C30-NBOMe

C30-NBOMe, or 30C-NBOMe, also known as N-(3,4,5-trimethoxybenzyl)-4-chloro-2,5-dimethoxyphenethylamine or as 25C-NB345OMe, is a serotonin receptor modulator of the phenethylamine, 2C, and 25-NB (NBOMe) families.^[1][2][3] It is an analogue of 25C-NBOMe with three methoxy groups on the benzyl ring, located at the 3, 4, and 5 positions.^[1][2][3][4] The drug was encountered as a novel designer drug in Sweden in 2013.^[4][1] However, C30-NBOMe showed greater than or equal to 1,000-fold lower potency as a serotonin 5-HT_2A receptor agonist in vitro compared to conventional 25-NB drugs like 25I-NBOMe and 25B-NBOMe (EC₅₀Tooltip half-maximal effective concentration = 1,251 nM vs. 0.40–1.2 nM, respectively).^[3] Its affinity for the serotonin 5-HT_2A receptor was similarly low (K_i = 515 nM, versus 0.82 nM for 25C-NBOMe).^[5] The chemical identification of C30-NBOMe has been studied and described.^[2][6][7]

Other namesN-(3,4,5-Trimethoxybenzyl)-4-chloro-2,5-dimethoxyphenethylamine; 25C-NB345OMe; 30C-NBOMe

Drug classSerotonin receptor modulator; Serotonin 5-HT_2A receptor agonist

ATC code

• None

CAS Number

• 1445574-98-0

Quick facts Clinical data, Other names ...

C30-NBOMe

Clinical data
Other names	N-(3,4,5-Trimethoxybenzyl)-4-chloro-2,5-dimethoxyphenethylamine; 25C-NB345OMe; 30C-NBOMe
Drug class	Serotonin receptor modulator; Serotonin 5-HT2A receptor agonist
ATC code	None
Identifiers
IUPAC name 2-(4-chloro-2,5-dimethoxyphenyl)-N-[(3,4,5-trimethoxyphenyl)methyl]ethanamine
CAS Number	1445574-98-0
PubChem CID	118796424
ChemSpider	52085496
UNII	E169JK0074
CompTox Dashboard (EPA)	DTXSID201342986
Chemical and physical data
Formula	C20H26ClNO5
Molar mass	395.88 g·mol−1
3D model (JSmol)	Interactive image
SMILES COC1=CC(=CC(=C1OC)OC)CNCCC2=CC(=C(C=C2OC)Cl)OC
InChI InChI=1S/C20H26ClNO5/c1-23-16-11-15(21)17(24-2)10-14(16)6-7-22-12-13-8-18(25-3)20(27-5)19(9-13)26-4/h8-11,22H,6-7,12H2,1-5H3 Key:ZQYYVTABADQBTJ-UHFFFAOYSA-N

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