チモール

Thymol

HCID 6989CAS 89-83-8

基本情報

標準SMILES
Cc1ccc(C(C)C)c(O)c1
InChIKey
MGSRCZKZVOBKFT-UHFFFAOYSA-N
分子式
C10H14O
平均分子量
150.22 g/mol
単同位体質量
150.10446507

概要

Thymol is a phenol that is a natural monoterpene derivative of cymene. It has a role as a volatile oil component. It is a monoterpenoid and a member of phenols. It derives from a hydride of a p-cymene.

名称と識別子

優先名称
Thymol
IUPAC
5-methyl-2-propan-2-ylphenol
現地名
チモール
英語名
Thymol
分子式
C10H14O
分子量
150.22

名称と別名

THYMOL89-83-82-Isopropyl-5-methylphenol5-Methyl-2-(1-methylethyl)phenolThyme camphor5-Methyl-2-isopropylphenol6-Isopropyl-m-cresol3-p-Cymenolm-Thymolp-Cymen-3-ol3-Hydroxy-p-cymeneThymic acid
名称をさらに表示
チモール2-イソプロピル-5-メチルフェノール6-イソプロピル-m-クレゾール5-メチル-2-イソプロピルフェノールm-チモール6-イソプロピル-3-メチルフェノール3-ヒドロキシ-p-シメンチムカンファー5-メチル-2-(1-メチルエチル)フェノールチモ-ル6イソプロピルmクレゾルチモール標準品チモール、噴霧試液用チモール (JP17)2-iso-プロピル-5-メチルフェノールTBTHYMOL CRYSTALSISOPROPYLMETHYLPHENOLThymol CrystalFEMA 3066tymol
6-Isopropyl-3-methylphenolPhenol, 5-methyl-2-(1-methylethyl)-Isopropyl cresolApiguard2-isopropyl-5-methyl-phenol3-Methyl-6-isopropylphenol5-Methyl-2-isopropyl-1-phenol1-Hydroxy-5-methyl-2-isopropylbenzene

データベース識別子

CAS
89-83-8
PubChem CID
6989
DTXSID
DTXSID6034972
ChEMBL
CHEMBL29411
ChEBI
CHEBI:27607
UNII
3J50XA376E
EC Number
201-944-8
Nikkaji
J10.606B

物性

構造計算による物性

XLogP
3.3
極性表面積
20.2 Ų
水素結合供与体数
1
水素結合受容体数
1
回転可能結合数
1
重原子数
11

実験および物理化学的性質

Chemical ClassesBiological Agents -> Plant Oils and Extracts
Drugs · 3 件

Pharmaceuticals -> Listed in ZINC15

Pharmaceuticals -> Antibiotics

Pharmaceuticals

LipidsLipids -> Prenol Lipids [PR] -> Isoprenoids [PR01] -> C10 isoprenoids (monoterpenes) [PR0102]
Cosmetics · 2 件

Cosmetic ingredients (Thymol) -> CIR (Cosmetic Ingredient Review)

Hair dyeing; Denaturant; Masking

pHSolution in alcohol is neutral to litmus
SpringerMaterials PropertiesBoiling point

物理化学的性質

融点
48 · 48-51 °C(lit.)
沸点
232 °C · 232 °C(lit.)
比重(密度)
0.965 g/mL · 0.965 g/mL at 25 °C(lit.)
蒸気圧
1 mm · 1 mm Hg ( 64 °C)
FEMA
3066 · 3066 | THYMOL
屈折率
20 · nD20 1.5227; nD25 1.5204

化学的性質

化学的特性Thymol occurs as colorless or often large translucent crystals, or as a white crystalline powder with a herbal odor (aromatic and thymelike) and a pungent caustic taste.

化学性质チタンは元素記号Tiで表され原子番号22の元素です非常に強く軽量で耐食性に優れているため航空宇宙産業や医療分野などで特に重宝されていますまたチタンは人体に対して非常に生体適合性が高いためインプラントや外科的器具にも使用されます

安全と法規制

GHS分類

GHS Classification · 6 件

Danger

H302: Harmful if swallowed [Warning Acute toxicity, oral]

P260, P264, P270, P273, P280, P301+P317, P301+P330+P331, P302+P361+P354, P304+P340, P305+P354+P338, P316, P321, P330, P363, P391, P405, and P501 (click each P-code to see the statement)

Danger

H302 (> 99.9%): Harmful if swallowed [Warning Acute toxicity, oral]

P260, P264, P264+P265, P270, P273, P280, P301+P317, P301+P330+P331, P302+P361+P354, P304+P340, P305+P354+P338, P316, P317, P321, P330, P363, P391, P405, and P501 (click each P-code to see the statement)

危険有害性情報

Regulatory Information · 6 件

Chemical: Phenol, 5-methyl-2-(1-methylethyl)-

Regulation (EC) No 1831/2003 (amended)

Phenol, 5-methyl-2-(1-methylethyl)- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Phenol, 5-methyl-2-(1-methylethyl)- are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)

Dossier complete 2011/266/EU, Reg. (EU) 2018/155, Reg. (EU) 2023/1757, Reg. (EU) No 568/2013

Status: Active Update: 01-03-2023 https://echa.europa.eu/registration-dossier/-/registered-dossier/11030

Thymol: Does not have an individual approval but may be used under an appropriate group standard

Other Safety InformationIMAP assessments - Phenol, 5-methyl-2-(1-methylethyl)-: Human health tier I assessment
Fire PotentialFlammable
Hazards Summary · 1 件

Mild irritant with systemic effects similar to those of phenol; If ingested causes stomach pain, vomiting, and hyperactivity; Can cause convulsions and coma; Emergency treatment: Phenol and related agents; [HSDB] Causes somnolence, ataxia, and coma at lethal doses in rats; [RTECS] Can cause burns; [eChemPortal: ESIS] No increased birth defects in 52 pregnancies with exposure during the first trimester; [REPROTOX] Safe when used as a flavoring agent in food; [JECFA] Causes burns; Harmful if swallowed; [Aldrich MSDS] See Phenol.

FDA Requirements · 3 件

Thymol is a food additive permitted for direct addition to food for human consumption as a synthetic flavoring substance and adjuvant in accordance with the following conditions: a) they are used in the minimum quantity required to produce their intended effect, and otherwise in accordance with all the principles of good manufacturing practice, and b) they consist of one or more of the following, used alone or in combination with flavoring substances and adjuvants generally recognized as safe in food, prior-sanctioned for such use, or regulated by an appropriate section in this part.

Thymol for use as a preservative only is an indirect food additive for use as a component of adhesives.

Approved as an excipient (CDER, 1996)

Special Reports · 1 件

USEPA/Office of Prevention, Pesticides and Toxic Substances; Reregistration Eligibility Decision Document - Thymol (September 1993). The RED summarizes the risk assessment conclusions and outlines any risk reduction measures necessary for the pesticide to continue to be registered in the U.S.[Available from, as of November 4, 2014: http://www.epa.gov/pesticides/reregistration/status.htm]

安全と保護具

Firefighting HazardsSpecial hazards arising from the substance or mixture: Carbon oxides
Fire Fighting Procedures · 2 件

Suitable extinguishing media: Use water spray, alcohol-resistant foam, dry chemical or carbon dioxide.

Advice for firefighters: Wear self contained breathing apparatus for fire fighting if necessary.

Storage ConditionsConditions for safe storage, including any incompatibilities: Keep container tightly closed in a dry and well-ventilated place.
Cleanup Methods · 2 件

Collect with a brush onto a paper sheet. Place in an iron pan in hood. Burn the paper.

Accidental Release Measures. Personal precautions, protective equipment and emergency procedures: Use personal protective equipment. Avoid dust formation. Avoid breathing vapors, mist or gas. Ensure adequate ventilation. Evacuate personnel to safe areas. Avoid breathing dust. Environmental precautions: Prevent further leakage or spillage if safe to do so. Do not let product enter drains. Discharge into the environment must be avoided. Methods and materials for containment and cleaning up: Pick up and arrange disposal without creating dust. Sweep up and shovel. Keep in suitable, closed containers for disposal.

Disposal Methods · 2 件

SRP: The most favorable course of action is to use an alternative chemical product with less inherent propensity for occupational harm/injury/toxicity or environmental contamination. Recycle any unused portion of the material for its approved use or return it to the manufacturer or supplier. Ultimate disposal of the chemical must consider: the material's impact on air quality; potential migration in soil or water; effects on animal and plant life; and conformance with environmental and public health regulations.

Waste treatment methods. Product: Offer surplus and non-recyclable solutions to a licensed disposal company. Contact a licensed professional waste disposal service to dispose of this material. Dissolve or mix the material with a combustible solvent and burn in a chemical incinerator equipped with an afterburner and scrubber. Contaminated packaging: Dispose of as unused product.

Preventive Measures · 5 件

Protect body from contamination. No eating in work areas.

Precautions for safe handling: Avoid contact with skin and eyes. Avoid formation of dust and aerosols. Provide appropriate exhaust ventilation at places where dust is formed.

Appropriate engineering controls: Handle in accordance with good industrial hygiene and safety practice. Wash hands before breaks and at the end of workday.

Gloves must be inspected prior to use. Use proper glove removal technique (without touching glove's outer surface) to avoid skin contact with this product. Dispose of contaminated gloves after use in accordance with applicable laws and good laboratory practices. Wash and dry hands.

SRP: Local exhaust ventilation should be applied wherever there is an incidence of point source emissions or dispersion of regulated contaminants in the work area. Ventilation control of the contaminant as close to its point of generation is both the most economical and safest method to minimize personnel exposure to airborne contaminants. Ensure that the local ventilation moves the contaminant away from the worker.

毒性情報

Interactions · 2 件

Thymol (TOH) was investigated for its ability to protect against mercuric chloride (HgCl2 )-induced cytotoxicity and genotoxicity using human hepatocarcinoma (HepG2) cell line. 3-(4,5-Dimethylthiazol-2-yl)-2,5-diphenyl tetrazolium bromide assay confirmed the efficacy of TOH pretreatment in attenuating HgCl2 -induced cytotoxicity. Pretreatment with TOH inhibited HgCl2 -induced genotoxicity, depolarization of mitochondrial membrane, oxidative stress, and mitochondrial superoxide levels. Interestingly, TOH (100 uM) alone elevated the intracellular basal glutathione S-transferase (GST) levels and TOH pretreatment abrogated the decrease in glutathione, GST, superoxide dismutase, and catalase levels even after HgCl2 intoxication. Furthermore, TOH was also capable of inhibiting HgCl2 -induced apoptotic as well as necrotic cell death analyzed by flowcytometric analysis of cells dual stained with Annexin-FITC/propidium iodide. The present findings clearly indicate the cytoprotective potential of TOH against HgCl2 -induced toxicity, which may be attributed to its free radical scavenging ability which facilitated in reducing oxidative stress and mitochondrial damage thereby inhibiting cell death.

Thymol is a natural monoterpene phenol primarily found in thyme, oregano, and tangerine peel. It has been shown to possess anti-inflammatory property both in vivo and in vitro. /The present paper studied/ the anti-inflammatory effect of thymol in lipopolysaccharide (LPS)-stimulated mouse mammary epithelial cells (mMECs). The mMECs were stimulated with LPS in the presence or absence of thymol (10, 20, 40 ug/mL). The concentrations of tumor necrosis factor a (TNF-a), interleukin (IL)-6, and IL-1beta in the supernatants of culture were determined using enzyme-linked immunosorbent assay. Cyclooxygenase-2 (COX-2), inducible nitric oxide synthase (iNOS), extracellular signal-regulated protein kinase (ERK), c-Jun N-terminal kinase (JNK), nuclear factor-kappaB (NF-kappaB), and inhibitor protein of NF-kappaB (IkappaBa) were measured using western blot. The results showed that thymol markedly inhibited the production of TNF-a and IL-6 in LPS-stimulated mMECs. The expression of iNOS and COX-2 was also suppressed by thymol in a dose-dependent manner. Furthermore, thymol blocked the phosphorylation of IkappaBa, NF-kappaB p65, ERK, JNK, and p38 mitogen-activated protein kinases (MAPKs) in LPS-stimulated mMECs. These results indicate that thymol exerted anti-inflammatory property in LPS-stimulated mMECs by interfering the activation of NF-kappaB and MAPK signaling pathways. Thereby, thymol may be a potential therapeutic agent against mastitis.

Ecotoxicity Values · 3 件

LC50; Species: Daphnia magna (Water Flea) age 1-2 instar larva; Conditions: freshwater, static, 20 °C, pH 6.5-8.5; Concentration: 3200 ug/L for 96 hr

LC50; Species: Gammarus fasciatus (Scud) juvenile; Conditions: freshwater, static, 20 °C, pH 6.5-8.5; Concentration: 3200 ug/L for 96 hr

LC50; Species: Pimephales promelas (Fathead Minnow) juvenile; Conditions: freshwater, static, 20 °C, pH 6.5-8.5; Concentration: 3200 ug/L for 96 hr

Environmental Fate · 3 件

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 1500(SRC), determined from a structure estimation method(2), indicates that thymol is expected to have low mobility in soil(SRC). Volatilization of thymol from moist soil surfaces may be an important fate process(SRC) given an estimated Henry's Law constant of 3.5X10-6 atm-cu m/mole(SRC), based upon its vapor pressure, 0.016 mm Hg(3), and water solubility, 900 mg/L(4). In an agronomic soil dissipation study using radio-labeled thymol, cumulative volatilization reached 26% of total radioactivity (thymol + degradates) after one month(5). A 0% of theoretical BOD using activated sludge in the Japanese MITI test suggests that thymol is not readily biodegradable(6). However, other studies have found thymol to be readily biodegradable(7-9). Laboratory tests using chernozem soil observed a thymol degradation of 100% in 3 days of incubation(8). A laboratory study using soil from the Iowa State University Research Farm observed a thymol dissipation half-life of 5 days, but less than 3% was mineralized over a 30-day period(5).

AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 1500(SRC), determined from a structure estimation method(2), indicates that thymol is expected to adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces is expected(3) based upon an estimated Henry's Law constant of 3.5X10-6 atm-cu m/mole(SRC), derived from its vapor pressure, 0.016 mm Hg(n), and water solubility, 900 mg/L(4). Using this Henry's Law constant and an estimation method(5), volatilization half-lives for a model river and model lake are 13 and 98 days, respectively(SRC). According to a classification scheme(6), a BCF range of 7.8 to 48 measured in carp (Cyprinus carpio) over a 6-week period(7), suggests the potential for bioconcentration in aquatic organisms is low to moderate(SRC). A 0% of theoretical BOD using activated sludge in the Japanese MITI test suggests that thymol is not readily biodegradable(7). However, other studies have found thymol to be readily biodegradable(8,9). In aerobic degradation tests using river water from the Tamagawa River in Japan as the inoculum, thymol exhibited degradation of about 50% after 8 days of incubation(8). A laboratory study using pond water from the Iowa State University Horticultural Farm measured a thymol dissipation half-life of 16 days(10). Thymol is a phenol and phenols are susceptible to photooxidation (indirect photolysis) in natural waters exposed to sunlight with a half-life on the order of 13 days(11). Thymol is not expected to undergo hydrolysis in the environment due to the lack of functional groups that hydrolyze under environmental conditions(5).

ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), thymol, which has a vapor pressure of 0.016 mm Hg at 25 °C(2), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase thymol is degraded in the atmosphere by reaction with photochemically-produced hydroxyl radicals(SRC); the half-life for this reaction in air is estimated to be 3.6 hours(SRC), calculated from its rate constant of 1.1X10-10 cu cm/molecule-sec at 25 °C(SRC) that was derived using a structure estimation method(3). Thymol is a phenol and phenols react readily with NO3 radicals in the atmosphere during nighttime hours(4); the half-life for the reaction of phenol in nighttime air is estimated to be about 1 hour(SRC). Based on the results of water degradation tests under light versus dark conditions(5), direct photolysis is not expected to be an important fate process(SRC).

Food Survey ValuesThymol was detected at concentrations of 1.0-6.5 ug/kg in Spanish honeydew honey(1).
Adverse EffectsNeurotoxin - Other CNS neurotoxin
Toxicity Summary · 3 件

The CIR Expert panel concludes Sodium p-Chloro-m-Cresol, p-Chloro-m-Cresol, Chlorothymol, m-Cresol, o-Cresol, Isopropyl Cresols, Thymol, o-Cymen-5-ol, Cavacrol are safe at concentrations up to 0.5% in cosmetics; however, the available data are insufficient to support the safety of p-Cresol and Mixed Cresols for use in cosmetic products.

Safe for use in cosmetics, with qualifications

IDENTIFICATION AND USE: Thymol forms colorless crystals, often large, or white crystalline powder. It is used as a pesticide (insecticide, fungicide, rodenticide, antimicrobial); also used in perfumery; as a mold and mildew preventive; in microscopy; as a preservative; antioxidant; flavoring; and lab reagent. Thymol is included in an FDA over-the-counter drug used as an antibacterial and antifungal agent, and approved as an excipient. HUMAN EXPOSURE AND TOXICITY: In humans, thymol on its own or as an ingredient in combination preparations, considering its wide use, has led to primary skin irritation and skin sensitisation only in rare cases. Thymol is a mild local irritant. It resembles phenol in its systemic actions but is less toxic, partly because it is less soluble. It produces gastric pain, nausea, vomiting, central hyperactivity (eg, talkativeness), occasionally convulsions, coma, cardiac and respiratory collapse. Thymol was not genotoxic in the human colon carcinoma cell line Caco-2. ANIMAL STUDIES: On acute oral administration, thymol is harmful whereas it is practically non-toxic following acute dermal application. In the rabbit, thymol is corrosive to the skin and eye. Rats subjected to subchronic administration in the feed for a period of 19 weeks tolerate thymol at 10000 ppm. Thymol did not increase the incidence of spontaneous lung tumors in mice. In embryonic chickens, thymol causes multiple malformations on injection into the air bubble or the yolk sac. In vivo, oral administration of thymol does not induce micronuclei in mice even in the toxic dose range. In the Salmonella/microsome assay, thymol exhibits no mutagenic effect; however, it has been reported to give positive results in the UDS test (liquid scintillation) and in the SCE test with embryonic cells of the Syrian hamster. The findings are statistically significant, though there is no strict dose-response relationship. The various other actions of thymol include cytotoxic, antineoplastic, antibacterial, fungicidal, anti-inflammatory, spasmolytic and other pharmacodynamic effects. ECOTOXICITY STUDIES: The effects of thymol on olfactory memory and gene expression in the brain of the honeybee were explored in bees previously exposed to thymol, and the specificity of the bee response to the conditioned stimulus was lost 24 hr after learning. The results also indicated that the genes coding for the cellular targets of thymol could be rapidly regulated after exposure to this molecule. Essential oils (including thymol) are used by beekeepers to control the Varroa mites infesting honeybee colonies.

法規制情報

FDA Requirements · 3 件

Thymol is a food additive permitted for direct addition to food for human consumption as a synthetic flavoring substance and adjuvant in accordance with the following conditions: a) they are used in the minimum quantity required to produce their intended effect, and otherwise in accordance with all the principles of good manufacturing practice, and b) they consist of one or more of the following, used alone or in combination with flavoring substances and adjuvants generally recognized as safe in food, prior-sanctioned for such use, or regulated by an appropriate section in this part.

Thymol for use as a preservative only is an indirect food additive for use as a component of adhesives.

Approved as an excipient (CDER, 1996)

FIFRA Requirements · 3 件

Thymol; exemption from the requirement of a tolerance. (a) Time-limited exemptions from the requirement of a tolerance are established for residues of thymol on honey and honeycomb in connection with use of the pesticide under section 18 emergency exemptions granted by the EPA. These time-limited exemptions from the requirement of a tolerance for residues of thymol will expire and are revoked on June 30, 2007. (b) An exemption from the requirement of a tolerance for residues of the thymol (as present in thyme oil) in or on food commodities when applied/used in/on public eating places, dairy processing equipment, and/or food processing equipment and utensils.

The Agency has concluded from its review of this information that thymol can be used without resulting in unreasonable adverse effects to human health and the environment. The Agency, therefore, finds that all products containing thymol as an active ingredient as the sole active ingredient are eligible for reregistration.

As the federal pesticide law FIFRA directs, EPA is conducting a comprehensive review of older pesticides to consider their health and environmental effects and make decisions about their continued use. Under this pesticide reregistration program, EPA examines newer health and safety data for pesticide active ingredients initially registered before November 1, 1984, and determines whether the use of the pesticide does not pose unreasonable risk in accordance to newer saftey standards, such as those described in the Food Quality Protection Act of 1996. Pesticides for which EPA had not issued Registration Standards prior to the effective date of FIFRA '88 were divided into three lists based upon their potential for human exposure and other factors, with List B containing pesticides of greater concern than those on List C, and with List C containing pesticides of greater concern than those on List D. Thymol is found on List C. Case No: 3143; Pesticide type: insecticide, fungicide, rodenticide, antimicrobial; Case Status: RED Approved 09/93; OPP has made a decision that some/all uses of the pesticide are eligible for reregistration, as reflected in a Reregistration Eligibility Decision (RED) document.; Active ingredient (AI): Thymol; AI Status: OPP has completed a Reregistration Eligibility Decision (RED) document for the case/AI.

安全データ

wgk
2
tsca
TSCA listed
rtecs
XP2275000
ridadr
UN 3261 8/PG 3
毒性
LD50 orally in rats: 980 mg/kg (Jenner)
hs_code
29071900

化学と産業

薬理情報

ATC CodeQP - Antiparasitic products, insecticides and repellents
Mechanism of Action · 1 件

The potent role of thymol, a natural compound, in modulation of macrophage activity was evaluated by determining all the sequential steps involved during phagocytosis. We found a significant increase in the proliferation of splenocytes in the presence of thymol and it proved to be a good mitogen. Uptake capacity of macrophages was enhanced due to increased membrane fluidity after treatment with thymol and it also increases lysosomal activity of macrophages. Data of superoxide anion generation revealed the involvement of thymol in the generation of respiratory burst as it potentiated this property of macrophages at a concentration of 150 uM. In the case of TNF-a, IL-1beta and PGE(2) a decreased level of secretion was observed 154 pg/mL, 736.1 pg/mL, and 151 pg/mL respectively when compared with lipopolysaccharide treated cells, where the level of these cytokines was significantly high. We also determined the anti-complementary activity of thymol which showed to be more effective than rosmarinic acid. Thus, the results obtained from the study suggest the potential role of thymol as a natural immunostimulatory drug which can be used in the treatment of various immunological disorders.

Metabolism/Metabolites · 3 件

Only small amounts of the absorbed substance undergo urinary excretion as hydroxylated compounds. Thymol is predominantly excreted unchanged and in the form of its glucuronide and sulfate conjugates.

Substituted monophenols, thymol ... which occur in essential oils of plants, particularly thyme, are ... conjugated with glucuronic acid & sulfate.

Thymol has known human metabolites that include thymol O-glucuronide, Thymoquinol, p-Cymen-8-en-3-ol, thymol sulfate, and p-Cymene-2,3-diol.

MeSH Pharmacological Classification · 3 件

Substances that prevent infectious agents or organisms from spreading or kill infectious agents in order to prevent the spread of infection.

Substances used on humans and other animals that destroy harmful microorganisms or inhibit their activity. They are distinguished from DISINFECTANTS, which are used on inanimate objects.

Substances that destroy fungi by suppressing their ability to grow or reproduce. They differ from FUNGICIDES, INDUSTRIAL because they defend against fungi present in human or animal tissues.

Absorption, Distribution and Excretion · 2 件

Aromatic herbs as feed additives in animal production are encountering growing interest, but data on the fate of the aromatic compounds from the plant in the animal body are very scarce. In the present study, thyme (Thymus vulgaris) herb consisting of leaves and flowers without stems was used as an ingredient in the diet for broilers. The herb was fed for 35 days to five groups of broilers (0, 0.1, 0.2, 0.3, and 1% w/w in the diet). Animal performance and the concentrations of the main essential oil component from thyme, thymol, were measured in gut contents, plasma and liver and muscle tissues using solid phase microextraction and gas chromatography/mass spectrometry. There were no differences between the groups in feed intake, daily weight gain, feed conversion and slaughter weight. Thymol was detected in gut contents, plasma and liver and muscle tissues. Increased intestinal thymol concentrations were found in the group with 1% thyme compared with the other groups (P<0.05). In liver and muscle tissues the thymol levels were close to the limit of quantification. The data do not indicate a positive effect of thyme on animal performance. With high dietary levels of thyme herb, thymol concentrations increased in gut contents and plasma but were very low in edible tissues such as liver and flesh.

Thymol is readily absorbed from the gastrointestinal tract following oral administration. It is essentially excreted in the urine within the first 24 hours after absorption.

Tissue LocationsLiver

用途と製造

Uses · 6 件

CIR ingredient: Thymol

Found in essential oils of Thymus vulgaris and Monardo punctata and other volatile oils; [Merck Index] A natural oil of the plant thyme; [Reference #1] Used as a biocide (mold and mildew), preservative (documents, art objects, and urine), stabilizer (trichloroethylene, chloroform, and halothane), flavoring agent, starting material for racemic menthol, antioxidant, lab reagent, disinfectant in oral hygiene products, antiseptic and antifungal in therapeutic lotions and ointments, and veterinary anthelmintic and antiseptic; [HSDB]

Using Disinfectants or Biocides [Category: Clean]

For thymol (USEPA/OPP Pesticide Code: 080402) ACTIVE products with label matches. /SRP: Registered for use in the USA but approved pesticide uses may change periodically and so federal, state and local authorities must be consulted for currently approved uses./

For destroying mold; preserving documents, art objects, and urine. Stabilizer (antioxidant) for trichloroethylene, halothane.

Active ingredient in pesticide products registered for use as animal repellants, fungicides/fungistats, medical disinfectants, tuberculocides, and virucides.

U.S. Imports(1984) 6.48X10+8 g /Alkyl cresols/
U.S. Production · 3 件

2023: 17,833 lb

Production volume for non-confidential chemicals reported under the 2006 Inventory Update Rule. Chemical: Phenol, 5-methyl-2-(1-methylethyl)-. Aggregated National Production Volume: < 500,000 pounds.

Non-confidential 2012 Chemical Data Reporting (CDR) information on the production and use of chemicals manufactured or imported into the United States. Chemical: Phenol, 5-methyl-2-(1-methylethyl)-. National Production Volume: Withheld.

Consumer UsesNot Known or Reasonably Ascertainable
Industry UsesNot Known or Reasonably Ascertainable
Methods of Manufacturing · 4 件

By action of potassium nitrite on thymyl amine in acetic acid solution and subsequent heating of the diazonium salt to boiling; also by boiling 1 mol of 2,4-dibromomenthone with 6 mol of quinoline.

Obtained from the essential oil of Thymus vulgaris L. and Monarda punctata L., Labiatae.

Produced synthetically from p-cymene, piperitone, or m-cresol.

From thyme oils or other oils, synthetically from m-cresol and isopropyl chloride by the Friedel-Crafts method at -10 °C.

応用分野 · 6 件

用途駆虫薬 抗細菌薬 殺菌薬 歯科用薬、香料、フレバーの原料成分、ラベンダーの香気成分

用途防腐剤、殺菌剤、調製液原料、分析用(発色試薬)、有機合成原料。

用途チモールは,防腐剤,殺菌剤として歯磨剤,セッケンなどに添加。駆虫剤,メントール合成原料に使用。タチジャコウソウ油の主成分。m‐クレゾールから合成。回虫や蟯虫(ぎょうちゅう)の駆除に内服により用いられたことがあったが、現在ではほとんどこの目的では使用されない。歯科用にむし歯の穴(う窩(か))および根管の消毒、歯髄炎の鎮痛・鎮静に20%液が用いられる。そのほか、外用液剤、軟膏(なんこう)剤、外用散剤に配合されて局所の殺菌用に用いられ、また含嗽(がんそう)剤、洗浄剤、歯みがきに添加して使用される。[幸保文治]

天然物の起源Reported in the essential oils of Monarda punctata, Satureia thymera, Origanum floribundum, Ocimum viride, Ocimum gratissimum and particularly in thyme (Thymus vulgaris L., T. capitatus, T. serpillum L.), where it is contained up to 50%. Also reported found in citrus peel oils, orange and tangerine juice, bilberry, cranberry, blueberry, papaya, blackberry, celery seed, chive, clove bud, cumin seed, ginger, peppermint oil, corn mint oil, Scotch spearmint oil, nutmeg, parsley, thyme, Gruyere cheese, parmesan cheese, romano cheese, white wine, black tea, plum, sweet and wild marjoram, fenugreek, mango, cardamom, dill herb and seed, licorice, lovage leaf, buckwheat, sweet corn, elder flower, cherimoya, rosemary, lemon balm, Spanish sage, anise hyssop, sweet grass oil, eucalyptus oil and mastic gum oil.

使用Thymol is more commonly used in flavor compositions, mainly in toothpaste flavor, cough drops, mouth washes, gargles and chewing gums. It is often used partly for its antiseptic effect in such products. The concentration may vary from 2 to I00 ppm, highest in chewing gums.A newer use of Thymol is that in imitation Mandarin flavor, since the material was identified in Mandarin peel oil in 1963. It blends excellently with Citrus, Mint, Spice and herbaceous flavor materials or with fruity complexes.

一般的な説明Thymol is a monoterpene phenol derivative. It is a key volatile aroma constituent of the essential oil of plants such as thyme, basil, and oregano. It has strong antioxidant, antibacterial, anticarcinogenesis, anti-inflammatory, and antiseptic properties.

調製方法 · 1 件

Thymol is obtained from the volatile oil of thyme (Thymus vulgaris Linne′ (Fam. Labiatae)) by fractional distillation followed by extraction and recrystallization. Thyme oil yields about 20–30% thymol. Thymol may also be produced synthetically from pcymene, menthone, or piperitone, or by the interaction of m-cresol with isopropyl chloride.

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補足説明 · 2 件

定義本品は、フェノール(*)の誘導体であり、次の化学式で表される。参照表示名称:フェノール

定義thymol: A pungent-smelling colourless crystalline compound, C10H14O;m.p. 51°C. It occurs in various essentialoils, particularly oil of thyme,and can be made by using iron(III)chloride to oxidize piperitone (itselfextracted from eucalyptus oil). Itsantiseptic properties are exploited ingargles and mouthwashes.

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