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Index of chemical compounds with the same name
Carboline may refer to the following alkaloid compounds: β-Carboline and its derivatives γ-Carboline This set index article lists chemical compounds articles
Carboline
Group of chemical compounds
β-Carboline, also known as norharman, norharmane, or 9H-pyrido[3,4-b]indole, is a tricyclic chemical compound and alkaloid. It is the parent structure
Β-Carboline
Chemical compound
A substituted β-carboline, also known as a substituted 9H-pyrido[3,4-b]indole, is a chemical compound featuring a β-carboline moiety with one or more
Substituted_β-carboline
Chemical compound
9-Methyl-β-carboline (9-Me-BC) is a heterocyclic amine of the β-carboline family, and a research chemical sometimes used as a nootropic. It is a monoamine
9-Methyl-β-carboline
Class of chemical compounds
heterocycle fused γ-carboline, is a further-cyclized and substituted tetracyclic derivative of the tricyclic alkaloid γ-carboline as well as an analogue
Pyridopyrroloquinoxaline
Pharmaceutical compound
1-Ethyl-β-carboline is an alkaloid of the β-carboline family found in tobacco smoke. It is the 1-ethyl derivative of β-carboline (norharmane). The drug
1-Ethyl-β-carboline
Chemical compound
γ-Carboline, or gamma-carboline, also known as 5H-pyrido[4,3-b]indole is a nitrogen-containing tricyclic heterocycle. A large number of derivatives are
Γ-Carboline
Pharmaceutical compound
telepathine, as well as 7-methoxyharman or 7-methoxy-1-methyl-β-carboline, is a β-carboline and a harmala alkaloid which has hallucinogenic effects and monoamine
Harmine
List of plant species with reported psychoactive properties
beta-carbolines Horsfieldia superba, beta-carbolines Virola cuspidata, 6-methoxyharman Virola rufula, beta-carbolines Virola theiodora, beta-carbolines Testulea
List_of_psychoactive_plants
Chemical compound
known as 1,2,3,4-tetrahydro-β-carboline (THβC) and tetrahydronorharmane (THN), is a natural organic derivative of β-carboline. It is an alkaloid chemically
Tryptoline
Pharmaceutical compound
4-tetrahydro-β-carboline (1-TCMTC), also known as tryptamine–chloral (TaClo), is a mammalian alkaloid and potent dopaminergic neurotoxin of the β-carboline family
1-Trichloromethyl-1,2,3,4-tetrahydro-β-carboline
1-Trichloromethyl-1,2,3,4-tetrahydro-β-carboline
Pharmaceutical compound
9-tetrahydro-1H-β-carboline, is a serotonin receptor modulator of the β-carboline family. It is a ring-substituted derivative of the β-carboline tryptoline (THβC)
1-(2,4,5-Trimethoxyphenyl)-6-chlorotryptoline
1-(2,4,5-Trimethoxyphenyl)-6-chlorotryptoline
Chemical compound
Harmane, or harman, also known as 1-methyl-β-carboline, is a heterocyclic amine and β-carboline found in a variety of foods including coffee, sauces, and
Harmane
Species of plant
species like Banisteriopsis membranifolia and B. muricata. It contains beta-carboline alkaloids and polyphenols. Its legal status varies by country; it is largely
Banisteriopsis_caapi
Chemical compound
7-methoxyharmalan or as 3,4-dihydro-7-methoxy-1-methyl-β-carboline, is a harmala alkaloid and β-carboline which has hallucinogenic effects and monoamine oxidase
Harmaline
Class of alkaloids
tetrahydro-β-carboline skeleton then gradually oxidizes to dihydro-β-carboline and β-carboline. In the formation of simple β-carboline alkaloids, such
Indole_alkaloid
Chemical compound
(developmental code name ZK-112,119) is an anxiolytic drug from the β-carboline family. It is one of a relatively recently developed class of medicines
Abecarnil
Pharmaceutical compound
Dimethyltryptamine/β-carbolines, also known as DMT/harmine/harmaline/THH, is a combination of dimethyltryptamine (DMT), a tryptamine serotonin receptor
Dimethyltryptamine/β-carbolines
Dimethyltryptamine/β-carbolines
Chemical compound
tetrahydroharmane, also known as 1-methyl-1,2,3,4-tetrahydro-β-carboline, is a β-carboline and general name for one of two isomers: (1S)-1-methyl-2,3,4
Tetrahydroharman
Chemical compound
4-tetrahydro-β-carboline (2-Me-THβC), is a natural product, closely related to tryptoline. An indole alkaloid of the substituted β-carboline family, 2-methyltryptoline
2-Methyltryptoline
Chemical compound
ZK-93426 (ethyl-5-isopropoxy-4-methyl-β-carboline-3-carboxylate) is a drug from the β-carboline family. It acts as a weak partial inverse agonist of benzodiazepine
ZK-93426
Plant species native to South America
benzyl glucosinolates, polyphenols, (1R,3S)-1-methyl-1,2,3,4-tetrahydro-β-carboline-3-carboxylic acid (MTCA), and p-methoxybenzyl isothiocyanate. Alkamides
Lepidium_meyenii
Chemical compound
LY-272015 is a β-carboline derivative drug developed by Eli Lilly, which acts as a potent and selective antagonist at the serotonin 5-HT2B receptor. It
LY-272015
Mushrooms containing psychoactive indole alkaloids
Other compounds such as baeocystin, norbaeocystin, aeruginascin, and β-carbolines may modulate effects. The most potent species are members of genus Psilocybe
Psilocybin_mushroom
Species of plant
carboline in its leaves and stems. Leaf samples were found to be 0.17-1.75% N,N-DMT, but only trace amounts of N-methyltetrahydro-beta-carboline occur
Diplopterys_cabrerana
Chemical compound
Pinoline is a β-carboline and methoxylated tryptoline (5-methoxytryptoline) long claimed to be produced in the pineal gland during the metabolism of melatonin
Pinoline
Group of chemical compounds
once known as telepathine and banisterine, is a naturally occurring β-carboline alkaloid that is structurally related to harmaline, and also found in
Harmala_alkaloid
Chemical compound
6-MeO-THH, also known as 6-methoxy-1,2,3,4-tetrahydroharman, is a β-carboline (or more specifically a pinoline) derivative and a structural isomer of
6-MeO-THH
Chemical compound
4-tetrahydroharman (7-MeO-THH), is a fluorescent indole alkaloid and β-carboline that occurs in the tropical liana species Banisteriopsis caapi. It is
Tetrahydroharmine
Pharmaceutical compound
known as 5-methoxy-1-methyl-4,9-dihydro-3H-β-carboline, is a serotonin receptor modulator of the β-carboline family. It is a cyclized tryptamine analogue
5-Methoxyharmalan
Psychoactive drug, often called ecstasy
RU-28253 (5-MeO-THPI), NEtPhOH-THPI) Unknown psychedelic activity: β-Carbolines (e.g., 1-ethyl-6-hydroxytryptoline, 1-(2,4,5-trimethoxyphenyl)-6-chlorotryptoline)
MDMA
Chemical compound
Nostocarboline is a β-carboline alkaloid isolated from a freshwater cyanobacterium. Substituted β-carboline Becher, P. G.; Beuchat, J.; Gademann, K.;
Nostocarboline
Pharmaceutical compound
6-Methoxyharman, also known as isoharmine, is a β-carboline and harmala alkaloid. It is an analogue of other β-carbolines like harman and 6-methoxyharmalan. The
6-Methoxyharman
Pharmaceutical compound
4-dihydro-β-carboline, is a naturally occurring serotonin receptor modulator, monoamine oxidase inhibitor, and hallucinogen of the β-carboline family related
6-Methoxyharmalan
Pharmaceutical compound
(1-Et-6-OH-THβC) is a serotonin 5-HT2 receptor agonist of the β-carboline family related to tryptoline. It is the 1-ethyl and 6-hydroxy derivative
1-Ethyl-6-hydroxytryptoline
Species of plant
2-methyl-1,2,3,4-tetrahydro-β-carboline N-methyltryptamine N,N-dimethyltryptamine 2-methyl-1,2,3,4-tetrahydro-β-carboline N,N-formylmethyltryptamine Traces
Acacia_simplex
Pharmaceutical compound
NU-1223 is an experimental drug from the β-carboline family, which is thought to act as a selective agonist of the 5-HT2C receptor. It has been investigated
NU-1223
Pharmaceutical compound
distinct from β-carbolines, instead being a γ-carboline. List of miscellaneous serotonin 5-HT2A receptor agonists Substituted γ-carboline 2MePI Maj J, Rogóz
Tiflucarbine
Pharmaceutical compound
or as 1-keto-7-methoxytryptoline, is a harmala alkaloid and β-carboline found in Peganum harmala (Syrian rue) and Banisteriopsis caapi. It is
Harmalacidine
Chemical compound
Harmalol is a bioactive β-carboline and a member of the harmala alkaloids. The elimination half-life of harmalol has been reported to be 30 to 49 hours
Harmalol
Index of chemical compounds with the same molecular formula
g/mol, exact mass: 168.0687 u) may refer to: β-Carboline (9H-pyrido[3,4-b]indole), or norharmane γ-Carboline 1-Isocyano-5-aminonaphthalene This set index
C11H8N2
Chemical compound
Tetrahydroharmol is a bioactive β-carboline and harmala alkaloid. It acts as a reversible inhibitor of monoamine oxidase A. Harmala alkaloids are considered
Tetrahydroharmol
Pharmaceutical compound
3-b]indole, is a serotonin receptor modulator of the pyridoindole (γ-carboline) family. It is the pyridoindole homologue of the ibogalog (azepinoindole)
2MePI
Type of psychoactive fungus
representative mushroom-derived indole alkaloids. [...] Indole Type: β-carbolines. Alkaloid: β-Carboline-1-propanoic acid. Fungal Sources: Boletus curtisii and Cortinarius
Hallucinogenic bolete mushroom
Hallucinogenic_bolete_mushroom
Chemical compound
7-methoxy-β-carboline (7-MeO-βC), is an alkaloid of the β-carboline family, it is naturally extracted from Peganum harmala. Substituted β-carboline Wabaidur
Norharmine
Chemical compound
DMCM (methyl 6,7-dimethoxy-4-ethyl-β-carboline-3-carboxylate) is a drug from the β-carboline family that induces anxiety and convulsions by acting as
DMCM
Chemical compound
Harmol is a chemical compound classified as a β-carboline. It is readily formed in vivo in humans by O-demethylation of harmine. Its elimination half-life
Harmol
Chemical compound
CUMYL-PEGACLONE (SGT-151) is a gamma-carboline based synthetic cannabinoid that has been sold as a designer drug. The gamma-carboline core structure seen in CUMYL-PEGACLONE
CUMYL-PEGACLONE
Chemical compound
LY-266097 is a synthetic β-carboline which acts as a potent and selective antagonist for the 5-HT2B receptor, with more than 100x selectivity over the
LY-266097
Plant species in the family
contain a high concentration (at least 5.9% by weight) of diverse beta-carboline alkaloids. It has deep roots and a strong smell, finely divided leaves
Peganum_harmala
Chemical compound
FG-7142 (ZK-31906) is a drug of the β-carboline family which acts as a partial inverse agonist at the benzodiazepine allosteric site of the GABAA receptor
FG-7142
Psychedelic drug
methanol) also result in the creation of cyanated tryptamine and beta-carboline byproducts of unknown toxicity while using sodium borohydride in absence
Dimethyltryptamine
American industrial company
coatings, sealants and building materials. Industrial brands include Tremco, Carboline, Universal Sealants, Stonhard, Nudura, Euco, Day-Glo and Dryvit. RPM's
RPM_International
South American psychoactive decoction
act as reversible inhibitors of monamine oxidase; B. caapi and its β-carbolines also exhibit independent contributions to ayahuasca's effects, acting
Ayahuasca
Species of flowering plant
severity of stress-induced ulcers. Codonopsis pilosula contains the beta-carboline based compound Perlolyrine. There are 3 subspecies: Codonopsis pilosula
Codonopsis_pilosula
Species of legume
broad structural types, i.e. indole-3-alkylamine, beta-carbolines, and tetrahydro-β-carboline.[citation needed] "Phyllodium pulchellum". Germplasm Resources
Phyllodium_pulchellum
Class of chemical compounds
They are tricyclic cyclized tryptamines and are closely related to the β-carbolines or harmala alkaloids. However, ibogalogs have a mostly-hydrogenated 7-membered
Ibogalog
Psychoactive substance found in plants in the family Apocynaceae
including inhibition of α3β4 nicotinic acetylcholine receptors. The β-carbolines or harmala alkaloids bear a close resemblance to ibogaine in terms of
Ibogaine
Chemical compound
Gedocarnil (INN) is an anxiolytic of the β-carboline family related to abecarnil. It is registered as an anxiolytic under the WHO's ATC classification
Gedocarnil
Genus of fungi
fungus. Some psychoactive species contain baeocystin, norbaeocystin and β‐carboline monoamine oxidase inhibitors in addition to psilocin and psilocybin. The
Psilocybe
Chemical compound
topoisomerase II inhibitor ellipticine fuses carbazole to a pyridine ring. Indole Carboline Fluorene Polychlorinated carbazoles Carbazole alkaloids International
Carbazole
1997 book by Alexander Shulgin and Ann Shulgin
psilocin, and 5-MeO-DMT, α-alkyltryptamines like α-methyltryptamine (AMT), β-carbolines or harmala alkaloids like harmaline, the iboga alkaloid ibogaine, and
TiHKAL
Eudistomins are β-carboline derivatives, isolated from ascidians (marine tunicates of the family Ascidiacea), like Ritterella sigillinoides, Lissoclinum
Eudistomin
DMT-infused smoking blend
N-dimethyltryptamine (DMT; generally extracted from Mimosa hostilis) and β-carbolines (extracted from Banisteriopsis caapi or Peganum harmala). The mechanisms
Changa_(drug)
Pharmaceutical compound
B-193 is a serotonin 5-HT2 receptor antagonist of the β-carboline family. It shows affinity for serotonin 5-HT2 and α1-adrenergic receptors and much lower
B-193
Chemical compound
5-HIAA 5-HIAL 5-HITCA 5-MIAL 7-Aza-5-MeO-DiPT α-Carboline γ-Carbolines (pyridoindoles) (e.g., γ-carboline, 2MePI, 8MeO-2MePI, alosetron, gevotroline, latrepirdine
Dimethyltryptamine-N-oxide
Tobacco: nicotine, anabasine, and other Nicotinic agonists, as well as beta-carboline alkaloids Coca: cocaine, ecgonine and other coca alkaloids Opium poppy:
List of psychoactive plants, fungi, and animals
List_of_psychoactive_plants,_fungi,_and_animals
Dissociative anesthetic and anti-depressant
Tesofensine Troparil Tropoxane WF-11 WF-23 WF-31 WF-33 Others: 1-Ethyl-β-carboline Adrafinil Amifitadine Armodafinil Amfonelic acid Amineptine Ansofaxine
Ketamine
Pharmaceutical compound
5-HIAA 5-HIAL 5-HITCA 5-MIAL 7-Aza-5-MeO-DiPT α-Carboline γ-Carbolines (pyridoindoles) (e.g., γ-carboline, 2MePI, 8MeO-2MePI, alosetron, gevotroline, latrepirdine
4-PrO-MET
Central nervous system stimulant
Tesofensine Troparil Tropoxane WF-11 WF-23 WF-31 WF-33 Others: 1-Ethyl-β-carboline Adrafinil Amifitadine Armodafinil Amfonelic acid Amineptine Ansofaxine
Methylphenidate
Psychedelic drug
RU-28253 (5-MeO-THPI), NEtPhOH-THPI) Unknown psychedelic activity: β-Carbolines (e.g., 1-ethyl-6-hydroxytryptoline, 1-(2,4,5-trimethoxyphenyl)-6-chlorotryptoline)
LSD
Pharmaceutical compound
1-benzyl-1,2,3,4-tetrahydronorharmane, is a sedative and tranquilizer of the β-carboline family. It has been said to have actions similar to those of reserpine
Fenharmane
oneirophrenics, have an unknown mechanism of action and include the following: β-Carbolines and harmala alkaloids such as harmine, harmaline, tetrahydroharmine (THH)
List_of_hallucinogens
Chemical compound
Tabernanthalog Ibogalog Iboga-type alkaloid Desethylibogamine Substituted β-carboline PHA-57378 PNU-22394 PNU-181731 Tryptoline Lavaud C, Massiot G (2017).
Azepino(4,5-b)indole
SSRI antidepressant
Tesofensine Troparil Tropoxane WF-11 WF-23 WF-31 WF-33 Others: 1-Ethyl-β-carboline Adrafinil Amifitadine Armodafinil Amfonelic acid Amineptine Ansofaxine
Sertraline
Chemical compound
Pyridopyrroloquinoxaline Substituted γ-carboline WAY-163909 Robichaud AJ, et al. Substituted heterocycle fused gamma-carbolines. Patent US 6552017 Tomesch JC,
IHCH-7113
Drug that produces a dream-like state of consciousness
Tabernanthe iboga (iboga) and Silene undulata (African dream root)) β-Carbolines and harmala alkaloids such as harmine, harmaline, tetrahydroharmine (THH)
Oneirogen
Benzodiazepine sedative
McLean MJ, Macdonald RL (February 1988). "Benzodiazepines, but not beta-carbolines, limit high-frequency repetitive firing of action potentials of spinal
Diazepam
Species of cactus
RU-28253 (5-MeO-THPI), NEtPhOH-THPI) Unknown psychedelic activity: β-Carbolines (e.g., 1-ethyl-6-hydroxytryptoline, 1-(2,4,5-trimethoxyphenyl)-6-chlorotryptoline)
Echinopsis_macrogona
Pharmaceutical compound
Tesofensine Troparil Tropoxane WF-11 WF-23 WF-31 WF-33 Others: 1-Ethyl-β-carboline Adrafinil Amifitadine Armodafinil Amfonelic acid Amineptine Ansofaxine
Cendifensine
Index of chemical compounds with the same name
5-HIAA 5-HIAL 5-HITCA 5-MIAL 7-Aza-5-MeO-DiPT α-Carboline γ-Carbolines (pyridoindoles) (e.g., γ-carboline, 2MePI, 8MeO-2MePI, alosetron, gevotroline, latrepirdine
Methyltryptamine
Designer drug
CUMYL-CB-MEGACLONE (CUMYL-CBMGACLONE, SGT-273) is a gamma-carboline based synthetic cannabinoid receptor agonist that has been sold as a designer drug
CUMYL-CB-MEGACLONE
Class of chemical compounds
they are analogous to the cyclized tryptamine ibogalogs and their β-carboline relatives. 3-Benzazepines are known to act as monoamine receptor modulators
Substituted_3-benzazepine
Medication used to treat premature ejaculation
Tesofensine Troparil Tropoxane WF-11 WF-23 WF-31 WF-33 Others: 1-Ethyl-β-carboline Adrafinil Amifitadine Armodafinil Amfonelic acid Amineptine Ansofaxine
Dapoxetine
1998 studio album by Time Machines
No. Title Length 1. "7-Methoxy-β-Carboline: (Telepathine)" 23:23 2. "2,5-Dimethoxy-4-Ethyl-Amphetamine: (DOET/Hecate)" 13:20 3. "5-Methoxy-N,N-Dimethyltryptamine:
Time_Machines
Species of plant
fruit-bat tree locally in the Seychelles. Oppositines are vasorelaxant beta-carbolines isolated from Ochrosia oppositifolia. Fruits. Tonga Fruit and seedling
Ochrosia_oppositifolia
Chemical compound
derivatives. 4,7-Dihydroisoindole Indole Indene Indoline Benzofuran Carbazole Carboline Isatin Methylindole Oxindole Pyrrole Skatole Benzene Isoindoline Isoindoline
Isoindoline
Genus of flowering plants in the passion flower family
or cultivar. Many Passiflora species have been found to contain beta-carboline harmala alkaloids, some of which are MAO inhibitors. The flower and fruit
Passiflora
Group of chemical compounds
Triazolobenzodiazepines Carbamates Ethers Neuroactive steroids Nonbenzodiazepines β-Carbolines Cyclopyrrolones Imidazopyridines Pyrazolopyrimidines Phenols Piperidinediones
Salvinorin
Chemical compound
as a nasal spray or subcutaneous injection. Selank Adamax 9-Methyl-β-carboline (9-Me-BC) Bromantane List of Russian drugs Voronina TA (2023). "Cognitive
Semax
Medication used to treat erectile dysfunction
an annulated 2,5-diketopiperazine. It is also a 1,2,3,4-tetrahydro-β-carboline. Tadalafil can be synthesized starting from (D)-tryptophan methyl ester
Tadalafil
Drug used to treat high blood pressure
5-HIAA 5-HIAL 5-HITCA 5-MIAL 7-Aza-5-MeO-DiPT α-Carboline γ-Carbolines (pyridoindoles) (e.g., γ-carboline, 2MePI, 8MeO-2MePI, alosetron, gevotroline, latrepirdine
Reserpine
Chemical compound
5-HIAA 5-HIAL 5-HITCA 5-MIAL 7-Aza-5-MeO-DiPT α-Carboline γ-Carbolines (pyridoindoles) (e.g., γ-carboline, 2MePI, 8MeO-2MePI, alosetron, gevotroline, latrepirdine
Dregamine
Chemical compound
5-HIAA 5-HIAL 5-HITCA 5-MIAL 7-Aza-5-MeO-DiPT α-Carboline γ-Carbolines (pyridoindoles) (e.g., γ-carboline, 2MePI, 8MeO-2MePI, alosetron, gevotroline, latrepirdine
1-Methyltryptophan
Cocaine-like dopamine reuptake inhibitor derived from modafinil
Tesofensine Troparil Tropoxane WF-11 WF-23 WF-31 WF-33 Others: 1-Ethyl-β-carboline Adrafinil Amifitadine Armodafinil Amfonelic acid Amineptine Ansofaxine
JJC8-088
Any heterocyclic compound having at least one nitrogen heteroatom
beef steak by up to 90% compared with unmarinated steak. Harmane, a β-carboline alkaloid found in meats is "highly tremorogenic" (tremor inducing). While
Heterocyclic_amine
from two to 11 concurrent medications. Any drug Cannabis Amp joint Any β-Carboline containing plant (e.g. Banisteriopsis caapi or Peganum harmala) DMT Ayahuasca
List_of_drug_combinations
Pharmaceutical compound
5-HIAA 5-HIAL 5-HITCA 5-MIAL 7-Aza-5-MeO-DiPT α-Carboline γ-Carbolines (pyridoindoles) (e.g., γ-carboline, 2MePI, 8MeO-2MePI, alosetron, gevotroline, latrepirdine
Oxa-noribogaine
Species of flowering plant in the nightshade family
in 2012. In particular they contain indole alkaloids derived from Beta-carboline such as harmine, tetrahydroharmine, harmaline, manacin, manacein, and
Brunfelsia_pauciflora
Chemical compound
Clung CD, Calvello EJ, Zawrotny DM, "Substituted heterocycle fused gamma-carbolines.", issued 22 April 2003, assigned to Bristol Myers Squibb Pharma Co.
IHCH-7086
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