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| 化学名: | (-)-メントール | | 英語化学名: | L-Menthol | | 别名: | (1R,2S,5R)-(-)-MENTHOL, 99+%, SUBLIMED;L-MENTHOL 99+% NATURAL FCC;L-MENTHOL, 99+%;(1R,2S,5R)-5-methyl-2-(1-methylethyl)cyclohexanol;Cyclohexanol, 5-methyl-2-(1-methylethyl)-, [1R-(1α,2,5α)]-;(1R,2S,5R)-(L)-Menthol;Mentol Crysta;L-MENTHOL, BP 99+% | | CAS番号: | 2216-51-5 | | 分子式: | C10H20O | | 分子量: | 156.27 | | EINECS: | 218-690-9 | | カテゴリ情報: | Inhibitors;Organics;chiral;Biochemistry;Terpenes;Terpenes (Others);for Resolution of Acids;Monocyclic Monoterpenes;Optical Resolution;Synthetic Organic Chemistry;API;2216-51-5 | | Mol File: | 2216-51-5.mol |  |
| | (-)-メントール Usage And Synthesis |
| 外観 | 白色の結晶 | | 定義 | 本品は、次の化学式で表されるテルペンアルコールである。 | | 溶解性 | 水に難溶。エタノール, エーテルに易溶。エタノールに極めて溶けやすく、水に極めて溶けにくい。 | | 用途 | 原料及び添加剤(医薬品、化粧品)。 | | 用途 | 医薬、香料(食品、医薬部外品(歯みがき等)) | | 化粧品の成分用途 | 変性剤、口腔衛生剤、皮膚コンディショニング剤、外用鎮痛剤、香料、香味剤 | | 効能 | 胃蠕動抑制薬, 芳香・矯臭・矯味剤 | | 商品名 | l−メントール (マイラン製薬); l−メントール (健栄製薬); l−メントール (司生堂製薬); l−メントール (吉田製薬); l−メントール (吉田製薬); l−メントール (小堺製薬); l−メントール (小堺製薬); l−メントール (山善製薬); l−メントール (日医工); l−メントール (東洋製薬化成); ミンクリア (日本製薬); ミンクリア (日本製薬) | | 使用上の注意 | 不活性ガス封入 | | 化学的特性 | white to light yellow crystal powde | | 使用 | L-Menthol is used as a cooling agent that strongly activates TRPM8.(Transient Receptor Potential Cation Channel, Subfamily M, Member 8 is a Protein Coding gene). It is used as analgesic (topical), antipruritic agent. It is used as: refreshing agent, food flavor, cool and antipruritic drug, carminative drug. Menthol crystals is used for pers onal care and cosmetics. | | 使用 | (1R,2S,5R)-(-)-Menthol (L-Menthol) is the natural form of Menthol. L-Menthol is used as: refreshing agent, food flavor,
cool and antipruritic drug, carminative drug. Menthol crystals is used for pers
onal care and cosmetics. | | 定義 | ChEBI: A p-menthan-3-ol which has (1R,2S,5R)-stereochemistry. It is the most common naturally occurring enantiomer. | | 獲得抵抗性 | (1R,2S,5R)-(-)-Menthol (L-Menthol) is the natural form of Menthol. L- and D-menthol are variants of the same molecule, but have a mirror-image structure in relation to each other, like the right and left hand. | | 一般的な説明 | Produced and qualified by HWI pharma services GmbH.
Exact content by quantitative NMR can be found on the certificate. | | 燃焼性と爆発性 | Non flammable | | 生物活性 | l-Menthol inhibite the binding of 13 ligands (calcium channels, sodium channels, γ-aminobutyric acid type A (GABAA) receptor, GABA transporter, dopamine transporter, dopamine D4 receptor, adenosine A2a receptor, α2A-adrenergic receptor, histamine H2 receptor, bombesin receptor, angiotensin AT1 receptor, vasopressin V2 receptor, and leukotriene B4 receptor) with relatively high inhibition rates and acts on these ligands over a similar concentration range. It acts as a positive allosteric modulator of the GABAA receptor rather than an agonist. In periaqueductal grey neurons in rat midbrain slices, l-menthol was shown to prolong spontaneous GABAA receptor–mediated inhibitory current, most likely via a mechanism distinct from that of benzodiazepines. It acts on the dopamine D4 receptor and the dopamine transporter. l-menthol inhibits the [3H]-WIN35,428 binding, similar to GBR12909, suggesting that l-menthol inhibits the binding of dopamine to the dopamine transporter and leading to decreased dopamine uptake[1].
| | Biochem/physiol Actions | Taste at 25 ppm | | 安全性プロファイル | Poison by intravenous
route. Moderately toxic by ingestion,
intraperitoneal, and subcutaneous routes. An
eye irritant. Mutation data reported. When
heated to decomposition it emits acrid
smoke and irritating fumes. | | 純化方法 | Crystallise menthol from CHCl3,pet ether or EtOH/water. [Barrow & Atkinson J Chem Soc 638 1939, Beilstein 6 III 133, 6 IV 150.] | | 参考文献 | [1] Umezu T, et al. Identification of novel target molecules of l-menthol. Heliyon, 2021; 7: e07329. |
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