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Details

Stereochemistry ACHIRAL
Molecular Formula C12H8Cl2O2S
Molecular Weight 287.162
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of FENTICLOR

SMILES

OC1=C(SC2=C(O)C=CC(Cl)=C2)C=C(Cl)C=C1

InChI

InChIKey=ANUSOIHIIPAHJV-UHFFFAOYSA-N
InChI=1S/C12H8Cl2O2S/c13-7-1-3-9(15)11(5-7)17-12-6-8(14)2-4-10(12)16/h1-6,15-16H

HIDE SMILES / InChI

Molecular Formula C12H8Cl2O2S
Molecular Weight 287.162
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Fenticlor is an aryl sulfide having two 5-chloro-2-hydroxyphenyl groups attached to sulfur. Fenticlor is an antibacterial and antifungal agent for topical use. Since it may cause photosensitivity, it is nowadays mostly used in veterinary medicine. Fenticlor has been used in the treatment of eye and ear infections. The activity of the compound in treating otitis externa has been evaluated by Stride (1962) and in the treatment of various skin mycoses by Jung (1954) and Richter (1950). Due to the extremely low oral toxicity the compound has been used internally in the treatment of deep seated skin infections which are not accessible to external treatment. Fentichlor is bacteriostatic or bactericidal, according to concentration, to Staph. aureus and E. coli. The antifungal and antibacterial properties of fentichlor were discovered in the 1950s and 1960s. The mechanism of action of these properties was later found to involve the inhibition of active transport through an energy-uncoupling mechanism. As a result of these findings, the pharmaceutical importance of including fentichlor in various products rose appreciably in the 1960s. The products containing fentichlor that were manufactured and distributed worldwide included antibacterial and antifungal creams and ointments, hair creams, cosmetics, and hand soaps; however, these products were never extensively used in the United States. The past use of fentichlor as a biocide in water treatment facilities was more common in the United States. The last known products that contained fentichlor in the United States were 2 biocides that were used in water treatment facilities and that were both discontinued in 1993.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Target ID: bacteria cell membrane
PubMed

PubMed

TitleDatePubMed
Deaf-1 regulates epithelial cell proliferation and side-branching in the mammary gland.
2008-10-01
Phosphorylation and compactness of neurofilaments in multiple sclerosis: indicators of axonal pathology.
2008-10
Pharmaceutical induction of ApoE secretion by multipotent mesenchymal stromal cells (MSCs).
2008-09-29
Novel mutations in TARDBP (TDP-43) in patients with familial amyotrophic lateral sclerosis.
2008-09-19
A high confidence, manually validated human blood plasma protein reference set.
2008-09-15
Targeted disruption of the mouse Csrp2 gene encoding the cysteine- and glycine-rich LIM domain protein CRP2 result in subtle alteration of cardiac ultrastructure.
2008-08-19
Study of a synthetic human olfactory receptor 17-4: expression and purification from an inducible mammalian cell line.
2008-08-06
Regulating factors of PrP glycosylation in Creutzfeldt-Jakob disease--implications for the dissemination and the diagnosis of human prion strains.
2008-07-30
Multiple cellular mechanisms related to cyclin A1 in prostate cancer invasion and metastasis.
2008-07-16
Pharmacologic stem cell based intervention as a new approach to osteoporosis treatment in rodents.
2008-07-09
Fast and slow myosins as markers of muscle injury.
2008-07
IFN-gamma regulation of ICAM-1 receptors in bronchial epithelial cells: soluble ICAM-1 release inhibits human rhinovirus infection.
2008-06-05
Mutation that dramatically alters rat titin isoform expression and cardiomyocyte passive tension.
2008-06
Increased expression of placenta growth factor in COPD.
2008-06
Titin expression in human articular cartilage and cultured chondrocytes: a novel component in articular cartilage biomechanical sensing?
2008-06
Maternal programming of sexual behavior and hypothalamic-pituitary-gonadal function in the female rat.
2008-05-21
Surfactant proteins SP-B and SP-C and their precursors in bronchoalveolar lavages from children with acute and chronic inflammatory airway disease.
2008-04-11
A naturally occurring plant cysteine protease possesses remarkable toxicity against insect pests and synergizes Bacillus thuringiensis toxin.
2008-03-12
NetB, a new toxin that is associated with avian necrotic enteritis caused by Clostridium perfringens.
2008-02-08
Structural characterization of recombinant human CD81 produced in Pichia pastoris.
2008-02
The human SIN3B corepressor forms a nucleolar complex with leukemia-associated ETO homologues.
2008-01-19
Allergic and photoallergic contact dermatitis from ketoprofen: evaluation of cross-reactivities by a combination of photopatch testing and computerized conformational analysis.
2008
Adaptation of aphid stylectomy for analyses of proteins and mRNAs in barley phloem sap.
2008
Predicting protein function from structure--the roles of short-chain dehydrogenase/reductase enzymes in Bordetella O-antigen biosynthesis.
2007-11-30
The contribution of peroxynitrite generation in HIV replication in human primary macrophages.
2007-10-21
Sinomenine, a natural dextrorotatory morphinan analog, is anti-inflammatory and neuroprotective through inhibition of microglial NADPH oxidase.
2007-09-19
Intraepithelial and interstitial deposition of pathological prion protein in kidneys of scrapie-affected sheep.
2007-09-12
Site-directed in vitro immunization leads to a complete human monoclonal IgG4 lambda that binds specifically to the CDR2 region of CTLA-4 (CD152) without interfering the engagement of natural ligands.
2007-08-23
Validation of a rapid, non-radioactive method to quantify internalisation of G-protein coupled receptors.
2007-07
Repression of tumor necrosis factor-related apoptosis-inducing ligand (TRAIL) but not its receptors during oral cancer progression.
2007-06-25
Erythropoietin blockade inhibits the induction of tumor angiogenesis and progression.
2007-06-20
Deletion at ITPR1 underlies ataxia in mice and spinocerebellar ataxia 15 in humans.
2007-06
Scrapie Agent (Strain 263K) can transmit disease via the oral route after persistence in soil over years.
2007-05-09
An antisense RNA controls synthesis of an SOS-induced toxin evolved from an antitoxin.
2007-05
[Results and assessment of photopatch testing in Spain: towards a new standard set of photoallergens].
2007-03
Low concentrations of transforming growth factor-beta-1 induce tubulogenesis in cultured mammary epithelial cells.
2007-02-08
Intravenous immune globulin in hereditary inclusion body myopathy: a pilot study.
2007-01-29
Stromelysin-3 over-expression enhances tumourigenesis in MCF-7 and MDA-MB-231 breast cancer cell lines: involvement of the IGF-1 signalling pathway.
2007-01-17
Gelatinases, endonuclease and Vascular Endothelial Growth Factor during development and regression of swine luteal tissue.
2006-11-30
Human Immunodeficiency Virus-Type 1 LTR DNA contains an intrinsic gene producing antisense RNA and protein products.
2006-11-08
Changes of serum cytokines after the long term immunotherapy with Japanese hop pollen extracts.
2006-10
Evaluating the allergic risk of genetically modified soybean.
2006-08-31
Analyses of variant human papillomavirus type-16 E5 proteins for their ability to induce mitogenesis of murine fibroblasts.
2006-08-09
Application of cryopreserved human hepatocytes in trichloroethylene risk assessment: relative disposition of chloral hydrate to trichloroacetate and trichloroethanol.
2006-08
Structural organization of the 19S proteasome lid: insights from MS of intact complexes.
2006-08
Met-Independent Hepatocyte Growth Factor-mediated regulation of cell adhesion in human prostate cancer cells.
2006-07-25
Evaluation of the sensitization rates and identification of IgE-binding components in wild and genetically modified potatoes in patients with allergic disorders.
2006-07-04
Toll-like receptor-4 mediates cigarette smoke-induced cytokine production by human macrophages.
2006-04-19
The human urinary proteome contains more than 1500 proteins, including a large proportion of membrane proteins.
2006
Comparison of osteogenic potentials of human rat BMP4 and BMP6 gene therapy using [E1-] and [E1-,E2b-] adenoviral vectors.
2006
Patents

Sample Use Guides

topical use
Route of Administration: Topical
In Vitro Use Guide
For suspensions of 3 x 10 (9) organisms/ml, minimum concentrations of 5 and 10 ug/ml are required to inhibit the growth of staph. aureus and E. coli, respectively, for a period of 9 h. At higher concentrations, increasing bactericidal action was observed with increasing drug concentration, 50 and 60 ug/ml, respectively, giving a 99.99% kill in 1 h.
Substance Class Chemical
Created
by admin
on Mon Mar 31 17:34:43 GMT 2025
Edited
by admin
on Mon Mar 31 17:34:43 GMT 2025
Record UNII
D61659OVD0
Record Status Validated (UNII)
Record Version
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Name Type Language
2,2'-THIOBIS(4-CHLOROPHENOL)
INCI  
INCI  
Preferred Name English
FENTICLOR
INN   MART.   MI   USAN   WHO-DD  
USAN   INN  
Official Name English
Fenticlor [WHO-DD]
Common Name English
fenticlor [INN]
Common Name English
FENTICLOR [USAN]
Common Name English
S 7
Code English
S-7
Code English
NSC-55636
Code English
FENTICLOR [MART.]
Common Name English
FENTICLOR [MI]
Common Name English
PHENOL, 2,2'-THIOBIS(4-CHLORO-
Systematic Name English
NSC-4112
Code English
Classification Tree Code System Code
NCI_THESAURUS C28394
Created by admin on Mon Mar 31 17:34:43 GMT 2025 , Edited by admin on Mon Mar 31 17:34:43 GMT 2025
EPA PESTICIDE CODE 64209
Created by admin on Mon Mar 31 17:34:43 GMT 2025 , Edited by admin on Mon Mar 31 17:34:43 GMT 2025
Code System Code Type Description
NCI_THESAURUS
C65671
Created by admin on Mon Mar 31 17:34:43 GMT 2025 , Edited by admin on Mon Mar 31 17:34:43 GMT 2025
PRIMARY
FDA UNII
D61659OVD0
Created by admin on Mon Mar 31 17:34:43 GMT 2025 , Edited by admin on Mon Mar 31 17:34:43 GMT 2025
PRIMARY
MERCK INDEX
m5301
Created by admin on Mon Mar 31 17:34:43 GMT 2025 , Edited by admin on Mon Mar 31 17:34:43 GMT 2025
PRIMARY Merck Index
NSC
55636
Created by admin on Mon Mar 31 17:34:43 GMT 2025 , Edited by admin on Mon Mar 31 17:34:43 GMT 2025
PRIMARY
NSC
4112
Created by admin on Mon Mar 31 17:34:43 GMT 2025 , Edited by admin on Mon Mar 31 17:34:43 GMT 2025
PRIMARY
ChEMBL
CHEMBL473535
Created by admin on Mon Mar 31 17:34:43 GMT 2025 , Edited by admin on Mon Mar 31 17:34:43 GMT 2025
PRIMARY
CAS
97-24-5
Created by admin on Mon Mar 31 17:34:43 GMT 2025 , Edited by admin on Mon Mar 31 17:34:43 GMT 2025
PRIMARY
EVMPD
SUB07599MIG
Created by admin on Mon Mar 31 17:34:43 GMT 2025 , Edited by admin on Mon Mar 31 17:34:43 GMT 2025
PRIMARY
INN
2830
Created by admin on Mon Mar 31 17:34:43 GMT 2025 , Edited by admin on Mon Mar 31 17:34:43 GMT 2025
PRIMARY
SMS_ID
100000081489
Created by admin on Mon Mar 31 17:34:43 GMT 2025 , Edited by admin on Mon Mar 31 17:34:43 GMT 2025
PRIMARY
DRUG CENTRAL
3227
Created by admin on Mon Mar 31 17:34:43 GMT 2025 , Edited by admin on Mon Mar 31 17:34:43 GMT 2025
PRIMARY
PUBCHEM
7329
Created by admin on Mon Mar 31 17:34:43 GMT 2025 , Edited by admin on Mon Mar 31 17:34:43 GMT 2025
PRIMARY
WIKIPEDIA
Fenticlor
Created by admin on Mon Mar 31 17:34:43 GMT 2025 , Edited by admin on Mon Mar 31 17:34:43 GMT 2025
PRIMARY
ECHA (EC/EINECS)
202-568-7
Created by admin on Mon Mar 31 17:34:43 GMT 2025 , Edited by admin on Mon Mar 31 17:34:43 GMT 2025
PRIMARY
CHEBI
556580
Created by admin on Mon Mar 31 17:34:43 GMT 2025 , Edited by admin on Mon Mar 31 17:34:43 GMT 2025
PRIMARY
EPA CompTox
DTXSID4026137
Created by admin on Mon Mar 31 17:34:43 GMT 2025 , Edited by admin on Mon Mar 31 17:34:43 GMT 2025
PRIMARY
Related Record Type Details
ACTIVE MOIETY