para-aminophenol
4-hydroxyaniline
 
Notes:
4-aminophenol is considered a minor nephrotoxic metabolite of phenacetin and acetaminophen (paracetamol) in man. 4-Aminophenol can undergo autoxidations and metal-catalyzed and enzymatic oxidations in man to produce reactive oxygen species. (PMID 1713494) [HMDB]
  • Lansdowne Chemicals
    • Lansdowne Chemicals
      With a focus on providing the highest level of service
      Lansdowne Chemicals has established itself at the forefront of the global chemical industry.
      Headquarters are in Carterton, Oxfordshire encompassing all of Lansdowne's Business Units. Our Regulatory Team and Quality Control Departments are based out of Carterton. Lansdowne Aromatic's state of the art warehouse facilities are located in Cricklade, covering 12,000 square ft. We are able to offer just-in-time deliveries for our full range of products, in a variety of pack sizes. Bonded facilities are available for goods going outside of the EU.
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      para-Amino Phenol
       
  • Novacyl
    • Novacyl Inc.
      Unique level of quality
      Novacyl is the world leader in Salicylic Acid, its derivatives and Aspirin.
      Novacyl, is a major player in Paracetamol, Methyl Salicylate and sunscreens. Novacyl is the world leader in Salicylic Acid, its derivatives and Aspirin. Thanks to our unique experience and a strong knowledge of the businesses, Novacyl proposes safer, more efficient products, with high quality and increased responsible for the environment.
      Email: novacyl.customercare@novacap.us
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  • Penta International
    • Penta International Corporation
      Chemistry innovation
      At Penta, our products and services help businesses do business better.
      For over 30 years, Penta Manufacturing Company has played a growing role in worldwide chemistry innovations and applications. As an industry leader, Penta continues to pioneer chemistry-based solutions for practically every area of commerce. Our products and expertise have helped fuel technical advances in dozens of commercial applications including flavoring, coloring, fragrances and chemical processes.
      US Email: Technical Services
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      Product(s):
      01-25900 p-AMINOPHENOL
       
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4-aminophenol (Click)
CAS Number: 123-30-8Picture of molecule
ECHA EINECS - REACH Pre-Reg: 204-616-2
FDA UNII: R7P8FRP05V
Nikkaji Web: J3.620J
Beilstein Number: 385836
MDL: MFCD00007869
Molecular Weight: 109.12799000
Formula: C6 H7 N O
BioActivity Summary: listing
NMR Predictor: Predict (works with chrome or firefox)
Category: hair dyeing agents
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar: Search
Google Books: Search
Google Scholar: with word "volatile"Search
Google Scholar: with word "flavor"Search
Google Scholar: with word "odor"Search
Google Patents: Search
US Patents: Search
EU Patents: Search
IBM Patents: Obtain
Obtain
Pubchem Patents: Search
PubMed: Search
NCBI: Search
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Physical Properties:
Appearance: colorless crystals (est)
Assay: 95.00 to 100.00 % 
Food Chemicals Codex Listed: No
Melting Point: 187.50 °C. @ 760.00 mm Hg
Boiling Point: 284.00 °C. @ 760.00 mm Hg
Vapor Pressure: 0.002000 mm/Hg @ 25.00 °C. (est)
Flash Point: 256.00 °F. TCC ( 124.30 °C. ) (est)
logP (o/w): 0.040
Soluble in:
 water, 1.60E+04 mg/L @ 25 °C (exp)
 water, 1.012e+005 mg/L @ 25 °C (est)
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Organoleptic Properties:
  
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Cosmetic Information:
CosIng: cosmetic data
Cosmetic Uses: hair dyeing agents
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Suppliers:
Lansdowne Chemicals
para-Amino Phenol
Novacyl
PAP
Penta International
p-AMINOPHENOL
Santa Cruz Biotechnology
For experimental / research use only.
4-Aminophenol ≥98%
Sigma-Aldrich: Aldrich
For experimental / research use only.
4-Aminophenol ≥98%
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Safety Information:
Preferred SDS: View
 
Hazards identification
 
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
 
Pictogram
 
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
oral-bird - wild LD50  56200 ug/kg
Archives of Environmental Contamination and Toxicology. Vol. 12, Pg. 355, 1983.

oral-mammal (species unspecified) LD50  1530 mg/kg
Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 45(10), Pg. 16, 1980.

unreported-mammal (species unspecified) LD50  563 mg/kg
Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 48(9), Pg. 19, 1983.

unreported-mouse LD50  750 mg/kg
Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 50(3), Pg. 4, 1985.

intraperitoneal-mouse LDLo  100 mg/kg
Revue Belge de Pathologie et de Medecine Experimentale. Vol. 22, Pg. 1, 1952.

oral-rabbit LD50  10000 mg/kg
Nippon Yakurigaku Zasshi. Japanese Journal of Pharmacology. Vol. 52, Pg. 215, 1956.

intraperitoneal-rat LD50  465 mg/kg
BLOOD: METHEMOGLOBINEMIA-CARBOXYHEMOGLOBIN
Journal of Pharmacology and Experimental Therapeutics. Vol. 80, Pg. 31, 1944.

oral-rat LD50  375 mg/kg
LUNGS, THORAX, OR RESPIRATION: CYANOSIS BEHAVIORAL: MUSCLE WEAKNESS
BIOFAX Industrial Bio-Test Laboratories, Inc., Data Sheets. Vol. 29-4/1973

unreported-rat LD50  675 mg/kg
Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 50(3), Pg. 4, 1985.

Dermal Toxicity:
subcutaneous-cat LDLo 37 mg/kg
BLOOD: METHEMOGLOBINEMIA-CARBOXYHEMOGLOBIN LUNGS, THORAX, OR RESPIRATION: CYANOSIS
Archiv fuer Experimentelle Pathologie und Pharmakologie. Vol. 72, Pg. 241, 1913.

subcutaneous-guinea pig LDLo 1500 mg/kg
Archiv fuer Experimentelle Pathologie und Pharmakologie. Vol. 35, Pg. 401, 1895.

skin-mammal (species unspecified) LD50 6400 mg/kg
Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 45(10), Pg. 16, 1980.

subcutaneous-mouse LDLo 470 mg/kg
Naunyn-Schmiedeberg's Archiv fuer Experimentelle Pathologie und Pharmakologie. Vol. 188, Pg. 130, 1938.

skin-rabbit LD50 > 10000 mg/kg
BIOFAX Industrial Bio-Test Laboratories, Inc., Data Sheets. Vol. 29-4/1973

Inhalation Toxicity:
inhalation-rat LC50 > 5 mg/m3/1H
BIOFAX Industrial Bio-Test Laboratories, Inc., Data Sheets. Vol. 29-4/1973

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Safety in Use Information:
Category: hair dyeing agents
Recommendation for para-aminophenol usage levels up to:
 not for fragrance use.
 
Recommendation for para-aminophenol flavor usage levels up to:
 not for flavor use.
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Safety References:
EPI System: View
NLM Hazardous Substances Data Bank: Search
Chemical Carcinogenesis Research Information System: Search
Cancer Citations: Search
Toxicology Citations: Search
EPA GENetic TOXicology: Search
Env. Mutagen Info. Center: Search
EPA Substance Registry Services (TSCA): 123-30-8
EPA ACToR: Toxicology Data
EPA Substance Registry Services (SRS): Registry
Laboratory Chemical Safety Summary : 403
National Institute of Allergy and Infectious Diseases: Data
WGK Germany: 3
 4-aminophenol
Chemidplus: 0000123308
EPA/NOAA CAMEO: hazardous materials
RTECS: SJ5075000 for cas# 123-30-8
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References:
 4-aminophenol
NIST Chemistry WebBook: Search Inchi
Canada Domestic Sub. List: 123-30-8
Pubchem (cid): 403
Pubchem (sid): 134974391
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Other Information:
(IUPAC): Atomic Weights of the Elements 2009
(IUPAC): Atomic Weights of the Elements 2009 (pdf)
Videos: The Periodic Table of Videos
tgsc: Atomic Weights use for this web site
(IUPAC): Periodic Table of the Elements
CHEBI: View
CHEMBL: View
Metabolomics Database: Search
UM BBD: Search
KEGG (GenomeNet): C02372
HMDB (The Human Metabolome Database): HMDB01169
FooDB: FDB022462
Export Tariff Code: 2922.29.5090
Haz-Map: View
Household Products: Search
ChemSpider: View
Wikipedia: View
RSC Learn Chemistry: View
Formulations/Preparations:
grades: technical; photographic
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Potential Blenders and core components note
 
None Found
 
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Potential Uses:
 hair dyeing agents 
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Occurrence (nature, food, other): note
 not found in nature
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Synonyms:
 activol
4-amino-1-hydroxybenzene
1-amino-4-hydroxybenzene
4-amino-phenol
p-aminobenzenol
4-aminophenol
p-aminophenol
p-aminophenol [UN2512] [Poison]
 aminophenol, p-
 benzofur P
 c.i. 76550
 C.I. oxidation base 6
 certinal
 ci 76550
 citol
 durafur brown RB
 energol
 fouramine P
 fourrine 84
 fourrine P base
4-hydroxyaniline
 nako brown R
 paranol
 pelagol grey P base
 pelagol P base
 phenol, 4-amino-
 phenol, p-amino-
 renal AC
 rodinal
 tertral P base
 ursol P
 zoba brown P base
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Articles:
PubMed: Gold nanocatalyst-based immunosensing strategy accompanying catalytic reduction of 4-nitrophenol for sensitive monitoring of chloramphenicol residue.
PubMed: Sensitive bi-enzymatic biosensor based on polyphenoloxidases-gold nanoparticles-chitosan hybrid film-graphene doped carbon paste electrode for carbamates detection.
PubMed: N-Acetyl-4-aminophenol (paracetamol), N-acetyl-2-aminophenol and acetanilide in urine samples from the general population, individuals exposed to aniline and paracetamol users.
PubMed: Attenuation of uremia by orally feeding alpha-lipoic acid on acetaminophen induced uremic rats.
PubMed: Biosensor based on multi-walled carbon nanotubes paste electrode modified with laccase for pirimicarb pesticide quantification.
PubMed: Laccase-Prussian blue film-graphene doped carbon paste modified electrode for carbamate pesticides quantification.
PubMed: Ultra sensitive microfluidic immunosensor for determination of clenbuterol in bovine hair samples using electrodeposited gold nanoparticles and magnetic micro particles as bio-affinity platform.
PubMed: Effects and mechanisms of rifampin on hepatotoxicity of acetaminophen in mice.
PubMed: Selective determination of catechin among phenolic antioxidants with the use of a novel optical fiber reflectance sensor based on indophenol dye formation on nano-sized TiO₂.
PubMed: Simultaneous analysis of acetaminophen, p-aminophenol and aspirin metabolites by hydrophilic interaction and strong anion exchange capillary liquid chromatography coupled to amperometric detection.
PubMed: A novel strategy for ultra-sensitive electrochemical immunoassay of biomarkers by coupling multifunctional iridium oxide (IrO(x)) nanospheres with catalytic recycling of self-produced reactants.
PubMed: A graphene-based Au(111) platform for electrochemical biosensing based catalytic recycling of products on gold nanoflowers.
PubMed: Enzyme-free electrochemical immunoassay with catalytic reduction of p-nitrophenol and recycling of p-aminophenol using gold nanoparticles-coated carbon nanotubes as nanocatalysts.
PubMed: The therapeutic applications of and risks associated with acetaminophen use: a review and update.
PubMed: Acute toxicity and mutagenesis of three metabolites mixture of nitrobenzene in mice.
PubMed: Reproductive and developmental toxicity screening study of 4-aminophenol in rats.
PubMed: Enzymatic recycling-based amperometric immunosensor for the ultrasensitive detection of okadaic acid in shellfish.
PubMed: Structure analysis of aromatic medicines containing nitrogen using near-infrared spectroscopy and generalized two-dimensional correlation spectroscopy.
PubMed: Generation of quinoneimine intermediates in the bioactivation of 3-(N-phenylamino)alanine (PAA) by human liver microsomes: a potential link between eosinophilia-myalgia syndrome and toxic oil syndrome.
PubMed: Role of the coagulation system in acetaminophen-induced hepatotoxicity in mice.
PubMed: Electrochemical detection of cardiac troponin I using a microchip with the surface-functionalized poly(dimethylsiloxane) channel.
PubMed: Synthesis and stability studies of the glutathione and N-acetylcysteine adducts of an iminoquinone reactive intermediate generated in the biotransformation of 3-(N-phenylamino)propane-1,2-diol: implications for toxic oil syndrome.
PubMed: Plasma/blood pharmacokinetics and metabolism after dermal exposure to para-aminophenol or para-phenylenediamine.
PubMed: Amperometric determination of live Escherichia coli using antibody-coated paramagnetic beads.
PubMed: Preventive effect of Thea sinensis melanin against acetaminophen-induced hepatic injury in mice.
PubMed: Toxicity and human health risk of hair dyes.
PubMed: Metabolism of (R)- and (S)-3-(phenylamino)propane-1,2-diol in C57BL/6- and A/J-strain mice. Identification of new metabolites with potential toxicological significance to the toxic oil syndrome.
PubMed: Analysis of the metabolites of the sodium salt of 6-hydroxy-5-(phenylazo)-2-naphthalenesulfonic acid in Sprague-Dawley rat urine.
PubMed: Small volume bead assay for ovalbumin with electrochemical detection.
PubMed: Effect of dietary 2(3)-tert-butyl-4-hydroxyanisole on the metabolism and action of estradiol and estrone in female CD-1 mice.
PubMed: Increased renal drug metabolism in treadmill-exercised Fischer-344 male rats.
PubMed: Hydroxyurea and p-aminophenol are the suicide inhibitors of ascorbate peroxidase.
PubMed: The toxicity of p-aminophenol in the Sprague-Dawley rat: effects on growth, reproduction and foetal development.
PubMed: Metabolic activation and nucleic acid binding of acetaminophen and related arylamine substrates by the respiratory burst of human granulocytes.
PubMed: Multigeneration reproduction and carcinogenicity studies in Sprague-Dawley rats exposed topically to oxidative hair-colouring formulations containing p-phenylenediamine and other aromatic amines.
PubMed: The influence of nutrition and inducers on mechanisms of toxicity in humans and animals.
PubMed: Hemiglobin formation in vitro induced by azo dyes and their metabolites.
PubMed: [Experimental studies of the semiquantitative determination of parathion methyl residues in food with thin layer chromatography (after reduction to p-aminophenol)].
PubMed: Chemotherapy of fascioliasis. I. Derivatives of di-(p-aminophenyl) methane and p-aminophenol.
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