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3,4,5-Trimethoxyamphetamine hydrochloride

HCID 110689
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Basic information

CAS
5688-80-2
Standard SMILES
COc1cc(CC(C)N)cc(OC)c1OC.Cl
InChIKey
GOAXEHDWLMGWIV-UHFFFAOYSA-N
Molecular formula
C12H20ClNO3
Average molar mass
261.74 g/mol
Monoisotopic mass
261.1131712

Overview

See also: 3,4,5-Trimethoxyamphetamine (annotation moved to).

Names & identifiers

Preferred name
3,4,5-Trimethoxyamphetamine hydrochloride
IUPAC
1-(3,4,5-trimethoxyphenyl)propan-2-amine;hydrochloride
English name
3,4,5-Trimethoxy-α-methylbenzeneethanamine hydrochloride
Molecular formula
C12H20ClNO3
Molecular weight
261.745

Names & synonyms

3,4,5-Trimethoxyamphetamine hydrochloride5688-80-2NSC 167759DTXSID6048880UNII-B6B7TX22VOB6B7TX22VOAmphetamine, 3,4,5-trimethoxy-, hydrochloride1-(3,4,5-Trimethoxyphenyl)-2-aminopropanedl-alpha-Methylmescaline hydrochlorideNSC-1677591-(3,4,5-Trimethoxyphenyl)-2-aminopropane hydrochloridealpha-Methyl-3,4,5-trimethoxyphenethylamine hydrochloride
Show more names
d,l-3,4,5-TMA.HClGOAXEHDWLMGWIV-UHFFFAOYSA-N(±)-3,4,5-Trimethoxyamphetamine HCl (TMA)(±)-3,4,5-Trimethoxyamphetamine hydrochloride (TMA)d,l-3,4,5-TMA.HCl, 1mg/ml in Methanol (as free base)3,4,5-Trimethoxy-α-methylbenzeneethanamine hydrochloride3,4,5-Trimethoxyamphetamine (hydrochloride) (exempt preparation)
Phenethylamine, 3,4,5-trimethoxy-alpha-methyl-, hydrochloridePhenethylamine, alpha-methyl-3,4,5-trimethoxy-, hydrochloride3,4,5-Trimethoxy-alpha-methyl-beta-phenylethylamine hydrochlorideBenzeneethanamine, 3,4,5-trimethoxy-alpha-methyl-, hydrochlorideDTXCID701349406Benzeneethanamine, 3,4,5-trimethoxy-.alpha.-methyl-, hydrochloridePhenethylamine, 3,4,5-trimethoxy-.alpha.-methyl-, hydrochlorideDL-.ALPHA.-METHYLMESCALINE HYDROCHLORIDE

Properties

Computed structural properties

Topological polar surface area
53.7 Ų
Hydrogen bond donors
2
Hydrogen bond acceptors
4
Rotatable bonds
5
Heavy atoms
17
Formal charge
0
Complexity
187

Physicochemical properties

Melting point
219 · 219-220 °C
solubility
13 mg/mlDMSO: · DMF: 13 mg/mlDMSO: 5 mg/mlEthanol: 14 mg/mlPBS (pH 7.2): 10 mg/ml
FDA UNII
6 B7TX22VO · B6B7TX22VO
Symbol(GHS)
2 · GHS02,GHS06,GHS08
Signal word
Danger
Hazard statements
225 · H225-H301+H311+H331-H370
Precautionary statements
210 · P210-P240-P241-P242-P243-P260-P264-P270-P271-P280-P301+P310-P321-P330-P303+P361+P353-P304+P340-P307+P311-P312-P361+P364-P370+P378-P403+P233-P403+P235-P405-P501

Safety & regulation

Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.

Safety data

Signal word
Danger
Symbol(GHS)
GHS02,GHS06,GHS08
Hazard statements
H225-H301+H311+H331-H370
Precautionary statements
P210-P240-P241-P242-P243-P260-P264-P270-P271-P280-P301+P310-P321-P330-P303+P361+P353-P304+P340-P307+P311-P312-P361+P364-P370+P378-P403+P233-P403+P235-P405-P501

Chemistry & industry

Applications · 2 items

Description3,4,5-Trimethoxyamphetamine (TMA), is a psychedelic hallucinogen which has appeared on the illicit drug market. Unlike amphetamines and cathinones, TMA has no effect on monoamine re-uptake. TMA has modest effects on the 5-HT2 serotonin receptors (pEC50 = 5.15 and 5.31 for phosphatidyl inositol release through 5-HT2A and 5-HT2C, respectively). This product is intended for research and forensic applications.

Uses3,4,5-Trimethoxyamphetamine (TMA), is a psychedelic hallucinogen that has appeared on the illicit drug market. Unlike amphetamines and cathinones, TMA has no effect on monoamine re-uptake. TMA has modest effects on the 5-HT2 serotonin receptors (pEC50s = 5.15 and 5.31 for phosphatidyl inositol release through 5-HT2A and 5-HT2C, respectively). This product is intended for research and forensic applications.[Cayman Chemical]

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On this pageBasic informationOverviewNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes

Database identifiers

CAS
5688-80-2
PubChem CID
110689
DTXSID
DTXSID6048880
ChEMBL
CHEMBL534688
UNII
B6B7TX22VO