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P6001 Sigma

p-Phenylenediamine

Synonym: 1,4-Benzenediamine, 1,4-Diaminobenzene, 1,4-Phenylenediamine

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Properties

vapor density   3.7 (vs air)
vapor pressure   1.08 mmHg ( 100 °C)
description   anti-fade reagent
bp   267 °C(lit.)
mp   138-143 °C(lit.)

Description

Frequently Asked Questions

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Application

Anti-fade reagent added to the mounting medium in fluorescence microscopy to retard photobleaching of fluorescein and other fluorescent dyes.

Biochem/physiol Actions

Electron Donor. Reduces cytochrome  c.

Caution

Darkens in storage.

Packaging

1 kg in glass bottle

50, 100, 250 g in glass bottle

Price and Availability

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Safety & Documentation

Safety Information

Symbol 
Signal word 
Danger
Target organs 
Heart, Kidney, Musculo-skeletal system
Hazard Codes (Europe) 
T,N
Risk Statements (Europe) 
Safety Statements (Europe) 
28-36/37-45-60-61
RIDADR 
UN 1673 6.1 / PGIII
WGK Germany 
3
RTECS 
SS8050000
Flash Point(F) 
230 °F
Flash Point(C) 
110 °C

Protocols & Articles

Peer-Reviewed Papers

References

Set your institution to view full text papers.

Meth. Enzymol. 24, 161, (1972)

Photomicrography of weakly fluorescent objects-employment of p-phenylenediamine as a blocker of fading. Storz, H., and Jelke, E. Acta Histochem. 75, 133-139, (1984)

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Soluble guanylate cyclase α1-deficient mice: a novel murine model for primary open angle glaucoma. Buys ES, Ko YC, Alt C, et al. PLoS ONE 8(3), e60156, (2013)

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Epidemiological data on consumer allergy to p-phenylenediamine. Thyssen JP and White JM Contact Dermatitis 59(6), 327-43, (2008)

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Penetration and haptenation of p-phenylenediamine. Pot LM, Scheitza SM, Coenraads PJ, et al. Contact Dermatitis 68(4), 193-207, (2013)

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Occupational asthma, rhinitis, and contact urticaria caused by oxidative hair dyes in hairdressers. Helaskoski E, Suojalehto H, Virtanen H, et al. Ann. Allergy Asthma Immunol. 112(1), 46-52, (2014)

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Transdermal penetration behaviour of drugs: CART-clustering, QSPR and selection of model compounds. Bram Baert et al Bioorg. Med. Chem. 15, 6943-55, (2007)

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Multiple functions of CXCL12 in a syngeneic model of breast cancer. Williams SA Mol. Cancer 9, 250, (2010)

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Electrochemical characterization of a unique, "neutral" laccase from Flammulina velutipes. Otsuka Saito K, Kurose S, Tsujino Y, et al. J. Biosci. Bioeng. 115(2), 159-67, (2013)

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Hair dye related acute kidney injury--a clinical and experimental study. Sandeep Reddy Y, Abbdul Nabi S, Apparao C, et al. Ren. Fail. 34(7), 880-4, (2012)

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Quantitative risk assessment for skin sensitisation: consideration of a simplified approach for hair dye ingredients. Goebel C, Diepgen TL, Krasteva M, et al. Regul Toxicol Pharmacol 64(3), 459-65, (2012)

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Excited-state dynamics of Wurster's salts. Grilj J, Buchgraber P, and Vauthey E J. Phys. Chem. A 116(28), 7516-22, (2012)

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Occupational dermatitis in hairdressers: do they claim workers' compensation? Lyons G, Keegel T, Palmer A, et al. Contact Dermatitis 68(3), 163-8, (2013)

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Patch testing with the textile dyes Disperse Orange 1 and Disperse Yellow 3 and some of their potential metabolites, and simultaneous reactions to para-amino compounds. Malinauskiene L, Zimerson E, Bruze M, et al. Contact Dermatitis 67(3), 130-40, (2012)

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A 10-year review of p-phenylenediamine allergy and related para-amino compounds at the Ottawa Patch Test Clinic. LaBerge L, Pratt M, Fong B, et al. Dermatitis 22(6), 332-4, (2011)

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Identification of the toxic trigger in mushroom poisoning. Masanori Matsuura et al Nat. Chem. Biol. 5, 465-7, (2009)

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Irritant contact dermatitis from a black henna tattoo without sensitization to para-phenylendiamine. Kind F, Hofmeier KS, and Bircher AJ Pediatrics 131(6), e1974-6, (2013)

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Transgenic inhibition of astroglial NF-κB protects from optic nerve damage and retinal ganglion cell loss in experimental optic neuritis. Brambilla R, Dvoriantchikova G, Barakat D, et al. J. Neuroinflammation 9, 213, (2012)

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Secondary post-geniculate involvement in Leber's hereditary optic neuropathy. Rizzo G, Tozer KR, Tonon C, et al. PLoS ONE 7(11), e50230, (2012)

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Electrochemistry/mass spectrometry as a tool in the investigation of the potent skin sensitizer p-phenylenediamine and its reactivity toward nucleophiles. Jahn S, Faber H, Zazzeroni R, et al. Rapid Commun. Mass Spectrom. 26(12), 1453-64, (2012)

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Contact dermatitis to hair dye: an update. Handa S, Mahajan R, and De D Indian J. Dermatol. Venereol. Leprol. 78(5), 583-90, (2012)

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Allergic contact dermatitis to para-phenylenediamine in a tattoo: a case report. Turan H, Okur M, Kaya E, et al. Cutan. Ocul. Toxicol. 32(2), 185-7, (2013)

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Evaluation of non-radioactive endpoints of ex vivo local lymph node assay-BrdU to investigate select contact sensitizers. Ulker OC, Ates I, Atak A, et al. J. Immunotoxicol. 10(1), 1-8, (2013)

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N-Acetylation of p-aminobenzoic acid and p-phenylenediamine in primary porcine urinary bladder epithelial cells and in the human urothelial cell line 5637. Föllmann W, Blaszkewicz M, Behm C, et al. J. Toxicol. Environ. Health A 75(19-20), 1206-15, (2012)

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Surface-enhanced Raman scattering study of the redox adsorption of p-phenylenediamine on gold or copper surfaces. de Carvalho DF, da Fonseca BG, Barbosa IL, et al. Spectrochim. Acta. A. Mol. Biomol. Spectrosc. 103, 108-13, (2013)

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Paraphenylenediamine poisoning. Chaudhary SC, Sawlani KK, and Singh K Niger. J. Clin. Pract. 16(2), 258-9, (2013)

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Prevalence of contact allergy at a dermatology clinic in China from 1990-2009. Dou X, Zhao Y, Ni C, et al. Dermatitis 22(6), 324-31, (2011)

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Hematopathology in Sprague-Dawley rats following sub-chronic topical application of para-phenylenediamine. Bharali MK and Dutta K Bull. Environ. Contam. Toxicol. 89(4), 712-7, (2012)

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Two-stage method for purification of ceruloplasmin based on its interaction with neomycin. Sokolov AV, Kostevich VA, Romanico DN, et al. Biochemistry. (Mosc.) 77(6), 631-8, (2012)

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Vitilgoid achromia after temporary tattooing. Korsaga-Somé N, Barro-Traoré F, Andonaba JB, et al. Int. J. Dermatol. 51 Suppl 1, 54-6, 60-2, (2012)

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Hand contact dermatitis in hairdressers: clinical and causative allergens, experience in Bangkok. Tresukosol P and Swasdivanich C Asian Pac. J. Allergy Immunol. 30(4), 306-12, (2012)

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[Sensitisation to p-Phenylenediamine. Effects of metabolism and individual susceptibility]. Brans R, Skazik C, Merk HF, et al. Hautarzt 60(1), 26-31, (2009)

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[Development and validation of an assay method of the paraphenylene diamine by gas chromatography-mass spectrometry]. Bousliman Y, Eljaoudi R, Elcadi MA, et al. Ann. Biol. Clin. (Paris.) 70(6), 678-82, (2012)

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Allergic contact dermatitis caused by mehindi: a further case. Lo Schiavo A, Caccavale S, Brancaccio G, et al. G. Ital. Dermatol. Venereol. 148(2), 234-5, (2013)

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Chemical leukoderma from hair dye containing para-phenylenediamine. Farsani TT, Jalian HR, and Young LC Dermatitis 23(4), 181-2, (2012)

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Unusual localization of allergic contact dermatitis from p-phenylenediamine. Bassi A, Massimiliano A, Massimo D, et al. Dermatitis 22(6), 358, (2011)

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Merck 14,7285

Beil. 13,IV,104

Aldrich MSDS 1, 1466:B / Corp MSDS 1 (2), 2773:C / FT-IR 1 (1), 1242:B / FT-IR 2 (2), 2104:D / FT-NMR 1 (2), 542:C / IR-Spectra (2), 653:A / IR-Spectra (3), 743:A / NMR-Reference 2 (1), 1051:B / RegBook 1 (1), 1433:D / Sax 6, 2184 / Sigma FT-IR 1 (2), 196:D / Structure Index 1, 223:D:7

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