ContaminantDB: Pipemidic acid

Identification Taxonomy Biological Properties Physical Properties Toxicity Profile Spectra Concentrations Links References XML

Record Information

Version

1.0

Creation Date

2016-05-22 03:45:02 UTC

Update Date

2016-11-09 01:15:28 UTC

Accession Number

CHEM016834

Identification

Common Name

Pipemidic acid

Class

Small Molecule

Description

A pyridopyrimidine that is 5-oxo-5,8-dihydropyrido[2,3-d]pyrimidine-6-carboxylic acid substituted at position 2 by a piperazin-1-yl group and at position 8 by an ethyl group. A synthetic broad-spectrum antibacterial, it is used for treatment of gastrointestinal, biliary, and urinary infections.

Contaminant Sources

STOFF IDENT Compounds
ToxCast & Tox21 Chemicals

Contaminant Type

Not Available

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
5,8-Dihydro-8-ethyl-5-oxo-2-(1-piperazinyl)pyrido(2,3-D)pyrimidine-6-carboxylic acid	ChEBI
8-Ethyl-5,8-dihydro-5-oxo-2-(1-piperazinyl)pyrido(2,3-D)pyrimidine-6-carboxylic acid	ChEBI
Acide pipemidique	ChEBI
Acido pipemidico	ChEBI
Acidum pipemidicum	ChEBI
Nuril	Kegg
5,8-Dihydro-8-ethyl-5-oxo-2-(1-piperazinyl)pyrido(2,3-D)pyrimidine-6-carboxylate	Generator
8-Ethyl-5,8-dihydro-5-oxo-2-(1-piperazinyl)pyrido(2,3-D)pyrimidine-6-carboxylate	Generator
Pipemidate	Generator
Pipemidic acid hydrate	HMDB
PPA	HMDB
Deblaston	HMDB
Palin	HMDB
Urisan	HMDB
AF brand OF pipemidic acid	HMDB
Acid, pipemidic	HMDB
Aventis brand OF pipemidic acid	HMDB
Madaus brand OF pipemidic acid	HMDB
Acid, piperamic	HMDB
Galusan	HMDB
Piperamic acid	HMDB
Rhône-poulenc brand OF pipemidic acid	HMDB
Tedec meiji brand OF pipemidic acid	HMDB
Uropipemid	HMDB
Almirall brand OF pipemidic acid	HMDB
Pipram	HMDB

Chemical Formula

C₁₄H₁₇N₅O₃

Average Molecular Mass

303.317 g/mol

Monoisotopic Mass

303.133 g/mol

CAS Registry Number

51940-44-4

IUPAC Name

8-ethyl-5-oxo-2-(piperazin-1-yl)-5H,8H-pyrido[2,3-d]pyrimidine-6-carboxylic acid

Traditional Name

pipemidic acid

SMILES

CCN1C=C(C(O)=O)C(=O)C2=CN=C(N=C12)N1CCNCC1

InChI Identifier

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)

InChI Key

JOHZPMXAZQZXHR-UHFFFAOYSA-N

Chemical Taxonomy

Description

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

Substituents

N-arylpiperazine
Pyrido[2,3-d]pyrimidine
Pyridopyrimidine
Pyridine carboxylic acid
Pyridine carboxylic acid or derivatives
Dialkylarylamine
Aminopyrimidine
Pyridine
Pyrimidine
Heteroaromatic compound
Vinylogous amide
Amino acid or derivatives
Amino acid
Carboxylic acid derivative
Carboxylic acid
Secondary aliphatic amine
Monocarboxylic acid or derivatives
Azacycle
Secondary amine
Organonitrogen compound
Organic oxygen compound
Organooxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Amine
Organic nitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

N-arylpiperazine (CHEBI:75250 )
monocarboxylic acid (CHEBI:75250 )
amino acid (CHEBI:75250 )
quinolone antibiotic (CHEBI:75250 )
pyridopyrimidine (CHEBI:75250 )

Biological Properties

Status

Detected and Not Quantified

Origin

Not Available

Cellular Locations

Not Available

Biofluid Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Applications

Not Available

Biological Roles

Not Available

Chemical Roles

Not Available

Physical Properties

State

Not Available

Appearance

Not Available

Experimental Properties

Property	Value
Melting Point	Not Available
Boiling Point	Not Available
Solubility	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	0.75 g/L	ALOGPS
logP	-1.5	ALOGPS
logP	-1.8	ChemAxon
logS	-2.6	ALOGPS
pKa (Strongest Acidic)	5.31	ChemAxon
pKa (Strongest Basic)	8.57	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	98.66 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	82.18 m³·mol⁻¹	ChemAxon
Polarizability	30.94 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	1	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-000f-2890000000-fa2626fd59959165a510	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positive	splash10-03ka-4094000000-78fcdd6a223856eb0752	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , positive	splash10-0udi-0009000000-f346d0fa8518f6309a43	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , positive	splash10-0uxr-0069000000-ffff1a7a9577a098fda0	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , positive	splash10-0gb9-0294000000-545852783e7d4b0ad314	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , positive	splash10-014r-0592000000-b4be933137c73df3a355	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , positive	splash10-00kr-0950000000-28374d85a72be7c7b33e	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , positive	splash10-01pa-1920000000-a1ae9ea00fc1f7248971	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 45V, Positive	splash10-0gb9-0194000000-f6db3736a8f17fd279c0	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 30V, Positive	splash10-0uxr-0069000000-45ebd376bace5bfd88b4	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 75V, Positive	splash10-00kr-0950000000-3a6f73ec7e09a3d411b6	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 60V, Positive	splash10-014r-0592000000-1db74d5d3d057d54dd81	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 90V, Positive	splash10-01pa-1920000000-69758e718c3313dea314	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 15V, Positive	splash10-0udi-0009000000-20bf825f337370ca206e	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0udi-0079000000-5a013f059de02bd43b1d	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0ly9-0091000000-2c533b71f29aaba42ae6	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-007p-2290000000-96fe0e6b043582a86bb9	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0pb9-0094000000-2b7d148c2a2a3d9a7ede	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-053r-0090000000-67a70251083cbdc67405	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-01sl-2590000000-bc4f2f1768f8d07890f1	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0udi-0029000000-cabcb3cf1aa477a1bb27	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-000i-0090000000-6cc5acde39ab0e0d48f4	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0a4l-0090000000-4922b0b51bbfdd6f9b2e	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0pc0-0092000000-4f0b52545c468b781cef	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0059-0090000000-ab98a90941c608d79b97	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-01u0-0690000000-2c7c1c62a3923e9b609f	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum