25I-NBOH

25I-NBOH

Systematic (IUPAC) name
2-((2-(4-iodo-2,5-dimethoxyphenyl)ethylamino)methyl)phenol
Identifiers
CAS Number	919797-20-9 N
PubChem	CID: 10001761
ChemSpider	8177342 Y
Chemical data
Formula	C17H20INO3
Molecular mass	413.249 g/mol
SMILES Oc2ccccc2CNCCc(c(OC)cc1I)cc1OC
InChI InChI=1S/C17H20INO3/c1-21-16-10-14(18)17(22-2)9-12(16)7-8-19-11-13-5-3-4-6-15(13)20/h3-6,9-10,19-20H,7-8,11H2,1-2H3 Y Key:FEUZHYRXGQTBRO-UHFFFAOYSA-N Y
NY (what is this?)  (verify)

25I-NBOH (NBOH-2CI, Cimbi-27) is a derivative of the phenethylamine derived hallucinogen 2C-I. It acts as a potent agonist for the 5HT_2A receptor, with a Ki of 0.061nM at the human 5HT_2A receptor, similar to the better-known compound 25I-NBOMe, making it some twelve times the potency of 2C-I itself. In vitro tests showed this compound acted as an agonist but animal studies have not been reported. While the N-benzyl derivatives of 2C-I were significantly increased in binding activity to 5HT_2A receptor fragments, compared to 2C-I, the N-benzyl derivatives of DOI were less active, compared to DOI.

It was discovered in 2006 by a team at Purdue University.

See also

• 2CBCB-NBOMe (NBOMe-TCB-2)
• 2CBFly-NBOMe (NBOMe-2C-B-Fly)
• 25B-NBOMe (NBOMe-2C-B)
• 25C-NBOMe (NBOMe-2C-C)
• 25I-NBMD (NBMD-2C-I)
• 25I-NBOMe (NBOMe-2C-I)
• 25TFM-NBOMe (NBOMe-2C-TFM)
• 25I-NBF (NBF-2C-I)
• 25B-NBOH
• 25C-NBOH (NBOH-2C-C)