DL-Menthol
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DL-Menthol
structure -
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CAS No:
1490-04-6
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Formula:
C10H20O
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Chemical Name:
DL-Menthol
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Synonyms:
(1RS,3RS,4SR)-4 MENTHAN-3-OL;1-Methyl-4-isopropyl-3-cyclohexanol;Menthol-d4 (Mixture of diastereoMers);Mentholum racemicum;MENTHOL PH EUR;MentholNatural;DL-MENTHOL,CRYSTAL,USP;MENTHOL FLUESSIG
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CAS No:
Description
Menthol is a natural analgesic compound. Menthol could cause a feeling of coolness due to stimulation of ‘cold’ receptors by inhibiting Ca++ currents of neuronal membranes[1].
colourless crystals
Racemic menthol is a mixture of equal parts of the (1R,2S,5R)- and (1S,2R,5S)-isomers of menthol. It is a free-flowing or agglomerated crystalline powder, or colorless, prismatic, or acicular shiny crystals, or hexagonal or fused masses with a strong characteristic odor and taste. The crystalline form may change with time owing to sublimation within a closed vessel. The USP 32 specifies that menthol may be either naturally occurring l-menthol or syntheti-cally prepared racemic or dl-menthol. However, the JP XV and PhEur 6.0, along with other pharmacopeias, include two separate monographs for racemic and l-menthol.
A white crystalline terpenealcohol, C10H19OH; r.d. 0.89;m.p. 42°C; b.p. 103–104°C. It has aminty taste and is found in certainessential oils (e.g. peppermint) andused as a flavouring.
ChEBI: Any secondary alcohol that is one of the eight possible diastereoisomers of 5-methyl-2-(propan-2-yl)cyclohexan-1-ol.
Characteristics
20.23000
2.43950
D,l-menthol is a white crystalline solid with a peppermint odor and taste. (NTP, 1992)
0.89 g/mL at 25 °C(lit.)
34-36 °C(lit.)
216 °C(lit.)
196° F (NTP, 1992)
1.457
H2O: 0.42 mg/mL at 25 °C
Keep container tightly closed in a dry and well-ventilated place.
0.8 mm Hg ( 20 °C)
5.4 (NTP, 1992) (Relative to Air)
Specific optical rotation: +2.2 deg at 15 °C/D (alcohol solution)
at 10.00 % in dipropylene glycol. cooling mentholic minty
Peppermint taste /dl-Menthol/
15.30±0.60(Predicted)
3.1×10-1mol/(m3Pa) at 25℃, Ebert et al. (2023)
Sealed in dry,Room Temperature
Safety Information
UN 1888 6.1/PG 3
2
Xn,Xi
36/37/39-36-26
OT0525000
Xn,Xi
A formulation containing menthol 1% w/w in aqueous cream has been reported to be stable for up to 18 months when stored at room temperature.Menthol should be stored in a well-closed container at a temperature not exceeding 25°C, since it sublimes readily.
Stable. Combustible. Incompatible with strong oxidizing agents.
P280-P305 + P351 + P338 + P310
37/38-41-48/20/22-40-22
Incompatible with: butylchloral hydrate; camphor; chloral hydrate; chromium trioxide; b-naphthol; phenol; potassium permanganate; pyrogallol; resorcinol; and thymol.
UN 1888 6.1/PG 3
DL-Menthol Use and Manufacturing
Dog and cat repellent.
menthol is a fragrance. It is also said to be anti-septic, cooling, refreshing, and a blood-circulation stimulant. Menthol gives the skin a “cool” feeling after use. It constitutes almost 50 percent of peppermint oil but can also be synthetically produced through the hydrogenation of thymol. It is non-toxic in low doses, but in high concentrations it can be irritating to the skin, especially the mucous membranes.
Labelled Menthol. Used for oral gel patch or film containing herb extracts or Chinese medicine, fruit extract, spearmint, and menthol for smoking cessation.
Menthol is used in confectionery, perfumery, cough drops, cigarettes, liqueurs, etc.; topical antipruritic; local anesthetic; gastric sedative.
Menthol occurs widely in nature as l-menthol and is the principal component of peppermint and cornmint oils obtained from the Mentha piperita and Mentha arvensis species. Commercially, lmenthol is mainly produced by extraction from these volatile oils. It may also be prepared by partial or total synthetic methods.Racemic menthol is prepared synthetically via a number of routes, e.g. by hydrogenation of thymol.
Drug Function and Efficacy
Cooling agent; used in pharmaceutical preparations for its topical analgesic and anti-irritant properties
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