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
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
| 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
| Primary Target | Pharmacology | Condition | Potency |
|---|---|---|---|
Target ID: bacteria cell membrane Sources: https://www.ncbi.nlm.nih.gov/pubmed/4945519 |
PubMed
| Title | Date | PubMed |
|---|---|---|
| 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
In Vivo Use Guide
Sources: https://patents.google.com/patent/WO2009062746A2
topical use
Route of Administration:
Topical
In Vitro Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/4945519
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
Edited
Mon Mar 31 17:34:43 GMT 2025
by
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on
Mon Mar 31 17:34:43 GMT 2025
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| Record UNII |
D61659OVD0
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| Record Status |
Validated (UNII)
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C28394
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EPA PESTICIDE CODE |
64209
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C65671
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D61659OVD0
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m5301
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55636
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4112
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CHEMBL473535
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97-24-5
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SUB07599MIG
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2830
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100000081489
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3227
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7329
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Fenticlor
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202-568-7
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556580
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DTXSID4026137
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