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SDB-005

From Wikipedia, the free encyclopedia
Chemical compound
Pharmaceutical compound
SDB-005
Legal status
Legal status
Identifiers
  • Naphthalen-1-yl 1-pentyl-1H-indazole-3-carboxylate
CAS Number
PubChemCID
ChemSpider
UNII
CompTox Dashboard(EPA)
Chemical and physical data
FormulaC23H22N2O2
Molar mass358.441 g·mol−1
3D model (JSmol)
  • CCCCCN1N=C(C(=O)OC2=CC=CC3=C2C=CC=C3)C2=C1C=CC=C2
  • InChI=1S/C23H22N2O2/c1-2-3-8-16-25-20-14-7-6-13-19(20)22(24-25)23(26)27-21-15-9-11-17-10-4-5-12-18(17)21/h4-7,9-15H,2-3,8,16H2,1H3
  • Key:JBVNFKZVDLFOAY-UHFFFAOYSA-N

SDB-005 (also known asNA-PINAC using systematicEUDA nomenclature)[1] is anindazole-basedsynthetic cannabinoid that has been sold online as adesigner drug.[2] It is presumed to be an agonist of the CB1 and CB2 cannabinoid receptors. SDB-005 is the indazole coreanalog ofPB-22 where the8-hydroxyquinoline has also been replaced with anaphthalene group.

The code number SDB-005 was originally used for a different compound, theN-phenyl instead ofN-benzyl analogue ofSDB-006. This compound is a potentagonist of theCB1 receptor (Ki = 21 nM) andCB2 receptor (Ki = 140 nM).[3]

Original, non designer drug SDB-005

However, SDB-005 was subsequently used as the name for the indazole-3-carboxylate compound mentioned above when it was sold in Europe as adesigner drug, and was entered into theEMCDDA synthetic drug database under this name.[4] Consequently, there are now two distinct, yet fairly closely related cannabinoid compounds, which may both be referred to under the code SDB-005.

See also

[edit]

References

[edit]
  1. ^Pulver B, Fischmann S, Gallegos A, Christie R (March 2023)."EMCDDA framework and practical guidance for naming synthetic cannabinoids".Drug Testing and Analysis.15 (3):255–276.doi:10.1002/dta.3403.PMID 36346325.
  2. ^"SDB-005". Cayman Chemical. Retrieved27 June 2015.
  3. ^Banister SD, Wilkinson SM, Longworth M, Stuart J, Apetz N, English K, et al. (July 2013)."The synthesis and pharmacological evaluation of adamantane-derived indoles: cannabimimetic drugs of abuse".ACS Chemical Neuroscience.4 (7):1081–92.doi:10.1021/cn400035r.PMC 3715837.PMID 23551277.
  4. ^EWS_EU: Neue Psychoaktive Substanzen, April 2015
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