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Harmaline information


Harmaline
Clinical data
Dependence
liability
N/A
Routes of
administration
Ingestion
Legal status
Legal status
  • AU: S9 (Prohibited substance)
  • CA: Schedule III
Identifiers
IUPAC name
  • 7-methoxy-1-methyl-4,9-dihydro-3H-pyrido[3,4-b]indole
CAS Number
  • 304-21-2 checkY
PubChem CID
  • 5280951
ChemSpider
  • 10211258 checkY
UNII
  • CN58I4TOET
KEGG
  • C06536 checkY
ChEBI
  • CHEBI:28172 ☒N
ChEMBL
  • ChEMBL340807 checkY
CompTox Dashboard (EPA)
  • DTXSID8041038 Edit this at Wikidata
ECHA InfoCard100.005.594 Edit this at Wikidata
Chemical and physical data
FormulaC13H14N2O
Molar mass214.268 g·mol−1
3D model (JSmol)
  • Interactive image
Melting point232–234 °C (450–453 °F)
SMILES
  • COc3ccc2c1CCN=C(C)c1[nH]c2c3
InChI
  • InChI=1S/C13H14N2O/c1-8-13-11(5-6-14-8)10-4-3-9(16-2)7-12(10)15-13/h3-4,7,15H,5-6H2,1-2H3 checkY
  • Key:RERZNCLIYCABFS-UHFFFAOYSA-N checkY
 ☒NcheckY (what is this?)  (verify)

Harmaline is a fluorescent indole alkaloid from the group of harmala alkaloids and beta-carbolines. It is the partly hydrogenated form of harmine.

and 27 Related for: Harmaline information

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Harmaline

Last Update:

Harmaline is a fluorescent indole alkaloid from the group of harmala alkaloids and beta-carbolines. It is the partly hydrogenated form of harmine. Various...

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Harmala alkaloid

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(Ayahuasca), leaves of tobacco and coffee beans. The alkaloids include harmine, harmaline, harmalol, and their derivatives, which have similar chemical structures...

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Pharmahuasca

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combination that uses a pharmaceutical MAOI instead of a plant. N,N-DMT and harmaline or harmine are typically used as components of pharmahuasca.[citation...

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Harmine

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IV yields harmaline. The order of O-methylation and hydroxylation have been shown to be inconsequential to the formation of the harmaline intermediate...

Word Count : 2016

Peganum harmala

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plant, including the seeds, are monoamine oxidase inhibitors (Harmine, Harmaline). African rue is often used in North American English. Harmel is used...

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Banisteriopsis caapi

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] Caapi contains the following harmala alkaloids: Harmine, 0.31–8.43% Harmaline, 0.03–0.83% Tetrahydroharmine, 0.05–2.94% These alkaloids of the beta-carboline...

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Ayahuasca

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orally inactive, B. caapi is rich with harmala alkaloids, such as harmine, harmaline and tetrahydroharmine (THH), which can act as a monoamine oxidase inhibitor...

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Monoamine oxidase inhibitor

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way is governed by the concentrations of the substrate and the MAOI. Harmaline found in Peganum harmala, Banisteriopsis caapi, and Passiflora incarnata...

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Oxalis

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Growing oca tuber root caps are covered in a fluorescent slush rich in harmaline and harmine which apparently suppresses pests. Creeping wood sorrel and...

Word Count : 1800

Ibogamine

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saline control". While the related alkaloids ibogaine (20–40 mg/kg), harmaline (10–40 mg/kg) and desethylcoronaridine (10–40 mg/kg) were "obviously tremorgenic"...

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Indole alkaloid

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β-carboline derivatives include harmine, harmaline, harmane and a slightly more complex structure of canthinone. Harmaline was first isolated in 1838 by Göbel...

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Essential tremor

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"Living with a Mild Essential Tremor". Harmaline is a widely used model of essential tremor (ET) in rodents. Harmaline is thought to act primarily on neurons...

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Club drug

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synthetic drugs used in clubs, or which are sold as "Ecstasy", include harmaline; piperazines (e.g., BZP and TFMPP); PMA/PMMA; mephedrone (generally used...

Word Count : 5331

Tetrahydroharmine

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Banisteriopsis caapi. THH, like other harmala alkaloids in B. caapi, namely harmaline and harmine, is a reversible inhibitor of monoamine oxidase A (RIMA),...

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Oneirogen

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neurotransmitter that plays a very active role in dreaming[citation needed] Harmaline [citation needed] Hyoscyamine Ibogaine, Ibogamine, and Tabernanthe iboga...

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Claudio Naranjo

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Naranjo’s contribution of the use of harmaline, MDA, and ibogaine. In the 1960s, Naranjo introduced ibogaine and harmaline into psychotherapy as a "fantasy...

Word Count : 1901

Standard for the Uniform Scheduling of Medicines and Poisons

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except when separately specified in other Schedules Coca leaf DMT Harmine/Harmaline Heroin Kratom, also known as Mitragyna speciosa; as well its main alkaloid...

Word Count : 1906

Brunfelsia pauciflora

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alkaloids derived from Beta-carboline such as harmine, tetrahydroharmine, harmaline, manacin, manacein, and dimethyltryptamine and amidine derivatives such...

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Nicotiana tabacum

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and stems which includes harmala alkaloids as well. Yohimbine, harmine, harmaline and ajmalicine occurs in descending order, yohimbine being highest. The...

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Caffeine

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Conodurine Coronaridine Corydaline Corynoline Crimidine Cyclanoline Cymserine Harmaline Kobophenol A Lactucopicrin Lycorine Phosacetim Rosmarinic acid Stercuronium...

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Passiflora

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often contain more. The most common of these alkaloids is harman, but harmaline, harmalol, harmine, and harmol are also present. The species known to...

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Dopaminergic

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rasagiline, and pargyline, as well as the harmala alkaloids like harmine, harmaline, tetrahydroharmine, harmalol, harman, and norharman, which are found to...

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Glossary of chemical formulae

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86386-73-4 C13H12O β-ionone 2484-16-4 C13H12O2 monobenzone 103-16-2 C13H14N2O harmaline C13H16N2O2 melatonin 73-31-4 C13H18O2 ibuprofen 15687-27-1 C13H28 tridecane...

Word Count : 107

Ibogaine

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parasagittal zones of the cerebellar vermis after treatment with ibogaine or harmaline". Neuroscience. 55 (2): 303–10. doi:10.1016/0306-4522(93)90500-f. PMID 8377927...

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Anticholinergic

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Conodurine Coronaridine Corydaline Corynoline Crimidine Cyclanoline Cymserine Harmaline Kobophenol A Lactucopicrin Lycorine Phosacetim Rosmarinic acid Stercuronium...

Word Count : 2388

Disulfiram

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CX157 (Tyrima) Eprobemide Esuprone Harmala alkaloids (e.g., harmine, harmaline, harman, norharman, tetrahydroharmine) Methylene blue Metralindole Minaprine...

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Neostigmine

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Conodurine Coronaridine Corydaline Corynoline Crimidine Cyclanoline Cymserine Harmaline Kobophenol A Lactucopicrin Lycorine Phosacetim Rosmarinic acid Stercuronium...

Word Count : 1380

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