A serotonin reuptake inhibitor and metabolite of tryptamine
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Analytical Standard(s)
350381,2,3,4-Tetrahydro-β-carboline
Parent Compound(s)
20995Tryptamine
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1,2,3,4-Tetrahydro-β-carboline

Item No. 31220

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole
CAS Number
16502-01-5
Synonyms
  • Tetrahydronorharman
  • Tetrahydro-β-carboline
  • THBC
  • Tryptoline
Molecular Formula
C11H12N2
Formula Weight
172.2
Purity
≥95%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 20 mg/mlDMSO: 20 mg/mlDMSO:PBS (pH 7.2) (1:3): 0.33 mg/ml
λmax
221 nm
SMILES
C1(C=CC=C2)=C2C(CCNC3)=C3N1
InChi Code
InChI=1S/C11H12N2/c1-2-4-10-8(3-1)9-5-6-12-7-11(9)13-10/h1-4,12-13H,5-7H2
InChi Key
CFTOTSJVQRFXOF-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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Certificates of Analysis & Batch Specific Data

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    1 g

    $54

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    5 g

    $172

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    Product Description

    1,2,3,4-Tetrahydro-β-carboline is a serotonin reuptake inhibitor (IC50 = 7.4 µM in rat brain homogenates) and metabolite of tryptamine (Item No. 20995).1 In vivo, 1,2,3,4-tetrahydro-β-carboline (20 and 40 µg/animal, i.c.v.) reduces serotonin levels in rat forebrain. It induces serotonin-mediated hyperactivity syndrome (HHS) in rats (ED50 = 48 mg/kg).2 1,2,3,4-Tetrahydro-β-carboline (6.25-75 mg/kg) also reduces acetic acid-induced writhing in rats.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Rommelspacher, H., Bade, P., Coper, H., et al. Inhibition of the reuptake of serotonin by tryptoline. Naunyn Schmiedebergs Arch. Pharmacol. 292(1), 93-95 (1976).

    2. Pannier, L., and Rommelspacher, H. Actions of tetrahydronorharmane (tetrahydro-β-carboline) on 5-hydroxytryptamine and dopamine mediated mechanisms. Neuropharmacology 20(1), 1-8 (1981).

    3. Rommelspacher, H., Kauffmann, H., Cohnitz, C.H., et al. Pharmacological properties of tetrahydronorharmane (tryptoline). Naunyn Schmiedebergs Arch. Pharmacol. 298(2), 83-91 (1977).