CAS 61-49-4 Methyltryptamine (HCID 6088)

Overview

N-methyltryptamine is a member of tryptamines and a tryptamine alkaloid. It has a role as a metabolite. It is functionally related to a tryptamine. It is a conjugate base of a N-methyltryptaminium.

Names & identifiers

Preferred name: Methyltryptamine
IUPAC: 2-(1H-indol-3-yl)-N-methylethanamine
English name: 3-(2-Methylaminoethyl)indole
Molecular formula: C11H14N2
Molecular weight: 174.24

Names & synonyms

N-Methyltryptamine61-49-4DipterineN-MonomethyltryptamineMethyltryptamine1H-Indole-3-ethanamine, N-methyl-N-methyl-1H-indole-3-ethanamineINDOLE, 3-(2-(METHYLAMINO)ETHYL)-6FRL4L3Z7VCHEBI:28136DTXSID70209846[2-(1H-indol-3-yl)ethyl](methyl)amine

Show more names

NMTdl-MethyltryptamineNb-MethyltryptamineN10-Methyltryptamine

(2-(1H-indol-3-yl)ethyl)(methyl)amineRefChem:163912DTXCID20132337200-507-93-(2-Methylaminoethyl)indole2-(1H-Indol-3-yl)-N-methylethanamineN-OMEGA-METHYLTRYPTAMINE3-(2-(Methylamino)ethyl)indole

Database identifiers

CAS: 61-49-4
PubChem CID: 6088
DTXSID: DTXSID70209846
ChEMBL: CHEMBL348588
ChEBI: CHEBI:28136
UNII: 6FRL4L3Z7V
EC Number: 200-507-9
Nikkaji: J213.548E

Properties

Computed structural properties

XLogP: 2.1
Topological polar surface area: 27.8 Å²
Hydrogen bond donors: 2
Hydrogen bond acceptors: 1
Rotatable bonds: 3
Heavy atoms: 13
Formal charge: 0
Complexity: 158

Experimental & physicochemical properties

DrugsDEA NFLIS-Drug Category -> Tryptamines

Solubility>26.1 [ug/mL] (The mean of the results at pH 7.4)

Melting Point87 - 89 °C

Physical DescriptionSolid

Collision Cross Section · 2 items

142.5 Å² [M+H]+ [CCS Type: DT; Method: single field calibrated with ESI Low Concentration Tuning Mix (Agilent)]

142.8 Å² [M+H]+

Physicochemical properties

Melting point: 87 · 87-89 °C(lit.)
Boiling point: 295.23 °C · 295.23°C (rough estimate)
Density: 0.9649 · 0.9649 (rough estimate)
refractive index: 1.621 · 1.6210 (estimate)
storage temp.: -20 °C · -20°C
solubility: 11 mg/ml; · DMF: 11 mg/ml; DMSO: 5 mg/ml; Ethanol: 20 mg/ml; Ethanol:PBS(pH 7.2) (1:1): 0.5 mg/ml; Methanol: 1 mg/ml
form: Shiny Crystalline Powder or Flakes
pka: 17.26 · 17.26±0.30(Predicted)
color: White to off-white
InChI: InChI=1S/C11H14N2/c1-12-7-6-9-8-13-11-5-3-2-4-10(9)11/h2-5,8,12-13H,6-7H2,1H3
InChIKey: NCIKQJBVUNUXLW-UHFFFAOYSA-N
SMILES: N1C2=C(C=CC=C2)C(CCNC)=C1
CAS DataBase Reference: 61 · 61-49-4(CAS DataBase Reference)
EWG's Food Scores: 1 · 1
FDA UNII: 6 FRL4L3Z7V · 6FRL4L3Z7V
NIST Chemistry Reference: 1 H-Indole-3-ethanamine, · 1H-Indole-3-ethanamine, N-methyl-(61-49-4)
UNSPSC Code: 12352100 · 12352100
NACRES: 22 · NA.22
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 315 · H315-H319-H335
Precautionary statements: 264 · P264-P280-P302+P352-P321-P332+P313-P362-P305+P351+P338-P337+P313-P261-P271-P304+P340-P312-P403+P233-P405-P501
PPE: 95 · Eyeshields, Gloves, type N95 (US)
Safety Statements: 24 · 24/25
WGK Germany: 3 · 3
RTECS: 450000 · NM0450000
HS Code: 29339980 · 29339980
Storage Class: 11 · 11 - Combustible Solids

Safety & regulation

Safety data

PPE: Eyeshields, Gloves, type N95 (US)
wgk: 3
rtecs: NM0450000
hs_code: 29339980
Signal word: Warning
Symbol(GHS): GHS07
safety_code: 24/25
Storage Class: 11 - Combustible Solids
Hazard statements: H315-H319-H335
Precautionary statements: P264-P280-P302+P352-P321-P332+P313-P362-P305+P351+P338-P337+P313-P261-P271-P304+P340-P312-P403+P233-P405-P501

Chemistry & industry

Pharmacology

Metabolite PathwaysTryptophan metabolism

Applications · 3 items

UsesReactant for preparation of:• ;Manzamine analogues for the control of neuroinflammation and cerebral infections1• ;Serotonin 4 receptors (5-HT4) receptor agonists2• ;A sulful-containing indole alkaloid, glypetelotine3• ;Selective inhibitors of cyclin dependent kinase (CDK4)4• ;Antagonist of the human tachykinin NK-2 receptor5• ;Inhibitors of the tyrosine-specific protein kinase pp60c-src SH2 Domain6

UsesN-Methyltryptamine (NMT) is a naturally-occurring tryptamine which may be derived from L-tryptophan or, indirectly, from serotonin. While substituted NMTs are psychoactive through their effects on monoamine action, NMT appears to be rapidly metabolized by monoamine oxidases. This product is intended for research and forensic applications.[Cayman Chemical]

UsesN-Methyltryptamine is an alkylamine, a putative hallucinogen constituent from the root of Mimosa ophthalmocentra. An alkaloid from the leaves of Hammada scoparia.

Upstream & downstream products

Downstream products

N-METHYL-N-ISOPROPYLTRYPTAMINE(MIPT)(±)-Donaxaridine

Suppliers40 total

Dayang Chem (Hangzhou) Co.,Ltd.+86-0571-88938639 17705817739 · [email protected]

上海迈瑞尔生化科技有限公司4006356688 18621169109 · [email protected]

上海瀚鸿科技股份有限公司021-54306202 13764082696 · [email protected]

上海钰康生物科技有限公司+86-18930848214 +86-021-56762820 · [email protected]

上海稳同科技有限公司02151600108 13062666369 · [email protected]

Additional notes

DefinitionChEBI: N-methyltryptamine is a tryptamine alkaloid and a member of tryptamines. It has a role as a metabolite. It is functionally related to a tryptamine. It is a conjugate base of a N-methyltryptaminium.