ChemicalBook > CAS DataBase List > 2,6-Dichloroisonicotinic acid

2,6-Dichloroisonicotinic acid

CAS No.5398-44-7
Chemical Name:2,6-Dichloroisonicotinic acid
CBNumber:CB6110923
Molecular Formula:C6H3Cl2NO2
Formula Weight:192
MOL File:5398-44-7.mol

2,6-Dichloroisonicotinic acid Property

Melting point 209-212 °C(lit.)
Boiling point 437.8±40.0 °C(Predicted)
Density 1.612±0.06 g/cm3(Predicted)
storage temp. Keep in dark place,Sealed in dry,Room Temperature
solubility soluble in Methanol
form powder to crystal
pka 2.63±0.10(Predicted)
color White to Brown
Water Solubility insoluble
InChI InChI=1S/C6H3Cl2NO2/c7-4-1-3(6(10)11)2-5(8)9-4/h1-2H,(H,10,11)
InChIKey SQSYNRCXIZHKAI-UHFFFAOYSA-N
SMILES C1(Cl)=NC(Cl)=CC(C(O)=O)=C1
CAS DataBase Reference 5398-44-7(CAS DataBase Reference)
NIST Chemistry Reference 4-Pyridinecarboxylic acid, 2,6-dichloro-(5398-44-7)
UNSPSC Code 12352100
NACRES NA.22

Safety

Hazard Codes :Xi
Risk Statements :36/37/38
Safety Statements :26-36-37/39
WGK Germany :3
HazardClass :IRRITANT
HS Code :29333990

NFPA 704:

	1
2		0

Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal wordWarning
Hazard statements H315-H319-H335
Precautionary statements P261-P264-P271-P280-P302+P352-P305+P351+P338

2,6-Dichloroisonicotinic acid Price More Price(4)

Brand: Sigma-Aldrich(India)
Product number: 456543
Product name : 2,6-Dichloropyridine-4-carboxylic acid
Purity: 98%
Packaging: 1G
Price: ₹5131.05
Updated: 2022/06/14
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Brand: Sigma-Aldrich(India)
Product number: 456543
Product name : 2,6-Dichloropyridine-4-carboxylic acid
Purity: 98%
Packaging: 5G
Price: ₹24139.75
Updated: 2022/06/14
Buy: Buy

Brand: TCI Chemicals (India)
Product number: D3345
Product name : 2,6-Dichloroisonicotinic Acid
Purity: min. 98.0 %
Packaging: 1G
Price: ₹3100
Updated: 2022/05/26
Buy: Buy

Brand: TCI Chemicals (India)
Product number: D3345
Product name : 2,6-Dichloroisonicotinic Acid
Purity: min. 98.0 %
Packaging: 5G
Price: ₹4000
Updated: 2022/05/26
Buy: Buy

2,6-Dichloroisonicotinic acid Chemical Properties,Usage,Production

Chemical Properties off-white to beige or light brownish powder
Uses 2,6-Dichloroisonicotinic acid is a derivative of isonicotinic acid (I821760). Treatment of oat cultivars using 2,6-dichloroisonicotinic acid results in an increased accumulation of avenathramide. 2,6-Dichloroisonicotinic acid is a well known inducer of plant resistance and induces the transcription of ZmNAC100 transcription factor.
Definition ChEBI: A member of the class of pyridines that is isonicotinic acid which is substituted by chlorine at positions 2 and 6.
Agricultural Uses The best characterized synthetic inducer of resistance, 2,6-dichloroisonicotinic acid and its methyl ester (both are referred to as INA) were the first synthetic compounds reported to activate a phenocopy of bonafide systemic acquired resistance (SAR). 2,6-dichloroisonicotinic acid was used as an abiotic resistance inducer against bacterial spot disease of tomato caused by Xanthomonas perforans. INA was found to protect cucumber, tobacco, arabidopsis, sugar beet, bean, rose, barley, and rice from several pathogens[1].
Mode of action In tobacco, salicylic acid (SA) and 2,6-dichloroisonicotinic acid (INA) induce the same nine classes of genes (including the PR genes) that are expressed systemically after tobacco mosaic virus (TMV) infection. In contrast to many other abiotic inducers of PR gene expression and enhanced disease resistance, such as polyacrylic acid and thiamine, INA does not stimulate the accumulation of SA or its glucoside in treated tobacco plants. The strong correlation between biological activity and the ability to bind and inhibit catalase suggests that the physiological effects of INA, SA, and their active analogs are mediated by the same mechanism of action: inhibition of catalase's ability to degrade H₂0₂[2].
References [1] S. Chandrashekar, S. Umesha. “2,6-Dichloroisonicotinic acid enhances the expression of defense genes in tomato seedlings against Xanthomonas perforans.” Physiological and Molecular Plant Pathology 86 (2014): Pages 49-56.
[2] Uwe Conrath. “Two inducers of plant defense responses, 2,6-dichloroisonicotinec acid and salicylic acid, inhibit catalase activity in tobacco.” Proceedings of the National Academy of Sciences of the United States of America 92 16 1 (1995): 7143–7.