25I-NBOH

25I-NBOH
IUPAC ime
	2-((2-(4-jodo-2,5-dimetoksifenil)etilamino)metil)fenol
Identifikatori
CAS broj	919797-20-9
ATC kod	none
PubChem	CID 10001761
ChemSpider	8177342
Hemijski podaci
Formula	C17H20INO3
Molarna masa	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 ; Key:FEUZHYRXGQTBRO-UHFFFAOYSA-N ;

25I-NBOH (NBOH-2CI, Cimbi-27) je fenetilaminski halucinogen. On deluje kao potentan agonist 5HT_2A receptora,^[1]^[2] sa Ki od 0,061 nM na ljudskom 5HT_2A receptoru, te je dvanaest puta potentniji od liganda 2C-I. In vitro testovi su pokazali da ovo jedinjenje deluje kao agonist, ali rezultati životinjskih studija nisu objavljeni. Dok su N-benzilni derivati 2C-I liganda znatno povećavali potentnost, N-benzil derivati 2,5-dimetoksi-4-jodoamfetamina su neaktivni.^[3]

Reference

^ Ettrup, A.; et al. (2010). „Radiosynthesis and in vivo evaluation of a series of substituted 11C-phenethylamines as 5-HT2A agonist PET tracers”. European Journal of Nuclear Medicine and Molecular Imaging. 38 (4): 681—693. PMID 21174090. doi:10.1007/s00259-010-1686-8. ISBN 0-02-590101686-8.
^ Silva ME, Heim R, Strasser A, Elz S, Dove S (2011). „Theoretical studies on the interaction of partial agonists with the 5-HT(2A) receptor”. Journal of Computer-aided Molecular Design. 25 (1): 51—66. PMID 21088982. doi:10.1007/s10822-010-9400-2.
^ Braden, MR; Parrish, JC; Naylor, JC; Nichols, DE (2006). „Molecular interaction of serotonin 5-HT2A receptor residues Phe339(6.51) and Phe340(6.52) with superpotent N-benzyl phenethylamine agonists”. Molecular Pharmacology. 70 (6): 1956—64. PMID 17000863. doi:10.1124/mol.106.028720.

Vidi još

2CBCB-NBOMe (NBOMe-TCB-2)
2CBFly-NBOMe (NBOMe-2CB-Fly)
25B-NBOMe (NBOMe-2CB)
2C-C-NBOMe (NBOMe-2CC)
25I-NBMD (NBMD-2CI)
25I-NBOMe (NBOMe-2CI)
2C-TFM-NBOMe (NBOMe-2C-TFM)
25I-NBF (NBF-2CI)

Spoljašnje veze

[1] Ettrup, A.; et al. (2010). „Radiosynthesis and in vivo evaluation of a series of substituted 11C-phenethylamines as 5-HT2A agonist PET tracers”. European Journal of Nuclear Medicine and Molecular Imaging. 38 (4): 681—693. PMID 21174090. doi:10.1007/s00259-010-1686-8. ISBN 0-02-590101686-8.

[pmid21088982-2] Silva ME, Heim R, Strasser A, Elz S, Dove S (2011). „Theoretical studies on the interaction of partial agonists with the 5-HT(2A) receptor”. Journal of Computer-aided Molecular Design. 25 (1): 51—66. PMID 21088982. doi:10.1007/s10822-010-9400-2.

[3] Braden, MR; Parrish, JC; Naylor, JC; Nichols, DE (2006). „Molecular interaction of serotonin 5-HT2A receptor residues Phe339(6.51) and Phe340(6.52) with superpotent N-benzyl phenethylamine agonists”. Molecular Pharmacology. 70 (6): 1956—64. PMID 17000863. doi:10.1124/mol.106.028720.

[1]

[2]

[3]