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Bemesetron

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Bemesetron
Clinical data

ATC code	none
Identifiers
IUPAC name [(1S,5R)-8-methyl-8-azabicyclo[3.2.1]octan-3-yl] 3,5-dichlorobenzoate
CAS Number	40796-97-2^N
PubChem CID	671690
ChemSpider	10498629^Y
UNII	O98T3677PA
ChEMBL	ChEMBL2107804^N
CompTox Dashboard (EPA)	DTXSID8042632
ECHA InfoCard	100.164.757
Chemical and physical data
Formula	C₁₅H₁₇Cl₂NO₂
Molar mass	314.21 g·mol⁻¹
3D model (JSmol)	Interactive image
SMILES CN3[C@@H]1CC[C@H]3C[C@H](C1)OC(=O)c2cc(Cl)cc(Cl)c2
InChI InChI=1S/C15H17Cl2NO2/c1-18-12-2-3-13(18)8-14(7-12)20-15(19)9-4-10(16)6-11(17)5-9/h4-6,12-14H,2-3,7-8H2,1H3/t12-,13+,14+^Y Key:MNJNPLVXBISNSX-WDNDVIMCSA-N^Y
^NY (what is this?) (verify)

Bemesetron (MDL-72222) is a drug which acts as an antagonist at the 5HT₃ receptor.^[1] It has antiemetic effects comparable to metoclopramide,^[2] however it is not used clinically, instead its main application is in scientific research studying the involvement of the 5HT₃ receptor in the actions of drugs of abuse.^[3]^[4]^[5]^[6]

References[edit]

^ Shearman GT, Tolcsvai L (1987). "Effect of the selective 5-HT3 receptor antagonists ICS 205-930 and MDL 72222 on 5-HTP-induced head shaking and behavioral symptoms induced by 5-methoxy-N,N,dimethyltryptamine in rats: comparison with some other 5-HT receptor antagonists". Psychopharmacology. 92 (4): 520–3. doi:10.1007/bf00176488. PMID 3114804. S2CID 25814825.

^ Homesley HD, Hahne WF, McLees B, et al. (April 1993). "Randomized comparison of the antiemetic efficacy of a serotonin type 3 receptor antagonist (MDL 72,222) with a high-dose metoclopramide regimen". Am. J. Clin. Oncol. 16 (2): 175–9. doi:10.1097/00000421-199304000-00020. PMID 8452114. S2CID 11733418.

^ McKinzie DL, McBride WJ, Murphy JM, Lumeng L, Li TK (October 2000). "Effects of MDL 72222, a serotonin3 antagonist, on operant responding for ethanol by alcohol-preferring P rats". Alcohol. Clin. Exp. Res. 24 (10): 1500–4. doi:10.1111/j.1530-0277.2000.tb04567.x. PMID 11045857.

^ Kankaanpää A, Meririnne E, Seppälä T (February 2002). "5-HT3 receptor antagonist MDL 72222 attenuates cocaine- and mazindol-, but not methylphenidate-induced neurochemical and behavioral effects in the rat". Psychopharmacology. 159 (4): 341–50. doi:10.1007/s00213-001-0939-4. PMID 11823886. S2CID 21614467.

^ Kos T, Popik P, Pietraszek M, et al. (May 2006). "Effect of 5-HT3 receptor antagonist MDL 72222 on behaviors induced by ketamine in rats and mice". Eur Neuropsychopharmacol. 16 (4): 297–310. doi:10.1016/j.euroneuro.2005.10.001. PMID 16288851. S2CID 43575963.

^ Yoo JH, Nam YS, Lee SY, Jang CG (January 2008). "Dopamine neurotransmission is involved in the attenuating effects of 5-HT3 receptor antagonist MDL 72222 on acute methamphetamine-induced locomotor hyperactivity in mice". Synapse. 62 (1): 8–13. doi:10.1002/syn.20461. PMID 17948891. S2CID 20699645.

v t e Treatment of drug dependence (N07B)
Nicotine dependence	Bupropion^# Cytisine Lobeline Mecamylamine Varenicline AATooltip Adrenergic agonist (Clonidine)
Alcohol dependence	AD inhibitor Disulfiram Acamprosate Calcium carbimide Hydrogen cyanamide General anesthetics Nitrous oxide Opioid antagonists Naltrexone Nalmefene Topiramate AATooltip Adrenergic agonist (Clonidine) Baclofen Phenibut
Opioid dependence	AATooltip Adrenergic agonist (Clonidine Lofexidine) Ibogaine Opioids Buprenorphine (+naloxone) Levacetylmethadol Methadone Dihydrocodeine Dihydroetorphine Hydromorphone (extended-release) Morphine (extended-release) Opioid antagonists (Naltrexone Nalmefene)
Benzodiazepine dependence	AATooltip Adrenergic agonist (Clonidine) Benzodiazepines (Diazepam Lorazepam Chlordiazepoxide Oxazepam) Barbiturates (Phenobarbital)

v t e Antiemetics (A04)
5-HT₃ serotonin ion channel antagonists	Alosetron Azasetron Bemesetron Cilansetron Clozapine Dazopride Dolasetron Granisetron Lerisetron Mianserin Mirtazapine Olanzapine Ondansetron Palonosetron (+netupitant) Quetiapine Ramosetron Ricasetron Tropisetron Zatosetron
5-HT serotonin G-protein receptor antagonists	Clozapine Cyproheptadine Hydroxyzine Olanzapine Risperidone Ziprasidone
CB₁ agonists (cannabinoids)	Dronabinol Nabilone Tetrahydrocannabinol (cannabis)
D₂/D₃ antagonists	Chlorpromazine Haloperidol Hydroxyzine Metoclopramide Metopimazine Prochlorperazine Thiethylperazine Trimethobenzamide
H₁ antagonists (antihistamines)	Cyclizine Dimenhydrinate Diphenhydramine Hydroxyzine Meclizine Promethazine
mACh antagonists (anticholinergics)	Atropine Diphenhydramine Hydroxyzine (very mild) Hyoscyamine Scopolamine
NK₁ antagonists	Aprepitant Fosaprepitant Maropitant Netupitant Rolapitant
Others	Amisulpride Cerium oxalate Dexamethasone Lorazepam Midazolam Propofol