Preferred Name

cisapride

Synonyms

(+-)-cisapride

cis-4-amino-5-chloro-N-(1-(3-(p-fluorophenoxy)propyl)-3-methoxy-4-piperidyl)-o-anisamide

cisapridum

4-amino-5-chloro-N-(1-(3-(4-fluorophenoxy)propyl)-3-methoxypiperidin-4-yl)-2-methoxybenzamide

cis-4-amino-5-chloro-N-{1-[3-(p-fluorophenoxy)propyl]-3-methoxy-4-piperidinyl}-o-anisamide

cisapride

cisaprida

4-Amino-5-chloro-N-{1-[3-(4-fluoro-phenoxy)-propyl]-3-methoxy-piperidin-4-yl}-2-methoxy-benzamide

4-amino-5-chloro-N-{cis-1-[3-(4-fluorophenoxy)propyl]-3-methoxypiperidin-4-yl}-2-methoxybenzamide

Cisapride

cis-4-amino-5-chloro-N-{1-[3-(4-fluorophenoxy)propyl]-3-methoxy-4-piperidinyl}-2-methoxybenzamide

Definitions

The amide resulting from formal condensation of 4-amino-5-chloro-2-methoxybenzoic acid with cis-1-[3-(4-fluorophenoxy)propyl]-3-methoxypiperidin-4-amine. It has been used (as its monohydrate or as its tartrate) for the treatment of gastro-oesophageal reflux disease and for non-ulcer dyspepsia, but its propensity to cause cardiac arrhythmias resulted in its complete withdrawal from many countries, including the U.K., and restrictions on its use elsewhere.

ID

http://purl.obolibrary.org/obo/CHEBI_3720

charge

0

database_cross_reference

KEGG:C06910

CAS:81098-60-4

KEGG:D00274

PMID:2139471

LINCS:LSM-2133

PMID:19663444

DrugBank:DB00604

Patent:EP76530

Patent:US4962115

PMID:1995885

PMID:10891117

PMID:19110341

PMID:12190308

definition

The amide resulting from formal condensation of 4-amino-5-chloro-2-methoxybenzoic acid with cis-1-[3-(4-fluorophenoxy)propyl]-3-methoxypiperidin-4-amine. It has been used (as its monohydrate or as its tartrate) for the treatment of gastro-oesophageal reflux disease and for non-ulcer dyspepsia, but its propensity to cause cardiac arrhythmias resulted in its complete withdrawal from many countries, including the U.K., and restrictions on its use elsewhere.

formula

C23H29ClFN3O4

has role

http://purl.obolibrary.org/obo/CHEBI_35941

http://purl.obolibrary.org/obo/CHEBI_55324

http://purl.obolibrary.org/obo/CHEBI_49201

has_alternative_id

CHEBI:221485

CHEBI:151790

CHEBI:143545

CHEBI:657741

CHEBI:657397

has_exact_synonym

4-amino-5-chloro-N-{cis-1-[3-(4-fluorophenoxy)propyl]-3-methoxypiperidin-4-yl}-2-methoxybenzamide

Cisapride

has_obo_namespace

chebi_ontology

has_related_synonym

(+-)-cisapride

cis-4-amino-5-chloro-N-(1-(3-(p-fluorophenoxy)propyl)-3-methoxy-4-piperidyl)-o-anisamide

cisapridum

4-amino-5-chloro-N-(1-(3-(4-fluorophenoxy)propyl)-3-methoxypiperidin-4-yl)-2-methoxybenzamide

cis-4-amino-5-chloro-N-{1-[3-(p-fluorophenoxy)propyl]-3-methoxy-4-piperidinyl}-o-anisamide

cisapride

cisaprida

4-Amino-5-chloro-N-{1-[3-(4-fluoro-phenoxy)-propyl]-3-methoxy-piperidin-4-yl}-2-methoxy-benzamide

cis-4-amino-5-chloro-N-{1-[3-(4-fluorophenoxy)propyl]-3-methoxy-4-piperidinyl}-2-methoxybenzamide

id

CHEBI:3720

in_subset

http://purl.obolibrary.org/obo/chebi#3_STAR

inchi

InChI=1S/C23H29ClFN3O4/c1-30-21-13-19(26)18(24)12-17(21)23(29)27-20-8-10-28(14-22(20)31-2)9-3-11-32-16-6-4-15(25)5-7-16/h4-7,12-13,20,22H,3,8-11,14,26H2,1-2H3,(H,27,29)/t20-,22+/m1/s1

inchikey

DCSUBABJRXZOMT-IRLDBZIGSA-N

label

cisapride

mass

465.94500

monoisotopicmass

465.18306

notation

CHEBI:3720

prefLabel

cisapride

smiles

CO[C@H]1CN(CCCOc2ccc(F)cc2)CC[C@H]1NC(=O)c1cc(Cl)c(N)cc1OC

treeView

http://purl.obolibrary.org/obo/CHEBI_26151

http://purl.obolibrary.org/obo/CHEBI_22702

http://purl.obolibrary.org/obo/CHEBI_48975

http://purl.obolibrary.org/obo/CHEBI_35618

http://purl.obolibrary.org/obo/CHEBI_83403

http://purl.obolibrary.org/obo/CHEBI_37143

subClassOf

http://purl.obolibrary.org/obo/CHEBI_26151

http://purl.obolibrary.org/obo/CHEBI_22702

http://purl.obolibrary.org/obo/CHEBI_48975

http://purl.obolibrary.org/obo/CHEBI_35618

http://purl.obolibrary.org/obo/CHEBI_83403

http://purl.obolibrary.org/obo/CHEBI_37143

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Delete Mapping To Ontology Source
http://www.drugbank.ca/drugs/DB00604 FTC LOOM
http://purl.bioontology.org/ontology/LNC/MTHU012783 LOINC LOOM
http://phenomebrowser.net/ontologies/mesh/mesh.owl#D03.383.621.135 RH-MESH LOOM
http://purl.bioontology.org/ontology/MESH/D020117 MESH LOOM
http://purl.bioontology.org/ontology/PDQ/CDR0000041689 PDQ LOOM
http://sbmi.uth.tmc.edu/ontology/ochv#C0072916 OCHV LOOM
http://purl.bioontology.org/ontology/CSP/4001-0030 CRISP LOOM
http://phenomebrowser.net/ontologies/mesh/mesh.owl#D02.241.223.100.050.500.700 RH-MESH LOOM
http://sbmi.uth.tmc.edu/ontology/ochv#14735 OCHV LOOM
http://purl.bioontology.org/ontology/NDFRT/N0000148339 NDFRT LOOM
http://ncicb.nci.nih.gov/xml/owl/EVS/Thesaurus.owl#C1210 NCIT LOOM
http://ncicb.nci.nih.gov/xml/owl/EVS/Thesaurus.owl#C1210 NCIT LOOM
http://ncicb.nci.nih.gov/xml/owl/EVS/Thesaurus.owl#C1210 NCIT LOOM
http://purl.bioontology.org/ontology/LNC/LP21146-3 LOINC LOOM
http://purl.obolibrary.org/obo/CHEBI_3720 BIOMODELS LOOM
http://purl.obolibrary.org/obo/CHEBI_3720 BIOMODELS SAME_URI
http://purl.obolibrary.org/obo/CHEBI_3720 DINTO LOOM
http://purl.obolibrary.org/obo/CHEBI_3720 DINTO SAME_URI
http://purl.obolibrary.org/obo/CHEBI_3720 DRON LOOM
http://purl.obolibrary.org/obo/CHEBI_3720 DRON SAME_URI
http://purl.bioontology.org/ontology/SNMI/C-84990 SNMI LOOM
http://phenomebrowser.net/ontologies/mesh/mesh.owl#D02.455.426.559.389.127.085.135 RH-MESH LOOM
http://stirdf.jst.go.jp/id/200907038303793124 IOBC LOOM
http://purl.bioontology.org/ontology/UATC/A03FA02 ATC LOOM
http://phenomebrowser.net/ontologies/mesh/mesh.owl#D02.241.223.100.200.374 RH-MESH LOOM
http://purl.bioontology.org/ontology/RCD/dhj.. RCD LOOM
http://phenomebrowser.net/ontologies/mesh/mesh.owl#D020117 RH-MESH LOOM
http://phenomebrowser.net/ontologies/mesh/mesh.owl#D02.455.426.559.389.127.020.937.700 RH-MESH LOOM
http://purl.bioontology.org/ontology/VANDF/4020825 VANDF LOOM
http://purl.bioontology.org/ontology/RXNORM/35255 RXNORM LOOM
http://www.co-ode.org/ontologies/galen#Cisapride GALEN LOOM
http://phenomebrowser.net/ontologies/mesh/mesh.owl#D02.455.426.559.389.127.250.374 RH-MESH LOOM
http://phenomebrowser.net/ontologies/mesh/mesh.owl#D02.065.277.135 RH-MESH LOOM
http://phenomebrowser.net/ontologies/mesh/mesh.owl#D02.241.223.100.100.135 RH-MESH LOOM
http://purl.jp/bio/4/id/200906001025099160 IOBC LOOM
http://purl.bioontology.org/ontology/SNOMEDCT/387164008 SNOMEDCT LOOM