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Sigma-Aldrich

Methyl 6-chloropyridine-3-carboxylate

98%

Synonym(s):

Methyl 6-chloronicotinate, Methyl 6-chloro-3-picolinate

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About This Item

Empirical Formula (Hill Notation):
C7H6ClNO2
CAS Number:
73781-91-6
Molecular Weight:
171.58
MDL number:
MFCD00023420
UNSPSC Code:
12352100
PubChem Substance ID:
24882393
NACRES:
NA.22

Assay

98%

mp

86-90 °C (lit.)

SMILES string

COC(=O)c1ccc(Cl)nc1

InChI

1S/C7H6ClNO2/c1-11-7(10)5-2-3-6(8)9-4-5/h2-4H,1H3

InChI key

RMEDXVIWDFLGES-UHFFFAOYSA-N

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Application

Methyl 6-chloropyridine-3-carboxylate can be used to synthesize fluoro substituted 6-phenylnicotinamide, which shows TRPV1 antagonist potency. It can also be used in the synthesis of retinoid x receptor (RXR) ligands, which have many clinical applications.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H317,H319

Hazard Classifications

Eye Irrit. 2 - Skin Sens. 1

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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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"Replacing alkyl sulfonamide with aromatic sulfonamide in sulfonamide-type RXR agonists favors switch towards antagonist activity"
Morishita I-K, et al.
Bioorganic & Medicinal Chemistry, 19(03), 1001-1003 (2009)
"Design and synthesis of 6-phenylnicotinamide derivatives as antagonists of TRPV1"
Westaway.MS, et al.
Bioorganic & Medicinal Chemistry, 18(20), 5609-5613 (2008)

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