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372714

2,6-二甲氧基吡啶-3-羧酸

Name: 2,6-二甲氧基吡啶-3-羧酸
Brand: ALDRICH

99%

别名:

2,6-二甲氧基烟酸

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关于此项目

经验公式（希尔记法）:

C₈H₉NO₄

化学文摘社编号:

16727-43-8

分子量:

183.16

UNSPSC Code:

12352100

PubChem Substance ID:

24863158

MDL number:

MFCD00075582

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属性

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

说明

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, 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

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]

pictograms

GHS07

signalword

Warning

hcodes

H315,H319,H335

pcodes

P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338

Hazard Classifications

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

target_organs

Respiratory system

存储类别

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

法规信息

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Antitubercular activities of novel benzothiazolo naphthyridone carboxylic acid derivatives endowed with high activity toward multi-drug resistant tuberculosis.

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

Study of the anticancer properties of tin(IV) carboxylate complexes on a panel of human tumor cell lines.

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

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)