Back to ChemicalBook Home--->CAS DataBase List--->81098-60-4

81098-60-4

81098-60-4 Structure

81098-60-4 Structure
IdentificationMore
[Name]

Cisapride
[CAS]

81098-60-4
[Synonyms]

(+/-)-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
ACENALIN
CIPRIL
(+/-)-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
CISAPRIDE
CISAPRIDE HYDRATE
CISAPRIDE MONOHYDRATE
benzamide,4-amino-5-chloro-n-(1-(3-(4-fluorophenoxy)propyl)-3-methoxy-4-piperi
monohydrate,cis-dinyl)-2-methoxy
prepulsid
propulsid
r51619
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
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
[EINECS(EC#)]

279-689-7
[Molecular Formula]

C23H29ClFN3O4
[MDL Number]

MFCD03305346
[Molecular Weight]

465.95
[MOL File]

81098-60-4.mol
Chemical PropertiesBack Directory
[solubility ]

DMSO: ~30 mg/mL
[form ]

solid
[color ]

white
[Usage]

A Serotonin 5-HT4 receptro agonist. Used as a Gastroprokinetic
[CAS DataBase Reference]

81098-60-4(CAS DataBase Reference)
Safety DataBack Directory
[Hazard Codes ]

Xi
[Risk Statements ]

R41:Risk of serious damage to eyes.
[Safety Statements ]

S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S39:Wear eye/face protection .
[WGK Germany ]

2
[RTECS ]

CU9372000
[Hazardous Substances Data]

81098-60-4(Hazardous Substances Data)
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Fluorobenzene-->Benzamide-->4-Aminopiperidine-->n-Propyl ether
Material Safety Data Sheet(MSDS)Back Directory
[msds information]

Cisapride(81098-60-4).msds
Questions And AnswerBack Directory
[Overview]

Cisapride is a gastrointestinal pro-motility drug, and was listed in the UK in 1988. It is a benzamide compound without anti-dopaminergic properties and does not have direct cholinergic properties. Its mechanism of action is different from that of metoclopramide and domperidone. It does not affect dopamine receptors, instead acts through acting with different serotonin receptors on the parietal plexus ending of the posterior wall of gastrointestinal organ, promoting the release of wall muscle acetylcholine (in quantity and time), further stimulating the entire digestive system organs and exerting an pro-motility effect. It does not affect the submucosal plexus, does not change the secretion of mucous membranes, belonging to a driving force drugs. This product can enhance the contraction and peristalsis of the human esophagus, stomach and duodenum, further improving the coordination of gastric antral duodenal region and preventing gastroesophageal and duodenal reflux. It can strengthen the emptying of the stomach and duodenum, and can promote the peristalsis of the large intestine and small intestine. It is mainly used for the treatment of gastrointestinal motility disorders, such as functional dyspepsia, gastroesophageal reflux disease, chronic constipation, bile reflux gastritis, neonatal vomiting and non-ulcer dyspepsia. Second, it can also be used for the treatment of non-gastrointestinal motility disorders, such as diabetic neurogenic bladder, gallbladder contraction disorders.
[Mechanism of Action]

This product belongs to the whole gastrointestinal pro-motility drug. It can strengthen and coordinate gastrointestinal motility, further preventing food retention and reflux. Its mechanism of action is mainly through the selective promotion of the release of acetylcholine in the intestinal myenteric plexus postganglionic nerve, thereby enhancing gastrointestinal motility. Animal experiments confirmed that this product can accelerate the gastric motility, enhance the gastrointestinal - duodenal digestive activity, coordinate the action of gastric antrum - duodenum, small intestine and large intestine, and reduce intestinal movement time. In the human body, this product can enhance esophageal peristalsis, increase the tension of the lower esophageal sphincter to prevent the reflux of gastric contents into the esophagus and improve esophageal clearance; can enhance the contraction of stomach and duodenum and improve the gastric antrum – duodenum coordination. This effect can prevent duodenal - gastric reflux, promote gastric and duodenal emptying; promote small intestine and colon peristalsis.
This product does not affect the gastrointestinal submucosal plexus, it does not change the secretion of gastrointestinal mucosa. At the same time because this product does not inhibit the activity of acetylcholinesterase, nor has dopamine receptor blocking effect, it does not increase gastric acid secretion; does not affect the level of plasma prolactin. Therefore, it basically has no central inhibitory effect.
[Pharmacokinetics]

Oral administration leads to rapid absorption with plasma concentration reaching peak within 1 ~ 2h; protein binding rate: 98%; bioavailability: 40% to 50%; half-life:7 ~ 10h. It is subject to metabolism inside the body to demethylated cisapride. 90% is excreted through the urine with a small amount subjecting to milk excretion.
[Indications]

  1. It is mainly used for the treatment of functional dyspepsia, relieving abdominal fullness, fullness, nausea, vomiting, belching, abdominal pain and other symptoms. It may also be useful to apply this drug for the treatment of child chronic, excessive nausea and vomiting which are failed to be cured through taking physical posture and diet measures.
  2. It is used for the treatment of gastroesophageal reflux disease, including the treatment and maintenance of esophagitis.
  3. It is used for the gastroparesis caused by nerve injury, vagotomy and partial gastroparesis.
  4. Recover the colon propulsive movement for the long-term treatment of chronic constipation.
  5. It can be used for the treatment of motor function disorders associated with pseudo-intestinal obstruction caused by prophylactic peristalsis and gastrointestinal contents retention.
[Adverse reactions]

  1. A small number of patients can get transient abdominal cramps, abdominal vomiting and diarrhea. Loss can disappear easily.
  2. There are occasional reports on allergic reactions (such as rash, urticaria, itching and bronchospasm), mild brief headaches or dizziness, and dose-related frequent urination.
  3. Rare: ① There are few reports of arrhythmia (including ventricular tachycardia, ventricular fibrillation and torsades de pointes and QT prolongation). Most patients often take other drugs (including CYP 3A4 enzyme Inhibitor), or has been suffering from heart disease, or have other risk factors such as arrhythmias. ② there are some reports of rare reversible liver dysfunction (which may be associated with cholestasis). ③ There are also reports of men's breast development and milk overflow (the relationship with this product is not yet clear). Individual reports: the goods can affect the central nervous system, leading to epilepsy, extrapyramidal reactions.
[Contraindication]

  1. Allergic to the drug.
  2. Bradycardia.
  3. QT prolongation (including congenital QT prolongation) or congenital QT prolongation syndrome family history of patients.
  4. Lung, liver and kidney dysfunction.
  5. Infants.
[Precautions]

  1. Children failing in using posture and diet measures to control galactorrhea (nausea) and vomiting can take its suspension.
  2. To determine the dose of the drug associated with this product, it is appropriate to monitor the plasma concentration of these drugs.
  3. If syncope, heart rate or arrhythmia occurs, or QT interval is over 0.45 seconds, it should immediately stopped of using this product.
  4. If abdominal cramps occurs, the dose can be halved.
  5. Use with caution in the following cases: ① patients who may suffer from increased gastrointestinal function. ② patients with sudden death of family history.
  6. The FDA pregnancy safety rating for this drug is C.
The overview, pharmacological effects, pharmacokinetics, synthesis, adverse reactions, precautions etc. of cisapride are compiled by Yan Shi of Chemicalbook. (2015-11-17)
[Drug Interactions]

  1. Combinations with drugs that prolong the QT interval such as Class Ia antiarrhythmic drugs (such as quinidine, disopyramide and procainamide), class III antiarrhythmic drugs (such as amiodarone, sotalol), tricyclic antidepressants (such as amitriptyline), tetracycline antidepressants (such as maprotiline), antipsychotics (such as phenothiazine, pimozide), anti-histamine drugs (such as Astemizole, Tefinatide), bepupi and halofantrine can increase the cardiotoxicity, so this good should be banned for combination with these drugs.
  2. Drug inhibiting the CYP3A4 enzyme such as nefazodone, azoles antifungal drugs (such as ketoconazole, itraconazole, miconazole, fluconazole), macrolide antibiotics (such as erythromycin , Clarithromycin, Troleandomycin), protease inhibitors (such as indinavir, ritonavir, amprenavir) can inhibit the metabolism of the goods, increased blood concentration and cause cardiotoxicity ( Such as QT prolongation, torsades de pointes ventricular tachycardia, ventricular fibrillation, cardiac arrest, etc.), so the treatment of these goods should be prohibited during taking cisapride.
  3. Cimetidine can increase the blood concentration of this product, but with no clinical significance.
  4. Combination with bromipeline and haloperidol can promote the absorption of the latter, inhibiting its metabolism, so that mental symptoms are worsened.
  5. Combination with cyclosporine can increase the latter's absorption rate, enhance its toxicity (such as renal dysfunction, cholestasis, etc.).
  6. This product can accelerate the absorption of central nervous inhibitory drugs (such as barbiturates).
  7. This product can reduce the metabolism of tacrolimus, increasing its risk of causing adverse reactions (such as toxic renal damage, hyperglycemia and hyperkalemia).
  8. Combination with levodopa can increase the risk of the adverse reactions (such as involuntary movement, tremors, nausea and vomiting and cardiovascular irritation) caused by latter one.
  9. This product can accelerate gastric emptying, thereby reducing the rate of absorption of drugs to be absorbed through the stomach; on the contrary, it may increase the absorption rate of drugs absorbed by the intestine (such as anticoagulants, acetaminophen, H2 receptor antagonists, etc.) Absorption rate. When combined with anticoagulants, it can extend the clotting time. In this case, pay attention to check the clotting time to determine the appropriate dose of anticoagulant.
  10. Anticholinergic drugs (such as atropine, benztropine and belladonna preparations) can reduce the efficacy of this product.
  11. This product can reduce the absorption of digoxin, but have no clinical significance.
Well-known Reagent Company Product InformationBack Directory
[Sigma Aldrich]

81098-60-4(sigmaaldrich)
81098-60-4 suppliers list
Company Name: Capot Chemical Co.,Ltd.
Tel: +86 (0)571-855 867 18
Fax: +86 (0)571-858 647 95
Website: www.capotchem.com
Company Name: Chongqing Chemdad Co., Ltd
Tel: +86-13650506873
Fax:
Website: www.chemdad.com
Company Name: Shandong chuangyingchemical Co., Ltd.
Tel: 13156170209
Fax:
Website: www.chemicalbook.com/ShowSupplierProductsList103425/0.htm
Company Name: career henan chemical co
Tel: +86-371-86658258
Fax:
Website: www.coreychem.com
Company Name: PI & PI BIOTECH INC.
Tel: 020-81716320
Fax: 020-81716319
Website: www.pipitech.com
Company Name: Mainchem Co., Ltd.
Tel: +86-0592-6210733
Fax: +86-0592-6210733
Website: www.mainchem.com
Company Name: Wellman Pharmaceutical Group Limited  Gold
Tel:15807197853 027-83778875
Fax:027-83991220
Website:www.whwellman.com
Company Name: Wuhan Wsem Biological Co., Ltd.  Gold
Tel:027-59402396 ; 13419635609(WX)
Fax:027-59402396
Website:www.chemicalbook.com/ShowSupplierProductsList19945/0.htm
Company Name: J & K SCIENTIFIC LTD.  
Tel:400-666-7788 +86-10-82848833
Fax:86-10-82849933
Website:www.jkchemical.com
Company Name: 3B Pharmachem (Wuhan) International Co.,Ltd.  
Tel:86-21-50328103 * 801、802、803、804 Mobile:18930552037
Fax:86-21-50328109
Website:
Company Name: Chemfun Medical Technology(Shanghai) Co., Ltd.  
Tel:021-67220633 & 021-37212706
Fax:+86-21-67220638
Website:www.chemfun.net
Company Name: Nanjing Chemlin Chemical Co., Ltd  
Tel:025-83697070
Fax:+86-25-83453306
Website:www.echemlin.cn
Company Name: Chemsky(shanghai)International Co.,Ltd.  
Tel:021-50135380
Fax:
Website:www.shchemsky.com
Company Name: XiaoGan ShenYuan ChemPharm co,ltd  
Tel:Tell:86-712-2580635 Mobile:15527768850 . 15527768836
Fax:86-712-2580625 QQ:1791901229
Website:www.farchem.com
Company Name: Shanghai Everchem Co., Ltd  
Tel:86-29-81325371
Fax:+86-29-81325373
Website:www.everchem.cn
Company Name: Hangzhou Yuhao Chemical Technology Co., Ltd  
Tel:0571-82693216
Fax:+86-571-82880190
Website:www.chemyuhao.com
Company Name: Spectrum Chemical Manufacturing Corp.  
Tel:021-67601398,18616765336,QQ:3003443155
Fax:021-57711696
Website:www.spectrumchemical.com
Company Name: Wuhan Fortuna Chemical Co., Ltd  
Tel:027-59207852 Q2779667926
Fax:027-59524646 wechat:18140587686
Website:www.fortunachem.cn
Tags:81098-60-4 Related Product Information
2439-77-2 55-21-0 81098-60-4 100-66-3 56-40-6 105-66-8 109-86-4 75-45-6 150-76-5 123-11-5 456-55-3 79-11-8 100-06-1 100-09-4 121-79-9 104-94-9 824-94-2