Medication used for the treatment of migraine headaches
Pharmaceutical compound
Rizatriptan Trade names Maxalt, Maxalt-MLT, Rizafilm, others Other names L-705126; L705126; MK-0462; MK0462; MK-462; MK462; 5-(1H -1,2,4-Triazol-1-ylmethyl)-N ,N -dimethyltryptamine; 5-(1H -1,2,4-Triazol-1-ylmethyl)-DMT AHFS /Drugs.com Monograph MedlinePlus a601109 License data
Pregnancy Routes of By mouth Drug class Serotonin 5-HT1B , 5-HT1D , 5-HT1E , and 5-HT1F receptor agonist ; Antimigraine agent ; Triptan ATC code Legal status Bioavailability 45% Protein binding 14% Metabolism By monoamine oxidase Elimination half-life 2–3 hours Excretion 82% urine ; 12% feces
N ,N -dimethyl-2-[5-(1H -1,2,4-triazol-1-ylmethyl)-1H -indol-3-yl]ethanamine
CAS Number PubChem CID IUPHAR/BPS DrugBank ChemSpider UNII KEGG ChEBI ChEMBL CompTox Dashboard (EPA ) ECHA InfoCard 100.243.719 Formula C 15 H 19 N 5 Molar mass −1 3D model (JSmol )
n1cncn1Cc2cc3c(cc2)[nH]cc3CCN(C)C
InChI=1S/C15H19N5/c1-19(2)6-5-13-8-17-15-4-3-12(7-14(13)15)9-20-11-16-10-18-20/h3-4,7-8,10-11,17H,5-6,9H2,1-2H3
Y Key:ULFRLSNUDGIQQP-UHFFFAOYSA-N
Y (verify)
Rizatriptan , sold under the brand name Maxalt among others, is a medication used for the treatment of migraine headaches .[ 1] [ 3] by mouth .[ 1] [ 3] [ 2] [ 1] [ 2]
Common side effects include chest pain , dizziness, dry mouth, and tingling.[ 3] myocardial infarction , stroke , high blood pressure , serotonin syndrome , and anaphylaxis .[ 3] medication overuse headaches .[ 3] pregnancy and breastfeeding is not recommended within 24 hours after taking a dose.[ 4] triptan class and is believed to work by activating the 5-HT1 receptor .[ 3]
Rizatriptan was patented in 1991 and came into medical use in 1998.[ 5] [ 6] generic medication .[ 4] million prescriptions.[ 7] [ 8] meloxicam as meloxicam/rizatriptan .
Medical uses
Rizatriptan is indicated to treat acute migraine attacks with or without aura .[ 1] [ 2] [ 9] [ 10]
Contraindications
Rizatriptan and other triptans can cause vasoconstriction, they are contraindicated in people with cardiovascular conditions.[ 11]
Adverse effects
Frequent adverse effects (incidence less than 10%) are dizziness, drowsiness, asthenia/fatigue, and nausea. Clinical adverse experiences were typically mild and short-lasting (2–3 hours).[ 11]
Interactions
Rizatriptan has an important but complex interaction with a metabolite of the beta blocker propranolol .[ 12] enzyme monoamine oxidase A (MAO-A).[ 12] mg when it is combined with propranolol.[ 12]
Pharmacology
Mechanism of action
Rizatriptan activities
Target Affinity (Ki , nM)
5-HT1A 48–500 (Ki )EC50 Tooltip half-maximal effective concentration )Emax Tooltip maximal efficacy )
5-HT1B 3–138 (Ki )EC50 )Emax )
5-HT1D 1.5–138 (Ki )EC50 )Emax )
5-HT1E 87–316 (Ki )EC50 )Emax )
5-HT1F 138–5,370 (Ki )EC50 )Emax )
5-HT2A >10,000 (Ki )EC50 )
5-HT2B 257–3,090 (Ki )EC50 )
5-HT2C >3,160 (Ki )ND (EC50 )
5-HT3 >3,160 (mouse)
5-HT4 >3,160 (guinea pig)
5-HT5A 5,500 (rat)
5-HT6 >3,160
5-HT7 1,860–>10,000 (Ki )EC50 )
α1A –α1D ND
α2A –α2C ND
β1 –β3 ND
D1 –D5 ND
H1 –H4 ND
M1 –M5 ND
I1 , I2 ND
σ1 , σ2 ND
TAAR1 Tooltip Trace amine-associated receptor 1 ND
SERT Tooltip Serotonin transporter ND
NET Tooltip Norepinephrine transporter ND
DAT Tooltip Dopamine transporter ND
Notes: The smaller the value, the more avidly the drug binds to the site. All proteins are human unless otherwise specified. Refs: [ 13] [ 14] [ 15] [ 16] [ 17] [ 18] [ 19] [ 20] [ 21] [ 22] [ 23] [ 24] [ 25] [ 26]
Rizatriptan acts as an agonist at serotonin 5-HT1B and 5-HT1D receptors.[ 27] triptans sumatriptan and zolmitriptan , rizatriptan induces vasoconstriction —possibly by inhibiting the release of calcitonin gene-related peptide from sensory neurons in the trigeminal nerve .[ 27]
Chemistry
Rizatriptan, also known as 5-(1H -1,2,4-triazol-1-ylmethyl)-N ,N -dimethyltryptamine, is a tryptamine derivative and a 5-substituted derivative of the psychedelic drug dimethyltryptamine (DMT).[ 28]
The experimental log P of rizatriptan is 1.4 and its predicted log P is 1.67 to 1.77.[ 28] [ 29]
History
Rizatriptan was patented in 1991 and was introduced for medical use in 1998.[ 5] [ 6]
Society and culture
Brand names
Brand names include Rizalt, Rizalt RPD, Rizact (India), Rizafilm,[ 2] [ 1] [ 1] [ 30] [ 31] [ 32]
References
^ a b c d e f g "Maxalt- rizatriptan benzoate tablet; Maxalt-MLT- rizatriptan benzoate tablet, orally disintegrating" . DailyMed . 1 June 2022. Archived from the original on 23 March 2023. Retrieved 25 December 2023 .^ a b c d e "Archived copy" (PDF) . Archived from the original (PDF) on 2 August 2023. Retrieved 25 December 2023 .{{cite web }}: CS1 maint: archived copy as title (link )^ a b c d e f "Rizatriptan Benzoate Monograph for Professionals" . Drugs.com . American Society of Health-System Pharmacists. Archived from the original on 23 October 2020. Retrieved 18 March 2019 .^ a b British National Formulary: BNF 76 (76 ed.). Pharmaceutical Press. 2018. p. 473. ISBN 9780857113382 ^ a b "Drug Approval Package: Maxalt/Rizatritan Benzoate NDA# 20864 & 20865" . U.S. Food and Drug Administration (FDA). 30 March 2001. Archived from the original on 6 December 2022. Retrieved 25 December 2023 .^ a b Fischer J, Ganellin CR (2006). Analogue-based Drug Discovery ISBN 9783527607495 ^ "The Top 300 of 2023" . ClinCalc . Archived from the original on 12 August 2025. Retrieved 12 August 2025 .^ "Rizatriptan Drug Usage Statistics, United States, 2013 - 2023" . ClinCalc . Retrieved 20 August 2025 .^ "Rizatriptan" . MedlinePlus . U.S. National Library of Medicine. Archived from the original on 5 July 2016. Retrieved 21 March 2018 .^ Göbel H (2010). "Efficacy and tolerability of rizatriptan 10 mg compared with sumatriptan 100 mg: an evidence-based analysis". Expert Rev Neurother . 10 (4): 499– 506. doi :10.1586/ern.10.24 . PMID 20367203 . S2CID 43395810 . ^ a b Hargreaves RJ, Lines CR, Rapoport AM, Ho TW, Sheftell FD (2009). "Ten years of rizatriptan: from development to clinical science and future directions". Headache . 49 : S3 – S20 . doi :10.1111/j.1526-4610.2008.01335.x . PMID 19161563 . S2CID 23587019 . ^ a b c Millson DS, Tepper SJ, Rapoport AM (March 2000). "Migraine pharmacotherapy with oral triptans: a rational approach to clinical management". Expert Opinion on Pharmacotherapy . 1 (3): 391– 404. doi :10.1517/14656566.1.3.391 . PMID 11249525 . S2CID 36053513 . ^ Liu T. "BindingDB BDBM50033437 CHEMBL905::MK 462 free base::N,N-dimethyl-2-[5-(1,2,4-triazol-1-ylmethyl)-1H-indol-3-yl]-ethanamine::N,N-dimethyl-2-[5-(1H-1,2,4-triazol-1-ylmethyl)-1H-indol-3-yl]ethanamine::N,N-dimethyl-5-(1H-1,2,4-triazol-1-ylmethyl)-1H-indole-3-ethanamine::RIZATRIPTAN::risatriptan" . BindingDB . Retrieved 13 July 2025 . ^ De Vries P, Villalón CM, Saxena PR (1999). "Pharmacology of triptans". Emerging Drugs . 4 (1): 107– 125. doi :10.1517/14728214.4.1.107 . ISSN 1361-9195 . ^ Tfelt-Hansen P, De Vries P, Saxena PR (December 2000). "Triptans in migraine: a comparative review of pharmacology, pharmacokinetics and efficacy". Drugs . 60 (6): 1259– 1287. doi :10.2165/00003495-200060060-00003 . PMID 11152011 . ^ Deleu D, Hanssens Y (July 2000). "Current and emerging second-generation triptans in acute migraine therapy: a comparative review". J Clin Pharmacol . 40 (7): 687– 700. doi :10.1177/00912700022009431 . PMID 10883409 . ^ Saxena PR, Tfelt-Hansen P (2001). "Success and failure of triptans" . The Journal of Headache and Pain . 2 (1): 3– 11. doi :10.1007/s101940170040 ISSN 1129-2369 . PMC 3611827 ^ van den Brink M (22 December 1999). "Coronary Side Effects of Antimigraine Drugs From Patient to Receptor" . RePub, Erasmus University Repository . Retrieved 19 June 2025 . Table 1.2 Receptor binding properties (pKi values) of sumatriptan and second-generation triptans at 5-HT receptors. [...] ^ van den Broek RW (13 March 2002). "Vascular Effects of Antimigraine Drugs: pharmacology of human in vitro models in migraine" . RePub, Erasmus University Repository . Retrieved 19 June 2025 . Table 1.2 Receptor binding properties (pKi values) of the triptans at human 5-HT receptors. [...] ^ Pauwels PJ, Tardif S, Palmier C, Wurch T, Colpaert FC (1997). "How efficacious are 5-HT1B/D receptor ligands: an answer from GTP gamma S binding studies with stably transfected C6-glial cell lines". Neuropharmacology . 36 (4– 5): 499– 512. doi :10.1016/s0028-3908(96)00170-0 . PMID 9225275 . ^ Nelson DL, Phebus LA, Johnson KW, Wainscott DB, Cohen ML, Calligaro DO, et al. (October 2010). "Preclinical pharmacological profile of the selective 5-HT1F receptor agonist lasmiditan". Cephalalgia . 30 (10): 1159– 1169. doi :10.1177/0333102410370873 . PMID 20855361 . ^ Rubio-Beltrán E, Labastida-Ramírez A, Haanes KA, van den Bogaerdt A, Bogers AJ, Zanelli E, et al. (December 2019). "Characterization of binding, functional activity, and contractile responses of the selective 5-HT1F receptor agonist lasmiditan" . British Journal of Pharmacology . 176 (24): 4681– 4695. doi :10.1111/bph.14832 . PMC 6965684 PMID 31418454 . TABLE 1 Summary of pIC50 (negative logarithm of the molar concentration of these compounds at which 50% of the radioligand is displaced) and pKi (negative logarithm of the molar concentration of the Ki ) values of individual antimigraine drugs at 5‐HT receptors [...] TABLE 2 Summary of pEC50 values of cAMP (5‐HT1A/B/E/F and 5‐HT7), GTPγS (5‐HT1A/B/D/E/F), and IP (5‐HT2) assays of individual antimigraine drugs at 5‐HT receptors [...] ^ Perez, M., Halazy, S., Pauwels, P.J., Colpaert, F.C., John, G.W. (1999). "F-11356" Drugs of the Future . 24 (6): 0605. doi :10.1358/dof.1999.024.06.537284 . Retrieved 23 June 2025 . ^ Reuter U, Neeb L (2012). "Lasmiditan hydrochloride" . Drugs of the Future . 37 (10): 709. doi :10.1358/dof.2012.037.010.1873629 . ISSN 0377-8282 . Retrieved 19 June 2025 . ^ Mitsikostas DD, Ward TN (2024). "Evidence-based symptomatic treatment of migraine". Migraine Management . Handbook of Clinical Neurology. Vol. 199. pp. 203– 218. doi :10.1016/B978-0-12-823357-3.00004-5 . ISBN 978-0-12-823357-3 PMID 38307647 . ^ Comer MB (April 2002). "Pharmacology of the selective 5-HT(1B/1D) agonist frovatriptan". Headache . 42 (Suppl 2): S47 – S53 . doi :10.1046/j.1526-4610.42.s2.2.x . PMID 12028320 . ^ a b Wellington K, Plosker GL (2002). "Rizatriptan: an update of its use in the management of migraine". Drugs . 62 (10): 1539– 74. doi :10.2165/00003495-200262100-00007 . PMID 12093318 . S2CID 195693597 . ^ a b "Rizatriptan" . PubChem . Retrieved 27 June 2025 .^ "Rizatriptan: Uses, Interactions, Mechanism of Action" . DrugBank Online . 14 June 2012. Retrieved 27 June 2025 .^ "Rishum01_5_982075622.pdf" (PDF) . Mohpublic.z6.web.core.windows.net . Retrieved 21 December 2023 .^ "Maxalt Oral: Uses, Side Effects, Interactions, Pictures, Warnings & More" . WebMD . Archived from the original on 21 December 2023. Retrieved 21 December 2023 .^ "Rizact 10 mg Tablet - Uses, Dosage, Side Effects, Composition" . Practo . Archived from the original on 21 December 2023. Retrieved 21 December 2023 .
5-HT1
5-HT1A
Agonists: 8-OH-DPAT Adatanserin Amphetamine Antidepressants (e.g., etoperidone , hydroxynefazodone , nefazodone , trazodone , triazoledione , vilazodone , vortioxetine )Atypical antipsychotics (e.g., aripiprazole , asenapine , brexpiprazole , cariprazine , clozapine , lurasidone , quetiapine , ziprasidone )Azapirones (e.g., buspirone , eptapirone , gepirone , perospirone , tandospirone )Bay R 1531 Befiradol BMY-14802 Cannabidiol Dimemebfe Dopamine Ebalzotan Eltoprazine Enciprazine Ergolines (e.g., bromocriptine , cabergoline , dihydroergotamine , ergotamine , lisuride , LSD , methylergometrine (methylergonovine) , methysergide , pergolide )F-11461 F-12826 F-13714 F-14679 F-15063 F-15599 Flesinoxan Flibanserin Flumexadol Hypidone Lesopitron LY-293284 LY-301317 mCPP MKC-242 Naluzotan NBUMP Osemozotan Oxaflozane Pardoprunox Piclozotan Rauwolscine Repinotan Roxindole RU-24969 S-14506 S-14671 S-15535 Sarizotan Serotonin (5-HT) SSR-181507 Sunepitron Tryptamines (e.g., 5-CT , 5-MeO-DMT , 5-MT , bufotenin , DMT , indorenate , N-Me-5-HT , psilocin , psilocybin )TGBA01AD U-92016-A Urapidil Vilazodone Xaliproden Yohimbine
Positive allosteric modulators: Oleamide
Antagonists: Atypical antipsychotics (e.g., iloperidone , risperidone , sertindole )AV965 Beta blockers (e.g., alprenolol , carteolol , cyanopindolol , iodocyanopindolol , isamoltane , oxprenolol , penbutolol , pindobind , pindolol , propranolol , tertatolol )BMY-7378 CSP-2503 Dotarizine Ergolines (e.g., metergoline )FCE-24379 Flopropione GR-46611 Isamoltane Lecozotan Mefway Metitepine (methiothepin) MIN-117 (WF-516) MPPF NAN-190 Robalzotan S-15535 SB-649915 SDZ 216-525 Spiperone Spiramide Spiroxatrine UH-301 WAY-100135 WAY-100635 Xylamidine
5-HT1B
Agonists: Anpirtoline CGS-12066A CP-93129 CP-94253 CP-122288 CP-135807 Eltoprazine Ergolines (e.g., bromocriptine , dihydroergotamine , ergotamine , methylergometrine (methylergonovine) , methysergide , pergolide )mCPP RU-24969 Serotonin (5-HT) Triptans (e.g., avitriptan , donitriptan , eletriptan , sumatriptan , zolmitriptan )TFMPP Tryptamines (e.g., 5-BT , 5-CT , 5-MT , DMT )Vortioxetine
5-HT1D
Agonists: CP-122288 CP-135807 CP-286601 Ergolines (e.g., bromocriptine , cabergoline , dihydroergotamine , ergotamine , LSD , methysergide )GR-46611 L-694247 L-772405 mCPP PNU-109291 PNU-142633 Serotonin (5-HT) TGBA01AD Triptans (e.g., almotriptan , avitriptan , donitriptan , eletriptan , frovatriptan , naratriptan , rizatriptan , sumatriptan , zolmitriptan )Tryptamines (e.g., 5-BT , 5-CT , 5-Et-DMT , 5-MT , 5-(nonyloxy)tryptamine , DMT )
5-HT1E
5-HT1F
5-HT2
5-HT2A
Agonists: 25H/NB series (e.g., 25I-NBF , 25I-NBMD , 25I-NBOH , 25I-NBOMe , 25B-NBOMe , 25C-NBOMe , 25TFM-NBOMe , 2CBCB-NBOMe , 25CN-NBOH , 2CBFly-NBOMe )2Cs (e.g., 2C-B , 2C-E , 2C-I , 2C-T-2 , 2C-T-7 , 2C-T-21 )2C-B-FLY 2CB-Ind 5-Methoxytryptamines (5-MeO-DET , 5-MeO-DiPT , 5-MeO-DMT , 5-MeO-DPT , 5-MT )α-Alkyltryptamines (e.g., 5-Cl-αMT , 5-Fl-αMT , 5-MeO-αET , 5-MeO-αMT , α-Me-5-HT , αET , αMT )AL-34662 AL-37350A Bromo-DragonFLY Dimemebfe DMBMPP DOx (e.g., DOB , DOC , DOI , DOM )Efavirenz Ergolines (e.g., 1P-LSD , ALD-52 , bromocriptine , cabergoline , ergine (LSA) , ergometrine (ergonovine) , ergotamine , lisuride , LA-SS-Az , LSB , LSD , LSD-Pip , LSH , LSP , methylergometrine (methylergonovine) , pergolide )Flumexadol IHCH-7113 Jimscaline Lorcaserin MDxx (e.g., MDA (tenamfetamine) , MDMA (midomafetamine) , MDOH , MMDA )O-4310 Oxaflozane PHA-57378 PNU-22394 PNU-181731 RH-34 SCHEMBL5334361 Phenethylamines (e.g., lophophine , mescaline )Piperazines (e.g., BZP , quipazine , TFMPP )Serotonin (5-HT) TCB-2 TFMFly Tryptamines (e.g., 5-BT , 5-CT , bufotenin , DET , DiPT , DMT , DPT , psilocin , psilocybin , tryptamine )
Antagonists: 5-I-R91150 5-MeO-NBpBrT AC-90179 Adatanserin Altanserin Antihistamines (e.g., cyproheptadine , hydroxyzine , ketotifen , perlapine )AMDA Atypical antipsychotics (e.g., amperozide , aripiprazole , asenapine , blonanserin , brexpiprazole , carpipramine , clocapramine , clorotepine , clozapine , fluperlapine , gevotroline , iloperidone , lurasidone , melperone , mosapramine , ocaperidone , olanzapine , paliperidone , quetiapine , risperidone , sertindole , zicronapine , ziprasidone , zotepine )Chlorprothixene Cinanserin CSP-2503 Deramciclane Dotarizine Eplivanserin Ergolines (e.g., amesergide , LY-53857 , LY-215840 , mesulergine , metergoline , methysergide , sergolexole )Fananserin Flibanserin Glemanserin Irindalone Ketanserin KML-010 Landipirdine LY-393558 mCPP Medifoxamine Metitepine (methiothepin) MIN-117 (WF-516) Naftidrofuryl Nantenine Nelotanserin Opiranserin (VVZ-149) Pelanserin Phenoxybenzamine Pimavanserin Pirenperone Pizotifen Pruvanserin Rauwolscine Ritanserin Roluperidone S-14671 Sarpogrelate Serotonin antagonists and reuptake inhibitors (e.g., etoperidone , hydroxynefazodone , lubazodone , mepiprazole , nefazodone , triazoledione , trazodone )SR-46349B TGBA01AD Teniloxazine Temanogrel Tetracyclic antidepressants (e.g., amoxapine , aptazapine , esmirtazapine , maprotiline , mianserin , mirtazapine )Tricyclic antidepressants (e.g., amitriptyline )Typical antipsychotics (e.g., chlorpromazine , fluphenazine , haloperidol , loxapine , perphenazine , pimozide , pipamperone , prochlorperazine , setoperone , spiperone , spiramide , thioridazine , thiothixene , trifluoperazine )Volinanserin Xylamidine Yohimbine
5-HT2B
Agonists: 4-Methylaminorex Aminorex Amphetamines (e.g., chlorphentermine , cloforex , dexfenfluramine , fenfluramine , levofenfluramine , norfenfluramine )BW-723C86 DOx (e.g., DOB , DOC , DOI , DOM )Ergolines (e.g., cabergoline , dihydroergocryptine , dihydroergotamine , ergotamine , methylergometrine (methylergonovine) , methysergide , pergolide )Lorcaserin MDxx (e.g., MDA (tenamfetamine) , MDMA (midomafetamine) , MDOH , MMDA )Piperazines (e.g., TFMPP )PNU-22394 Ro60-0175 Serotonin (5-HT) Tryptamines (e.g., 5-BT , 5-CT , 5-MT , α-Me-5-HT , bufotenin , DET , DiPT , DMT , DPT , psilocin , psilocybin , tryptamine )
Antagonists: Agomelatine Atypical antipsychotics (e.g., amisulpride , aripiprazole , asenapine , brexpiprazole , cariprazine , clozapine , N-desalkylquetiapine (norquetiapine) , N-desmethylclozapine (norclozapine) , olanzapine , pipamperone , quetiapine , risperidone , ziprasidone )Cyproheptadine EGIS-7625 Ergolines (e.g., amesergide , bromocriptine , lisuride , LY-53857 , LY-272015 , mesulergine )Ketanserin LY-393558 mCPP Metadoxine Metitepine (methiothepin) Pirenperone Pizotifen Propranolol PRX-08066 Rauwolscine Ritanserin RS-127445 Sarpogrelate SB-200646 SB-204741 SB-206553 SB-215505 SB-221284 SB-228357 SDZ SER-082 Tegaserod Tetracyclic antidepressants (e.g., amoxapine , mianserin , mirtazapine )Trazodone Typical antipsychotics (e.g., chlorpromazine )TIK-301 Yohimbine
5-HT2C
Agonists: 2Cs (e.g., 2C-B , 2C-E , 2C-I , 2C-T-2 , 2C-T-7 , 2C-T-21 )5-Methoxytryptamines (5-MeO-DET , 5-MeO-DiPT , 5-MeO-DMT , 5-MeO-DPT , 5-MT )α-Alkyltryptamines (e.g., 5-Cl-αMT , 5-Fl-αMT , 5-MeO-αET , 5-MeO-αMT , α-Me-5-HT , αET , αMT )A-372159 AL-38022A Alstonine CP-809101 Dimemebfe DOx (e.g., DOB , DOC , DOI , DOM )Ergolines (e.g., ALD-52 , cabergoline , dihydroergotamine , ergine (LSA) , ergotamine , lisuride , LA-SS-Az , LSB , LSD , LSD-Pip , LSH , LSP , pergolide )Flumexadol Lorcaserin MDxx (e.g., MDA (tenamfetamine) , MDMA (midomafetamine) , MDOH , MMDA )MK-212 ORG-12962 ORG-37684 Oxaflozane PHA-57378 Phenethylamines (e.g., lophophine , mescaline )Piperazines (e.g., aripiprazole , BZP , mCPP , quipazine , TFMPP )PNU-22394 PNU-181731 Ro60-0175 Ro60-0213 Serotonin (5-HT) Tryptamines (e.g., 5-BT , 5-CT , bufotenin , DET , DiPT , DMT , DPT , psilocin , psilocybin , tryptamine )Vabicaserin WAY-629 WAY-161503 YM-348
Antagonists: Adatanserin Agomelatine Atypical antipsychotics (e.g., asenapine , clorotepine , clozapine , fluperlapine , iloperidone , melperone , olanzapine , paliperidone , quetiapine , risperidone , sertindole , ziprasidone , zotepine )Captodiame CEPC Cinanserin Cyproheptadine Deramciclane Desmetramadol Dotarizine Eltoprazine Ergolines (e.g., amesergide , bromocriptine , LY-53857 , LY-215840 , mesulergine , metergoline , methysergide , sergolexole )Etoperidone Fluoxetine FR-260010 Irindalone Ketanserin Ketotifen Latrepirdine (dimebolin) Medifoxamine Metitepine (methiothepin) Nefazodone Pirenperone Pizotifen Propranolol Ritanserin RS-102221 S-14671 SB-200646 SB-206553 SB-221284 SB-228357 SB-242084 SB-243213 SDZ SER-082 Tedatioxetine Tetracyclic antidepressants (e.g., amoxapine , aptazapine , esmirtazapine , maprotiline , mianserin , mirtazapine )TIK-301 Tramadol Trazodone Tricyclic antidepressants (e.g., amitriptyline , nortriptyline )Typical antipsychotics (e.g., chlorpromazine , loxapine , pimozide , pipamperone , thioridazine )Xylamidine
5-HT3 –7
5-HT3
Agonists: Alcohols (e.g., butanol , ethanol (alcohol) , trichloroethanol )m-CPBG Phenylbiguanide Piperazines (e.g., BZP , mCPP , quipazine )RS-56812 Serotonin (5-HT) SR-57227 SR-57227A Tryptamines (e.g., 2-Me-5-HT , 5-CT , bufotenidine (5-HTQ) )Volatiles/gases (e.g., halothane , isoflurane , toluene , trichloroethane )YM-31636
Antagonists: Alosetron Anpirtoline Arazasetron AS-8112 Atypical antipsychotics (e.g., clozapine , olanzapine , quetiapine )Azasetron Batanopride Bemesetron (MDL-72222) Cilansetron CSP-2503 Dazopride Dolasetron Galanolactone Granisetron Lerisetron Memantine Ondansetron Palonosetron Ramosetron Renzapride Ricasetron Tedatioxetine Tetracyclic antidepressants (e.g., amoxapine , mianserin , mirtazapine )Thujone Tropanserin Tropisetron Typical antipsychotics (e.g., loxapine )Volatiles/gases (e.g., nitrous oxide , sevoflurane , xenon )Vortioxetine Zacopride Zatosetron
5-HT4
5-HT5A
5-HT6
Agonists: Ergolines (e.g., dihydroergocryptine , dihydroergotamine , ergotamine , lisuride , LSD , mesulergine , metergoline , methysergide )Hypidone Serotonin (5-HT) Tryptamines (e.g., 2-Me-5-HT , 5-BT , 5-CT , 5-MT , Bufotenin , E-6801 , E-6837 , EMD-386088 , EMDT , LY-586713 , N-Me-5-HT , ST-1936 , tryptamine )WAY-181187 WAY-208466
Antagonists: ABT-354 Atypical antipsychotics (e.g., aripiprazole , asenapine , clorotepine , clozapine , fluperlapine , iloperidone , olanzapine , tiospirone )AVN-101 AVN-211 AVN-322 AVN-397 BGC20-760 BVT-5182 BVT-74316 Cerlapirdine EGIS-12233 GW-742457 Idalopirdine Ketanserin Landipirdine Latrepirdine (dimebolin) Masupirdine Metitepine (methiothepin) MS-245 PRX-07034 Ritanserin Ro 04-6790 Ro 63-0563 SB-258585 SB-271046 SB-357134 SB-399885 SB-742457 Tetracyclic antidepressants (e.g., amoxapine , mianserin )Tricyclic antidepressants (e.g., amitriptyline , clomipramine , doxepin , nortriptyline )Typical antipsychotics (e.g., chlorpromazine , loxapine )
5-HT7
Antagonists: Atypical antipsychotics (e.g., amisulpride , aripiprazole , asenapine , brexpiprazole , clorotepine , clozapine , fluperlapine , olanzapine , risperidone , sertindole , tiospirone , ziprasidone , zotepine )Butaclamol DR-4485 EGIS-12233 Ergolines (e.g., 2-Br-LSD (BOL-148) , amesergide , bromocriptine , cabergoline , dihydroergotamine , ergotamine , LY-53857 , LY-215840 , mesulergine , metergoline , methysergide , sergolexole )JNJ-18038683 Ketanserin LY-215840 Metitepine (methiothepin) Ritanserin SB-258719 SB-258741 SB-269970 SB-656104 SB-656104A SB-691673 SLV-313 SLV-314 Spiperone SSR-181507 Tetracyclic antidepressants (e.g., amoxapine , maprotiline , mianserin , mirtazapine )Tricyclic antidepressants (e.g., amitriptyline , clomipramine , imipramine )Typical antipsychotics (e.g., acetophenazine , chlorpromazine , chlorprothixene , fluphenazine , loxapine , pimozide )Vortioxetine
Negative allosteric modulators: Oleamide
Tryptamines 4-Hydroxytryptamines esters /ethers 5-Hydroxy- and5-methoxytryptamines
2-Methyl-5-HT 4-HO-5-MeO-T 4-F-5-MeO-DMT 4,5-DHP-DMT 4,5-DHT 4,5-MDO-DMT 4,5-MDO-DiPT 5-BT 5-Ethoxy-DMT 5-HO-DET 5-HO-DiPT 5-HO-NiPT 5-HO-DPT 5-HTP (oxitriptan )5-MeO-2-TMT 5-MeO-34MPEMT 5-MeO-7,N ,N -TMT 5-MeO-DALT 5-MeO-DBT 5-MeO-DET 5-MeO-DiPT 5-MeO-DMT (N ,N ,O -TMS; O -methylbufotenine) 5-MeO-DPT 5-MeO-EiPT 5-MeO-EPT 5-MeO-MALT 5-MeO-MET 5-MeO-MiPT 5-MeO-NET 5-MeO-NiPT 5-MeO-NMT (O ,N -DMS) 5-MeO-PiPT 5-MeO-NBpBrT 5-MeO-T (5-MT; mexamine; O -methylserotonin) 5-MeO-T-NBOMe 5-MT-NB3OMe 5-NOT 5,6-DHT 5,6-MDO-DiPT 5,6-MDO-DMT 5,6-MDO-MiPT 5,6-MeO-MiPT 5,7-DHT Arachidonoyl serotonin ASR-3001 (5-MeO-iPALT) BAB Benanserin (BAS; SQ-4788) BGC20-761 Bufotenidine (5-HTQ; N ,N ,N -TMS) Bufotenin (5-HO-DMT; N ,N -DMS; mappine) Bufoviridine (5-SO-DMT) CP-132,484 Cqd 280 Cqd 285 Cqdd 280 Donitriptan EMDT (2-Et-5-MeO-DMT) HIOC Indorenate (TR-3369) Isamide (N -CA-5-MT) L-741604 MS-245 N -DEAOP-5-MeO-NETN -DEAOP-5-MeO-NMTN -Feruloylserotonin (moschamine)Norbufotenin (5-HO-NMT; NMS) O -Acetylbufotenine (5-AcO-DMT)O -Pivalylbufotenine (5-(t -BuCO)-DMT)Psilomethoxin (4-HO-5-MeO-DMT) Psilomethoxybin (4-PO-5-MeO-DMT) Serotonin (5-HT) N -Acetyltryptaminesα-Alkyltryptamines
5-Hydroxy- and 5-alkoxy-α-alkyltryptamines: 1-Pr-5-MeO-AMT 5-Allyloxy-AMT 5-Ethoxy-αMT 5-iPrO-αMT 5-MeO-αET 5-MeO-αMT (α,O -DMS; Alpha-O) α-Methyl-5-HTP α-Methylmelatonin α-Methylserotonin (5-HO-αMT; α-Me-5-HT) α,N ,O -TMS (5-MeO-α,N -DMT) α,N ,N ,O -TeMS (5-MeO-α,N ,N -TMT) AL-37350A (4,5-DHP-αMT) BW-723C86 Cyclized tryptamines
Barettin Cyclic 3-OHM Ergolines and lysergamides (e.g., LSD )Harmala alkaloidsβ-carbolines (e.g., 5-methoxyharmalan , 6-MeO-THH , 6-methoxyharmalan , 9-Me-BC , β-carboline (norharman) , fenharmane , harmaline , harmalol , harmane , harmine , LY-266,097 , pinoline , tetrahydroharmine , tryptoline )Iboga alkaloidsibogaine , ibogamine , noribogaine , tabernanthine )Ibogalogs (e.g., catharanthalog , fluorogainalog , ibogainalog , ibogaminalog (DM-506) , LS-22925 , noribogainalog , noribogaminalog , PHA-57378 , PNU-22394 , tabernanthalog )Imidazolylindoles (e.g., AGH-107 , AGH-192 , AH-494 )Metralindole Partial ergolines and lysergamides (e.g., NDTDI , RU-27849 , RU-28251 , RU-28306 , FHATHBIN , LY-178210 , Bay R 1531 (LY-197206) , LY-293284 , 10,11-seco-LSD , 10,11-secoergoline (α,N -Pip-T) , CT-5252 )Pertines (e.g., alpertine , milipertine , oxypertine , solypertine )Piperidinylethylindoles (e.g., pip-T , indolylethylfentanyl )Pyrrolidinylethylindoles (e.g., pyr-T , 4-HO-pyr-T , 5-MeO-pyr-T , 4-F-5-MeO-pyr-T )Pyrrolidinylmethylindoles (e.g., MPMI , 4-HO-MPMI (lucigenol) , 5F-MPMI , 5-MeO-MPMI , CP-122288 , CP-135807 , eletriptan )Tetrahydrocarbazolamines (e.g., ciclindole , flucindole , frovatriptan , LY-344864 , ramatroban )Tetrahydropyridinylindoles (e.g., RS134-49 , RU-28253 )Tetrahydropyrroloquinolines (e.g., bufothionine , O -methylnordehydrobufotenineYohimbans (e.g., yohimbine , rauwolscine , spegatrine , corynanthine , ajmalicine , reserpine , deserpidine , rescinnamine ) Isotryptamines Related compounds
2-Azapsilocin 4-Aza-5-MeO-DPT 5-Aza-4-MeO-DiPT 5-HIAA 5-HIAL 5-HITCA 5-MIAL 7-Aza-5-MeO-DiPT α-Carboline γ-Carbolines (pyridoindoles) (e.g., γ-carboline , alosetron , gevotroline , latrepirdine , lurosetron , mebhydrolin , tiflucarbine )Amedalin Benzindopyrine Benzofurans (e.g., 3-APB , 5-MeO-DiBF , BPAP , 3-F-BPAP , dimemebfe , mebfap , oxa-noribogaine )Benzothiophenes (e.g., 3-APBT )Carmoxirole CT-4436 Daledalin Gramine Histamine I-32 IAL IN-399 Indazolethylamines (e.g., AL-34662 , AL-38022A , O -methyl-AL-34662VU6067416 , YM-348 )Indenylethylamines (e.g., C-DMT )Indolizinylethylamines (e.g., TACT908 (2ZEDMA) , 1ZP2MA , 1Z2MAP1O )Indolylaminopropanes (e.g., 1-API , 2-API , 4-API , 5-API (5-IT; PAL-571) , 6-API (6-IT) , 7-API )Iprindole Masupirdine Medmain Molindone Non-tryptamine triptans (e.g., avitriptan , LY-334370 , naratriptan )
Ondansetron Oxazinopyridoindoles (e.g., IHCH-8134 )Phenethylamines (e.g., phenethylamine , amphetamine )Piperidinylindoles (e.g., BRL-54443 , LY-334370 , naratriptan , sertindole , SN-22 )Pirlindole Pyridinylindoles (e.g., tepirindole )Pyridopyrroloquinoxalines (e.g., IHCH-7113 , IHCH-7079 , IHCH-7086 , lumateperone , deulumateperone , ITI-1549 )Pyrrolylethylamines (e.g., 2-pyrrolylethylamine (NEA) , 3-pyrrolylethylamine (3-NEA) , 3-pyrrolylpropylamine )Pyrrolopyridinylethylamines (e.g., WAY-208466 )Quinolinylethylamines (e.g., mefloquine )Ro60-0213 Selisistat Tetrahydropyridinylindoles (e.g., EMD-386088 , LY-367265 , RU-24,969 )Tetrahydropyridinylpyrrolopyridines (e.g., (R )-69 (3IQ) , (R )-70 , CP-94253 )Tetrindole Tipindole Zilpaterol (RU-42173)
Corporate directors Subsidiaries Products
Facilities Publications
