Pipemidic acid

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

Identification

Summary

Pipemidic acid is a quinolone antibiotic indicated in the treatment of susceptible urinary tract infections.

Generic Name
Pipemidic acid
DrugBank Accession Number
DB13823
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
Thumb
Weight
Average: 303.3165
Monoisotopic: 303.133139435
Chemical Formula
C14H17N5O3
Synonyms
  • acido pipemidico
  • Pipemidic acid
External IDs
  • J01MB04

Pharmacology

Indication

Not Available

Pharmacology
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Associated Conditions
Contraindications & Blackbox Warnings
Contraindications
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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
Adverseeffects
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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.
DrugInteraction
AcarboseThe therapeutic efficacy of Acarbose can be increased when used in combination with Pipemidic acid.
AceclofenacAceclofenac may increase the neuroexcitatory activities of Pipemidic acid.
AcemetacinAcemetacin may increase the neuroexcitatory activities of Pipemidic acid.
AcenocoumarolThe therapeutic efficacy of Acenocoumarol can be increased when used in combination with Pipemidic acid.
AcetaminophenThe metabolism of Acetaminophen can be decreased when combined with Pipemidic acid.
AcetohexamideThe therapeutic efficacy of Acetohexamide can be increased when used in combination with Pipemidic acid.
Acetylsalicylic acidAcetylsalicylic acid may increase the neuroexcitatory activities of Pipemidic acid.
AcrivastineThe risk or severity of QTc prolongation can be increased when Acrivastine is combined with Pipemidic acid.
AcyclovirThe metabolism of Acyclovir can be decreased when combined with Pipemidic acid.
AdenosineThe risk or severity of QTc prolongation can be increased when Pipemidic acid is combined with Adenosine.
Interactions
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Food Interactions
Not Available

Products

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Product Ingredients
IngredientUNIICASInChI Key
Pipemidic acid trihydrateN734WBH1TJ72571-82-5URMXYPLWYMOYPG-UHFFFAOYSA-N

Categories

ATC Codes
J01MB04 — Pipemidic acid
Drug Categories
Chemical TaxonomyProvided by Classyfire
Description
This compound belongs to the class of organic compounds known as n-arylpiperazines. These are organic compounds containing a piperazine ring where the nitrogen ring atom carries an aryl group.
Kingdom
Organic compounds
Super Class
Organoheterocyclic compounds
Class
Diazinanes
Sub Class
Piperazines
Direct Parent
N-arylpiperazines
Alternative Parents
Pyrido[2,3-d]pyrimidines / Pyridinecarboxylic acids / Dialkylarylamines / Aminopyrimidines and derivatives / Vinylogous amides / Heteroaromatic compounds / Amino acids / Monocarboxylic acids and derivatives / Dialkylamines / Carboxylic acids
show 5 more
Substituents
Amine / Amino acid / Amino acid or derivatives / Aminopyrimidine / Aromatic heteropolycyclic compound / Azacycle / Carboxylic acid / Carboxylic acid derivative / Dialkylarylamine / Heteroaromatic compound
show 18 more
Molecular Framework
Aromatic heteropolycyclic compounds
External Descriptors
N-arylpiperazine, monocarboxylic acid, amino acid, quinolone antibiotic, pyridopyrimidine (CHEBI:75250)
Affected organisms
Not Available

Chemical Identifiers

UNII
LT12J5HVR8
CAS number
51940-44-4
InChI Key
JOHZPMXAZQZXHR-UHFFFAOYSA-N
InChI
InChI=1S/C14H17N5O3/c1-2-18-8-10(13(21)22)11(20)9-7-16-14(17-12(9)18)19-5-3-15-4-6-19/h7-8,15H,2-6H2,1H3,(H,21,22)
IUPAC Name
8-ethyl-5-oxo-2-(piperazin-1-yl)-5H,8H-pyrido[2,3-d]pyrimidine-6-carboxylic acid
SMILES
CCN1C=C(C(O)=O)C(=O)C2=CN=C(N=C12)N1CCNCC1

References

General References
  1. AIFA Product Information: Urotractin (pipemidic acid) oral capsule [Link]
Human Metabolome Database
HMDB0041989
ChemSpider
4665
RxNav
8337
ChEBI
75250
ChEMBL
CHEMBL30116
ZINC
ZINC000000057466
Wikipedia
Pipemidic_acid

Clinical Trials

Clinical Trials
PhaseStatusPurposeConditionsCount

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage Forms
FormRouteStrength
Tablet, film coatedOral
TabletOral400 mg
CapsuleOral
CapsuleOral200 MG
CapsuleOral400 mg
Prices
Not Available
Patents
Not Available

Properties

State
Not Available
Experimental Properties
Not Available
Predicted Properties
PropertyValueSource
Water Solubility0.746 mg/mLALOGPS
logP-1.5ALOGPS
logP-1.8ChemAxon
logS-2.6ALOGPS
pKa (Strongest Acidic)5.31ChemAxon
pKa (Strongest Basic)8.57ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count8ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area98.66 Å2ChemAxon
Rotatable Bond Count3ChemAxon
Refractivity82.18 m3·mol-1ChemAxon
Polarizability30.94 Å3ChemAxon
Number of Rings3ChemAxon
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-MSNot Available
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSNot Available
LC-MS/MS Spectrum - LC-ESI-QFT , positiveLC-MS/MSsplash10-0udi-0009000000-f346d0fa8518f6309a43
LC-MS/MS Spectrum - LC-ESI-QFT , positiveLC-MS/MSsplash10-0uxr-0069000000-ffff1a7a9577a098fda0
LC-MS/MS Spectrum - LC-ESI-QFT , positiveLC-MS/MSsplash10-0gb9-0294000000-545852783e7d4b0ad314
LC-MS/MS Spectrum - LC-ESI-QFT , positiveLC-MS/MSsplash10-014r-0592000000-b4be933137c73df3a355
LC-MS/MS Spectrum - LC-ESI-QFT , positiveLC-MS/MSsplash10-00kr-0950000000-28374d85a72be7c7b33e
LC-MS/MS Spectrum - LC-ESI-QFT , positiveLC-MS/MSsplash10-01pa-1920000000-a1ae9ea00fc1f7248971

Enzymes

Kind
Protein
Organism
Humans
Pharmacological action
No
Actions
Inhibitor
General Function
Oxidoreductase activity, acting on paired donors, with incorporation or reduction of molecular oxygen, reduced flavin or flavoprotein as one donor, and incorporation of one atom of oxygen
Specific Function
Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It oxidizes a variety of structurally un...
Gene Name
CYP1A2
Uniprot ID
P05177
Uniprot Name
Cytochrome P450 1A2
Molecular Weight
58293.76 Da
References
  1. Gabriel L, Tod M, Goutelle S: Quantitative Prediction of Drug Interactions Caused by CYP1A2 Inhibitors and Inducers. Clin Pharmacokinet. 2016 Aug;55(8):977-90. doi: 10.1007/s40262-016-0371-x. [Article]
  2. Bertil F. Fredholm (2011). Handbook of Experimental Pharmacology, Volume 200. Springer.

Drug created on June 23, 2017 20:49 / Updated on May 21, 2021 10:23