
5-Methylsalicylaldehyde | CAS:613-84-3
5-Methylsalicylaldehyde
- Name:5-Methylsalicylaldehyde
- CAS:613-84-3
- Synonyms:2,5-Cresotaldehyde; 2-Hydroxy-5-methylbenzaldehyde
- Molecular Formula:C8H8O2
- Molecular Weight:136.15
- EINESC:210-357-6
Description
Properties
Melting point | 54-57 ºC |
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Boiling point | 217 ºC |
Safety
Symbol(GHS) | Xi |
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Hazard Codes | R36/37/38 |
SDS/MSDS | S26;S36 |
SDS
Source | SDS/MSDS Samples |
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Sigma-Aldrich | View & Download |
TCI | View & Download |
Synthetic Route
Name | CAS |
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Articles
Peer-Reviewed Papers
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Hydroquinone. IARC monographs on the evaluation of carcinogenic risks to humans, 71 Pt 2, 691-719 (1999-09-07)
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[Protein changes in human embryonic lung fibroblasts after hydroquinone stimulation using proteomic technique].Xiyi Li et al.Wei sheng yan jiu = Journal of hygiene research, 33(6), 654-657 (2005-02-25)
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Hydroxylation of phenol to hydroquinone catalyzed by a human myeloperoxidase-superoxide complex: possible implications in benzene-induced myelotoxicity.V V Subrahmanyam et al.Free radical research communications, 15(5), 285-296 (1991-01-01)
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Imprinted nanospheres based on precipitation polymerization for the simultaneous extraction of six urinary benzene metabolites from urine followed by injector port silylation and gas chromatography-tandem mass spectrometric analysis.Abhishek Chauhan et al.Journal of chromatography. B, Analytical technologies in the biomedical and life sciences, 1001, 66-74 (2015-08-11)
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Caspase-dependent and -independent mechanisms in apoptosis induced by hydroquinone and catechol metabolites of remoxipride in HL-60 cells.S H Inayat-Hussain et al.Chemico-biological interactions, 128(1), 51-63 (2000-09-21)
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Identification of a potent and noncytotoxic inhibitor of melanin production.Soonho Hwang et al.Bioorganic & medicinal chemistry, 18(15), 5602-5609 (2010-07-10)
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All-trans retinoic acid induces p53-depenent apoptosis in human hepatocytes by activating p14 expression via promoter hypomethylation.Shin-Hee Heo et al.Cancer letters, 362(1), 139-148 (2015-04-02)
Hydroquinone concentrations in skin lightening creams.J Boyle et al.The British journal of dermatology, 114(4), 501-504 (1986-04-01)
A megacomplex composed of both photosystem reaction centres in higher plants.M Yokono et al.Nature communications, 6, 6675-6675 (2015-03-27)
The risk of hydroquinone and sunscreen over-absorption via photodamaged skin is not greater in senescent skin as compared to young skin: nude mouse as an animal model.Chi-Feng Hung et al.International journal of pharmaceutics, 471(1-2), 135-145 (2014-05-27)
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Genetic mapping of targets mediating differential chemical phenotypes in Plasmodium falciparum.Jing Yuan et al.Nature chemical biology, 5(10), 765-771 (2009-09-08)
Hydroquinone therapy for post-inflammatory hyperpigmentation secondary to acne: not just prescribable by dermatologists.Mekhala Chandra et al.Acta dermato-venereologica, 92(3), 232-235 (2011-10-18)
Syntheses of hydroxy substituted 2-phenyl-naphthalenes as inhibitors of tyrosinase.Suhee Song et al.Bioorganic & medicinal chemistry letters, 17(2), 461-464 (2006-10-27)
Hydroquinone regulates hemeoxygenase-1 expression via modulation of Src kinase activity through thiolation of cysteine residues.Se Eun Byeon et al.Free radical biology & medicine, 57, 105-118 (2013-01-08)
Ultrasensitive microfluidic array for serum pro-inflammatory cytokines and C-reactive protein to assess oral mucositis risk in cancer patients.Colleen E Krause et al.Analytical and bioanalytical chemistry, 407(23), 7239-7243 (2015-07-06)
Time-resolved photoelectron imaging of excited state relaxation dynamics in phenol, catechol, resorcinol, and hydroquinone.Ruth A Livingstone et al.The Journal of chemical physics, 137(18), 184304-184304 (2012-11-21)
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Suppression of tumor growth in lung cancer xenograft model mice by poly(sorbitol-co-PEI)-mediated delivery of osteopontin siRNA.Won-Young Cho et al.European journal of pharmaceutics and biopharmaceutics : official journal of Arbeitsgemeinschaft fur Pharmazeutische Verfahrenstechnik e.V, 94, 450-462 (2015-07-05)
The use of hydroquinone with facial laser resurfacing.M P Goldman Journal of cutaneous laser therapy, 2(2), 73-77 (2001-05-22)
FHL2 expression and variants in hypertrophic cardiomyopathy.Felix W Friedrich et al.Basic research in cardiology, 109(6), 451-451 (2014-11-02)
Molecular and biochemical characterization of Paragonimus westermani tyrosinase.Y-A Bae et al.Parasitology, 142(6), 807-815 (2015-01-27)
Combination of fractional erbium-glass laser and topical therapy in melasma resistant to triple-combination cream.Athanasia Tourlaki et al.The Journal of dermatological treatment, 25(3), 218-222 (2012-03-06)
Hydroquinone-induced miR-122 down-regulation elicits ADAM17 up-regulation, leading to increased soluble TNF-α production in human leukemia cells with expressed Bcr/Abl.Ying-Jung Chen et al.Biochemical pharmacology, 86(5), 620-631 (2013-06-25)
Comparative study of hydroquinone-free and hydroquinone-based hyperpigmentation regimens in treating facial hyperpigmentation and photoaging.Sabrina G Fabi et al.Journal of drugs in dermatology : JDD, 12(3), S32-S37 (2013-04-03)
MILI, a PIWI family protein, inhibits melanoma cell migration through methylation of LINE1.Xiuxing Wang et al.Biochemical and biophysical research communications, 457(4), 514-519 (2015-01-15)
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Identification and characterization of proteins with phenoloxidase-like activities in the sea urchin Strongylocentrotus nudus.Yuhui Cheng et al.Fish & shellfish immunology, 47(1), 117-121 (2015-09-01)
Rapid Legionella pneumophila determination based on a disposable core-shell Fe₃O₄@poly(dopamine) magnetic nanoparticles immunoplatform.Miriam Martín et al.Analytica chimica acta, 887, 51-58 (2015-09-01)
Hydroquinone-induced exogenous ochronosis in Chinese--two case reports and a review.Siak-Kim Tan et al.International journal of dermatology, 47(6), 639-640 (2008-05-15)
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The vitamin K oxidoreductase is a multimer that efficiently reduces vitamin K epoxide to hydroquinone to allow vitamin K-dependent protein carboxylation.Mark A Rishavy et al.The Journal of biological chemistry, 288(44), 31556-31566 (2013-08-07)
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Role of proton-coupled electron transfer in the redox interconversion between benzoquinone and hydroquinone.Na Song et al.Journal of the American Chemical Society, 134(45), 18538-18541 (2012-11-02)
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Comparison of a skin-lightening cream targeting melanogenesis on multiple levels to triple combination cream for melasma.Gary D Monheit et al.Journal of drugs in dermatology : JDD, 12(3), 270-274 (2013-04-03)
Potentiometric study of antioxidant activity: development and prospects.A V Ivanova et al.Critical reviews in analytical chemistry, 45(4), 311-322 (2015-04-02)
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Hydroquinone modified chitosan/carbon film electrode for the selective detection of ascorbic acid.Harishchandra Digambar Jirimali et al.Carbohydrate polymers, 92(1), 641-644 (2012-12-12)
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p38 MAPK/PP2Acα/TTP pathway on the connection of TNF-α and caspases activation on hydroquinone-induced apoptosis.Wen-Hsin Liu et al.Carcinogenesis, 34(4), 818-827 (2013-01-05)
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Clinical efficacy and safety of a multimodality skin brightener composition compared with 4% hydroquinone.Elizabeth T Makino et al.Journal of drugs in dermatology : JDD, 11(12), 1478-1482 (2013-02-05)
Carbonic anhydrase inhibitors: Inhibition of the new membrane-associated isoform XV with phenols.Alessio Innocenti et al.Bioorganic & medicinal chemistry letters, 18(12), 3593-3596 (2008-05-27)
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Degradation of paracetamol by Pseudomonas aeruginosa strain HJ1012.Jun Hu et al.Journal of environmental science and health. Part A, Toxic/hazardous substances & environmental engineering, 48(7), 791-799 (2013-03-01)
4-n-butylresorcinol, a highly effective tyrosinase inhibitor for the topical treatment of hyperpigmentation.L Kolbe et al.Journal of the European Academy of Dermatology and Venereology : JEADV, 27 Suppl 1, 19-23 (2012-12-12)
Ultrathin CdSe nanosheets: synthesis and application in simultaneous determination of catechol and hydroquinone.Xia Cao et al.Analytica chimica acta, 752, 101-105 (2012-10-30)
Comparison of the repair of DNA damage induced by the benzene metabolites hydroquinone and p-benzoquinone: a role for hydroquinone in benzene genotoxicity.Margaret Gaskell et al.Carcinogenesis, 26(3), 673-680 (2004-12-25)
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Evaluation of anti-pigmentary effect of synthetic sulfonylamino chalcone.Woo Duck Seo et al.European journal of medicinal chemistry, 45(5), 2010-2017 (2010-02-13)
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Effects of 3-(4'-geranyloxy-3'-methoxyphenyl)-2-trans propenoic acid and its ester derivatives on biofilm formation by two oral pathogens, Porphyromonas gingivalis and Streptococcus mutans.Charles Bodet et al.European journal of medicinal chemistry, 43(8), 1612-1620 (2007-12-21)
Western white pine SNP discovery and high-throughput genotyping for breeding and conservation applications.Jun-Jun Liu et al.BMC plant biology, 14, 380-380 (2014-12-31)
Melanin synthesis inhibitors from Lespedeza floribunda.Maya Mori-Hongo et al.Journal of natural products, 72(2), 194-203 (2009-01-10)
The Cu-MOF-199/single-walled carbon nanotubes modified electrode for simultaneous determination of hydroquinone and catechol with extended linear ranges and lower detection limits.Jian Zhou et al.Analytica chimica acta, 899, 57-65 (2015-11-10)
Tolerance and efficacy of a product containing ellagic and salicylic acids in reducing hyperpigmentation and dark spots in comparison with 4% hydroquinone.Amanda Dahl et al.Journal of drugs in dermatology : JDD, 12(1), 52-58 (2013-02-05)
Oryzanol as natural antioxidant for improving sunflower oil stability.L Sunil et al.Journal of food science and technology, 52(6), 3291-3299 (2015-06-02)
Increased frequency of CpG island methylator phenotype and CDH1 methylation in a gastric cancer high-risk region of chinaZhang KL, et al. Translational Oncology, 1(1), 28-35 (2008)
Retinal pigment epithelial cell death by the alternative complement cascade: role of membrane regulatory proteins, calcium, PKC, and oxidative stress.Ping Yang et al.Investigative ophthalmology & visual science, 55(5), 3012-3021 (2014-03-29)
Effect of the benzene metabolite, hydroquinone, on interleukin-1 secretion by human monocytes in vitro.P Carbonnelle et al.Toxicology and applied pharmacology, 132(2), 220-226 (1995-06-01)
Improving a self-curing dental resin by eliminating oxygen, hydroquinone and water from its curing process.En-Sheng Keh et al.Dental materials journal, 21(4), 373-382 (2003-03-01)
Genomic, proteomic, and biochemical analysis of the organohalide respiratory pathway in Desulfitobacterium dehalogenans.Thomas Kruse et al.Journal of bacteriology, 197(5), 893-904 (2014-12-17)
Sevoflurane attenuate hypoxia-induced VEGF level in tongue squamous cell carcinoma cell by upregulating the DNA methylation states of the promoter region.Yi Lu et al.Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie, 71, 139-145 (2015-05-12)
Hypothesis: phenol and hydroquinone derived mainly from diet and gastrointestinal flora activity are causal factors in leukemia.T A McDonald et al.Leukemia, 15(1), 10-20 (2001-03-13)
Treatment of melasma and the use of intense pulsed light: a review.Lisa Zaleski et al.Journal of drugs in dermatology : JDD, 11(11), 1316-1320 (2012-11-09)
Differential 12C-/13C-isotope dansylation labeling and fast liquid chromatography/mass spectrometry for absolute and relative quantification of the metabolome.Kevin Guo et al.Analytical chemistry, 81(10), 3919-3932 (2009-03-25)
Chemotaxis and degradation of organophosphate compound by a novel moderately thermo-halo tolerant Pseudomonas sp. strain BUR11: evidence for possible existence of two pathways for degradation.Santanu Pailan et al.PeerJ, 3, e1378-e1378 (2015-11-21)
"Having diabetes shouldn't stop them": healthcare professionals' perceptions of physical activity in children with Type 1 diabetes.Helen Quirk et al.BMC pediatrics, 15, 68-68 (2015-06-19)
A practical comparison of hydroquinone-containing products for the treatment of melasma.William Abramovits et al.Skinmed, 4(6), 371-376 (2005-11-09)
Cytotoxicity of dental compounds towards human oral squamous cell carcinoma and normal oral cells.Teho Koh et al.In vivo (Athens, Greece), 27(1), 85-95 (2012-12-15)
Dye affinity cryogels for plasmid DNA purification.Duygu Çimen et al.Materials science & engineering. C, Materials for biological applications, 56, 318-324 (2015-08-08)
Photoelectrochemical sensing for hydroquinone based on porphyrin-functionalized Au nanoparticles on graphene.Yaqi Hu et al.Biosensors & bioelectronics, 47, 45-49 (2013-04-03)
The percutaneous absorption of hydroquinone (HQ) through rat and human skin in vitro.E D Barber et al.Toxicology letters, 80(1-3), 167-172 (1995-10-01)
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