Tiropramide

This drug entry is a stub and has not been fully annotated. It is scheduled to be annotated soon.

Identification

Summary

Tiropramide is a medication indicated in the treatment of spastic pain of the gastrointestinal system.

Generic Name
Tiropramide
DrugBank Accession Number
DB13091
Background

Tiropramide is under investigation in clinical trial NCT01629212 (Comparison of the Efficacy and Safety of Tiropramide and Octylonium in the Treatment of Irritable Bowel Syndrome).

Type
Small Molecule
Groups
Investigational
Structure
Weight
Average: 467.6434
Monoisotopic: 467.314792193
Chemical Formula
C28H41N3O3
Synonyms
  • Tiropramida
  • Tiropramide
  • Tiropramidum
External IDs
  • CR-605

Pharmacology

Indication

Not Available

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Associated Conditions
Indication TypeIndicationCombined Product DetailsApproval LevelAge GroupPatient CharacteristicsDose Form
Symptomatic treatment ofPain••••••••••••
Contraindications & Blackbox Warnings
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Pharmacodynamics

Not Available

Mechanism of action
Not Available
Absorption

Not Available

Volume of distribution

Not Available

Protein binding

Not Available

Metabolism
Not Available
Route of elimination

Not Available

Half-life

Not Available

Clearance

Not Available

Adverse Effects
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Toxicity

Not Available

Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
This information should not be interpreted without the help of a healthcare provider. If you believe you are experiencing an interaction, contact a healthcare provider immediately. The absence of an interaction does not necessarily mean no interactions exist.
Not Available
Food Interactions
Not Available

Products

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Product Ingredients
IngredientUNIICASInChI Key
Tiropramide hydrochloride9523013Y6R53567-47-8SVCQSEFEZWMYSA-UHFFFAOYSA-N

Categories

ATC Codes
A03AC05 — Tiropramide
Drug Categories
Chemical TaxonomyProvided by Classyfire
Description
This compound belongs to the class of organic compounds known as phenylalanine and derivatives. These are compounds containing phenylalanine or a derivative thereof resulting from reaction of phenylalanine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom.
Kingdom
Organic compounds
Super Class
Organic acids and derivatives
Class
Carboxylic acids and derivatives
Sub Class
Amino acids, peptides, and analogues
Direct Parent
Phenylalanine and derivatives
Alternative Parents
N-acyl-alpha amino acids and derivatives / Hippuric acids and derivatives / Alpha amino acid amides / Amphetamines and derivatives / Phenoxy compounds / Phenol ethers / Benzoyl derivatives / Alkyl aryl ethers / Tertiary carboxylic acid amides / Trialkylamines
show 5 more
Substituents
Alkyl aryl ether / Alpha-amino acid amide / Amine / Amphetamine or derivatives / Aromatic homomonocyclic compound / Benzamide / Benzenoid / Benzoic acid or derivatives / Benzoyl / Carbonyl group
show 19 more
Molecular Framework
Aromatic homomonocyclic compounds
External Descriptors
Not Available
Affected organisms
Not Available

Chemical Identifiers

UNII
R7S0904CN2
CAS number
55837-29-1
InChI Key
FDBWMYOFXWMGEY-UHFFFAOYSA-N
InChI
InChI=1S/C28H41N3O3/c1-5-18-31(19-6-2)28(33)26(29-27(32)24-12-10-9-11-13-24)22-23-14-16-25(17-15-23)34-21-20-30(7-3)8-4/h9-17,26H,5-8,18-22H2,1-4H3,(H,29,32)
IUPAC Name
3-{4-[2-(diethylamino)ethoxy]phenyl}-2-(phenylformamido)-N,N-dipropylpropanamide
SMILES
CCCN(CCC)C(=O)C(CC1=CC=C(OCCN(CC)CC)C=C1)NC(=O)C1=CC=CC=C1

References

General References
  1. FDA Thailand Product Information: Maiorad (tiropramide hydrochloride) film-coated tablets [Link]
  2. AIFA: Alfospas (Tiropramide) Oral Capsule [Link]
Human Metabolome Database
HMDB0042042
PubChem Compound
42262
PubChem Substance
347829215
ChemSpider
38541
RxNav
38315
ChEBI
135758
ChEMBL
CHEMBL2104688
Wikipedia
Tiropramide

Clinical Trials

Clinical Trials
PhaseStatusPurposeConditionsCount
4Unknown StatusTreatmentIrritable Bowel Syndrome (IBS)1

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage Forms
FormRouteStrength
CapsuleOral200 MG
Injection, solutionIntravenous50 MG/3ML
Suppository200 MG
TabletOral100 MG
CapsuleOral
Injection, solutionIntravenous
Suppository
TabletOral
Prices
Not Available
Patents
Not Available

Properties

State
Not Available
Experimental Properties
Not Available
Predicted Properties
PropertyValueSource
Water Solubility0.00583 mg/mLALOGPS
logP5.07ALOGPS
logP4.72Chemaxon
logS-4.9ALOGPS
pKa (Strongest Acidic)15.04Chemaxon
pKa (Strongest Basic)9.32Chemaxon
Physiological Charge1Chemaxon
Hydrogen Acceptor Count4Chemaxon
Hydrogen Donor Count1Chemaxon
Polar Surface Area61.88 Å2Chemaxon
Rotatable Bond Count15Chemaxon
Refractivity139.37 m3·mol-1Chemaxon
Polarizability55.38 Å3Chemaxon
Number of Rings2Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterNoChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
Not Available

Spectra

Mass Spec (NIST)
Not Available
Spectra
SpectrumSpectrum TypeSplash Key
Predicted GC-MS Spectrum - GC-MSPredicted GC-MSsplash10-052r-9462500000-381cb9df8566d91a13a2
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-0gb9-0606900000-51432d4630564a8bb19e
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-014i-9347400000-77fb67d3c247cd736498
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-0zfr-7912000000-17a0543e6ac10f45965d
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-03xr-1293000000-358fb210750eaabe7a38
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-0udi-7914000000-be62ea6230952c92d10b
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-0fri-1192000000-80c9a9e2aa73535295ce
Predicted 1H NMR Spectrum1D NMRNot Applicable
Predicted 13C NMR Spectrum1D NMRNot Applicable
Chromatographic Properties
Collision Cross Sections (CCS)
AdductCCS Value (Å2)Source typeSource
[M-H]-228.1630638
predicted
DarkChem Lite v0.1.0
[M-H]-215.96788
predicted
DeepCCS 1.0 (2019)
[M+H]+228.5748638
predicted
DarkChem Lite v0.1.0
[M+H]+218.32587
predicted
DeepCCS 1.0 (2019)
[M+Na]+228.7903638
predicted
DarkChem Lite v0.1.0
[M+Na]+225.41864
predicted
DeepCCS 1.0 (2019)

Drug created at October 21, 2016 02:55 / Updated at June 12, 2021 10:55