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7-Ethoxy-4-methyl-2H-chromen-2-one | CAS:87-05-8
7-Ethoxy-4-methyl-2H-chromen-2-one
  • Name:7-Ethoxy-4-methyl-2H-chromen-2-one
  • CAS:87-05-8
  • Synonyms:7-Ethoxy-4-methylcoumarin; Ethyl 4-methylumbelliferyl ether
  • Molecular Formula:C12H12O3
  • Molecular Weight:204.22
  • EINESC:201-721-5

Description

Properties

Melting point 113-114 ºC

Safety

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SDS

Source SDS/MSDS Samples
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Articles
Peer-Reviewed Papers
1,8-cineole, a TRPM8 agonist, is a novel natural antagonist of human TRPA1.Masayuki Takaishi et al.Molecular pain, 8, 86-86 (2012-11-30) A menthol-based solid dispersion technique for enhanced solubility and dissolution of sulfamethoxazole from an oral tablet matrix.Bibi F Choonara et al.AAPS PharmSciTech, 16(4), 771-786 (2015-01-01) Effects of menthol on tobacco smoke exposure, nicotine dependence, and NNAL glucuronidation.Joshua E Muscat et al.Cancer epidemiology, biomarkers & prevention : a publication of the American Association for Cancer Research, cosponsored by the American Society of Preventive Oncology, 18(1), 35-41 (2009-01-07) Inhalation of menthol reduces capsaicin cough sensitivity and influences inspiratory flows in chronic cough.Eva Millqvist et al.Respiratory medicine, 107(3), 433-438 (2012-12-26) Peppermint (Mentha piperita) and albendazole against anisakiasis in an animal model.Ma Carmen Romero et al.Tropical medicine & international health : TM & IH, 19(12), 1430-1436 (2014-10-21) Pharmacological inhibition of TRPM8-induced gene transcription.Gerald Thiel et al.Biochemical pharmacology, 170, 113678-113678 (2019-10-28) [Bronchitis and sinusitis. Effective treatment by stimulating mucociliary clearance]. MMW Fortschritte der Medizin, 154(20), 70-71 (2012-12-14) The effect of menthol on cigarette smoking behaviors, biomarkers and subjective responses.Andrew A Strasser et al.Cancer epidemiology, biomarkers & prevention : a publication of the American Association for Cancer Research, cosponsored by the American Society of Preventive Oncology, 22(3), 382-389 (2013-01-22) A combination of site-directed mutagenesis and chemical modification to improve diastereopreference of Pseudomonas alcaligenes lipase.Hui Chen et al.Biochimica et biophysica acta, 1834(12), 2494-2501 (2013-09-10) Effect of unsaturated menthol analogues on the in vitro penetration of 5-fluorouracil through rat skin.Yang Chen et al.International journal of pharmaceutics, 443(1-2), 120-127 (2013-01-22) Toxicity assessment of tobacco products in vitro.Joseph R Manuppello et al.Alternatives to laboratory animals : ATLA, 43(1), 39-67 (2015-03-25) The effects of menthol on cold allodynia and wind-up-like pain in upper limb amputees with different levels of phantom limb pain.Lene Vase et al.Neuroscience letters, 534, 52-57 (2012-12-26) Evaluation of a topical gel containing a novel combination of essential oils and antioxidants for reducing oral malodor in dogs.Samuel B Low et al.American journal of veterinary research, 75(7), 653-657 (2014-06-25) Menthol differs from other terpenic essential oil constituents.Norbert Kolassa Regulatory toxicology and pharmacology : RTP, 65(1), 115-118 (2012-12-05) [GC-MS study on fingerprint of volatile oil from Kadsura heteroclita].Hao-yan Jiao et al.Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials, 35(9), 1431-1434 (2013-03-05) Transient receptor potential channel promiscuity frustrates constellation pharmacology.Thomas Voets et al.Proceedings of the National Academy of Sciences of the United States of America, 109(49), E3338-E3338 (2012-10-25) Inhibitory effect of menthol on expression of aspartyl proteinase 1 in fluconazole-resistant Candida albicansShahrzad S and Alireza K Journal of HerbMed Pharmacology, 8(1) (2019) Monoterpenes Differently Regulate Acid-Sensitive and Mechano-Gated K2P Channels.Eden Arazi et al.Frontiers in pharmacology, 11, 704-704 (2020-06-09) Menthol cigarettes, race/ethnicity, and biomarkers of tobacco use in U.S. adults: the 1999-2010 National Health and Nutrition Examination Survey (NHANES).Miranda R Jones et al.Cancer epidemiology, biomarkers & prevention : a publication of the American Association for Cancer Research, cosponsored by the American Society of Preventive Oncology, 22(2), 224-232 (2012-12-20) Cleavage of α-dicarbonyl compounds by terpene hydroperoxide.Ryu-ichiro Nagamatsu et al.Bioscience, biotechnology, and biochemistry, 76(10), 1904-1908 (2012-10-11) TRPM8 ion channel ligands for new therapeutic applications and as probes to study menthol pharmacology.V Blair Journigan et al.Life sciences, 92(8-9), 425-437 (2012-11-20) Menthol inhibits 5-HT3 receptor-mediated currents.Abrar Ashoor et al.The Journal of pharmacology and experimental therapeutics, 347(2), 398-409 (2013-08-24) Cancer treatment-related neuropathic pain: proof of concept study with menthol?a TRPM8 agonistFallon MT, et al Supportive Care in Cancer : Official Journal of the Multinational Association of Supportive Care in Cancer, 23(9), 2769-2777 (2015) A regulatory domain in the K2P2.1 (TREK-1) carboxyl-terminal allows for channel activation by monoterpenes.Eden Arazi et al.Molecular and cellular neurosciences, 105, 103496-103496 (2020-04-23) Facial skin blood flow responses to irritant stimuli in the oral cavity.Hideaki Kashima et al.Autonomic neuroscience : basic & clinical, 174(1-2), 61-65 (2012-12-26) Neurturin overexpression in skin enhances expression of TRPM8 in cutaneous sensory neurons and leads to behavioral sensitivity to cool and menthol.Ting Wang et al.The Journal of neuroscience : the official journal of the Society for Neuroscience, 33(5), 2060-2070 (2013-02-01) Plasma and dermal pharmacokinetics of terpinen-4-ol in rats following intravenous administration.K Chooluck et al.Die Pharmazie, 68(2), 135-140 (2013-03-09) Menthol cigarette use and stroke risk among US smokers: a critical reappraisal.Brian Rostron JAMA internal medicine, 174(5), 808-809 (2014-03-13) Activation of human 5-hydroxytryptamine type 3 receptors via an allosteric transmembrane site.Stuart J Lansdell et al.Molecular pharmacology, 87(1), 87-95 (2014-10-24) The debate on regulating menthol cigarettes: closing a dangerous loophole vs freedom of choice.Andrew Cheyne et al.American journal of public health, 104(7), e54-e61 (2014-05-17) Lack of transient receptor potential melastatin 8 activation by phthalate esters that enhance contact hypersensitivity in mice.Kohta Kurohane et al.Toxicology letters, 217(3), 192-196 (2013-01-09) QSAR study of mosquito repellents from terpenoid with a six-member-ring.Zongde Wang et al.Bioorganic & medicinal chemistry letters, 18(9), 2854-2859 (2008-04-22) Amplified cold transduction in native nociceptors by M-channel inhibition.Irina Vetter et al.The Journal of neuroscience : the official journal of the Society for Neuroscience, 33(42), 16627-16641 (2013-10-18) In ovo testing of flavor and fragrance materials in Turkey Egg Genotoxicity Assay (TEGA), comparison of results to in vitro and in vivo data.Tetyana Kobets et al.Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association, 115, 228-243 (2018-03-20) Effect of menthol in experimentally induced ulcers: pathways of gastroprotection.A L Rozza et al.Chemico-biological interactions, 206(2), 272-278 (2013-10-15) Transcriptional Programming of Human Mechanosensory Neuron Subtypes from Pluripotent Stem Cells.Alec R Nickolls et al.Cell reports, 30(3), 932-946 (2020-01-23) Spontaneous rapid odor source localization behavior requires interhemispheric communicationRabell JE, et al. Current Biology, 27(10), 1542-1548 (2017) What happens if people start drinking mouthwash as surrogate alcohol? A quantitative risk assessment.Dirk W Lachenmeier et al.Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association, 51, 173-178 (2012-10-09) Metabolism of nicotine and 4-(methylnitrosamino)-l-(3-pyridyl)-lbutanone (NNK) in menthol and non-menthol cigarette smokers.Mohamadi Sarkar et al.Drug metabolism letters, 6(3), 198-206 (2012-11-13) Carbopol 934, 940 and Ultrez 10 as viscosity modifiers of palm olein esters based nano-scaled emulsion containing ibuprofen.Ghassan Zuhair Abdullah et al.Pakistan journal of pharmaceutical sciences, 26(1), 75-83 (2012-12-25) Menthosomes, novel ultradeformable vesicles for transdermal drug delivery: optimization and characterization.Sureewan Duangjit et al.Biological & pharmaceutical bulletin, 35(10), 1720-1728 (2012-10-06) Effects of d-menthol stress on the growth of and microcystin release by the freshwater cyanobacterium Microcystis aeruginosa FACHB-905.Xi Hu et al.Chemosphere, 113, 30-35 (2014-07-30) TRP channel mediated neuronal activation and ablation in freely behaving zebrafishChen S, et al. Nature Methods, 13(2), 147-147 (2015) Efficacy of Benzocaine, Eugenol, and Menthol as Anesthetics for Freshwater AngelfishRomaneli RD et al. Journal of Aquatic Animal Health, 30(3), 210-216 (2018) Cessation outcomes among treatment-seeking menthol and nonmenthol smokers.Joanne D'Silva et al.American journal of preventive medicine, 43(5 Suppl 3), S242-S248 (2012-10-25) TRPM8 ion channels differentially modulate proliferation and cell cycle distribution of normal and cancer prostate cells.María Ll Valero et al.PloS one, 7(12), e51825-e51825 (2012-12-20) A multi-centre, randomised, double-blind, placebo-controlled clinical trial on the efficacy and tolerability of GeloMyrtol® forte in acute bronchitis.A Gillissen et al.Drug research, 63(1), 19-27 (2013-03-01) Anti-echinococcal activity of menthol and a novel prodrug, menthol-pentanol, against Echinococcus multilocularis.Julia Fabbri et al.Acta tropica, 205, 105411-105411 (2020-02-27) Somatosensory profiling of intra-oral capsaicin and menthol in healthy subjects.Shengyi Lu et al.European journal of oral sciences, 121(1), 29-35 (2013-01-22) Inhibition by menthol and its related chemicals of compound action potentials in frog sciatic nerves.Hiroki Kawasaki et al.Life sciences, 92(6-7), 359-367 (2013-01-29) Corneal sensory nerve activity in an experimental model of UV keratitis.M Carmen Acosta et al.Investigative ophthalmology & visual science, 55(6), 3403-3412 (2014-05-03) FDA might consider restrictions on menthol cigarettes.Mike Mitka JAMA, 310(8), 784-784 (2013-08-29) [Study on pharmacokinetics and in vitro/in vivo correlation of menthol in Zhike Chuanbei Pipa dropping pills in rats].Bin Yang et al.Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica, 38(9), 1421-1425 (2013-08-16) Effects of corticotropin-releasing factor on intermediolateral cell column neurons of newborn rats.Ayaka Tanabe et al.Autonomic neuroscience : basic & clinical, 171(1-2), 36-40 (2012-11-16) A natural plant growth promoter calliterpenone from a plant Callicarpa macrophylla Vahl improves the plant growth promoting effects of plant growth promoting rhizobacteria (PGPRs).Deepamala Maji et al.World journal of microbiology & biotechnology, 29(5), 833-839 (2012-12-29) TRP channels in brown and white adipogenesis from human progenitors: new therapeutic targets and the caveats associated with the common antibiotic, streptomycinGoralczyk A, et al Faseb Journal, 31(8), 3251-3266 (2017) Inhibitory effect of menthol on expression of aspartyl proteinase 1 in fluconazole-resistant Candida albicansShahrzad S and Alireza k Journal of HerbMed Pharmacology, 8(1) (2019) Menthol: a simple monoterpene with remarkable biological properties.Guy P P Kamatou et al.Phytochemistry, 96, 15-25 (2013-09-24) Flavored tobacco product use among U.S. young adults.Andrea C Villanti et al.American journal of preventive medicine, 44(4), 388-391 (2013-03-19)
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