5-Bromo-N,N-Dimethyltryptamine

HCID 360252

Substructure search Find similar structures

Basic information

CAS: 17274-65-6
Standard SMILES: CN(C)CCc1c[nH]c2ccc(Br)cc12
InChIKey: ATEYZYQLBQUZJE-UHFFFAOYSA-N
Molecular formula: C12H15BrN2
Average molar mass: 267.16 g/mol
Monoisotopic mass: 266.04186058

Overview

5-bromodimethyltryptamine has been reported in Verongula rigida, Hymeniacidon perlevis, and other organisms with data available.

Names & identifiers

Preferred name: 5-Bromo-N,N-Dimethyltryptamine
IUPAC: 2-(5-bromo-1H-indol-3-yl)-N,N-dimethylethanamine
English name: 5-Bromo-N,N-dimethyltryptamine
Molecular formula: C12H15BrN2
Molecular weight: 267.16

Names & synonyms

5-Bromo-N,N-dimethyltryptamine17274-65-65-Bromo-DMT2-(5-bromo-1H-indol-3-yl)-N,N-dimethylethanamine2F81I6UW8CNSC-6222721H-Indole-3-ethanamine, 5-bromo-N,N-dimethyl-(2-(5-Bromo-1H-indol-3-yl)ethyl)dimethylamineDTXSID90326928[2-(5-bromo-1H-indol-3-yl)ethyl]dimethylamineRefChem:102192DTXCID60278041

Show more names

2-(5-Bromo-1H-indol-3-yl)-N,N-dimethylethan-1-amineN,N-Dimethyl-5-bromo-1H-indole-3-ethanamine1H-Indole-3-ethanamine,5-bromo-N,N-dimethyl-

5-Bromodimethyltryptamine5-Bromo-N,N-dimethyl-tryptamineUNII-2F81I6UW8C5-Bromo-3-[2-(N,N-dimethylamino)ethyl]-1H-indoleMFCD00209920NSC6222725-Bromo-N,N-DMT5-bromo-dimethyltryptamin

Database identifiers

CAS: 17274-65-6
PubChem CID: 360252
DTXSID: DTXSID90326928
ChEMBL: CHEMBL403031
UNII: 2F81I6UW8C
Nikkaji: J408.279F

Properties

Computed structural properties

XLogP: 2.2
Topological polar surface area: 19 Å²
Hydrogen bond donors: 1
Hydrogen bond acceptors: 1
Rotatable bonds: 3
Heavy atoms: 15
Formal charge: 0
Complexity: 208

Physicochemical properties

Boiling point: 382.6 · 382.6±32.0 °C(Predicted)
Density: 1.397 · 1.397±0.06 g/cm3(Predicted)
solubility: 10 mg/ml; · DMF: 10 mg/ml; DMSO: 5 mg/ml; Ethanol: 20 mg/ml; Ethanol:PBS (pH 7.2) (1:1): 0.5 mg/ml
form: A crystalline solid
pka: 16.28 · 16.28±0.30(Predicted)
FDA UNII: 2 F81I6UW8C · 2F81I6UW8C
Symbol(GHS): 7 · GHS07
Signal word: Warning

Safety & regulation

Safety data

Signal word: Warning
Symbol(GHS): GHS07

Chemistry & industry

Applications · 1 item

Uses5-Bromo-N,N-Dimethyltryptamine Hydrochloride can be used for antidepressant, anxiolytic and other neurological activity.It is a derivative of DMT (D469620), an endogenous Sigma-1 receptor regulator. DMT acts as a hallucinogen, but its receptor target has been unclear.