MedKoo Cat#: 317991 | Name: Hexachlorophene
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Description:

WARNING: This product is for research use only, not for human or veterinary use.

Hexachlorophene is a chlorinated bisphenol antiseptic with a bacteriostatic action against Gram-positive organisms. It is mainly used in soaps and creams and is an ingredient of various preparations used for skin disorders. It is also used in agriculture as a soil fungicide, plant bactericide, and acaricide.

Chemical Structure

Hexachlorophene
Hexachlorophene
CAS#70-30-4

Theoretical Analysis

MedKoo Cat#: 317991

Name: Hexachlorophene

CAS#: 70-30-4

Chemical Formula: C13H6Cl6O2

Exact Mass: 403.8499

Molecular Weight: 406.90

Elemental Analysis: C, 38.37; H, 1.49; Cl, 52.28; O, 7.86

Price and Availability

Size Price Availability Quantity
100mg USD 90.00 Ready to Ship
250mg USD 165.00 Ready to ship
500mg USD 250.00 Ready to ship
1g USD 350.00 Ready to ship
2g USD 550.00 Ready to ship
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Related CAS #
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Synonym
Hexachlorophene; Hexachlorofen; Hexachlorophane; pHisoHex; Gamophen; Steraskin; Nabac; NSC 9887; NSC9887; NSC-9887; NSC 49115; NSC49115; NSC-49115;
IUPAC/Chemical Name
3,4,6-trichloro-2-[(2,3,5-trichloro-6-hydroxyphenyl)methyl]phenol
InChi Key
ACGUYXCXAPNIKK-UHFFFAOYSA-N
InChi Code
InChI=1S/C13H6Cl6O2/c14-6-2-8(16)12(20)4(10(6)18)1-5-11(19)7(15)3-9(17)13(5)21/h2-3,20-21H,1H2
SMILES Code
C1=C(C(=C(C(=C1Cl)Cl)CC2=C(C(=CC(=C2Cl)Cl)Cl)O)O)Cl
Appearance
Solid powder
Purity
>95% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO, not in water
Shelf Life
>2 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info
Certificate of Analysis
Safety Data Sheet (SDS)

Preparing Stock Solutions

The following data is based on the product molecular weight 406.90 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
1: Kato M, Abe H, Itahashi M, Kikuchihara Y, Kimura M, Mizukami S, Yoshida T, Shibutani M. Maternal exposure to hexachlorophene targets intermediate-stage progenitor cells in the hippocampal neurogenesis involving myelin vacuolation of cholinergic and glutamatergic inputs in mice. J Appl Toxicol. 2016 Feb;36(2):211-22. doi: 10.1002/jat.3162. Epub 2015 May 5. PubMed PMID: 25943520. 2: Narayan M, Peralta DA, Gibson C, Zitnyar A, Jinwal UK. An optimized InCell Western screening technique identifies hexachlorophene as a novel potent TDP43 targeting drug. J Biotechnol. 2015 Aug 10;207:34-8. doi: 10.1016/j.jbiotec.2015.04.012. Epub 2015 May 16. PubMed PMID: 25987361. 3: Itahashi M, Abe H, Tanaka T, Mizukami S, Kimura M, Yoshida T, Shibutani M. Maternal exposure to hexachlorophene targets intermediate-stage progenitor cells of the hippocampal neurogenesis in rat offspring via dysfunction of cholinergic inputs by myelin vacuolation. Toxicology. 2015 Feb 3;328:123-34. doi: 10.1016/j.tox.2014.12.009. Epub 2014 Dec 11. PubMed PMID: 25497112. 4: Erdos Z, Pearson K, Goedken M, Menzel K, Sistare FD, Glaab WE, Saldutti LP. Inhibin B response to testicular toxicants hexachlorophene, ethane dimethane sulfonate, di-(n-butyl)-phthalate, nitrofurazone, DL-ethionine, 17-alpha ethinylestradiol, 2,5-hexanedione, or carbendazim following short-term dosing in male rats. Birth Defects Res B Dev Reprod Toxicol. 2013 Feb;98(1):41-53. doi: 10.1002/bdrb.21035. Epub 2013 Jan 24. PubMed PMID: 23348767. 5: Kanno T, Sasaki S, Yamada N, Kawasako K, Tsuchitani M. Hexachlorophene and cuprizone induce the spongy change of the developing rat brain by different mechanisms: the role of 2', 3'-cyclic nucleotide 3'-phosphodiesterase (CNPase). J Vet Med Sci. 2012 Jul;74(7):837-43. Epub 2012 Feb 8. PubMed PMID: 22313968. 6: Miller LG, Tan J, Eells SJ, Benitez E, Radner AB. Prospective investigation of nasal mupirocin, hexachlorophene body wash, and systemic antibiotics for prevention of recurrent community-associated methicillin-resistant Staphylococcus aureus infections. Antimicrob Agents Chemother. 2012 Feb;56(2):1084-6. doi: 10.1128/AAC.01608-10. Epub 2011 Nov 14. PubMed PMID: 22083485; PubMed Central PMCID: PMC3264243. 7: Zheng Y, Zhu X, Zhou P, Lan X, Xu H, Li M, Gao Z. Hexachlorophene is a potent KCNQ1/KCNE1 potassium channel activator which rescues LQTs mutants. PLoS One. 2012;7(12):e51820. doi: 10.1371/journal.pone.0051820. Epub 2012 Dec 12. PubMed PMID: 23251633; PubMed Central PMCID: PMC3520906. 8: Min HJ, Cho IR, Srisuttee R, Park EH, Cho DH, Ahn JH, Lee IS, Johnston RN, Oh S, Chung YH. Hexachlorophene suppresses beta-catenin expression by up-regulation of Siah-1 in EBV-infected B lymphoma cells. Cancer Lett. 2009 Apr 18;276(2):136-42. doi: 10.1016/j.canlet.2008.10.041. Epub 2008 Dec 16. PubMed PMID: 19091460. 9: Park S, Gwak J, Cho M, Song T, Won J, Kim DE, Shin JG, Oh S. Hexachlorophene inhibits Wnt/beta-catenin pathway by promoting Siah-mediated beta-catenin degradation. Mol Pharmacol. 2006 Sep;70(3):960-6. Epub 2006 May 30. PubMed PMID: 16735606. 10: Marcinkeviciene J, Jiang W, Kopcho LM, Locke G, Luo Y, Copeland RA. Enoyl-ACP reductase (FabI) of Haemophilus influenzae: steady-state kinetic mechanism and inhibition by triclosan and hexachlorophene. Arch Biochem Biophys. 2001 Jun 1;390(1):101-8. Erratum in: Arch Biochem Biophys 2001 Dec 15;396(2):249. PubMed PMID: 11368521. 11: Kinoshita Y, Matsumura H, Igisu H, Yokota A. Hexachlorophene-induced brain edema in rat observed by proton magnetic resonance. Brain Res. 2000 Aug 4;873(1):127-30. PubMed PMID: 10915818. 12: Häntzschel A, Andreas K. Efficacy of glutamate receptor antagonists in the management of functional disorders in cytotoxic brain oedema induced by hexachlorophene. Pharmacol Toxicol. 1998 Feb;82(2):80-8. PubMed PMID: 9498236. 13: Matsumura H, Matsuoka M, Igisu H, Ikeda M. Cooperative inhibition of acetylcholinesterase activities by hexachlorophene in human erythrocytes. Arch Toxicol. 1997;71(3):151-6. PubMed PMID: 9049051. 14: Flanagan RJ, Ruprah M, Strutt AV, Malarkey P, Cockburn A. Effect of urinary alkalinisation and acidification on the tissue distribution of hexachlorophene in rats. Hum Exp Toxicol. 1995 Oct;14(10):795-800. PubMed PMID: 8562119. 15: Reasor MJ, Montgomery MR. Hexachlorophene exposure in a young patient with soft tissue sarcoma. Br J Ind Med. 1993 Jul;50(7):670. PubMed PMID: 8343430; PubMed Central PMCID: PMC1035506. 16: Andreas K, Blaschke M, Bergsträsser E, Fischer HD, Schmidt J. Neurochemical characterization of hexachlorophene induced brain oedema. Arch Toxicol Suppl. 1991;14:30-2. PubMed PMID: 1839603. 17: Poppenga RH, Trapp AL, Braselton WE, Louden CG, Gumbs JM, Dalley JB. Hexachlorophene toxicosis in a litter of Doberman pinschers. J Vet Diagn Invest. 1990 Apr;2(2):129-31. PubMed PMID: 2094434. 18: Kung MP, Nickerson PA, Sansone FM, Olson JR, Kostyniak PJ, Adolf MA, Lein PJ, Roth JA. Effect of short-term exposure to hexachlorophene on rat brain cell specific marker enzymes. Fundam Appl Toxicol. 1988 Oct;11(3):519-27. PubMed PMID: 2906023. 19: Rajendra W, Prasad GV, Indira K. Deviations in hepatic amino acid profiles of mouse following repeated hexachlorophene administration. J Environ Sci Health B. 1988 Aug;23(4):409-26. PubMed PMID: 3192908. 20: Vorherr H, Vorherr UF, Moss JC. Comparative effectiveness of chlorhexidine, povidone-iodine, and hexachlorophene on the bacteria of the perineum and groin of pregnant women. Am J Infect Control. 1988 Aug;16(4):178-81. PubMed PMID: 3189944.