AM-1714

AM-1714
Legal status
Legal status	In general: uncontrolled;
Identifiers
	IUPAC name 1,9-dihydroxy-3-(2-methyloctan-2-yl)-6H-benzo[c]chromen-6-one;
CAS Number	335371-37-4;
PubChem CID	9950486;
ChemSpider	8126097 ;
UNII	E3OY6PCU04;
CompTox Dashboard (EPA)	DTXSID801045362 ;
Chemical and physical data
Formula	C22H26O4
Molar mass	354.446 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES O=C(O1)C2=C(C=C(O)C=C2)C3=C1C=C(C(C)(C)CCCCCC)C=C3O;
	InChI InChI=1S/C22H26O4/c1-4-5-6-7-10-22(2,3)14-11-18(24)20-17-13-15(23)8-9-16(17)21(25)26-19(20)12-14/h8-9,11-13,23-24H,4-7,10H2,1-3H3; Key:BWKBVEVEQOCSCF-UHFFFAOYSA-N;

AM-1714 (part of the AM cannabinoid series) is a drug that acts as a reasonably selective agonist of the peripheral cannabinoid receptor CB₂, with sub-nanomolar affinity and 490x selectivity over the related CB₁ receptor. In animal studies it has both analgesic and anti-allodynia effects. The 9-methoxy derivative AM-1710 has similar CB₂ affinity but only 54x selectivity over CB₁.^[1]^[2]

References

^ Khanolkar AD, Lu D, Ibrahim M, Duclos RI, Thakur GA, Malan TP, et al. (December 2007). "Cannabilactones: a novel class of CB2 selective agonists with peripheral analgesic activity". Journal of Medicinal Chemistry. 50 (26): 6493–500. doi:10.1021/jm070441u. PMID 18038967.
^ Rahn EJ, Zvonok AM, Thakur GA, Khanolkar AD, Makriyannis A, Hohmann AG (November 2008). "Selective activation of cannabinoid CB2 receptors suppresses neuropathic nociception induced by treatment with the chemotherapeutic agent paclitaxel in rats". The Journal of Pharmacology and Experimental Therapeutics. 327 (2): 584–91. doi:10.1124/jpet.108.141994. PMC 2682949. PMID 18664590.

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[1] Khanolkar AD, Lu D, Ibrahim M, Duclos RI, Thakur GA, Malan TP, et al. (December 2007). "Cannabilactones: a novel class of CB2 selective agonists with peripheral analgesic activity". Journal of Medicinal Chemistry. 50 (26): 6493–500. doi:10.1021/jm070441u. PMID 18038967.

[2] Rahn EJ, Zvonok AM, Thakur GA, Khanolkar AD, Makriyannis A, Hohmann AG (November 2008). "Selective activation of cannabinoid CB2 receptors suppresses neuropathic nociception induced by treatment with the chemotherapeutic agent paclitaxel in rats". The Journal of Pharmacology and Experimental Therapeutics. 327 (2): 584–91. doi:10.1124/jpet.108.141994. PMC 2682949. PMID 18664590.

[1]

[2]

Legal status

Legal status	In general: uncontrolled
Identifiers
IUPAC name 1,9-dihydroxy-3-(2-methyloctan-2-yl)-6H-benzo[c]chromen-6-one
CAS Number	335371-37-4
PubChem CID	9950486
ChemSpider	8126097^Y
UNII	E3OY6PCU04
CompTox Dashboard (EPA)	DTXSID801045362
Chemical and physical data
Formula	C₂₂H₂₆O₄
Molar mass	354.446 g·mol⁻¹
3D model (JSmol)	Interactive image
SMILES O=C(O1)C2=C(C=C(O)C=C2)C3=C1C=C(C(C)(C)CCCCCC)C=C3O
InChI InChI=1S/C22H26O4/c1-4-5-6-7-10-22(2,3)14-11-18(24)20-17-13-15(23)8-9-16(17)21(25)26-19(20)12-14/h8-9,11-13,23-24H,4-7,10H2,1-3H3 Key:BWKBVEVEQOCSCF-UHFFFAOYSA-N

AM-1714

See also

References