ContaminantDB: 4-Acetamidoantipyrine

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

Record Information

Version

1.0

Creation Date

2016-05-25 03:28:47 UTC

Update Date

2016-10-28 10:04:13 UTC

Accession Number

CHEM021380

Identification

Common Name

4-Acetamidoantipyrine

Class

Small Molecule

Description

A member of the class of pyrazoles that is antipyrine substituted by an acetylamino group at position 4. It is a drug metabolite of metamizole.

Contaminant Sources

STOFF IDENT Compounds
Suspected Compounds - Waste Water

Contaminant Type

Not Available

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
4-Acetaminoantipyrine	ChEBI
4-Acetoaminoantipyrine	ChEBI
Acetylaminoantipyrine	ChEBI
4-Acetylaminoantipyrine	HMDB
N-Acetylaminoantipyrine	HMDB

Chemical Formula

C₁₃H₁₅N₃O₂

Average Molecular Mass

245.282 g/mol

Monoisotopic Mass

245.116 g/mol

CAS Registry Number

83-15-8

IUPAC Name

N-(1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazol-4-yl)acetamide

Traditional Name

N-(1,5-dimethyl-3-oxo-2-phenylpyrazol-4-yl)acetamide

SMILES

CN1N(C(=O)C(NC(C)=O)=C1C)C1=CC=CC=C1

InChI Identifier

InChI=1S/C13H15N3O2/c1-9-12(14-10(2)17)13(18)16(15(9)3)11-7-5-4-6-8-11/h4-8H,1-3H3,(H,14,17)

InChI Key

OIAGWXKSCXPNNZ-UHFFFAOYSA-N

Chemical Taxonomy

Description

belongs to the class of organic compounds known as phenylpyrazoles. Phenylpyrazoles are compounds containing a phenylpyrazole skeleton, which consists of a pyrazole bound to a phenyl group.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Azoles

Sub Class

Pyrazoles

Direct Parent

Phenylpyrazoles

Alternative Parents

Substituents

Phenylpyrazole
N-acetylarylamine
N-arylamide
Monocyclic benzene moiety
Pyrazolinone
Benzenoid
Vinylogous amide
Acetamide
Heteroaromatic compound
Secondary carboxylic acid amide
Lactam
Carboxamide group
Carboxylic acid derivative
Azacycle
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organic oxygen compound
Organooxygen compound
Organonitrogen compound
Organic nitrogen compound
Carbonyl group
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

pyrazoles (CHEBI:83513 )
acetamides (CHEBI:83513 )

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	4.43 g/L	ALOGPS
logP	1.01	ALOGPS
logP	0.15	ChemAxon
logS	-1.7	ALOGPS
pKa (Strongest Acidic)	12.52	ChemAxon
pKa (Strongest Basic)	-1.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	52.65 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	69.49 m³·mol⁻¹	ChemAxon
Polarizability	26.22 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	1	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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	splash10-0g59-4790000000-417ba707efc84a6c6819	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 40V, Positive	splash10-008c-0900000000-83d1ff371690052cd487	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 30V, Positive	splash10-0pdi-0940000000-a201ff2640a0846849f6	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 35V, Positive	splash10-004i-0090000000-4c363f26ce86c080f001	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 55V, Positive	splash10-0ue9-8930000000-eb8143bff273a8db7798	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 35V, Positive	splash10-004i-0090000000-bd9038de40e6acd6eb17	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 50V, Positive	splash10-000x-0900000000-1dea69f3926567adba08	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 50V, Positive	splash10-000y-0900000000-37b8823300f3e09834b7	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 15V, Positive	splash10-0002-0090000000-af268200b0790a435d11	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 30V, Positive	splash10-004i-0090000000-2d4ba29a325b9d43cfc5	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 50V, Positive	splash10-000y-0900000000-d6c698034db599229f4d	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 55V, Positive	splash10-004i-0090000000-a4a4f5dfb098dd89c29e	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 75V, Positive	splash10-0f89-9400000000-f1581e7c5ac2bcb8f2b1	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 90V, Positive	splash10-001i-9300000000-ec7e2dc85de9c3496bd1	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 60V, Positive	splash10-0f89-9710000000-a7bf7cfd48b545d5e50a	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 60V, Positive	splash10-0f89-9710000000-182468fbdca0a365bf45	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 35V, Positive	splash10-004i-0090000000-0f8953497229fa1abf63	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 80V, Positive	splash10-0f89-9500000000-0fc52f6ab12fe8d5642d	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 45V, Positive	splash10-0ugi-4590000000-f6589ce3610926578197	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 45V, Positive	splash10-0ugi-5590000000-54756eefc4b6e984ecdb	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0f6t-0190000000-d1aae307767141af1cab	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0pb9-9160000000-4454599ea3f9778d48ef	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0f89-9100000000-ffc177034f7186be61bb	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-00dl-4930000000-22e4c8d8af84a4e1bfca	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0udl-7980000000-53b7e76538554032ec7f	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0006-9300000000-b2ebf7079001e3a1b0d7	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	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	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum

Toxicity Profile

Route of Exposure

Not Available

Mechanism of Toxicity

Not Available

Metabolism

Not Available

Toxicity Values

Not Available

Lethal Dose

Not Available

Carcinogenicity (IARC Classification)

Not Available

Uses/Sources

Not Available

Minimum Risk Level

Not Available

Health Effects

Not Available

Symptoms

Not Available

Treatment

Not Available

Concentrations

Not Available

External Links

DrugBank ID

Not Available

HMDB ID

HMDB0246326

FooDB ID

Not Available

Phenol Explorer ID

Not Available

KNApSAcK ID

Not Available

BiGG ID

Not Available

BioCyc ID

Not Available

METLIN ID

Not Available

PDB ID

Not Available

Wikipedia Link

Not Available

Chemspider ID

59166

ChEBI ID

83513

PubChem Compound ID

65743

Kegg Compound ID

Not Available

YMDB ID

Not Available

ECMDB ID

Not Available

References

Synthesis Reference

Not Available

MSDS

Not Available

General References

1. https://www.ncbi.nlm.nih.gov/pubmed/?term=23137864

2. https://www.ncbi.nlm.nih.gov/pubmed/?term=24033151

3. https://www.ncbi.nlm.nih.gov/pubmed/?term=25305554

4. https://www.ncbi.nlm.nih.gov/pubmed/?term=6123588

5. Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26.

4-Acetamidoantipyrine (CHEM021380)

Structure for CHEM021380: 4-Acetamidoantipyrine