butoconazole (CED0013913)

Record Information

Version

1.0

Creation Date

2016-06-03 10:25:27 UTC

Update Date

2026-08-20 02:12:45 UTC

Accession Number

CHEM042914

Identification

Common Name

butoconazole

Class

Small Molecule

Description

Butoconazole is an organic compound with the chemical formula C19H17Cl3N2S and an average molecular weight of 411.78 g/mol. Butoconazole belongs to the phenylbutylamines, a subclass of benzene and substituted derivatives within the organic compounds. This compound is recorded as being found in or released from six different sources. Within the category of healthcare, pharmaceuticals, and veterinary products, it is used in gynecologicals. It is also associated with electrical and electronic equipment, specifically antennas and electrically stimulated smoking devices, as well as household cleaning and consumer products, including bleaching agents, cigar cigarettes, and other smoking requisites. The recorded route of exposure for this substance is vaginal. In terms of its biological activity, butoconazole has one recorded protein target, acting as an inhibitor of Lanosterol 14-alpha demethylase (ERG11).

Contaminant Type

Not Available

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
1-[4-(4-Chloro-phenyl)-2-(2,6-dichloro-phenylsulfanyl)-butyl]-1H-imidazole	ChEBI
Butoconazol	ChEBI
Butoconazolum	ChEBI
Gynofort	Kegg
1-[4-(4-Chloro-phenyl)-2-(2,6-dichloro-phenylsulphanyl)-butyl]-1H-imidazole	Generator
Butoconazole nitrate	HMDB
Bayer brand 1 OF butoconazole nitrate	HMDB
Mycelex-3	HMDB
1-(4-(4-Chlorophenyl)-2-(2,6-dichlorophenylthio)-N-butyl)-1H-imidazole	HMDB
Bayer brand 2 OF butoconazole nitrate	HMDB
Gynomyk	HMDB
Ther-RX brand OF butoconazole nitrate	HMDB
Femstal	HMDB
Aventis brand OF butoconazole nitrate	HMDB
Femstat	HMDB
Gynazole-1	HMDB
Syntex brand OF butoconazole nitrate	HMDB
Will brand OF butoconazole nitrate	HMDB

Chemical Formula

C₁₉H₁₇Cl₃N₂S

Average Molecular Mass

411.776 g/mol

Monoisotopic Mass

410.018 g/mol

CAS Registry Number

64872-76-0

IUPAC Name

1-[4-(4-chlorophenyl)-2-[(2,6-dichlorophenyl)sulfanyl]butyl]-1H-imidazole

Traditional Name

butoconazole

SMILES

ClC1=CC=C(CCC(CN2C=CN=C2)SC2=C(Cl)C=CC=C2Cl)C=C1

InChI Identifier

InChI=1S/C19H17Cl3N2S/c20-15-7-4-14(5-8-15)6-9-16(12-24-11-10-23-13-24)25-19-17(21)2-1-3-18(19)22/h1-5,7-8,10-11,13,16H,6,9,12H2

InChI Key

SWLMUYACZKCSHZ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenylbutylamines. Phenylbutylamines are compounds containing a phenylbutylamine moiety, which consists of a phenyl group substituted at the fourth carbon by an butan-1-amine.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Phenylbutylamines

Direct Parent

Phenylbutylamines

Alternative Parents

Substituents

Phenylbutylamine
Aryl thioether
1,3-dichlorobenzene
Thiophenol ether
Chlorobenzene
Alkylarylthioether
Halobenzene
Aryl chloride
Aryl halide
N-substituted imidazole
Azole
Heteroaromatic compound
Imidazole
Azacycle
Organoheterocyclic compound
Sulfenyl compound
Thioether
Hydrocarbon derivative
Organopnictogen compound
Organic nitrogen compound
Organosulfur compound
Organohalogen compound
Organochloride
Organonitrogen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

conazole antifungal drug (CHEBI:3240 )
aryl sulfide (CHEBI:3240 )
imidazoles (CHEBI:3240 )
imidazole antifungal drug (CHEBI:3240 )
dichlorobenzene (CHEBI:3240 )
monochlorobenzenes (CHEBI:3240 )

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

Not Available

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	0.00082 g/L	ALOGPS
logP	6.7	ALOGPS
logP	6.55	ChemAxon
logS	-5.7	ALOGPS
pKa (Strongest Basic)	6.78	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	17.82 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	108.99 m³·mol⁻¹	ChemAxon
Polarizability	41.01 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum	splash10-0059-6921000000-df9fbb2ed1919d5db32d	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	splash10-03e9-0291800000-175d20ae946894d63ff0	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-02di-6966500000-99152c227089dc60fc64	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-016r-6900000000-33b44a1350666f009c48	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0a4i-1110900000-66f5c95ad320950db5ee	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-014i-9330100000-d4e9c87c57f1a3ccac9d	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-016u-7900000000-e6e65ee82f67ecda0db0	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-03ec-0045900000-1fac55efca4ba6eccc60	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-03di-0212900000-f208005b553e381d5f6e	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-05r0-0903000000-5bc7d62d0a3041507d6a	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0a4i-0200900000-432e3f6045e38ec2662a	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-069r-9520300000-1f132112bc9ce64d1aa1	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-001i-9100000000-a40b7e0b888e3f9f6938	Not Available	View Spectrum

Toxicity Profile

Mechanism of Toxicity

Not Available

Carcinogenicity (IARC Classification)

Not Available

Minimum Risk Level

Not Available

Symptoms

Not Available

Treatment

Not Available

Toxicity Values

Toxicity Value	Unit	Value Range	Organism	Dose Descriptor	Route of Exposure	Predicted or Experimental	Reference
1446.0	Log mg/kg	[810:2600]	Rat	LD50	oral	predicted	Not Available

Health Effects

Health Effect	Relationship	Direction	Reference

Exposure Sources

Source ID	Source	Sector	Reference
233	Brushes	Personal care & cosmetics	Not Available
316	Gynecologicals	Healthcare, pharmaceuticals & veterinary products	Not Available
506	Antennas	Electrical & Electronic Equipment	Not Available
518	Electrically Stimulated Smoking Devices	Electrical & Electronic Equipment	Not Available
555	Bleaching Agents	Household cleaning & consumer products	Not Available
556	Cigar Cigarettes	Household cleaning & consumer products	Not Available
560	Other Smoking Requisites	Household cleaning & consumer products	Not Available
581	Paper Making Machines	Industrial manufacturing & chemical processing	Not Available
609	Aftershave	Personal care & cosmetics	Not Available
612	Body Washing Or Cleaning Implements	Personal care & cosmetics	Not Available
613	Depilatories	Personal care & cosmetics	Not Available
616	Face Mask Cosmetics	Personal care & cosmetics	Not Available
617	Lip Care Products	Personal care & cosmetics	Not Available
619	Manicure Pedicure	Personal care & cosmetics	Not Available
643	Headwear	Textiles, leather & furnishings	Not Available

Pathways

3 pathways

Butoconazole Action Pathway

Butoconazole Drug Metabolism

Butoconazole Drug Metabolism Action Pathway

Targets

Structure	Protein	UniProt ID	Organism	Relationship	Details
Click to view 3D structure	Cytochrome P450 2D6	P10635	Humans	Predicted (SEA)	108.444
Click to view 3D structure	Indoleamine 2,3-dioxygenase 1	P14902	Humans	Predicted (SEA)	11.5217
Click to view 3D structure	Cytochrome P450 3A4	P08684	Humans	Predicted (SEA)	185.593
Click to view 3D structure	Thromboxane-A synthase	P24557	Humans	Predicted (SEA)	2.25763
Click to view 3D structure	Steroid 17-alpha-hydroxylase/17,20 lyase	P11715	Rattus norvegicus	Predicted (SEA)	3.73676
Click to view 3D structure	Cytochrome P450 1A2	P05177	Humans	Predicted (SEA)	96.0659
Click to view 3D structure	Cytochrome P450 2C9	P11712	Humans	Predicted (SEA)	184.113
Click to view 3D structure	Aromatase	P11511	Humans	Predicted (SEA)	18.4503
Click to view 3D structure	Cytochrome P450 11B1, mitochondrial	P15538	Humans	Predicted (SEA)	8.87481
Click to view 3D structure	Cytochrome P450 11B2, mitochondrial	P19099	Humans	Predicted (SEA)	7.47353
Click to view 3D structure	D(3) dopamine receptor	P35462	Humans	Predicted (SEA)	174.849
Click to view 3D structure	5-hydroxytryptamine receptor 2A	P28223	Humans	Predicted (SEA)	209.414
Click to view 3D structure	Sodium-dependent serotonin transporter	P31645	Humans	Predicted (SEA)	125.649
Click to view 3D structure	Alpha-2B adrenergic receptor	P18089	Humans	Predicted (SEA)	47.7216
Click to view 3D structure	Cytochrome P450 2C19	P33261	Humans	Predicted (SEA)	111.169
Click to view 3D structure	Alpha-2A adrenergic receptor	P08913	Humans	Predicted (SEA)	74.1125
Click to view 3D structure	Muscarinic acetylcholine receptor M1	P11229	Humans	Predicted (SEA)	46.3981
Click to view 3D structure	Adenosine receptor A3	P0DMS8	Humans	Predicted (SEA)	77.3043
Click to view 3D structure	Sodium-dependent dopamine transporter	Q01959	Humans	Predicted (SEA)	75.4359
Click to view 3D structure	Sodium-dependent noradrenaline transporter	P23975	Humans	Predicted (SEA)	68.8966
Click to view 3D structure	Muscarinic acetylcholine receptor M3	P20309	Humans	Predicted (SEA)	31.9182
Click to view 3D structure	5-hydroxytryptamine receptor 2B	P41595	Humans	Predicted (SEA)	107.043
Click to view 3D structure	Substance-K receptor	P21452	Humans	Predicted (SEA)	52.4704
Click to view 3D structure	Cytochrome P450 2E1	P05182	Rattus norvegicus	Predicted (SEA)	0.700643
Click to view 3D structure	Steroid 17-alpha-hydroxylase/17,20 lyase	P05093	Humans	Predicted (SEA)	8.87481