チモール
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
識別子と物理属性
| CAS No. | 89-83-8 |
|---|---|
| 分子式 | C10H14O |
| 平均分子量 | 150.22 g/mol |
| 単同位体質量 | 150.10446507 g/mol |
| SMILES | Cc1ccc(C(C)C)c(O)c1 |
| InChIKey | MGSRCZKZVOBKFT-UHFFFAOYSA-N |
| PubChem CID | 6989 |
| ChEMBL | CHEMBL29411 |
| ChEBI | CHEBI:27607 |
| EC No. | 201-944-8 |
| DTXSID | DTXSID6034972 |
| 現地名 | チモール |
化学・物理的性質
| XLogP | 3.3 |
|---|---|
| 極性表面積 | 20.2 |
| 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 |
| 形式電荷 | 0 |
| 複雑度 | 120 |
| 物質分類 | Biological Agents -> Plant Oils and Extracts |
| 医薬品 | Pharmaceuticals -> Listed in ZINC15Pharmaceuticals -> Antibiotics |
| 脂質 | Lipids -> Prenol Lipids [PR] -> Isoprenoids [PR01] -> C10 isoprenoids (monoterpenes) [PR0102] |
| 化粧品 | Cosmetic ingredients (Thymol) -> CIR (Cosmetic Ingredient Review)Hair dyeingDenaturantMasking |
| pH | Solution in alcohol is neutral to litmus |
| SpringerMaterials Properties | Boiling point |
| 香料 | Fragrance Ingredient (Thymol) -> IFRA transparency List |
| 農薬 | Agrochemicals -> Pesticide active substancesActive substance -> EU Pesticides database: ApprovedPesticide (Thymol) -> USDA PDB |
| LogP（分配係数） | log Kow = 3.30 |
| 臭い | Odor of thymeA spicy-herbal, slightly medicinal odor reminiscent of thymeAromatic odorタイム様の匂い |
| 味 | Pungent, causticSWEET, MEDICINAL, SPICYAromatic taste |
| 食品添加物 | FLAVORING AGENT OR ADJUVANT -> FDA Substance added to food |
| 融点 | 48-51 °C(lit.) |
| 沸点 | 232 °C(lit.) |
| 密度 | 0.965 g/mL at 25 °C(lit.) |
| 蒸気圧 | 1 mm Hg ( 64 °C) |
| FEMA | 3066 | THYMOL |
| 屈折率 | nD20 1.5227nD25 1.5204 |
| 引火点 | 216 °F |
| 貯蔵条件 | 2-8°C |
| 溶解度 | エタノール：可溶50mg/mL0.1g/100mL(20℃) |
| pKa（酸解離定数） | 10.59±0.10(Predicted) |
| 外観・状態 | 結晶または結晶性粉末 |
| 色 | 白い |
| においのタイプ | ハーブ |
| 由来生物 | synthetic |
| JECFA Number | 709 |
| Merck | 14,9399 |
| BRN | 1907135 |
| ヘンリー定数 | 2.0×101 mol/(m3Pa) at 25℃, Duchowicz et al. (2020) |
| 安定性 | 安定。強酸化剤、有機物、強塩基とは相容れない。 |
| 主な用途 | 診断アッセイの製造血液学組織学 |
| 化粧品成分の機能 | 口腔ケア変性剤スキンコンディショニング - その他香料 |
| InChI | 1S/C10H14O/c1-7(2)9-5-4-8(3)6-10(9)11/h4-7,11H,1-3H3 |
| InChIKey | MGSRCZKZVOBKFT-UHFFFAOYSA-N |
| SMILES | CC(C)c1ccc(C)cc1O |
| LogP（分配係数） | 3.3 at 20℃ |
| CAS データベース | 89-83-8(CAS DataBase Reference) |
| NISTの化学物質情報 | Phenol, 5-methyl-2-(1-methylethyl)-(89-83-8) |
| EPAの化学物質情報 | Thymol (89-83-8) |
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
安全性と法規制
| GHS 分類 | DangerH302: 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)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) |
|---|---|
| 規制情報 | 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 568/2013Status: Active Update: 01-03-2023 https://echa.europa.eu/registration-dossier/-/registered-dossier/11030Thymol: Does not have an individual approval but may be used under an appropriate group standard |
| その他の安全情報 | IMAP assessments - Phenol, 5-methyl-2-(1-methylethyl)-: Human health tier I assessment |
| 火災の可能性 | Flammable |
| 有害性の概要 | Mild irritant with systemic effects similar to those of phenolIf ingested causes stomach pain, vomiting, and hyperactivityCan cause convulsions and comaEmergency 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 burnsHarmful if swallowed[Aldrich MSDS] See Phenol. |
| FDA 要件 | 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. |
用途
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.
製法・合成法
調製方法
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.