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Merck
CN

M59203

Methyl nicotinate

99%

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
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
24897056
EC Number:
202-261-8
Beilstein/REAXYS Number:
113951
MDL number:
MFCD00006388

Key Documents

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Product Name

Methyl nicotinate, 99%

InChI key

YNBADRVTZLEFNH-UHFFFAOYSA-N

InChI

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

SMILES string

COC(=O)c1cccnc1

biological source

synthetic

assay

99%

form

powder or crystals (possibly with chunks)

color

white to faint yellow

bp

204 °C (lit.)

mp

42-44 °C (lit.)

Quality Level

100

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Application

Methyl nicotinate can be employed as a precursor in the synthesis:
  • Di-3-pyridyl ketone ligand, which is used in the preparation of silver(I) complexes for the derivation of coordination polymeric chains.
  • 5-arylnicotinates , ±-sesbanine , and 1,4-dihydropyridine derivatives.

General description

Methyl nicotinate (or nicotinic acid methyl ester) is used as a rubefacient for the relief of pains in muscles, tendons, and joints. It is also used in food as a flavoring agent.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
SDBB6975
SDBB3633
SDBB0592
STBL1524
STBL2268

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A general synthesis of 5-arylnicotinates
Thompson WJ and Gaudino J
The Journal of Organic Chemistry, 49(26), 5237-5243 (1984)
Synthesis of 3, 5-diacyl-4-phenyl-1, 4-dihydropyridines
Bennasar M-L, et al.
Tetrahedron Letters, 39(50), 9275-9278 (1998)
Helical and zigzag coordination polymeric chains derived from di-3-pyridyl ketone and silver (I) salts
Chen X-D and Mak Thomas CW
Journal of Molecular Structure, 743(1-3), 1-6 (2005)
A facile synthesis of ? -sesbanine via γ-addition of ketene silyl acetal with quaternized methyl nicotinate
Wada M, et al.
Tetrahedron Letters, 26(27), 3267-3270 (1985)
Topical antirheumatic agents as hydroxyl radical scavengers
Billany MR, et al.
International Journal of Pharmaceutics, 124(2), 279-283 (1995)
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