Molecular Mass: 329.46 g·mol−1
Molecular Formula: C21H28FNO
5F-UR-144, which also goes by the names XLR-11 and 5″-fluoro-UR-144, is a potent synthetic cannabinoid.
It belongs to the indole class of synthetic cannabinoids. The nitrogen in the indazole ring is attatched to a fluoropentyl side chain similar to a number of other indole and indazole synthetic cannabinoids such as 5F-AKB48 and 5F-PB-22. Indeed this side chain is how the 5F portion of the name arises. The indole core structure is bonded again at the third position to a lipophilic tetramethylcyclopropyl moiety. A methanone ketone bridge joins the two.
5F-UR-144 may be described as a 3-(tetramethylcyclopropylmethanoyl)indole relative of the cannabinoids A-834,735 , A-796,260 and UR-144.
Like other synthetic cannabinoids of indole and indazole class which have come to prominence in the last number of years, 5F-UR-144 is a potent and full agonist at the human cannabinoid receptors CB1 and CB2. The chemical has an EC50 value of 98 nM at CB1 and 83 nM at CB2.
It has been tested on rodents. 5F-UR-144 produced a short lived but significant hypothermic effect when administered to rats in doses of 3 mg/kg and 10 mg/kg. This would put 5F-UR-144 on par with STS-135 and APICA in terms of potency.
5F-UR-144 was first identified in 2012 as one ingredient in some synthetic cannabis mixtures that were sold in Australia. Despite its similarity to other compounds patented by Abott Laboritories, 5F-UR-144 appears to have been created recently for the sole purpose of recreational use by laboratories in China.
5F-UR-144 has been linked to hospitalisation. Some users of this compound have developed acute injury at the kidney by smoking mixtures that contained 5F-UR-144 and AM-2201.
There are no scientific studies in to the healthy implications of short term or long term recreational use of the chemical. There have been no toxicological studies of the compound in humans or animals.
The chemical is, as such, not fit for human or animal consumption.
Unverifiable online reports suggest that the chemical is similar in effect to AM-2201 but potentially more potent.
It is described as producing a number of physical effects in online reports including heavy sedation and loss of motor function, increased appetite and a tingling and strong body high. It is also reported as causing dehydration, increased heart rate and feelings of increased and decrease in body weight.
Cognitively it is reported that 5F-UR-144 heightens whatever emotions the person may be feeling which can sometimes include euphoria and extreme laughter. Users report becoming more engaged in tasks. Negative side effects that have been reported include states of anxiety and paranoia.
All synthetic cannabinoids have the potential to induce states of psychosis. They are associated with potentiating mental illness in pre-disposed adolescents and young adults.
Synthetic cannabinoids are considered moderately addictive substances with a high potential for abuse. They are habit forming and users may find after repeated use that a psychological addiction takes hold. Cessation after long term use is known to come with withdrawal and cravings. Tolerance to these substances arises meaning users need ever increasing doses to achieve their “high”.
Other names and synonyms for 5F-UR-144:
[1-(5-Fluoropentyl)-1H-indol-3-yl](2,2,3,3-tetramethylcyclopropyl)methanone [ACD/IUPAC Name]
[1-(5-Fluoropentyl)-1H-indol-3-yl](2,2,3,3-tétraméthylcyclopropyl)méthanone [French] [ACD/IUPAC Name]
[1-(5-Fluorpentyl)-1H-indol-3-yl](2,2,3,3-tetramethylcyclopropyl)methanon [German] [ACD/IUPAC Name]
Methanone, [1-(5-fluoropentyl)-1H-indol-3-yl](2,2,3,3-tetramethylcyclopropyl)- [ACD/Index Name]
MFCD23701752 [MDL number]
XLR11 (exempt preparation)