5-Chloro-DMT

5-Chloro-N,N-dimethyltryptamine (5-chloro-DMT or 5-Cl-DMT) is a tryptamine derivative related to compounds such as 5-bromo-DMT and 5-fluoro-DMT. It acts as a serotonin receptor agonist and has primarily sedative effects in animal studies.^[1][2][3] It is known to have affinity for and to act as an agonist of the serotonin 5-HT_1A, 5-HT_2A, and 5-HT_2C receptors.^[4][5][6] It produces the head-twitch response, a behavioral proxy of psychedelic effects, in rodents.^[7] The compound has been sold as a designer drug.^[8]

5-Chloro-DMT

Clinical data
Other names	5-Chloro-N,N-dimethyltryptamine; 5-Chloro-DMT; 5-Cl-DMT
Identifiers
IUPAC name 2-(5-chloro-1H-indol-3-yl)-N,N-dimethylethanamine
CAS Number	22120-32-7 Y
PubChem CID	2762739
ChemSpider	2043437 Y
UNII	S62WYB8S7C
CompTox Dashboard (EPA)	DTXSID90376408
Chemical and physical data
Formula	C12H15ClN2
Molar mass	222.72 g·mol−1
3D model (JSmol)	Interactive image
SMILES CN(C)CCC1=CNC2=C1C=C(C=C2)Cl
InChI InChI=1S/C12H15ClN2/c1-15(2)6-5-9-8-14-12-4-3-10(13)7-11(9)12/h3-4,7-8,14H,5-6H2,1-2H3 Key:BXYDWQABVPBLBU-UHFFFAOYSA-N

See also

• 5,N,N-TMT
• 5-Chloro-AMT
• 5-TFM-DMT
• 6-Fluoro-AMT
• 6-Fluoro-DMT
• 7-Chloro-AMT