2-(Indol-3-yl)ethylamin

Tryptamine

HCID 1150CAS 61-54-1
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Grundinformationen

Standard-SMILES
NCCc1c[nH]c2ccccc12
InChIKey
APJYDQYYACXCRM-UHFFFAOYSA-N
Summenformel
C10H12N2
Durchschnittliche Molmasse
160,22 g/mol
Monoisotopische Masse
160,10004838

Überblick

Tryptamine is an aminoalkylindole consisting of indole having a 2-aminoethyl group at the 3-position. It has a role as a mouse metabolite, a plant metabolite and a human metabolite. It is a member of tryptamines, an aminoalkylindole, an indole alkaloid and an aralkylamino compound. It is a conjugate base of a tryptaminium.

Namen und Bezeichner

Bevorzugter Name
Tryptamine
IUPAC
2-(1H-indol-3-yl)ethanamine
Lokaler Name
2-(Indol-3-yl)ethylamin
Englischer Name
Tryptamine
Summenformel
C10H12N2
Molmasse
160.22

Namen und Synonyme

tryptamine61-54-12-(1H-Indol-3-yl)ethanamine3-(2-aminoethyl)indole1H-Indole-3-ethanamine2-(3-Indolyl)ethylamine2-(1H-Indol-3-Yl)Ethan-1-AmineIndole, 3-(2-aminoethyl)-beta-(3-Indolyl)ethylamine422ZU9N5TVCHEBI:16765DTXSID2075340
Weitere Namen anzeigen
L-TRYPTAMINETRIPTAMINETRYPTAMINE CAS 61-54-12-(1H-indol-3-yl)ethan-1-aMine hydrochlorideb mk-2ryptamine
NSC-1652123-[2-Aminoethyl]indoleRefChem:900684DTXCID3042922200-510-5Indol-3-ethylamineTryptamin2-(Indol-3-yl)ethylamine

Datenbank-Bezeichner

CAS
61-54-1
PubChem CID
1150
DTXSID
DTXSID2075340
ChEMBL
CHEMBL6640
ChEBI
CHEBI:16765
UNII
422ZU9N5TV
EC Number
200-510-5
Nikkaji
J4.816J

Eigenschaften

Berechnete Struktureigenschaften

XLogP
1,6
Polarare Oberfläche (TPSA)
41,8 Ų
H-Brücken-Donoren
2
H-Brücken-Akzeptoren
1
Frei drehbare Bindungen
2
Schwere Atome
12

Experimentelle und physikochemische Eigenschaften

Drugs · 2 Einträge

DEA NFLIS-Drug Category -> Tryptamines

Pharmaceuticals -> Listed in ZINC15

SpringerMaterials PropertiesAngular frequency
LogP1.55
Melting Point114 - 119 °C
Physical DescriptionSolid
Collision Cross Section · 5 Einträge

128.42 Ų [M+H]+ [CCS Type: DT; Method: stepped-field]

131.55 Ų [M-H]- [CCS Type: DT; Method: single field calibrated with Agilent tune mix (Agilent)]

137.97 Ų [M+K]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]

124.4 Ų [M+H-H2O]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]

127.6 Ų [M+H]+

Physikochemische Eigenschaften

Schmelzpunkt
113 · 113-116 °C (lit.)
Siedepunkt
137 °C/0.15 · 137 °C/0.15 mmHg (lit.)
Dichte
0.9787 · 0.9787 (rough estimate)
Brechungsindex
1.621 · 1.6210 (estimate)
Flammpunkt
185 °C · 185 °C
storage temp.
2 · 2-8°C

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 5 Einträge

This chemical does not meet GHS hazard criteria for 1.9% (1 of 52) of reports.

Warning

H315 (96.2%): Causes skin irritation [Warning Skin corrosion/irritation]

P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 52 reports by companies from 9 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Gefahrenhinweise

Regulatory Information · 2 Einträge

Status: Active Update: 29-09-2014 https://echa.europa.eu/registration-dossier/-/registered-dossier/12803

1H-Indole-3-ethanamine: Does not have an individual approval but may be used under an appropriate group standard

Hazard Classes and CategoriesSkin Irrit. 2 (96.2%)

Sicherheitsdaten

F
8-23
wgk
3
hs_code
29339990
RTECS-Nr.
NL4020000
risk_code
20/21/22-36/37/38-41-37/38-22
hazard_code
Xi

Chemie und Industrie

Pharmakologische Informationen

Tissue LocationsBrain
Cellular LocationsCytoplasm
Metabolite PathwaysTryptophan metabolism
Anwendungen · 2 Einträge

BeschreibungTryptamine is an indole alkaloid and intermediate in the biosynthesis of serotonin and the phytohormone melatonin in plants. It increases the levels of the terpenoid indole alkaloids ajmalicine, strictosidine, and catharanthine in cultures of C. roseus. Tryptamine is also a product of tryptophan metabolism in mammals. Tryptamine derivatives have been synthetically produced as hallucinogenic drugs of abuse that act on the serotonergic system.

VerwendenTryptamine is a monoamine alkaloid found in plants. Tryptamine is commonly used in the preparation of biologically active compounds such as neurotransmitters and psychedelics.

Darstellung · 1 Eintrag

synthetischeTryptamine, a monoamine alkaloid containing an indole ring structure is derived by the decarboxylation of amino acid tryptophan.The synthesis of tryptamines is typically conducted following a classic route starting with a Mannich reaction of an indole heterocycle, followed by quaternization of the amine, nucleophilic substitution with highly toxic cyanide and final reduction.

Vor- und nachgelagerte Produkte

Anbieter50 Anbieter

国药集团化学试剂有限公司86-21-63210123 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
衢州润东化工有限公司0570-8789886 18892685668 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
爱斯特（成都）生物制药股份有限公司+86-28-85122536 85324413 · [email protected]
Ergänzende Hinweise · 1 Eintrag

DefinitionChEBI: Tryptamine is an aminoalkylindole consisting of indole having a 2-aminoethyl group at the 3-position. It has a role as a human metabolite, a plant metabolite and a mouse metabolite. It is an aminoalkylindole, an indole alkaloid, an aralkylamino compound and a member of tryptamines. It is a conjugate base of a tryptaminium.

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