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Cisapride

Cisapride Structure
CAS No.
81098-60-4
Chemical Name:
Cisapride
Synonyms
Alimix;T 1341;r51619;CIPRIL;Risamal;Risamol;ACENALIN;Kaudalit;Pridesia;Propulsin
CBNumber:
CB9121489
Molecular Formula:
C23H29ClFN3O4
Molecular Weight:
465.95
MOL File:
81098-60-4.mol
Modify Date:
2024/7/25 20:04:51

Cisapride Properties

Melting point 109.8 °C
Boiling point 605.4±55.0 °C(Predicted)
Density 1.29±0.1 g/cm3(Predicted)
storage temp. Keep in dark place,Inert atmosphere,Room temperature
solubility DMSO: ~30 mg/mL
form solid
pka 13.01±0.40(Predicted)
color white
Water Solubility 9.319mg/L(30 ºC)
CAS DataBase Reference 81098-60-4(CAS DataBase Reference)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS05
Signal word  Danger
Hazard statements  H318
Precautionary statements  P280-P305+P351+P338-P310
Hazard Codes  Xi
Risk Statements  41
Safety Statements  26-39
WGK Germany  2
RTECS  CU9372000
NFPA 704
0
3 0

Cisapride Chemical Properties,Uses,Production

Description

Cisapride is a gastroprokinetic useful in the treatment of reflux esophagitis, constipation, and a variety of gastro-intestinal motility disorders. Its novel mechanism of action is thought to involve the enhancement of acetylcholine release in the mysenteric plexus of the gut. It is reportedly devoid of CNS and cardiac side-effects.

Chemical Properties

White Solid

Uses

Cisapride Monohydrate is a cardioactive drug that causes prolongation of cardiac repolarization in human; selective serotonin 5-HT4 receptor agonist.

Indications

Cisapride (Propulsid) is serotonin-4 (5-HT4) receptor agonists that stimulate GI motility. Cisapride appears to act by facilitating the release of acetylcholine from the myenteric plexus. It has no antiadrenergic, antidopaminergic, or cholinergic side effects. Following oral administration, peak plasma levels occur in 1.5 to 2 hours; the drug’s half-life is 10 hours.

Definition

ChEBI: 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-oeso hageal 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.

Biological Activity

5-HT 4 receptor agonist and gastrokinetic agent. Stimulates intestinal acetylcholine release, possibly via 5-HT 4 receptor-dependent and -independent mechanisms, leading to increased intestinal motility.

Clinical Use

Cisapride has been successfully used to treat gastroparesis and mild gastroesophageal reflux disease.

Side effects

The most frequent side effect has been diarrhea. A few patients had seizure activity that was reversible after medication was discontinued. Cisapride was pulled from the U. S. market after deaths from drug-associated cardiac arrhythmias, including ventricular tachycardia, ventricular fibrillation, torsades de pointes, and QT prolongation.

Metabolic pathway

Cisapride 14C labeled at the carbonyl carbon and 3H labeled at the fluorophenyl moiety or at the piperidine ring is investigated using some animals. N- Dealkylation at the nitrogen of the piperidine ring, resulting in the main urinary metabolite norcisapride, and aromatic hydroxylation of the fluorinated phenyl ring are the major metabolic pathways in dogs and humans. Norcisapride excretion accounts for 14% of the dose in dogs and 41-45% in humans. Minor metabolic pathways are O-dearylation of the 4- fluorophenyl group and oxidation on the piperidine ring (rat, rabbits and dogs: Lavrijsen et al. (1986)15).

Cisapride Preparation Products And Raw materials

Global( 259)Suppliers
Supplier Tel Country ProdList Advantage Inquiry
OCEAN TRADING CORPORATION +91(22) 24921669 New Delhi, India 6211 58 Inquiry
Euroasia Trans Continental +91 22 56349035-36 New Delhi, India 519 47 Inquiry
VASUDHA PHARMA CHEM LTD + 91-40-4476 3666 Hyderabad, India 26 58 Inquiry
CLEARSYNTH LABS LTD. +91-22-45045900 Hyderabad, India 6351 58 Inquiry
A.J Chemicals 91-9810153283 New Delhi, India 6124 58 Inquiry
SynZeal Research Pvt Ltd +1 226-802-2078 Gujarat, India 6522 58 Inquiry
Pharmaffiliates Analytics and Synthetics P. Ltd +91-172-5066494 Haryana, India 6773 58 Inquiry
Pharma Affiliates 172-5066494 Haryana, India 6761 58 Inquiry
Hebei Guanlang Biotechnology Co,.LTD +86-19930503253; +8619930503252 China 5835 58 Inquiry
Capot Chemical Co.,Ltd. 571-85586718 +8613336195806 China 29798 60 Inquiry

Cisapride Spectrum

(+/-)-4-AMINO-5-CHLORO-N-[1-[(3R*,4S*)-3-(4-FLUOROPHENOXY)PROPYL]-3-METHOXY-4-PIPERIDINYL]-2-METHOXYBENZAMIDE 4-AMINO-5-CHLORO-N-[(3R,4S)-1-[3-(4-FLUOROPHENOXY)PROPYL]-3-METHOXYPIPERIDIN-4-YL]-2-METHOXYBENZAMIDE Alimix Benzamide, 4-amino-5-chloro-N-[1-[(3R,4S)-3-(4-fluorophenoxy)propyl]-3-methoxy-4-piperidinyl]-2-methoxy-, rel- cis-2-Methoxy-4-amino-5-chloro-N-[1-[3-(4-fluorophenoxy)propyl]-3-methoxy-4-piperidinyl]benzamide Propulsin Risamal T 1341 benzamide,4-amino-5-chloro-n-(1-(3-(4-fluorophenoxy)propyl)-3-methoxy-4-piperi monohydrate,cis-dinyl)-2-methoxy prepulsid propulsid r51619 CISAPRIDE CISAPRIDE HYDRATE CISAPRIDE MONOHYDRATE (+/-)-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 CIS-4-AMINO-5-CHLORO-N-[1-[3-(4-FLUOROPHENOXY)PROPYL]-3-METHOXY-4-PIPERIDINYL]-2-METHOXYBENZAMIDE, MONOHYDRATE CIPRIL ACENALIN cis-4-Amino-5-chloro-N-[1-[3-(4-fluorophenoxy)propyl]-3-methoxy-4-piperidinyl]-2-rnethoxybenzamide (+)-R-Cisapride 4-Amino-5-chloro-N-[(3S)-1-[3-(4-fluorophenoxy)propyl]-3α-methoxy-4α-piperidinyl]-2-methoxybenzamide 4-Amino-5-chloro-N-[(3S)-1-[3-(4-fluorophenoxy)propyl]-3α-methoxypiperidine-4α-yl]-2-methoxybenzamide (-)-S-Cisapride 4-Amino-5-chloro-N-[(3R)-1-[3-(4-fluorophenoxy)propyl]-3β-methoxy-4β-piperidinyl]-2-methoxybenzamide 4-Amino-5-chloro-N-[(3R)-1-[3-(4-fluorophenoxy)propyl]-3β-methoxypiperidine-4β-yl]-2-methoxybenzamide Risamol 4-Amino-5-chloro-N-{1[3-(4-fluorophenoxy)-propyl]-3-methoxy-4-piperidinyl}-2-methoxy-benzamide 4-Amino-5-chloro-N-{(3R,4S)-1-[3-(4-fluorophenoxy)propyl]-3-methoxypiperidin-4-yl}-2-methoxybenzamide 4-Amino-5-chloro-N-((3S,4R)-1-(3-(4-fluorophenoxy)propyl)-3-methoxypiperidin-4-yl)-2-methoxybenzamide (±)-4-Amino-5-chloro-N-[1-[(3R*,4S*)-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 4-azanyl-5-chloro-N-[1-[3-(4-fluorophenoxy)propyl]-3-methoxy-piperidin-4-yl]-2-methoxy-benzamide Cisapride, Monohydrate, BP Coordinax rel-4-Amino-5-chloro-N-[1-[(3R,4S)-3-(4-fluorophenoxy)propyl]-3-methoxy-4-piperidinyl]-2-methoxybenzamide (±)-Cisaprid 4-amino-5-chloro-N-[(3S,4R)-1-[3-(4-fluorophenoxy)propyl]-3-methoxy-4-piperidin-1-iumyl]-2-methoxybenzamide Kaudalit Kinestase Pridesia Benzamide,4-amino-5-chloro-N-[1-[(3R,4S)-3-(4-fluorophenoxy)propyl]-3-methoxy-4-piperidinyl]-2-methoxy- Cisapride USP/EP/BP Cisapride powder rel-4-Amino-5-chloro-N-((3R,4S)-1-(3-(4-fluorophenoxy)propyl)-3-methoxypiperidin-4-yl)-2-methoxybenzamide CisaprideQ: What is Cisapride Q: What is the CAS Number of Cisapride Q: What is the storage condition of Cisapride Q: What are the applications of Cisapride TIANFU-CHEM_81098-60-4,Cisapride 81098-60-4 281098-60-4 C23H29ClFN3O4 C23H31ClFN3O5 ALDEHYDE API Serotonin receptor Amines Aromatics