AL-38022A

AL-38022A
Identifiers
	IUPAC name (S)-2-(8,9-Dihydro-7H-pyrano[2,3-g]indazol-1-yl)-1-methylethylamine;
CAS Number	478132-11-5 ;
PubChem CID	22496603;
ChemSpider	26286943 ;
UNII	76NY5U584E;
CompTox Dashboard (EPA)	DTXSID40626203 ;
Chemical and physical data
Formula	C13H17N3O
Molar mass	231.299 g·mol−1
3D model (JSmol)	Interactive image;
Melting point	106 to 107 °C (223 to 225 °F)
	SMILES c13CCCOc3ccc(cn2)c1n2CC(C)N;
	InChI InChI=1S/C13H17N3O/c1-9(14)8-16-13-10(7-15-16)4-5-12-11(13)3-2-6-17-12/h4-5,7,9H,2-3,6,8,14H2,1H3/t9-/m0/s1 ; Key:FJRIVFVALIEIOY-VIFPVBQESA-N ;
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AL-38022A is an indazolethylamine derivative drug which is one of a range of similar drugs developed for scientific research and with some possible clinical applications such as in the treatment of glaucoma.^[1] It acts as a potent and selective agonist for the 5-HT₂ family of serotonin receptors, with highest binding affinity for the 5-HT_2C subtype and around four times less affinity for 5-HT_2A and 5-HT_2B. In drug discrimination tests on animals, it fully substituted for both DOM and 5-MeO-DMT.^[2]

References

↑ Chen HH, May JA, Severns BS. Pyranoindazoles and their use for the treatment of glaucoma. US 6881749
↑ May JA, Sharif NA, Chen HH, Liao JC, Kelly CR, Glennon RA, et al. (January 2009). "Pharmacological properties and discriminative stimulus effects of a novel and selective 5-HT2 receptor agonist AL-38022A [(S)-2-(8,9-dihydro-7H-pyrano[2,3-g]indazol-1-yl)-1-methylethylamine]". Pharmacology, Biochemistry, and Behavior. 91 (3): 307–14. doi:10.1016/j.pbb.2008.07.015. PMC 3763814. PMID 18718483.

[1] Chen HH, May JA, Severns BS. Pyranoindazoles and their use for the treatment of glaucoma. US 6881749

[2] May JA, Sharif NA, Chen HH, Liao JC, Kelly CR, Glennon RA, et al. (January 2009). "Pharmacological properties and discriminative stimulus effects of a novel and selective 5-HT2 receptor agonist AL-38022A [(S)-2-(8,9-dihydro-7H-pyrano[2,3-g]indazol-1-yl)-1-methylethylamine]". Pharmacology, Biochemistry, and Behavior. 91 (3): 307–14. doi:10.1016/j.pbb.2008.07.015. PMC 3763814. PMID 18718483.

[1]

[2]

See also

References