Tetrahydroharmine

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Structural formula
Tetrahydroharmine
General
Surname Tetrahydroharmine
other names
  • ( R ) -1,2,3,4-tetrahydroharmine
  • ( R ) -7-Methoxy-1-methyl-2,3,4,9-tetrahydro-1 H -β-carboline
  • ( R ) -7-Methoxy-1-methyl-2,3,4,9-tetrahydro-1 H -pyrido [3,4- b ] indole ( IUPAC )
  • Leptaflorine
Molecular formula C 13 H 16 N 2 O
Brief description
  • Solid with a greenish hue (hydrochloride)
  • white solid (base)
  • slightly pink, amorphous solid (base)
External identifiers / databases
CAS number 17019-01-1
PubChem 159809
ChemSpider 140510
Wikidata Q135068
properties
Molar mass 216.28 g · mol -1
Physical state

firmly

Melting point
safety instructions
GHS hazard labeling
no classification available
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Tetrahydroharmine ( THH ) is an indole alkaloid that belongs to the group of substances of the β-carbolines and harmane alkaloids .

Occurrence

Banisteriopsis caapi

It occurs in the liana species Banisteriopsis caapi and in the seeds of the steppe rue ( Peganum harmala ).

Physiological effect

Tetrahydroharmine is a weak serotonin reuptake inhibitor , but not a monoamine oxidase inhibitor .

Web links

Individual evidence

  1. ↑ a b c d TIHKAL # 54, TETRAHYDROHARMINE (English)
  2. ↑ Shaheen Faizi, Aneela Naz: Jafrine, a novel and labile β-carboline alkaloid from the flowers of Tagetes patula . In: Tetrahedron . tape 58 , no. 31 , July 2002, p. 6185-6197 , doi : 10.1016 / S0040-4020 (02) 00615-4 .
  3. ↑ This substance has either not yet been classified with regard to its hazardousness or a reliable and citable source has not yet been found.
  4. ↑ James C. Callaway, Dennis McKenna, Charles S. Grob, et al. : Various alkaloid profiles in decoctions of Banisteriopsis caapi . In: Journal of Psychoactive Drugs . 37, No. 2, June 2005, pp. 151-5. doi : 10.1080 / 02791072.2005.10399796 . PMID 16149328 . Retrieved August 10, 2012.
  5. ↑ James C. Callaway, Dennis McKenna, Charles S. Grob, et al. : Pharmacokinetics of hoasca alkaloids in healthy humans . In: Journal of Ethnopharmacology . 65, No. 3, June 1999, pp. 243-56. doi : 10.1016 / S0378-8741 (98) 00168-8 . PMID 10404423 .