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Myristyl nicotinate 273203-62-6

Myristyl nicotinate 273203-62-6

CAS No.: 273203-62-6

Myristyl nicotinate (Tetradecyl nicotinate) is an ester precursor and lipophilic analogue of Nicotinic acid. Myristyl ni
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This product is for research use only, not for human use. We do not sell to patients.

Myristyl nicotinate (Tetradecyl nicotinate) is an ester precursor and lipophilic analogue of Nicotinic acid. Myristyl nicotinate was developed to deliver niacin into the skin to prevent actinic keratosis and its progression to skin cancer. Myristyl nicotinate has been shown to stimulate epidermal differentiation in photodamaged skin, increase skin NAD content and strengthen the human skin barrier.

Physicochemical Properties


Molecular Formula C20H33NO2
Molecular Weight 319.4815
Exact Mass 319.251
CAS # 273203-62-6
PubChem CID 531641
Appearance White to yellow solid powder
Density 0.953g/cm3
Boiling Point 411.7ºC at 760 mmHg
Flash Point 202.8ºC
Vapour Pressure 5.46E-07mmHg at 25°C
Index of Refraction 1.486
LogP 5.939
Hydrogen Bond Donor Count 0
Hydrogen Bond Acceptor Count 3
Rotatable Bond Count 15
Heavy Atom Count 23
Complexity 281
Defined Atom Stereocenter Count 0
SMILES

O(C(C1=C([H])N=C([H])C([H])=C1[H])=O)C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H]

InChi Key TVGLGJWCZSCAEM-UHFFFAOYSA-N
InChi Code

InChI=1S/C20H33NO2/c1-2-3-4-5-6-7-8-9-10-11-12-13-17-23-20(22)19-15-14-16-21-18-19/h14-16,18H,2-13,17H2,1H3
Chemical Name

tetradecyl pyridine-3-carboxylate
HS Tariff Code 2934.99.9001
Storage

Powder-20°C 3 years

4°C 2 years

In solvent -80°C 6 months

-20°C 1 month

Shipping Condition Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)

Biological Activity


ln Vitro Myristyl niacin, also known as myristyl nicotinate, is used to treat and prevent skin barrier-damaging conditions like atopic dermatitis and chronic photodamage. It is also used to relieve the side effects of medications like steroids and retinoids that damage the skin barrier[2].
References [1]. Catz P, et al. Simultaneous determination of myristyl nicotinate, nicotinic acid, and nicotinamide in rabbit plasma by liquid chromatography-tandem mass spectrometry using methyl ethyl ketone as a deproteinization solvent. J Chromatogr B Analyt Technol Biomed Life Sci. 2005 Dec 27;829(1-2):123-35.
[2]. Jacobson MK, et al. Effect of myristyl nicotinate on retinoic acid therapy for facial photodamage. Exp Dermatol. 2007 Nov;16(11):927-35.

Solubility Data


Solubility (In Vitro) DMSO : ~9.62 mg/mL (~30.11 mM)
Solubility (In Vivo) Solubility in Formulation 1: ≥ 0.96 mg/mL (3.00 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 9.6 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL.
Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution.

Solubility in Formulation 2: ≥ 0.96 mg/mL (3.00 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 9.6 mg/mL clear DMSO stock solution to 900 μL of corn oil and mix evenly.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 3.1301 mL 15.6504 mL 31.3009 mL
5 mM 0.6260 mL 3.1301 mL 6.2602 mL
10 mM 0.3130 mL 1.5650 mL 3.1301 mL
*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.