Cisapride
Also known as Cisaprida, Cisapridum, Enteropride
Key facts
What buyers check first
- CAS number
- 81098-60-4
- Formula
- C23H29ClFN3O4
- Appearance
- White to slightly biege powder
- Solubility
- Practically insoluble in water.
- HS code
- 293339
- Category
- Respiratory, allergy and digestive drugs

What is Cisapride?
Plain description, key identifiers and synonyms
Cisapride is 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. It has a role as a serotonergic agonist, an anti-ulcer drug and a gastrointestinal drug. It is a member of benzamides, a member of piperidines, an aromatic ether, an organofluorine compound, a substituted aniline and a member of monochlorobenzenes.
Identifiers
Registry numbers, names and line notations, tap to copy
- IUPAC name
- 4-amino-5-chloro-N-[(3S,4R)-1-[3-(4-fluorophenoxy)propyl]-3-methoxypiperidin-4-yl]-2-methoxybenzamide
- CAS number
- 81098-60-4 CAS number cross-checkedOther or deprecated CAS: 260779-88-2, 86718-70-9
- EC numbers
- 279-689-7, 623-862-5
- Molecular formula
- C23H29ClFN3O4
- UNII
- UVL329170W
- InChIKey
- DCSUBABJRXZOMT-IRLDBZIGSA-N
- 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
- Canonical SMILES
- COc1cc(N)c(Cl)cc1C(=O)NC1CCN(CCCOc2ccc(F)cc2)CC1OC
- Isomeric SMILES
- CO[C@H]1CN(CC[C@H]1NC(=O)C2=CC(=C(C=C2OC)N)Cl)CCCOC3=CC=C(C=C3)F
Synonyms
- Cisaprida
- Cisapridum
- Enteropride
- Kinestase
- Pridesia
- Prepulsid
- 4-amino-5-chloro-N-[(3S,4R)-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
- Benzamide, 4-amino-5-chloro-N-(1-(3-(4-fluorophenoxy)propyl)-3-methoxy-4-piperidinyl)-2-methoxy-, cis-
- 4-amino-5-chloro-N-((3S,4R)-1-(3-(4-fluorophenoxy)propyl)-3-methoxypiperidin-4-yl)-2-methoxybenzamide
- Prepulsid quicklet
- cis-4-amino-5-chloro-N-(1-(3-(p-fluorophenoxy)propyl)-3-methoxy-4-piperidinyl)-o-anisamide
- cis-4-amino-5-chloro-N-{1-[3-(p-fluorophenoxy)propyl]-3-methoxy-4-piperidinyl}-o-anisamide
- Propulsid Quicksolv
- 4-Amino-5-chloro-N-(1-(3-(4-fluoro-phenoxy)-propyl)-3-methoxy-piperidin-4-yl)-2-methoxy-benzamide
- 4-Amino-5-chloro-N-{(3S,4R)-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
- 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-(4-fluorophenoxy)propyl]-3-methoxy-4-piperidinyl}-2-methoxybenzamide
- 4-amino-5-chloro-N-(1-(3-(4-fluorophenoxy)propyl)-3-methoxypiperidin-4-yl)-2-methoxybenzamide
- (+-)-Cisapride
- Acenalin
- Propulsin
- Risamol
- C23H29ClFN3O4
Show all 38 synonymsShow fewer synonyms
- Acpulsif
- Alipride
- Cipride
- Cisapron
- Cisawal
- Colinorm
- Kaudalit
- Rapulid
- Syspride
- Unipride
- Vomiprid
- Vomipride
- Dispep
Physical and chemical properties
Measured values and descriptors computed from the structure
Physical and chemical properties
Measured values, check the supplier specification for your grade
| Appearance | White to slightly biege powderexp.Measured value |
|---|---|
| Odour | Odorlessexp.Measured value |
| Solubility | Practically insoluble in water.exp.Measured value |
Values vary by grade. Ask suppliers for the COA or TDS of the batch you buy.
Computed descriptors
Calculated from the structure, useful for screening and formulation
| Molecular weight | 465.95 g/molcalc.Computed value |
|---|---|
| Exact mass | 465.1831 Dacalc.Computed value |
| LogP (octanol/water) | 3.36calc.Computed value |
| Topological polar surface area | 86.05 ร
ยฒcalc.Computed value |
| Hydrogen bond donors | 2calc.Computed value |
| Hydrogen bond acceptors | 6calc.Computed value |
| Rotatable bonds | 9calc.Computed value |
| Heavy atoms | 32calc.Computed value |
| Rings | 3calc.Computed value |
| Aromatic rings | 2calc.Computed value |
| Fraction sp3 carbons | 0.44calc.Computed value |
| Formal charge | 0calc.Computed value |
| Stereocentres | 2calc.Computed value |
| Lipinski rule of five | Passes (0 violations)calc.Computed value |
Calculated for screening. Confirm critical figures with the supplier.
Murcko scaffold
The ring system that remains when every side chain is removed
Safety and hazards
GHS classification summary, not a safety data sheet
Hazard statements
- H318Causes serious eye damage.
Precautionary statements (4)
- P264 + P265Wash skin thoroughly after handling. Do not touch eyes.
- P280Wear protective gloves, protective clothing, eye protection and face protection.
- P305 + P354 + P338If in eyes: Immediately rinse with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.
- P317Get medical help.
GHS classification summary, not a safety data sheet (SDS). Classifications can differ by supplier, grade and concentration. Always check the supplier's SDS.
Full safety data and first aidCisapride suppliers
Sponsored listings first, then the documented ranking: membership, verification, replies, completeness, freshness and ratings
- Indonesia, Kota Administrasi Jakarta SelatanUnclaimed profileCisaprideGrade, purity and minimum order on requestPrice on request
- Price on request
- United States, LindsayUnclaimed profileCisaprideGrade, purity and minimum order on requestPrice on request
- IndiaUnclaimed profileCisaprideGrade, purity and minimum order on requestPrice on request
- China ManufacturerUnclaimed profileCisaprideGrade, purity and minimum order on requestPrice on request
- Hong Kong, Hong Kong ManufacturerUnclaimed profileCisaprideGrade, purity and minimum order on requestPrice on request
- China, Suzhou ManufacturerUnclaimed profileCisaprideGrade, purity and minimum order on requestPrice on request
- Colombia, Cota ManufacturerUnclaimed profileCisaprideGrade, purity and minimum order on requestPrice on request
- China ManufacturerUnclaimed profileCisaprideGrade, purity and minimum order on requestPrice on request
- China, NanjingUnclaimed profileCisaprideGrade, purity and minimum order on requestPrice on request
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Where suppliers are based
43 suppliers in 14 countries
- China12
- United States12
- Spain3
- United Kingdom3
- Hong Kong2
- Latvia2
- and 8 more countries
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Cisapride price
Indicative price range per kg from live supplier offers
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Uses and applications
What the substance is used for, by industry and function
Industries and functions
Pharmacological actions
- Anti-Ulcer Agents
- Gastrointestinal Agents
- Serotonin Receptor Agonists
Roles
- anti-ulcer drug
- gastrointestinal drug
- neurotransmitter agent
- pharmaceutical
- serotonergic agonist
- serotonergic drug
Pharmacology
Cisapride is a substituted piperidinyl benzamide prokinetic agent. Cisapride facilitates release of acetylcholine from the myenteric plexus, resulting in increased gastrointestinal motility. In addition, cisapride has been found to act as a serotonin agonist, stimulating type 4 receptors, and a serotonin 5-HT3 receptor antagonist. (NCI)
Regulatory status
Inventories, regulations and trade controls that list this substance
Health and food
- Active ingredient in FDA approved drug labels
HS code and trade data
Customs classification and reported world trade statistics
Global trade
World import and export statistics for the HS code Cisapride is traded under.
Heterocyclic compounds containing an unfused pyridine ring (whether or not hydrogenated) in the structureโฆ
- Germany14.2%
- United States12.8%
- Brazil10.1%
* Partner reported figures, a lower bound.
The HS code shown for Cisapride is indicative (it was assigned by structure rules). Confirm the classification with your customs broker before shipping.
Frequently asked questions
Quick answers about Cisapride, based on the data on this page
What is Cisapride?
What is the CAS number of Cisapride?
What is the molecular formula and weight of Cisapride?
What is Cisapride used for?
Is Cisapride hazardous?
What is the HS code of Cisapride?
Where can I buy Cisapride?
Where can I buy Cisapride in India?
What is the price of Cisapride?
Guides for buyers
Practical guides that help when you source, ship or handle Cisapride
- Article, QualityPharma grades explained: IP vs BP vs USP vs EPWhat the Indian, British, US and European pharmacopoeias are, how their monographs differ, what multi grade claims mean and why a grade alone does not make a product fit for medicines.Read
- Guide, SafetyHow to read a safety data sheet in 10 minutesA section by section method to pull the essentials out of any 16 section SDS: identity, hazards, composition, storage, PPE, properties, transport and emergency measures.Read
- Guide, SafetyGHS pictograms, signal words and hazard statements explainedA practical guide to the nine GHS pictograms, the signal words Danger and Warning, H and P statements, and how to read a chemical label in seconds.Read
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