372714
2,6-Dimethoxypyridine-3-carboxylic acid
99%
Synonyme(s) :
2,6-Dimethoxynicotinic acid
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About This Item
Formule empirique (notation de Hill) :
C8H9NO4
Numéro CAS:
Poids moléculaire :
183.16
Numéro MDL:
Code UNSPSC :
12352100
ID de substance PubChem :
Essai
99%
Pf
140-144 °C (lit.)
Chaîne SMILES
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)
Clé InChI
SDJQZCSCHUIITF-UHFFFAOYSA-N
Description générale
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
Mention d'avertissement
Warning
Mentions de danger
Conseils de prudence
Classification des risques
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
Organes cibles
Respiratory system
Code de la classe de stockage
11 - Combustible Solids
Classe de danger pour l'eau (WGK)
WGK 3
Point d'éclair (°F)
Not applicable
Point d'éclair (°C)
Not applicable
Équipement de protection individuelle
dust mask type N95 (US), Eyeshields, Gloves
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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
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