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631175

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.)

functional group

chloro
ester

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

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Certificates of Analysis (COA)

Lot/Batch Number
MKCS3111
MKBZ9276V
MKBG7071V
MKBC5839
MKBB7853

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"Design and synthesis of 6-phenylnicotinamide derivatives as antagonists of TRPV1"
Westaway.MS, et al.
Bioorganic & Medicinal Chemistry, 18(20), 5609-5613 (2008)
"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)

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