Sulfaphenazole (CED0007941)

Record Information

Version

1.0

Creation Date

2016-05-22 04:42:46 UTC

Update Date

2026-08-19 09:51:42 UTC

SynCED ID

CED0007941

Secondary Accession Numbers

CHEM017881

Identification

Common Name

Sulfaphenazole

Class

Small Molecule

Description

Sulfaphenazole is an organoheterocyclic compound with the formula C15H14N4O2S and an average molecular weight of 314.36 g/mol. Sulfaphenazole belongs to the pyrazoles, a subclass of azoles within the organic compounds. This compound is identified as an inhibitor or modulator of two protein targets: Cytochrome P450 2C9 (CYP2C9) and Dihydropteroate synthase (folP). It is found in or released from five recorded sources, including antibiotics from healthcare, pharmaceuticals, and veterinary products, and food preservation from food, food processing, and cookware. Additionally, it is associated with electrodes in electrical and electronic equipment, as well as soap detergents and perfumes within detergents and soaps from household cleaning and consumer products. Recorded exposure routes for the compound include oral and inhalation.

Contaminant Type

Not Available

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
1-Phenyl-5-sulfanilamidopyrazole	ChEBI
3-(p-Aminobenzenesulfonamido)-2-phenylpyrazole	ChEBI
5-Sulfanilamido-1-phenylpyrazole	ChEBI
N'-(1-phenylpyrazol-5-yl)sulfanilamide	ChEBI
N(1)-(1-Phenylpyrazol-5-yl)sulfanilamide	ChEBI
Sulfabid	ChEBI
Sulfafenazol	ChEBI
Sulfaphenazol	ChEBI
Sulfaphenazolum	ChEBI
Sulphaphenazole	ChEBI
1-Phenyl-5-sulphanilamidopyrazole	Generator
3-(p-Aminobenzenesulphonamido)-2-phenylpyrazole	Generator
5-Sulphanilamido-1-phenylpyrazole	Generator
N'-(1-phenylpyrazol-5-yl)sulphanilamide	Generator
N(1)-(1-Phenylpyrazol-5-yl)sulphanilamide	Generator
Sulphabid	Generator
Sulphafenazol	Generator
Sulphaphenazol	Generator
Sulphaphenazolum	Generator
Phenylsulfapyrazole	HMDB
Sulfaphenazon	HMDB
Sulfaphenylpipazol	HMDB
Sulfaphenylpyrazol	HMDB
Sulfaphenylpyrazole	HMDB
Sulfonylpyrazol	HMDB
Sulphenazole	HMDB

Chemical Formula

C₁₅H₁₄N₄O₂S

Average Molecular Mass

314.362 g/mol

Monoisotopic Mass

314.084 g/mol

CAS Registry Number

526-08-9

IUPAC Name

4-amino-N-(1-phenyl-1H-pyrazol-5-yl)benzene-1-sulfonamide

Traditional Name

merian

SMILES

NC1=CC=C(C=C1)S(=O)(=O)NC1=CC=NN1C1=CC=CC=C1

InChI Identifier

InChI=1S/C15H14N4O2S/c16-12-6-8-14(9-7-12)22(20,21)18-15-10-11-17-19(15)13-4-2-1-3-5-13/h1-11,18H,16H2

InChI Key

QWCJHSGMANYXCW-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

Aminobenzenesulfonamide
Phenylpyrazole
Benzenesulfonamide
Benzenesulfonyl group
Aniline or substituted anilines
Monocyclic benzene moiety
Benzenoid
Organosulfonic acid amide
Organic sulfonic acid or derivatives
Heteroaromatic compound
Aminosulfonyl compound
Sulfonyl
Organosulfonic acid or derivatives
Azacycle
Amine
Hydrocarbon derivative
Primary amine
Organic oxide
Organosulfur compound
Organonitrogen compound
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

pyrazoles (CHEBI:77780 )
substituted aniline (CHEBI:77780 )
sulfonamide (CHEBI:77780 )
primary amino compound (CHEBI:77780 )
sulfonamide antibiotic (CHEBI:77780 )

Biological Properties

Status

Detected and Not Quantified

Origin

Not Available

Cellular Locations

Not Available

Biofluid Locations

Not Available

Tissue Locations

Not Available

Applications

Not Available

Biological Roles

Chemical Roles

Not Available

Organoleptic Effects

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	0.28 g/L	ALOGPS
logP	1.59	ALOGPS
logP	1.81	ChemAxon
logS	-3	ALOGPS
pKa (Strongest Acidic)	6.9	ChemAxon
pKa (Strongest Basic)	2.43	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	90.01 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	85.21 m³·mol⁻¹	ChemAxon
Polarizability	31.82 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	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	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum	splash10-0bu0-5950000000-0cc1951df9ab2bdd4675	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-014j-0369000000-abf75c05199abdf7dc00	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0a4i-1931000000-5ab680fc3ed5a09f2386	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0006-9100000000-f48bf2b095d990894ea0	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-03di-0019000000-8f511cbfebf17d64870f	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0bt9-1957000000-f98142e1f3bb59e62561	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0a4i-3900000000-5a7bf1e5e310f28b21ae	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-014i-0009000000-8d0af0efab416cc5ca81	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-07vi-0906000000-b06561ce36f4b0319188	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-03dl-9820000000-bf5f1c3818380fd877d4	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-03di-0009000000-2c8716213a23f0f4f873	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-03di-0009000000-5421c12fd130b6aad336	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0a4l-8941000000-6ea16e7d043301a176c4	Not Available	View Spectrum

Toxicity Profile

Toxicity Values

Toxicity Value	Organism	Dose Descriptor	Route of Exposure	Predicted or Experimental	Toxicity Rating	Reference
2774.0 Log mg/kg [1600:4900]	Rat	LD50	oral	predicted	Not Available	Not Available

Toxicity / Toxin Class

Not Available

Mechanism of Toxicity

Not Available

Carcinogenicity (IARC Classification)

Not Available

Minimum Risk Level

Not Available

Symptoms

Not Available

Treatment

Not Available

Health Effects

Health Effect	Relationship	Direction	Description	Reference

Exposure Sources

Source ID	Source	Sector	Reference
CEDs000306	Antibiotics?Antibiotics are synthetic or semi-synthetic compounds used to treat bacterial infections in humans and animals.	Healthcare, pharmaceuticals & veterinary products	Not Available
CEDs000519	Electrodes?Electrodes, used in various electrical and electronic applications, can be a source of synthetic chemical contamination due to the materials from which they are constructed and the processes involved in their manufacturing.	Electrical & Electronic Equipment	PubChem
CEDs000545	Food Preservation?Food preservation often involves the use of synthetic chemicals, such as preservatives, flavor enhancers, and color additives, to extend shelf life and enhance the sensory qualities of food products.	Food, food processing & cookware	PubChem
CEDs000561	Perfumes Within Detergents And Soaps?Perfumes within detergents and soaps are synthetic fragrance compounds added to enhance the sensory experience of cleaning products.	Household cleaning & consumer products	PubChem
CEDs000563	Soap Detergents?Soap detergents are synthetic surfactants designed to enhance the cleaning efficacy of water by reducing surface tension, allowing for better interaction with dirt and grease.	Household cleaning & consumer products	PubChem
CEDs000596	Acaricides?Acaricides are synthetic chemicals specifically designed to target and control mite populations that can damage crops and plants.	Agriculture & land management	PubChem
CEDs000610	Aftersun Products?Aftersun products are designed to soothe and hydrate the skin after sun exposure, often containing various synthetic chemicals such as emollients, preservatives, and fragrances.	Personal care & cosmetics	PubChem
CEDs000611	Anti Perspirants Or Body Deoderants?Antiperspirants and body deodorants commonly contain synthetic chemicals such as aluminum compounds, parabens, and synthetic fragrances.	Personal care & cosmetics	PubChem
CEDs000613	Depilatories?Depilatories are products designed to remove unwanted hair through the application of synthetic chemicals that break down the protein structure of hair, facilitating its removal.	Personal care & cosmetics	PubChem
CEDs000614	Essential Oils Or Perfumes?Essential oils and perfumes are complex mixtures of volatile compounds derived from natural or synthetic sources, commonly used for their aromatic properties.	Personal care & cosmetics	PubChem
CEDs000615	Eye Makeup Products?Eye makeup products, including mascaras, eyeliners, and eyeshadows, often contain a variety of synthetic chemicals such as pigments, preservatives, and film-forming agents.	Personal care & cosmetics	PubChem
CEDs000618	Lip Makeup Products?Lip makeup products, such as lipsticks, lip glosses, and lip liners, often contain a variety of synthetic chemicals, including pigments, preservatives, and emollients.	Personal care & cosmetics	PubChem
CEDs000632	Apparel?Apparel production often involves the use of various synthetic chemicals, including dyes, finishing agents, and preservatives.	Textiles, leather & furnishings	PubChem
CEDs000696	Nanotechnology?Nanotechnology involves the manipulation of materials at the molecular or atomic level, typically within the range of 1 to 100 nanometers.	Industrial manufacturing & chemical processing	PubChem
CEDs000698	Jewellery?Jewellery production often involves the use of various synthetic chemicals during the extraction and processing of metals.	Mining & metal processing	PubChem
CEDs000739	Inks?Inks are complex mixtures composed of pigments or dyes, solvents, resins, and additives used primarily for printing and writing applications.	Paper, pulp & fiber products	PubChem
CEDs000740	Paper?Paper production involves the processing of wood fibers and the use of various chemicals, which can lead to synthetic chemical contamination.	Paper, pulp & fiber products	PubChem
CEDs000744	Water, Wastewater, & Sewage Treatment?Water, wastewater, and sewage treatment processes are critical for managing and mitigating pollutants in water systems.	Wastewater, sanitation & biosolids	PubChem
CEDs02255	Water	Aquatic systems & sediments	PMC10820186

Pathways

1 pathwayPathway Source: PathBank

Sulfaphenazole Drug Metabolism Action Pathway

Targets

Structure	Protein	UniProt ID	Organism	Relationship	Details
Click to view 3D structure	Cytochrome P450 2C18	P33260	Humans	Predicted (SEA)	Prediction Confidence Score 0.461 Applicability Domain 0.596 Statistical Significance 4.00e-05 Supporting Reference Compounds 3 E-value 0.311397
Click to view 3D structure	Carbonic anhydrase 9	Q16790	Humans	Predicted (SEA)	Prediction Confidence Score 0.361 Applicability Domain 0.409 Statistical Significance 0.0109 Supporting Reference Compounds 372 E-value 84.8557
Click to view 3D structure	Carbonic anhydrase 2	P00918	Humans	Predicted (SEA)	Prediction Confidence Score 0.361 Applicability Domain 0.409 Statistical Significance 0.0141 Supporting Reference Compounds 472 E-value 109.845
Click to view 3D structure	Carbonic anhydrase 1	P00915	Humans	Predicted (SEA)	Prediction Confidence Score 0.361 Applicability Domain 0.409 Statistical Significance 0.0123 Supporting Reference Compounds 407 E-value 95.7545
Click to view 3D structure	Carbonic anhydrase 4	Q95323	Bos taurus	Predicted (SEA)	Prediction Confidence Score 0.355 Applicability Domain 0.409 Statistical Significance 0.0037 Supporting Reference Compounds 64 E-value 28.4928
Click to view 3D structure	AGAP002992-PA	Q5TU56	Anopheles gambiae	Predicted (SEA)	Prediction Confidence Score 0.355 Applicability Domain 0.409 Statistical Significance 0.0011 Supporting Reference Compounds 30 E-value 8.87481
Click to view 3D structure	Carbonic anhydrase 13	Q9D6N1	Mus musculus	Predicted (SEA)	Prediction Confidence Score 0.351 Applicability Domain 0.409 Statistical Significance 0.0023 Supporting Reference Compounds 70 E-value 18.061
Click to view 3D structure	Carbonic anhydrase 12	O43570	Humans	Predicted (SEA)	Prediction Confidence Score 0.344 Applicability Domain 0.38 Statistical Significance 0.0135 Supporting Reference Compounds 332 E-value 104.863
Click to view 3D structure	Delta carbonic anhydrase	Q5U9J1	Conticribra weissflogii	Predicted (SEA)	Prediction Confidence Score 0.342 Applicability Domain 0.409 Statistical Significance 0.0019 Supporting Reference Compounds 35 E-value 14.7914
Click to view 3D structure	Cytochrome P450 2C9	P11712	Humans	Predicted (SEA)	Prediction Confidence Score 0.34 Applicability Domain 0.596 Statistical Significance 0.0528 Supporting Reference Compounds 1245 E-value 411.355
Click to view 3D structure	Carbonate dehydratase	B2V8E3	Sulfurihydrogenibium sp. (strain YO3AOP1)	Predicted (SEA)	Prediction Confidence Score 0.336 Applicability Domain 0.38 Statistical Significance 0.0024 Supporting Reference Compounds 40 E-value 18.3724
Click to view 3D structure	Astrosclerin-3	A6YCJ1	Astrosclera willeyana	Predicted (SEA)	Prediction Confidence Score 0.336 Applicability Domain 0.38 Statistical Significance 0.0026 Supporting Reference Compounds 44 E-value 19.9294
Click to view 3D structure	Carbonic anhydrase	O24855	Helicobacter pylori (strain ATCC 700392 / 26695) (Campylobacterpylori)	Predicted (SEA)	Prediction Confidence Score 0.336 Applicability Domain 0.38 Statistical Significance 0.0026 Supporting Reference Compounds 38 E-value 20.0851
Click to view 3D structure	Carbonic anhydrase	Q6FTL6	Candida glabrata CBS 138	Predicted (SEA)	Prediction Confidence Score 0.336 Applicability Domain 0.38 Statistical Significance 0.0036 Supporting Reference Compounds 46 E-value 28.1036
Click to view 3D structure	Alpha carbonic anhydrase	B5SU02	Stylophora pistillata	Predicted (SEA)	Prediction Confidence Score 0.336 Applicability Domain 0.38 Statistical Significance 0.0023 Supporting Reference Compounds 43 E-value 17.9053
Click to view 3D structure	Carbonic anhydrase 2	Q3I4V7	Cryptococcus neoformans	Predicted (SEA)	Prediction Confidence Score 0.336 Applicability Domain 0.38 Statistical Significance 0.003 Supporting Reference Compounds 60 E-value 23.3548
Click to view 3D structure	Carbonic anhydrase 6	P23280	Humans	Predicted (SEA)	Prediction Confidence Score 0.336 Applicability Domain 0.38 Statistical Significance 0.0057 Supporting Reference Compounds 151 E-value 44.3741
Click to view 3D structure	Carbonic anhydrase, alpha family	Q31FD6	Thiomicrospira crunogena	Predicted (SEA)	Prediction Confidence Score 0.336 Applicability Domain 0.38 Statistical Significance 0.0024 Supporting Reference Compounds 41 E-value 18.3724
Click to view 3D structure	Carbonic anhydrase	Q5AJ71	Candida albicans (strain SC5314 / ATCC MYA-2876) (Yeast)	Predicted (SEA)	Prediction Confidence Score 0.336 Applicability Domain 0.38 Statistical Significance 0.0034 Supporting Reference Compounds 68 E-value 26.6244
Click to view 3D structure	Carbonic anhydrase	C0IX24	Stylophora pistillata	Predicted (SEA)	Prediction Confidence Score 0.336 Applicability Domain 0.38 Statistical Significance 0.0023 Supporting Reference Compounds 41 E-value 17.9053
Click to view 3D structure	Beta-carbonic anhydrase 1	P9WPJ7	Mycobacterium tuberculosis	Predicted (SEA)	Prediction Confidence Score 0.336 Applicability Domain 0.38 Statistical Significance 0.0038 Supporting Reference Compounds 55 E-value 29.3492
Click to view 3D structure	Carbonic anhydrase 5B, mitochondrial	Q9Y2D0	Humans	Predicted (SEA)	Prediction Confidence Score 0.336 Applicability Domain 0.38 Statistical Significance 0.0068 Supporting Reference Compounds 157 E-value 52.6261
Click to view 3D structure	Cytochrome P450 2C8	P10632	Humans	Predicted (SEA)	Prediction Confidence Score 0.335 Applicability Domain 0.596 Statistical Significance 0.0087 Supporting Reference Compounds 305 E-value 67.9624
Click to view 3D structure	Carbonic anhydrase 5A, mitochondrial	P35218	Humans	Predicted (SEA)	Prediction Confidence Score 0.325 Applicability Domain 0.38 Statistical Significance 0.0095 Supporting Reference Compounds 165 E-value 74.2682
Click to view 3D structure	Carbonic anhydrase 14	Q9ULX7	Humans	Predicted (SEA)	Prediction Confidence Score 0.324 Applicability Domain 0.38 Statistical Significance 0.0097 Supporting Reference Compounds 172 E-value 75.2023
Click to view 3D structure	Cytochrome P450 2C8	P10632	Humans	Known	Not Available
Click to view 3D structure	Cytochrome P450 2C9	P11712	Humans	Known	Not Available