Skip to Content
Merck
All Photos(1)

Documents

Safety Information

372714

Sigma-Aldrich

2,6-Dimethoxypyridine-3-carboxylic acid

99%

Synonym(s):

2,6-Dimethoxynicotinic acid

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Empirical Formula (Hill Notation):
C8H9NO4
CAS Number:
16727-43-8
Molecular Weight:
183.16
MDL number:
MFCD00075582
UNSPSC Code:
12352100
PubChem Substance ID:
24863158

Assay

99%

mp

140-144 °C (lit.)

SMILES string

COc1ccc(C(O)=O)c(OC)n1

InChI

1S/C8H9NO4/c1-12-6-4-3-5(8(10)11)7(9-6)13-2/h3-4H,1-2H3,(H,10,11)

InChI key

SDJQZCSCHUIITF-UHFFFAOYSA-N

General description

2,6-Dimethoxypyridine-3-carboxylic acid (2,6-Dimethoxynicotinic acid, DMNIH) is a piperidine derivative. It forms various organotin(IV) complexes and their antiproliferative action against pancreatic carcinoma (PANC-1), erythroleukemia (K562), and two glioblastoma multiform (U87 and LN-229) human cell lines has been evaluated.

Application

2,6-Dimethoxypyridine-3-carboxylic acid (2,6-Dimethoxynicotinic acid, DMNIH) may be used in the preparation of the following organotin(IV) complexes (DMNIH=2,6-dimethoxynicotinic acid, BZDOH=1,4-benzodioxane-6-carboxylic acid, DMFUH=2,5-dimethyl-3-furoic acid and Cy=cyclohexyl):
  • [SnCy3-(DMNI)]
  • [SnCy3(BZDO)]
  • [SnCy3(DMFU)]
  • [SnPh2-(BZDO)2]
2,6-Dimethoxypyridine-3-carboxylic acid (2,6-dimethoxynicotinic acid, DMPH) may be used in the preparation of novel benzothiazolo naphthyridone carboxylic acid derivatives. It may be used in the preparation of following complexes, via reaction with different precursors [Ti(η5-C5H5)2Cl2], [Ti(η5-C5H4Me)2Cl2], [Ti(η5-C5H4SiMe3)(η5-C5H5)Cl2], [Ti(η5-C5Me5)Cl3], SnMe3Cl and GatBu3:
  • [Ti(η5-C5H5)2(DMP-κO)2]
  • [Ti(η5-C5H4Me)2(DMP-κO)2]
  • [Ti(η5-C5H4SiMe3)(η5-C5H5)(DMP-κO)2
  • [Ti(η5-C5Me5)(DMP-κ2O,O′)3]
  • [SnMe3(μ-DMP-κO:κO′)]∞
  • [GatBu2(μ-DMP-κO:κO′)]2

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

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

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

372714-BULK:
372714-10G:
372714-VAR:

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’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Murugesan Dinakaran et al.
Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie, 63(1), 11-18 (2007-12-15)
Sixteen novel 3-nitro-2-(sub)-5,12-dihydro-5-oxobenzothiazolo[3,2-a]-1,8-naphthyridine-6-carboxylic acids were synthesized from 2,6-dimethoxynicotinic acid and 2-aminothiophenol and evaluated for their antitubercular activities in vitro and in vivo against Mycobacterium tuberculosis H(37) Rv (MTB) and multi-drug resistant M. tuberculosis (MDR-TB). Among the synthesized compounds, 2-(1,4-dioxa-8-azaspiro[4.5]dec-8-yl)-3-nitro-5,12-dihydro-5-oxobenzothiazolo[3,2-a]-1,8-naphthyridine-6-carboxylic acid
One ligand different metal complexes: Biological studies of titanium (IV), tin (IV) and gallium (III) derivatives with the 2, 6-dimethoxypyridine-3-carboxylato ligand.
Gomez-Ruiz S, et al.
Journal of Organometallic Chemistry, 696(20), 3206-3213 (2011)
Lourdes Rocamora-Reverte et al.
ChemMedChem, 7(2), 301-310 (2011-12-16)
A group of organotin(IV) complexes were prepared: [SnCy3 (DMNI)] (1), [SnCy3 (BZDO)] (2), [SnCy3 (DMFU)] (3), and [SnPh2 (BZDO)2 ] (4), for which DMNIH=2,6-dimethoxynicotinic acid, BZDOH=1,4-benzodioxane-6-carboxylic acid, and DMFUH=2,5-dimethyl-3-furoic acid. The cytotoxic activities of compounds 1-4 were tested against pancreatic

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service