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2627-69-2 35908-14-6
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2627-69-2

2627-69-2 structure
2627-69-2 structure
Name aicar
Synonyms AIC-Riboside
EINECS 220-097-5
5-Aminoimidazole-4-carboxamide-1-beta-D-ribofuranoside
AICA Riboside
T5OTJ B1Q CQ DQ E- AT5N CNJ DVQ EZ &&Ribo-β-D Form
5-Amino-1-b-D-ribofuranosyl-1H-imidazole-4-carboxamide
Z-RIBOSIDE
5-Amino-4-imidazolecarboxamide ribonucleoside
5-Amino-1-(β-D-ribofuranosyl)-1H-imidazole-4-carboxamide
5-aminoimidazole-4-carboxamide-1-β-D-ribofuranoside
AICA-riboside
Imidazole-4-carboxamide, 5-amino-1-β-D-ribofuranosyl-
1H-Imidazole-4-carboxamide, 5-amino-1-β-D-ribofuranosyl-
GP 1-110
MFCD00869751
Acadesine
Arasine
AMPK
AICAR
5-Amino-1-β-ribofuranosyl-imidazole-4-carboxamide
5-Amino-1-beta-D-ribofuranosyl-1H-imidazole-4-carboxamide
5-amino-4-imidazole carboxamide ribonucleoside
Description AICAR is a cell-permeable AMP-activated protein kinase (AMPK) activator.
Related Catalog
Target

AMPK

Autophagy

Mitophagy
In Vitro HepG2 cells are treated with various concentrations of AICAR (0.1-1.0 mM) for 12, 24, and 48 h, respectively. The expression level of IR-β significantly decreases with 0.25, 0.5, and 1.0 mM of AICAR at 48 h to 50%, 53%, and 46% of the control, respectively[1].
In Vivo Fourteen-week-old male, lean (L; 31.3 g body wt) wild-type andob/ob (O; 59.6 g body wt) mice are injected with the AMP-activated kinase (AMPK) activator AICAR (A) at 0.5 mg/g per day or saline control (C) for 14 days. At 24 h after the last injection (including a 12-h fast), all mice are killed, and the plantar flexor complex muscle (gastrocnemius, soleus, and plantaris) is excised for analysis. Muscle mass is lower in OC (159±12 mg) than LC, LA, and OA (176±10, 178±9, and 166±16 mg, respectively) mice, independent of a body weight change[2]. The kidney weight is significantly higher in the untreated group when compared with both the exercise and AICAR (0.5 mg/g body wt) groups. The heart weight is higher in the exercise group than in the other groups, whereas the liver weight is significantly higher in the AICAR-treated group when compared with the exercise and untreated groups[3].
Cell Assay HepG2 cells (5×105 cells) are plated in 6-well culture plate dishes and then are incubated in the serum-free media for 12 h before transfection. One microgram of plasmid is transfected with FuGENE6 Transfection Reagent. After 5 h of transfection, the culture media are removed and then media supplemented with or without AICAR (0.1-1.0 mM) are added to each well. The stimulation media are changed every 24 h[1].
Animal Admin Mice[2] Fourteen-week-old lean (Lepob/+ or Lepob/+) and ob/ob (Lepob/Lepob) male mice are uesd. After the 14-day experimental treatment (24 h after AICAR injection, including a 12-h fast), the plantar flexor complex muscle is cleanly (tendon-to-tendon) excised from an anesthetized mouse breathing 4% isoflurane. The muscle is quickly weighed and then processed for histology or frozen in liquid nitrogen and stored at −80°C. The anesthetized mice are killed by transection of the diaphragm and removal of the entire heart, after blood collection via needle puncture directly into the heart, while breathing 4% isoflurane. AICAR or saline (control) is injected subcutaneously into the lateral distal portion of the back. AICAR is administered at 0.5 mg/g per day one time for 14 days. Saline (control) is injected in volumes identical to those used for AICAR treatment in a manner identical to that of AICAR treatment. Body weight is measured prior to death. Rats[3] Male 5-week-old ZDF rats are either subcutaneously injected with a single dose of AICAR (0.5 mg/g body wt) or underwent a single bout of treadmill running (60 min, speed of 25 m/min at a 5% incline). Untreated ZDF rats serve as controls (n=5 in each group). One hour after the subcutaneous AICAR injection or immediately after treadmill running, rats are killed by cervical dislocation. To avoid any effect of muscle spasm and hypoxia, red and white gastrocnemius muscles are removed within seconds and immediately freeze clamped for later determination of AMPK activity.
References

[1]. Nakamaru K, et al. AICAR, an activator of AMP-activated protein kinase, down-regulates the insulin receptor expression in HepG2 cells. Biochem Biophys Res Commun. 2005 Mar 11;328(2):449-54

[2]. Drake JC, et al. AICAR treatment for 14 days normalizes obesity-induced dysregulation of TORC1 signaling and translational capacity in fasted skeletal muscle. Am J Physiol Regul Integr Comp Physiol. 2010 Dec;299(6):R1546-54.

[3]. Pold R, et al. Long-term AICAR administration and exercise prevents diabetes in ZDF rats.Diabetes. 2005 Apr;54(4):928-34.

[4]. Chen L, et al. Activating AMPK to Restore Tight Junction Assembly in Intestinal Epithelium and to Attenuate Experimental Colitis by Metformin. Front Pharmacol. 2018 Jul 16;9:761.
Density 2.1±0.1 g/cm3
Boiling Point 726.3±60.0 °C at 760 mmHg
Melting Point 214-215 °C
Molecular Formula C9H14N4O5
Molecular Weight 258.231
Flash Point 393.1±32.9 °C
Exact Mass 258.096405
PSA 156.85000
LogP -2.93
Vapour Pressure 0.0±2.5 mmHg at 25°C
Index of Refraction 1.821
Storage condition −20°C
Water Solubility H2O: >10 mg/mL
Symbol GHS07
GHS07
Signal Word Warning
Hazard Statements H315-H319-H335
Precautionary Statements P261-P305 + P351 + P338
Personal Protective Equipment dust mask type N95 (US);Eyeshields;Gloves
Hazard Codes Xi: Irritant;
Risk Phrases R36/37/38
Safety Phrases S26-S36
RIDADR NONH for all modes of transport
WGK Germany 3
HS Code 2934999090
HS Code 2934999090
Summary 2934999090. other heterocyclic compounds. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

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