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C4740

Sigma-Aldrich

Cisapride monohydrate

≥98% (HPLC), solid

Synonym(s):

cis-4-Amino-5-chloro-N-[1-[3-(4-fluorophenoxy)propyl]-3-methoxy-4-piperidinyl]-2-methoxybenxamide monohydrate, Acenalin, Cipril

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About This Item

Empirical Formula (Hill Notation):
C23H29N3O4ClF · H2O
CAS Number:
260779-88-2
Molecular Weight:
483.96
EC Number:
279-689-7
MDL number:
MFCD03305346
UNSPSC Code:
12352200
PubChem Substance ID:
329775068
NACRES:
NA.77

Assay

≥98% (HPLC)

form

solid

color

white

solubility

DMSO: ~30 mg/mL

originator

Johnson & Johnson

SMILES string

O.CO[C@@H]1CN(CCCOc2ccc(F)cc2)CC[C@@H]1NC(=O)c3cc(Cl)c(N)cc3OC

InChI

1S/C23H29ClFN3O4.H2O/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);1H2/t20-,22+;/m0./s1

InChI key

QBYYXIDJOFZORM-IKGOIYPNSA-N

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Biochem/physiol Actions

5-HT4 serotonin receptor agonist.

Features and Benefits

This compound was developed by Johnson & Johnson. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

Pictograms

Corrosion
GHS05

Signal Word

Danger

Hazard Statements

H318

Precautionary Statements

P280 - P305 + P351 + P338

Hazard Classifications

Eye Dam. 1

Storage Class Code

11 - Combustible Solids

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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M R Briejer et al.
The Journal of pharmacology and experimental therapeutics, 274(2), 641-648 (1995-08-01)
In the guinea pig proximal colon, 5-hydroxytryptamine (5-HT) stimulates neuronal 5-HT1-like receptors to induce relaxations that are mediated by nitric oxide and ATP. In the current study, the effects of cisapride and structural analogs on these 5-HT-induced relaxations were investigated.
Mihai Covasa et al.
American journal of physiology. Regulatory, integrative and comparative physiology, 285(3), R641-R648 (2003-05-31)
MK-801, a noncompetitive N-methyl-d-aspartate (NMDA) receptor antagonist, enhances gastric emptying while increasing food intake. Although our previously reported results implicate the vagus in MK-801's effect on feeding, it is not clear whether vagal motor fibers participate in the feeding response.
Atsuko Inui et al.
Japanese journal of pharmacology, 90(4), 313-320 (2002-12-26)
It is known that 5-HT(4) receptors in the colon of guinea pigs show a distribution similar to that in humans. Thus, we examined the effects of mosapride citrate (mosapride) and cisapride, two 5-HT(4)-receptor agonists, on colonic motility in conscious guinea
Haruka Nishimuta et al.
The AAPS journal, 21(2), 20-20 (2019-01-24)
Accurate prediction of human pharmacokinetics for drugs remains challenging, especially for non-cytochrome P450 (P450) substrates. Hepatocytes might be suitable for predicting hepatic intrinsic clearance (CLint) of new chemical entities, because they can be applied to various compounds regardless of the
Henry C Liu et al.
The Journal of pharmacology and experimental therapeutics, 359(1), 215-229 (2016-08-05)
Statistical analysis was performed on physicochemical descriptors of ∼250 drugs known to interact with one or more SLC22 "drug" transporters (i.e., SLC22A6 or OAT1, SLC22A8 or OAT3, SLC22A1 or OCT1, and SLC22A2 or OCT2), followed by application of machine-learning methods
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