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UR-144 N-(5-bromopentyl) analog

Item No. 12003

Product Insert (PDF)GC-MS (PDF)Safety Data Sheet (SDS) (PDF)
Synonyms
Synonyms
  • 5-bromo UR-144
Technical Information
Formal Name
[1-(5-bromopentyl)-1H-indol-3-yl](2,2,3,3-tetramethylcyclopropyl)-methanone
CAS Number
1628690-26-5
Molecular Formula
C21H28BrNO
Formula Weight
390.4
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 14 mg/mlDMF:PBS(pH7.2) (1:2): 0.3 mg/mlDMSO: 5 mg/mlEthanol: 5 mg/ml
λmax
217, 246, 304 nm
SMILES
O=C(C1=CN(CCCCCBr)C2=C1C=CC=C2)C3C(C)(C)C3(C)C
InChi Code
InChI=1S/C21H28BrNO/c1-20(2)19(21(20,3)4)18(24)16-14-23(13-9-5-8-12-22)17-11-7-6-10-15(16)17/h6-7,10-11,14,19H,5,8-9,12-13H2,1-4H3
InChi Key
HEWSXAZQMCDEMO-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    UR-144 (Item No. 11502) is a potent synthetic cannabinoid (CB) which preferentially binds the peripheral CB2 receptor (Ki = 1.8 nM) over the central CB1 receptor (Ki = 150 nM).1 UR-144 N-(5-bromopentyl) analog (Item No. 12003) differs from UR-144 by having a bromine atom on the terminal carbon of the alkyl group. While similar modifications have little effect on the receptor affinities of analogs of tetrahydrocannabinol, the activity of this compound has not been examined.2,3 This product is intended for research and forensic applications.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Frost, J.M., Dart, M.J., Tietje, K.R., et al. Indol-3-ylcycloalkyl ketones: Effects of N1 substituted indole side chain variations on CB2 cannabinoid receptor activity. J. Med. Chem. 53(1), 295-315 (2010).

    2. Nikas, S.P., Grzybowska, J., Papahatjis, D.P., et al. The role of halogen substitution in classical cannabinoids: A CB1 pharmacophore model. AAPS J. 6(4), 1-13 (2004).

    3. Nikas, S.P., Alapafuja, S.O., Papanastasiou, I., et al. Novel 1',1'-chain substituted hexahydrocannabinols: 9β-hydroxy-3-(1-hexyl-cyclobut-1-yl)-hexahydrocannabinol (AM2389) a highly potent cannabinoid receptor 1 (CB1) agonist. J. Med. Chem. 53(19), 6996-7010 (2010).

    Product Citations

    Mercier, G., Mohamed, K.A., Zagzoog, A., et al. In vitro pharmacological activity of twenty-eight synthetic cannabinoid receptor agonists at the type 1 and 2 cannabinoid receptors. Neurochem. Int. 190, 106039 (2025).