PX-3

PX-3
Legal status
Legal status	CA: Schedule II; DE: NpSG (Industrial and scientific use only); UK: Class B; Illegal in Sweden;
Identifiers
	IUPAC name N-[(2S)-1-amino-1-oxo-3-phenylpropan-2-yl]-1-(cyclohexylmethyl)indazole-3-carboxamide;
CAS Number	1185887-14-2;
PubChem CID	44206137;
ChemSpider	48063640;
UNII	3877T06H05;
CompTox Dashboard (EPA)	DTXSID201009998 ;
Chemical and physical data
Formula	C24H28N4O2
Molar mass	404.514 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES NC(=O)[C@H](Cc1ccccc1)NC(=O)c2nn(CC3CCCCC3)c4ccccc24;
	InChI InChI=1S/C24H28N4O2/c25-23(29)20(15-17-9-3-1-4-10-17)26-24(30)22-19-13-7-8-14-21(19)28(27-22)16-18-11-5-2-6-12-18/h1,3-4,7-10,13-14,18,20H,2,5-6,11-12,15-16H2,(H2,25,29)(H,26,30)/t20-/m0/s1; Key:DMHWDSGURMXMGE-FQEVSTJZSA-N;

PX-3 (also known as APP-CHMINACA) is an indazole-based synthetic cannabinoid. It is a potent agonist of the CB₁ receptor with a binding affinity of K_i = 47.6 nM and was originally developed by Pfizer in 2009 as an analgesic medication.^[1]^[2]^[3]^[4]

The acronym 'APP' signifies the 'amino', 'phenyl' and 'propanone' elements of the structure. Three related compounds, PX-1 (5F-APP-PICA, SRF-30), PX-2 (5F-APP-PINACA, FU-PX) and APP-FUBINACA were reported by the EMCDDA in late 2014.^[5]^[6]

Legality

Sweden's public health agency suggested to classify APP-CHMINACA as hazardous substance on June 1, 2015.^[7]

References

^ "APP-CHMINACA". Cayman Chemical. Retrieved 24 June 2015.
^ WO 2009106980, "Indazole derivatives"
^ "EWS Forum - In Belgien wurde die neue psychoaktive Substanz N-(2-amino-1-benzyl-2-oxo-ethyl)-1-(cyclohexylmethyl)indazole-3-carboxamide (APP-CHMINACA) identifiziert". Retrieved 24 June 2015.
^ Presley BC, Logan BK, Jansen-Varnum SA (April 2020). "In Vitro Metabolic Profile Elucidation of Synthetic Cannabinoid APP-CHMINACA (PX-3)". Journal of Analytical Toxicology. 44 (3): 226–236. doi:10.1093/jat/bkz086. PMID 31665324.
^ "EWS Forum - In Schweden wurde die neue psychoaktive Substanz N-(1-amino-1-oxo-3-phenylpropan-2-yl)-1-(5-fluoropentyl)-1H-indole-3-carboxamide (5F-APP-PICA) identifiziert". Retrieved 24 June 2015.
^ "EWS Forum - In Schweden wurden folgende drei neue psychoaktive Substanzen identifiziert". Retrieved 24 June 2015.
^ "23 nya ämnen kan klassas som narkotika eller hälsofarlig vara" [23 new substances can be classified as narcotics or dangerous to health]. Folkhälsomyndigheten. Retrieved 29 June 2015.

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[1] "APP-CHMINACA". Cayman Chemical. Retrieved 24 June 2015.

[2] WO 2009106980, "Indazole derivatives"

[3] "EWS Forum - In Belgien wurde die neue psychoaktive Substanz N-(2-amino-1-benzyl-2-oxo-ethyl)-1-(cyclohexylmethyl)indazole-3-carboxamide (APP-CHMINACA) identifiziert". Retrieved 24 June 2015.

[4] Presley BC, Logan BK, Jansen-Varnum SA (April 2020). "In Vitro Metabolic Profile Elucidation of Synthetic Cannabinoid APP-CHMINACA (PX-3)". Journal of Analytical Toxicology. 44 (3): 226–236. doi:10.1093/jat/bkz086. PMID 31665324.

[5] "EWS Forum - In Schweden wurde die neue psychoaktive Substanz N-(1-amino-1-oxo-3-phenylpropan-2-yl)-1-(5-fluoropentyl)-1H-indole-3-carboxamide (5F-APP-PICA) identifiziert". Retrieved 24 June 2015.

[6] "EWS Forum - In Schweden wurden folgende drei neue psychoaktive Substanzen identifiziert". Retrieved 24 June 2015.

[7] "23 nya ämnen kan klassas som narkotika eller hälsofarlig vara" [23 new substances can be classified as narcotics or dangerous to health]. Folkhälsomyndigheten. Retrieved 29 June 2015.

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Legal status

Legal status	CA: Schedule II DE: NpSG (Industrial and scientific use only) UK: Class B Illegal in Sweden
Identifiers
IUPAC name N-[(2S)-1-amino-1-oxo-3-phenylpropan-2-yl]-1-(cyclohexylmethyl)indazole-3-carboxamide
CAS Number	1185887-14-2
PubChem CID	44206137
ChemSpider	48063640
UNII	3877T06H05
CompTox Dashboard (EPA)	DTXSID201009998
Chemical and physical data
Formula	C₂₄H₂₈N₄O₂
Molar mass	404.514 g·mol⁻¹
3D model (JSmol)	Interactive image
SMILES NC(=O)[C@H](Cc1ccccc1)NC(=O)c2nn(CC3CCCCC3)c4ccccc24
InChI InChI=1S/C24H28N4O2/c25-23(29)20(15-17-9-3-1-4-10-17)26-24(30)22-19-13-7-8-14-21(19)28(27-22)16-18-11-5-2-6-12-18/h1,3-4,7-10,13-14,18,20H,2,5-6,11-12,15-16H2,(H2,25,29)(H,26,30)/t20-/m0/s1 Key:DMHWDSGURMXMGE-FQEVSTJZSA-N

PX-3

Legality

See also

References