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Namespace Prefixes

PrefixIRI
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Statements

Subject Item
n2:DB00756
rdf:type
n3:Drug
n3:description
A chlorinated bisphenol antiseptic with a bacteriostatic action against Gram-positive organisms, but much less effective against Gram-negative organisms. It is mainly used in soaps and creams and is an ingredient of various preparations used for skin disorders. (From Martindale, The Extra Pharmacopoeia, 30th ed, p797)
n3:dosage
n9:271B591F-363D-11E5-9242-09173F13E4C5 n9:271B591E-363D-11E5-9242-09173F13E4C5
n3:group
withdrawn approved
n3:indication
For use as a surgical scrub and a bacteriostatic skin cleanser. It may also be used to control an outbreak of gram-positive infection where other infection control procedures have been unsuccessful.
n3:manufacturer
n8:271B5918-363D-11E5-9242-09173F13E4C5 n8:271B5916-363D-11E5-9242-09173F13E4C5 n8:271B5917-363D-11E5-9242-09173F13E4C5 n8:271B5914-363D-11E5-9242-09173F13E4C5 n8:271B5915-363D-11E5-9242-09173F13E4C5 n8:271B5912-363D-11E5-9242-09173F13E4C5 n8:271B5913-363D-11E5-9242-09173F13E4C5 n8:271B5910-363D-11E5-9242-09173F13E4C5 n8:271B5911-363D-11E5-9242-09173F13E4C5 n8:271B590E-363D-11E5-9242-09173F13E4C5 n8:271B590F-363D-11E5-9242-09173F13E4C5 n8:271B590D-363D-11E5-9242-09173F13E4C5
owl:sameAs
n6:DB00756 n7:DB00756
dcterms:title
Hexachlorophene
adms:identifier
n14:Hexachlorophene n16:46505858 n17:PA449871 n19:3598 n20:D00859 n21:0024-1535-02 n22:C08039 n23:3472 n26:DB00756
n3:mechanismOfAction
The primary mechanism of action of hexachlorophene, based on studies with <i>Bacillus megatherium</i>, is to inhibit the membrane-bound part of the electron transport chain, respiratory D-lactate dehydrogenase. It induces leakage, causes protoplast lysis, and inhibits respiration.
n3:packager
n8:271B590A-363D-11E5-9242-09173F13E4C5 n8:271B590B-363D-11E5-9242-09173F13E4C5 n8:271B5908-363D-11E5-9242-09173F13E4C5 n8:271B5909-363D-11E5-9242-09173F13E4C5 n8:271B590C-363D-11E5-9242-09173F13E4C5
n3:synonym
Solu-heks Septofen Distodin Hexa-germ Armohex Acigena Hexaclorofeno 2,2',3,3',5,5'-Hexachloro-6,6'-dihydroxydiphenylmethane Germa-medica 2,2'-Dihydroxy-3,5,6,3',5',6'-hexachlorodiphenylmethane Phiso-scrub Bis(2-hydroxy-3,5,6-trichlorophenyl)methane Esaclorofene Hexachlorophenum Nabac Turgex Hexide Septisol Hexabalm Septi-soft Hexascrub Hexafen Steral Surgi-cen Gamophene 2,2'-Dihydroxy-3,3',5,5',6,6'-hexachlorodiphenylmethane Exofene Almederm Bis(3,5,6-trichloro-2-hydroxyphenyl)methane Phisodan Gamophen Ster-zac Steraskin Soy-dome Tersaseptic Surgi-cin 2,2'-Methanediylbis(3,4,6-trichlorophenol) Surofene Staphene O
n3:toxicity
Oral, rat LD<sub>50</sub>: 66 mg/kg. Signs of overdose include anorexia, vomiting, abdominal cramps, diarrhea, dehydration, convulsions, hypotension, and shock, and in several reported instances, fatalities.
n24:hasAHFSCode
n27:84-04-92
n3:proteinBinding
92%
n3:synthesisReference
U.S. Patent 2,250,480 U.S. Patent 2,435,593 U.S. Patent 2,812,365
foaf:page
n12:hexachlorophene.html n18:hexchlorph.htm
n3:IUPAC-Name
n4:271B5924-363D-11E5-9242-09173F13E4C5
n3:InChI
n4:271B592A-363D-11E5-9242-09173F13E4C5
n3:Molecular-Formula
n4:271B5929-363D-11E5-9242-09173F13E4C5
n3:Molecular-Weight
n4:271B5926-363D-11E5-9242-09173F13E4C5
n3:Monoisotopic-Weight
n4:271B5927-363D-11E5-9242-09173F13E4C5
n3:SMILES
n4:271B5928-363D-11E5-9242-09173F13E4C5
n3:Water-Solubility
n4:271B593A-363D-11E5-9242-09173F13E4C5 n4:271B5922-363D-11E5-9242-09173F13E4C5
n3:logP
n4:271B5923-363D-11E5-9242-09173F13E4C5 n4:271B593D-363D-11E5-9242-09173F13E4C5 n4:271B5920-363D-11E5-9242-09173F13E4C5
n3:logS
n4:271B5921-363D-11E5-9242-09173F13E4C5
n3:pKa
n4:271B593E-363D-11E5-9242-09173F13E4C5
n24:hasATCCode
n25:D08AE01
n3:H-Bond-Acceptor-Count
n4:271B5930-363D-11E5-9242-09173F13E4C5
n3:H-Bond-Donor-Count
n4:271B5931-363D-11E5-9242-09173F13E4C5
n3:InChIKey
n4:271B592B-363D-11E5-9242-09173F13E4C5
n3:Polar-Surface-Area--PSA-
n4:271B592C-363D-11E5-9242-09173F13E4C5
n3:Polarizability
n4:271B592E-363D-11E5-9242-09173F13E4C5
n3:Refractivity
n4:271B592D-363D-11E5-9242-09173F13E4C5
n3:Rotatable-Bond-Count
n4:271B592F-363D-11E5-9242-09173F13E4C5
n3:absorption
Detectable blood levels of hexachlorophene following absorption through intact skin have been found in subjects who regularly scrubbed with hexachlorophene.
n3:affectedOrganism
Enteric bacteria and other eubacteria
n3:casRegistryNumber
70-30-4
n3:category
n3:containedIn
n10:271B591A-363D-11E5-9242-09173F13E4C5 n10:271B591B-363D-11E5-9242-09173F13E4C5 n10:271B5919-363D-11E5-9242-09173F13E4C5 n10:271B591C-363D-11E5-9242-09173F13E4C5 n10:271B591D-363D-11E5-9242-09173F13E4C5
n3:Bioavailability
n4:271B5936-363D-11E5-9242-09173F13E4C5
n3:Boiling-Point
n4:271B593C-363D-11E5-9242-09173F13E4C5
n3:Ghose-Filter
n4:271B5938-363D-11E5-9242-09173F13E4C5
n3:MDDR-Like-Rule
n4:271B5939-363D-11E5-9242-09173F13E4C5
n3:Melting-Point
n4:271B593B-363D-11E5-9242-09173F13E4C5
n3:Number-of-Rings
n4:271B5935-363D-11E5-9242-09173F13E4C5
n3:Physiological-Charge
n4:271B5934-363D-11E5-9242-09173F13E4C5
n3:Rule-of-Five
n4:271B5937-363D-11E5-9242-09173F13E4C5
n3:Traditional-IUPAC-Name
n4:271B5925-363D-11E5-9242-09173F13E4C5
n3:pKa--strongest-acidic-
n4:271B5932-363D-11E5-9242-09173F13E4C5
n3:pKa--strongest-basic-
n4:271B5933-363D-11E5-9242-09173F13E4C5