3-DEAZAADENOSINE Chemical Properties

Melting point:

228-229°C

Boiling point:

665.7±65.0 °C(Predicted)

Density 

1.90±0.1 g/cm3 (20 ºC 760 Torr)

storage temp. 

Keep in dark place,Inert atmosphere,2-8°C

solubility 

H₂O: 10 mg/mL with heating to 60 °C

pka

13.24±0.70(Predicted)

form 

Solid

color 

White to Off-White

Safety Information

Safety Statements 

24/25

RIDADR 

2811

WGK Germany 

3

HazardClass 

6.1(a)

PackingGroup 

II

HS Code 

29419090

MSDS

• Language:English Provider:SigmaAldrich

3-DEAZAADENOSINE Usage And Synthesis

Description

3-Deazaadenosine (3-DZA) is an inhibitor of SAH (Sadenosylhomocysteine) hydrolase (Ki = 3.9 μM). It has antiinflammatory properties, inhibiting leukocyte adhesion and chemotaxis, lymphocyte-mediated cytolysis, phagocytosis, degranulation, and NF-κB signaling. 3-DZA also has anti-viral and anti-bacterial activities.

Chemical Properties

Bright Yellow Solid

Uses

Possesses antiviral activity. It is an inhibitor of leukocyte adhesion to TNF-treated endothelial cells.

Biochem/physiol Actions

Possesses antiviral activity inhibitor of leukocyte adhesion to TNF-treated endothelial cells.

in vitro

3-deazaadenosine showed inhibitory values against the ebo-z viruses, ebo, and marburg virus in various cell lines of primate (sw13, vero 76, frhl, llc-mk2, mrc-5, vero e6) and mouse (balb/3t3 clone a31) origin. 3-deazaadenosine at 2 μg/ml could reduce viral replication by 3 logs in a dose-dependent manner. however, there was no further inhibition even with a 100-fold increase in concentration [1].

in vivo

in vehicle control group, adult balb/c mice lethally infected with mouse-adapted ebola virus die 5-7 days after infection. in contrast, 3-deazaadenosine treatment initiated on day 0 or 1 led to a dose-dependent protection, with mortality completely prevented at doses around 0.7 mg/kg every 8 h. moreover, there was significant protection when 3-deazaadenosine treatment was begun on day 2, at which time, the spleen had an average titer of 2 × 106 pfu/g and the liver had 3 × 105 pfu/g virus. treatment with 3-aeazaadenosine at 2.2 mg/kg initiated on day 3 resulted in 40% survival [1].

References

[1] huggins, z. x. zhang and m. bray. antiretroviral drug therapy of filovirus infections: s-adenosylhomocysteine hydrolase inhibitors inhibit ebola virus in vitro and in a lethal mouse model. journal of infectious diseases 179 (1), s240-s247 (1999).

3-DEAZAADENOSINE(6736-58-9)Related Product Information

• 8-AZA-9-DEAZAADENOSINE MONOHYDRATE
• 7-DEAZAADENOSINE-7-CARBOXAMIDE
• 7-DEAZAADENOSINE
• 7-DEAZAADENOSINE-3',5'-CYCLIC MONOPHOSPHATE SODIUM SALT,7-deazaadenosine-3’,5’-cyclicmonophosphate(7-ch-camp),sodiumsal
• 7-IODO-2',3'-DIDEOXY-7-DEAZAADENOSINE
• carbocyclic 3-deazaadenosine
• 7-IODO-7-DEAZAADENOSINE,7-Iodo-7-deazaadenosine, 4-Amino-5-iodo-7-(β-D-ribofuranosyl)pyrrolo[2,3-d]pyrimidine
• 2-AMINO-6-METHOXY-2'-DEOXY-7-DEAZAADENOSINE
• 3-DEAZAADENOSINE, [8-3H]
• 3-DEAZAADENOSINE
• 7-DEAZAADENOSINE-5'-O-MONOPHOSPHATE SODIUM SALT,7-deazaadenosine-5’-monophosphate(7-ch-5’-amp/tump),sodiumsal
• 1-deazaadenosine
• 5'-methylthio-5'-deoxy-9-deazaadenosine
• 4-AMINO-6-CHLORO-1-B-D-RIBOFURANOSYLIMIDAZO[4,5-C]PYRIDINE
• 3-DEAZA-CADP-RIBOSE
• 7-DEAZAADENOSINE, [3H]-
• 9-deazaadenosine triphosphate
• 3-Deazaadenosine 5'-triphosphate