Batanopride

Batanopride
Clinical data
Routes of; administration	Oral
ATC code	none;
Legal status
Legal status	In general: uncontrolled;
Identifiers
	IUPAC name 4-amino-5-chloro-N-(2-diethylaminoethyl)-2-(3-oxobutan-2-yloxy)benzamide;
CAS Number	102670-46-2 ;
PubChem CID	59692;
ChemSpider	53849 ;
UNII	1AT99K728N;
ChEMBL	CHEMBL38594 ;
Chemical and physical data
Formula	C17H26ClN3O3
Molar mass	355.860 g/mol
3D model (Jmol)	Interactive image;
	SMILES Clc1cc(c(OC(C(=O)C)C)cc1N)C(=O)NCCN(CC)CC ;
	InChI InChI=1S/C17H26ClN3O3/c1-5-21(6-2)8-7-20-17(23)13-9-14(18)15(19)10-16(13)24-12(4)11(3)22/h9-10,12H,5-8,19H2,1-4H3,(H,20,23) ; Key:ZYOJXUNLLOBURP-UHFFFAOYSA-N ;
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Batanopride (BMY-25,801) is an antiemetic drug of the benzamide class which acts as a selective 5-HT₃ receptor antagonist.^[1] It was trialled to reduce nausea during cancer chemotherapy, but was never approved for medical use due to dose-limiting side effects including hypotension and long QT syndrome.^[2]

References[edit]

^ Gylys JA, Wright RN, Nicolosi WD, Buyniski JP, Crenshaw RR. BMY-25801, an antiemetic agent free of D2-dopamine receptor antagonist properties. Journal of Pharmacology and Experimental Therapeutics. 1988 Mar;244(3):830-7. PMID 2978041
^ Fleming GF, Vokes EE, McEvilly JM, Janisch L, Francher D, Smaldone L. Double-blind, randomized crossover study of metoclopramide and batanopride for prevention of cisplatin-induced emesis. Cancer Chemotherapy and Pharmacology. 1991;28(3):226-7. PMID 1855280

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v t e Antiemetics (A04)

5-HT₃ serotonin ion channel antagonists	Alosetron Azasetron Bemesetron Cilansetron Clozapine Dazopride Dolasetron Granisetron Lerisetron Metoclopramide 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	Alizapride Bromopride Chlorpromazine Clebopride Domperidone Haloperidol Hydroxyzine Itopride 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 Casopitant Ezlopitant Fosaprepitant Maropitant Netupitant Rolapitant Vestipitant

Others	Cerium oxalate Dexamethasone Lorazepam Midazolam Propofol

Clinical data

Routes of administration	Oral
ATC code	none
Legal status
Legal status	In general: uncontrolled
Identifiers
IUPAC name 4-amino-5-chloro-N-(2-diethylaminoethyl)-2-(3-oxobutan-2-yloxy)benzamide
CAS Number	102670-46-2^N
PubChem CID	59692
ChemSpider	53849^Y
UNII	1AT99K728N
ChEMBL	CHEMBL38594^Y
Chemical and physical data
Formula	C₁₇H₂₆ClN₃O₃
Molar mass	355.860 g/mol
3D model (Jmol)	Interactive image
SMILES Clc1cc(c(OC(C(=O)C)C)cc1N)C(=O)NCCN(CC)CC
InChI InChI=1S/C17H26ClN3O3/c1-5-21(6-2)8-7-20-17(23)13-9-14(18)15(19)10-16(13)24-12(4)11(3)22/h9-10,12H,5-8,19H2,1-4H3,(H,20,23)^Y Key:ZYOJXUNLLOBURP-UHFFFAOYSA-N^Y
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