5-(2-Methoxyphenoxy)-[2,2'-bipyrimidine]-4,6(1H,5H)-dione
• 2-(2-Methoxyphenoxy)propanedioic acid diethyl ester
• Bosentan
• Bosentan Impurity 1
• Diethyl chloromalonate
• Bosentan Impurity 5
• Bosentan Impurity 17
• Bosentan Impurity 7
• Bosentan Impurity 2