Chemistry:Anhalidine

Anhalidine is a naturally occurring tetrahydroisoquinoline based alkaloid which can be isolated from Lophophora williamsii;^[1] it has also been detected other cactii^[2] and several species of Acacia.^[3]^[4] It is part of a family of compounds that are structurally related to mescaline. Anhalidine has been found to act as a potent inverse agonist of the serotonin 5-HT₇ receptor.^[5]

References

↑ Lundström, Jan; Agurell, Stig (1967). "Thin-layer chromatography of the peyote alkaloids". Journal of Chromatography A 30 (1): 271–272. doi:10.1016/S0021-9673(00)84157-6. ISSN 0021-9673. PMID 4293618.
↑ Roush, Robin A.; Cooks, R. Graham.; Sweetana, Stephanie A.; McLaughlin, Jerry L. (1985). "Search for new alkaloids in Pachycereus weberi by tandem mass spectrometry". Analytical Chemistry 57 (1): 109–114. doi:10.1021/ac00279a030. ISSN 0003-2700. PMID 3985330.
↑ Clement, Beverly A.; Goff, Christina M.; Forbes, T. David A. (1997). "Toxic amines and alkaloids from Acacia berlandieri". Phytochemistry 46 (2): 249–254. doi:10.1016/S0031-9422(97)00240-9. ISSN 0031-9422. Bibcode: 1997PChem..46..249C.
↑ Clement, Beverly A; Goff, Christina M; Forbes, T.David A (1998). "Toxic amines and alkaloids from Acacia rigidula". Phytochemistry 49 (5): 1377–1380. doi:10.1016/S0031-9422(97)01022-4. ISSN 0031-9422. Bibcode: 1998PChem..49.1377C.
↑ "Synthesis, Pharmacological Characterization, and Binding Mode Analysis of 8-Hydroxy-Tetrahydroisoquinolines as 5-HT7 Receptor Inverse Agonists". ACS Chem Neurosci 16 (3): 439–451. February 2025. doi:10.1021/acschemneuro.4c00667. PMID 39836645.

External links

Anhalidine - Isomer Design

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[LundströmAgurell1967-1] Lundström, Jan; Agurell, Stig (1967). "Thin-layer chromatography of the peyote alkaloids". Journal of Chromatography A 30 (1): 271–272. doi:10.1016/S0021-9673(00)84157-6. ISSN 0021-9673. PMID 4293618.

[RoushCooks1985-2] Roush, Robin A.; Cooks, R. Graham.; Sweetana, Stephanie A.; McLaughlin, Jerry L. (1985). "Search for new alkaloids in Pachycereus weberi by tandem mass spectrometry". Analytical Chemistry 57 (1): 109–114. doi:10.1021/ac00279a030. ISSN 0003-2700. PMID 3985330.

[ClementGoff1997-3] Clement, Beverly A.; Goff, Christina M.; Forbes, T. David A. (1997). "Toxic amines and alkaloids from Acacia berlandieri". Phytochemistry 46 (2): 249–254. doi:10.1016/S0031-9422(97)00240-9. ISSN 0031-9422. Bibcode: 1997PChem..46..249C.

[ClementGoff1998-4] Clement, Beverly A; Goff, Christina M; Forbes, T.David A (1998). "Toxic amines and alkaloids from Acacia rigidula". Phytochemistry 49 (5): 1377–1380. doi:10.1016/S0031-9422(97)01022-4. ISSN 0031-9422. Bibcode: 1998PChem..49.1377C.

[ChanPottieSimon2025-5] "Synthesis, Pharmacological Characterization, and Binding Mode Analysis of 8-Hydroxy-Tetrahydroisoquinolines as 5-HT7 Receptor Inverse Agonists". ACS Chem Neurosci 16 (3): 439–451. February 2025. doi:10.1021/acschemneuro.4c00667. PMID 39836645.

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Phenethylamines	Psychedelics: 25B-NBOMe 25C-NBOMe 25D-NBOMe 25I-NBOMe 25N-NBOMe 2C-B 2C-B-AN 2C-Bn 2C-Bu 2C-C 2C-CN 2C-CP 2C-D 2C-E 2C-EF 2C-F 2C-G 2C-G-1 2C-G-2 2C-G-3 2C-G-4 2C-G-5 2C-G-6 2C-G-N 2C-H 2C-I 2C-iP 2C-N 2C-NH2 2C-O 2C-O-4 2C-P 2C-Ph 2C-SE 2C-T 2C-T-2 2C-T-3 2C-T-4 2C-T-5 2C-T-6 2C-T-7 2C-T-8 2C-T-9 2C-T-10 2C-T-11 2C-T-12 2C-T-13 2C-T-14 2C-T-15 2C-T-16 2C-T-17 2C-T-18 2C-T-19 2C-T-20 2C-T-21 2C-T-22 2C-T-22.5 2C-T-23 2C-T-24 2C-T-25 2C-T-27 2C-T-28 2C-T-30 2C-T-31 2C-T-32 2C-T-33 2C-TFE 2C-TFM 2C-YN 2C-V Allylescaline DESOXY Escaline Isoproscaline Jimscaline Macromerine MEPEA Mescaline Metaescaline Methallylescaline Proscaline Psi-2C-T-4 TCB-2 Stimulants: Phenylethanolamine Hordenine Phenethylamine α-Methylphenethylamine (amphetamine) β-Methylphenethylamine m-Methylphenethylamine N-Methylphenethylamine o-Methylphenethylamine p-Methylphenethylamine Methylphenidate Entactogens: Lophophine MDPEA MDMPEA Others: BOH DMPEA
Amphetamines	Psychedelics: 3C-BZ 3C-E 3C-P Aleph Beatrice Bromo-DragonFLY D-Deprenyl DMA DMCPA DMMDA DOB DOC DOEF DOET DOI DOM DON DOPR DOTFM Ganesha MMDA MMDA-2 Psi-DOM TMA TeMA Stimulants: 2-FA 2-FMA 3-FA 3-FMA Acridorex Alfetamine Amfecloral Amfepentorex Amphetamine (Dextroamphetamine, Levoamphetamine) Amphetaminil Benfluorex Benzphetamine Cathine Clobenzorex Dimethylamphetamine Ephedrine Etilamfetamine Fencamfamin Fencamine Fenethylline Fenfluramine (Dexfenfluramine, Levofenfluramine) Fenproporex Flucetorex Fludorex Formetorex Furfenorex Gepefrine 4-Hydroxyamphetamine Iofetamine Isopropylamphetamine Lefetamine Lisdexamfetamine Mefenorex Metaraminol Methamphetamine (Dextromethamphetamine, Levomethamphetamine) Methoxyphenamine MMA Morforex Norfenfluramine L -Norpseudoephedrine N,alpha-Diethylphenylethylamine Oxifentorex Oxilofrine Ortetamine PBA PCA Phenpromethamine PFA PFMA PIA PMA PMEA PMMA Phenylpropanolamine Pholedrine Prenylamine Propylamphetamine Pseudoephedrine Sibutramine Tiflorex Tranylcypromine Xylopropamine Zylofuramine Entactogens: 4-FA 4-FMA 4-MA 4-MMA 4-MTA 5-APB 5-APDB 5-EAPB 5-IT 5-MAPB 5-MAPDB 6-APB 6-APDB 6-Chloro-MDMA 6-EAPB 6-IT 6-MAPB 6-MAPDB EDA IAP 2,3-MDA 3,4-MDA (tenamfetamine) MDEA MDHMA MDMA (midomafetamine) MDOH Methamnetamine MMDMA Naphthylaminopropane TAP Others: 3,4-DCA Amiflamine DiFMDA Selegiline (also D -Deprenyl)
Phentermines	Stimulants: Chlorphentermine Cloforex Clortermine Etolorex Mephentermine Pentorex Phentermine Entactogens: MDPH MDMPH Others: Cericlamine
Cathinones	Stimulants: 3-FMC 4-MC 4-BMC 4-CMC 4-EMC 4-FMC 4-MEC 4-MeMABP 4-MPD Amfepramone Benzedrone Brephedrone Buphedrone Bupropion Cathinone Dimethylcathinone Ethcathinone Eutylone Hydroxybupropion Methcathinone Methedrone NEB N-Ethylhexedrone N-Ethylpentedrone Pentedrone Pentylone Radafaxine Entactogens: 3,4-DMMC 3-MMC Butylone Ethylone Methylone Methylenedioxycathinone Mephedrone
Phenylisobutylamines	Entactogens: 4-CAB 4-MAB Ariadne BDB Butylone EBDB Eutylone MBDB Stimulants: Phenylisobutylamine
Phenylalkylpyrrolidines	Stimulants: α-PBP α-PHP α-PPP α-PVP MDPBP MDPPP MDPV 4-MePBP 4-MePHP 4-MePPP MOPPP MOPVP MPBP MPHP MPPP Naphyrone PEP Prolintane Pyrovalerone
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Miscellaneous	AL-LAD Amidephrine Arbutamine Cafedrine Denopamine Desvenlafaxine Diphenidine Dizocilpine Dobutamine Dopexamine Ephenidine Etafedrine ETH-LAD Famprofazone Fluorolintane Hexapradol IP-LAD Lysergic acid amide Lysergic acid 2-butyl amide Lysergic acid 2,4-dimethylazetidide Lysergic acid diethylamide Methoxamine Methoxphenidine MT-45 PARGY-LAD Phenibut PRO-LAD Pronethalol Salbutamol (Levosalbutamol) Solriamfetol Theodrenaline Thiamphenicol UWA-101

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