Tryptoline

Modify Date: 2025-08-25 14:43:14

Tryptoline Structure
Tryptoline structure
Common Name Tryptoline
CAS Number 16502-01-5 Molecular Weight 172.226
Density 1.2±0.1 g/cm3 Boiling Point 351.6±32.0 °C at 760 mmHg
Molecular Formula C11H12N2 Melting Point 206-208 °C(lit.)
MSDS Chinese USA Flash Point 166.5±25.1 °C
Symbol GHS07
GHS07
Signal Word Warning

 Use of Tryptoline


Tetrahydro-β-carboline (Tryptoline) is a metabolite of tryptamine, also is a competitive serotonin reuptake inhibitor with an Ki value of 6.1 µM[1].

 Names

Name 1,2,3,4-tetrahydro-9h-pyrido[3,4-b]indole
Synonym More Synonyms

 Tryptoline Biological Activity

Description Tetrahydro-β-carboline (Tryptoline) is a metabolite of tryptamine, also is a competitive serotonin reuptake inhibitor with an Ki value of 6.1 µM[1].
Related Catalog
Target

serotonin:6.1 μM (Ki)

In Vivo Tetrahydro-β-carboline (20 µg; i.c.v.) increases the serotonin levels in the same part of the brain in rats[1]. Animal Model: 180-200g female Sprague-Dawley rats[1] Dosage: 20 µg Administration: Intraventricular injection Result: Increased of serotonin levels in the same part of the brain whereas the monoamine oxidase activity was not altered.

 Chemical & Physical Properties

Density 1.2±0.1 g/cm3
Boiling Point 351.6±32.0 °C at 760 mmHg
Melting Point 206-208 °C(lit.)
Molecular Formula C11H12N2
Molecular Weight 172.226
Flash Point 166.5±25.1 °C
Exact Mass 172.100052
PSA 27.82000
LogP 1.33
Vapour Pressure 0.0±0.8 mmHg at 25°C
Index of Refraction 1.670
InChIKey CFTOTSJVQRFXOF-UHFFFAOYSA-N
SMILES c1ccc2c3c([nH]c2c1)CNCC3
Storage condition Refrigerator

 Safety Information

Symbol GHS07
GHS07
Signal Word Warning
Hazard Statements H315-H319-H335
Precautionary Statements P261-P305 + P351 + P338
Personal Protective Equipment dust mask type N95 (US);Eyeshields;Gloves
Hazard Codes Xi: Irritant;
Risk Phrases R36/37/38
Safety Phrases S26-S36
RIDADR NONH for all modes of transport
WGK Germany 3
HS Code 2933990090

 Synthetic Route

 Customs

HS Code 2933990090
Summary 2933990090. heterocyclic compounds with nitrogen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

 Articles29

More Articles
Fingerprint analysis of thermolytic decarboxylation of tryptophan to tryptamine catalyzed by natural oils.

J. Chromatogr. A. 1210(1) , 115-20, (2008)

A number of N,N-dialkylated tryptamines show psychoactive properties in man which resulted in a renewed interest in psychopharmacological research. Attempts to manufacture these derivatives are increa...

Biosynthetic gene cluster for the cladoniamides, bis-indoles with a rearranged scaffold.

PLoS ONE 6(8) , e23694, (2011)

The cladoniamides are bis-indole alkaloids isolated from Streptomyces uncialis, a lichen-associated actinomycete strain. The cladoniamides have an unusual, indenotryptoline structure rarely observed a...

A class of oral N-[(1S,3S)-1-methyl-1,2,3,4-tetrahydro-β-carboline-3-carbonyl]- N'-(amino-acid-acyl)hydrazine: discovery, synthesis, in vitro anti-platelet aggregation/in vivo anti-thrombotic evaluation and 3D QSAR analysis.

Eur. J. Med. Chem. 46 , 3237-49, (2011)

The in vivo anti-thrombotic activities of amino acid modified tetrahydro-β-carbolines depended upon the proximity of the side chain of the amino acid residue to the carboline-cycle. Based on this prox...

 TryptolineBioassay

View more

Name: Primary cell-based high-throughput screening assay for identification of compounds th...
Source: Johns Hopkins Ion Channel Center
Target: regulator of G-protein signaling 4 isoform 2 [Homo sapiens]
External Id: JHICC_RGS_Act_HTS
Name: Luminescence-based cell-based primary high throughput screening assay to identify ago...
Source: The Scripps Research Institute Molecular Screening Center
Target: mu-type opioid receptor isoform MOR-1 [Homo sapiens]
External Id: OPRM1-OPRD1_AG_LUMI_1536_1X%ACT PRUN
Name: QFRET-based biochemical primary high throughput screening assay to identify exosite i...
Source: The Scripps Research Institute Molecular Screening Center
Target: disintegrin and metalloproteinase domain-containing protein 17 preproprotein [Homo sapiens]
External Id: ADAM17_INH_QFRET_1536_1X%INH PRUN
Name: Fluorescence-based cell-based primary high throughput screening assay to identify ago...
Source: The Scripps Research Institute Molecular Screening Center
Target: muscarinic acetylcholine receptor M1 [Homo sapiens]
External Id: CHRM1_AG_FLUO8_1536_1X%ACT PRUN
Name: uHTS identification of small molecule activators of the adaptive arm of the Unfolded ...
Source: Burnham Center for Chemical Genomics
Target: N/A
External Id: BCCG-A405-UPR-XBP1-PrimaryAgonist-Assay
Name: Antibacterial activity against Staphylococcus aureus MRSA ATCC 43300 (CO-ADD:GP_020);...
Source: ChEMBL
Target: Staphylococcus aureus
External Id: CHEMBL4296184
Name: Cytotoxicity against human HL cells assessed as cell viability at 50 uM after 72 hrs ...
Source: ChEMBL
Target: HL
External Id: CHEMBL4135472
Name: Antichlamydial activity against Chlamydia pneumoniae K7 infected in HL cells assessed...
Source: ChEMBL
Target: Chlamydia pneumoniae
External Id: CHEMBL4135473
Name: Rescue cell viability in cybrid cells with a genetic mutation in complex 1 of the mit...
Source: ICCB-Longwood/NSRB Screening Facility, Harvard Medical School
Target: N/A
External Id: HMS1315
Name: Antibacterial activity against Klebsiella pneumoniae MDR ATCC 70063 (CO-ADD:GN_003); ...
Source: ChEMBL
Target: Klebsiella pneumoniae
External Id: CHEMBL4296186
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 Synonyms

2,3,4,9-Tetrahydro-1H-β-carboline
Tetrahydro-b-carboline
Tetrahydro-β-carboline
1,2,3,4-Tetrahydro-b-carboline
2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole
MFCD00004954
1,2,3,4-Tetrahydro-9H-Pyrido[3,4-B]Indole
Tetrahydro-beta-carboline
Triptoline
Tryptoline
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