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W370908

Sigma-Aldrich

Methyl nicotinate

≥99%, FG

Synonym(s):

Nicotinic acid methyl ester

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About This Item

Empirical Formula (Hill Notation):
C7H7NO2
CAS Number:
93-60-7
Molecular Weight:
137.14
FEMA Number:
3709
Beilstein:
113951
EC Number:
202-261-8
MDL number:
MFCD00006388
UNSPSC Code:
12164502
PubChem Substance ID:
24901852
Flavis number:
14.071
NACRES:
NA.21

biological source

synthetic

Quality Level

400

grade

FG
Fragrance grade
Kosher

Agency

follows IFRA guidelines
meets purity specifications of JECFA

reg. compliance

EU Regulation 1223/2009
EU Regulation 1334/2008 & 178/2002

Assay

≥99%

form

powder or crystals

color

white

bp

204 °C (lit.)

mp

42-44 °C (lit.)

application(s)

flavors and fragrances

Documentation

see Safety & Documentation for available documents

food allergen

no known allergens

fragrance allergen

no known allergens

Organoleptic

herbaceous; tobacco

SMILES string

COC(=O)c1cccnc1

InChI

1S/C7H7NO2/c1-10-7(9)6-3-2-4-8-5-6/h2-5H,1H3

InChI key

YNBADRVTZLEFNH-UHFFFAOYSA-N

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General description

Methyl nicotinate (MN) is a methyl ester of nicotinic acid (NA). It is an urticant which is capable of transdermal penetration to produce vasodilation through the production of prostaglandin D2 (PGD2).

Application

Methyl nicotinate (MN) may be used as an internal standard for the high performance chromatography (HPLC) determination of 6-methylcoumarin and 3-pyridine methanol in toiletries and gas chromatographic-mass spectrometric quantification of nicotine in Hookah (water pipe) tobacco products.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Topical methyl nicotinate-induced skin vasodilation in diabetic neuropathy
Caselli A, et al.
Journal of Diabetes and Its Complications, 17(4), 205-210 (2003)
HPLC determination of 6-methylcoumarin and 3-pyridine methanol in toiletries for oral hygiene
De Orsi D, et al.
Analytical Sciences, 16(12), 1341-1343 (2000)
Efficiency Improvement of a Gas Chromatographic-Mass Spectrometric Method for Quantification of Nicotine in Hookah (Water Pipe) Tobacco Products
Ali, Hazim M
Journal of Engineering and Applied Sciences, 15(1), 220-226 (2020)
Delayed vasodilatory response to methylnicotinate in patients with unipolar depressive disorder
Ross BM, et al.
Journal of Affective Disorders, 82(2), 285-290 (2004)
Jim O'Doherty et al.
Journal of biomedical optics, 14(3), 034025-034025 (2009-07-02)
The use of laser Doppler perfusion imaging (LDPI) and laser speckle perfusion imaging (LSPI) is well known in the noninvasive investigation of microcirculatory blood flow. This work compares the two techniques with the recently developed tissue viability (TiVi) imaging system
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