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Cisapride

CHEBI:CHEBI_3720

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.

Chemical Information

Molecular Formula
C23H29ClFN3O4
Molecular Mass
465.94500
Charge
0
SMILES
CO[C@H]1CN(CCCOc2ccc(F)cc2)CC[C@H]1NC(=O)c1cc(Cl)c(N)cc1OC
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

Alternative Names

  • (+-)-cisapride
  • 4-amino-5-chloro-N-(1-(3-(4-fluorophenoxy)propyl)-3-methoxypiperidin-4-yl)-2-methoxybenzamide
  • 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
  • cis-4-amino-5-chloro-N-(1-(3-(p-fluorophenoxy)propyl)-3-methoxy-4-piperidyl)-o-anisamide
  • cis-4-amino-5-chloro-N-{1-[3-(4-fluorophenoxy)propyl]-3-methoxy-4-piperidinyl}-2-methoxybenzamide
  • cis-4-amino-5-chloro-N-{1-[3-(p-fluorophenoxy)propyl]-3-methoxy-4-piperidinyl}-o-anisamide
  • cisaprida
  • cisapride
  • Cisapride
  • cisapridum

Drug Classification

Important Medical Information

⚕️ This information is sourced from ChEBI (Chemical Entities of Biological Interest) database and is intended for educational purposes only.

  • Always consult with a healthcare professional before starting, stopping, or modifying any medication.
  • Side effects may vary and this list may not be comprehensive.
  • Drug interactions may occur with other medications.

Additional Identifiers

oboInOwl#hasDbXref
PMID:2139471
DRON_00010000
35255
core#notation
CHEBI:3720

Additional References

🔍 Click on any linked disease name to learn more about the conditions this medication is used to treat, or explore related drug classifications for more information about similar medications.

Additional Attributes

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chebi_ontology
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PMID:2139471
DRON_00010000
35255
oboInOwl#hasAlternativeId
CHEBI:657741
oboInOwl#id
CHEBI:3720
core#notation
CHEBI:3720
listing_expiration_date
20241231
dosage_form
POWDER
marketing_start_date
20200302
active_ingredient_strength
1 kg/kg
product_type
BULK INGREDIENT
marketing_category
BULK INGREDIENT
package_marketing_start_date
02-MAR-20
labeler_name
Vasudha Pharma Chem Limited
generic_name
CISAPRIDE
product_ndc
60592-031
spl_id
2385f57c-492a-9e37-e063-6394a90ad69d
active_ingredient_name
CISAPRIDE
package_ndc
60592-031-10
package_description
1000 g in 1 BOTTLE (60592-031-10)
RO_0000087
http://purl.obolibrary.org/obo/CHEBI_35941
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