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L-Menthol

CAS No.
2216-51-5
Chemical Name:
L-Menthol
Synonyms
MENTHOL;Menthol Crystals;(-)-MENTHOL;DL-Menthol menthol crystal extract;(1R,2S,5S)-2-ISOPROPYL-5-METHYL-CYCLOHEXANOL;NATURAL MENTHOL;Mentol Crystal;(R)-(-)-Menthol;L-MENTOL;L(-)-MENTHOL
CBNumber:
CB7390694
Molecular Formula:
C10H20O
Molecular Weight:
156.27
MDL Number:
MFCD00062979
MOL File:
2216-51-5.mol
MSDS File:
SDS
Last updated:2024-04-09 22:15:29

L-Menthol Properties

Melting point 41-45 °C (lit.)
Boiling point 212 °C (lit.)
alpha -51 º (589nm, c=10, EtOH)
Density 0.89 g/mL at 25 °C (lit.)
vapor pressure 0.8 mm Hg ( 20 °C)
FEMA 2665 | MENTHOL RACEMIC
refractive index 1.46
Flash point 200 °F
storage temp. Store below +30°C.
solubility 490mg/l
form Crystals or Crystalline Needles
pka 15.30±0.60(Predicted)
Specific Gravity 0.89
color Colorless to white
Odor at 10.00 % in dipropylene glycol. peppermint cooling mentholic minty
Odor Type mentholic
optical activity [α]22/D 49°, c = 10 in 95% ethanol
Water Solubility insoluble
Merck 14,5837
BRN 1902293
Dielectric constant 3.2(Ambient)
Stability Stable.
InChIKey NOOLISFMXDJSKH-KXUCPTDWSA-N
LogP 3.15 at 25℃
FDA 21 CFR 341.14
CAS DataBase Reference 2216-51-5(CAS DataBase Reference)
FDA UNII BZ1R15MTK7
NIST Chemistry Reference Cyclohexanol, 5-methyl-2-(1-methylethyl)-, [1R-(1«alpha»,2«beta»,5«alpha»)]-(2216-51-5)
EPA Substance Registry System Levomenthol (2216-51-5)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H315-H319
Precautionary statements  P264-P280-P302+P352-P305+P351+P338-P332+P313-P337+P313
Hazard Codes  Xi
Risk Statements  37/38-41-36/37/38
Safety Statements  26-39-37/39-36
WGK Germany  2
RTECS  OT0700000
TSCA  Yes
HS Code  29061100
Toxicity LD50 orally in Rabbit: 3300 mg/kg LD50 dermal Rabbit > 5000 mg/kg
NFPA 704
1
2 0

L-Menthol price More Price(69)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich W266590 L-Menthol ≥99%, FCC, FG 2216-51-5 1kg $130 2024-03-01 Buy
Sigma-Aldrich W266590 L-Menthol ≥99%, FCC, FG 2216-51-5 4kg $427 2024-03-01 Buy
Sigma-Aldrich W266590 L-Menthol ≥99%, FCC, FG 2216-51-5 25kg $2250 2024-03-01 Buy
Sigma-Aldrich W266523 L-Menthol natural, ≥99%, FCC, FG 2216-51-5 100g $81.9 2024-03-01 Buy
Sigma-Aldrich W266523 L-Menthol natural, ≥99%, FCC, FG 2216-51-5 1kg $163 2024-03-01 Buy
Product number Packaging Price Buy
W266590 1kg $130 Buy
W266590 4kg $427 Buy
W266590 25kg $2250 Buy
W266523 100g $81.9 Buy
W266523 1kg $163 Buy

L-Menthol Chemical Properties,Uses,Production

Chemical Properties

white to light yellow crystal powde

Uses

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.

Uses

(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.

Definition

ChEBI: A p-menthan-3-ol which has (1R,2S,5R)-stereochemistry. It is the most common naturally occurring enantiomer.

Acquired resistance

(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.

General Description

Produced and qualified by HWI pharma services GmbH.
Exact content by quantitative NMR can be found on the certificate.

Flammability and Explosibility

Non flammable

Biological Activity

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

Safety Profile

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.

Purification Methods

Crystallise menthol from CHCl3,pet ether or EtOH/water. [Barrow & Atkinson J Chem Soc 638 1939, Beilstein 6 III 133, 6 IV 150.]

References

[1] Umezu T, et al. Identification of novel target molecules of l-menthol. Heliyon, 2021; 7: e07329.

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View Lastest Price from L-Menthol manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
L-Menthol pictures 2024-04-19 L-Menthol
2216-51-5
US $10.00 / kg 1kg 99 10000 kilograms/month Hebei Yime New Material Technology Co., Ltd.
L-Menthol pictures 2024-04-19 L-Menthol
2216-51-5
US $0.00 / KG 1KG ≥99% 500mt/year Jinan Finer Chemical Co., Ltd
	L-Menthol pictures 2024-04-09 L-Menthol
2216-51-5
US $8.00-0.80 / KG 1KG 99% g-kg-tons, free sample is available Henan Fengda Chemical Co., Ltd
  • L-Menthol pictures
  • L-Menthol
    2216-51-5
  • US $10.00 / kg
  • 99
  • Hebei Yime New Material Technology Co., Ltd.
  • L-Menthol pictures
  • L-Menthol
    2216-51-5
  • US $0.00 / KG
  • ≥99%
  • Jinan Finer Chemical Co., Ltd
  • 	L-Menthol pictures
  • L-Menthol
    2216-51-5
  • US $8.00-0.80 / KG
  • 99%
  • Henan Fengda Chemical Co., Ltd
(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+% crystalsnatural (-)-Menthol=L-Mentholcrystal (1R)-(-)-Menthol L(-)-Menthol, 99.70% l-menthol,[R-(1alpha,2beta,5beta)]-5-methyl-2-(1-methylethyl)-cyclohexanol;L-p-menthan-3-ol Cyclohexanol, 5-methyl-2-(1-methylethyl)-, (1R,2S,5R)- L-MENTHOL,CRYSTAL,FCC L-MENTHOL,CRYSTAL,USP (1R,2S,5R)-5-methyl-2-propan-2-yl-cyclohexan-1-ol (1R,2S,5R)-(-)-METHANOL L-MENTHOL(SYNTHETIC) (-)-MENTHOL WITH GC [1R-(1α,2β,5α)]-5-Methyl-2- (1-Methylethyl)cyclohexanol L-MentholuM Minclea NSC 62788 HexahydrothyMol,Methylpropylphenylhexahydride,Methylhydroxyisopropylcyclohexane-para-Menthe-neol (-)-MENTHOL FOR SYNTHESIS L-Menthol, 99.5%, 99.5% L-Menthol L-p-Menthan-3-ol (-)-Menthol puriss., meets analytical specification of Ph. Eur., BP, USP, 98.0-102.0% (1R,2S,5R)-(-)-Menthol ReagentPlus(R), 99% (1R,2S,5R)-(-)-Menthol Vetec(TM) reagent grade, 98% (1R,2S,5R) L(-)-Menthol, 99.7% Menthol, Crystal, FCC Menthol (250 mg) Menthol ,natura 5-(1-methyl ethyl)cyclohexano1 L-Menthol ,99.50% [1R,2S,5R,(-)]-2-Isopropyl-5-methylcyclohexan-1-ol Methylpropylphenylhexahydride (-)-trans-p-Methan-cis-3-ol MENTHOL, (-)- LEVOMENTHOLUM L-P-MENTHAN-3-OL L-MENTHAN-3-OL (-)-L-MENTHOL L-MENTHOL L-MENTHOL (NATURAL) L-2-ISOPROPYL-5-METHYLCYCLOHEXANOL L-4-MENTHAN-3-OL L(-)-Menthol /(1R,2S,5R)-(-)-Menthol L-MENTHOL (PELLETS) SYNTH. L-MENTHOL CRYSTALS USP (NATURAL) Menthol, L- (-)-Menthol, (1R,2S,5R)-(-)-Menthol, 5-Methyl-2-(1-methylethyl)cyclohexanol, (1R,2S,5R)-2-Isopropyl-5-methylcyclohexanol (1R,2S,5R)-2-Isopropyl-5-methylcyclohexanol, 5-Methyl-2-(1-methylethyl)cyclohexanol (-)-Menthol, 5-Methyl-2-(1-methylethyl)cyclohexanol, (1R,2S,5R)-2-Isopropyl-5-methylcyclohexanol L-Menthol crystals