Basic information Safety Supplier Related
ChemicalBook >  Product Catalog >  Pharmaceutical intermediates >  Heterocyclic compound >  Pyridine compound >  Pyridine derivatives >  2,6-Dichloroisonicotinic acid

2,6-Dichloroisonicotinic acid

Basic information Safety Supplier Related

2,6-Dichloroisonicotinic acid Basic information

Product Name:
2,6-Dichloroisonicotinic acid
Synonyms:
  • 2,6-Dichloroisonicotinic acid ,98%
  • CGA-41396
  • 2,6-Dichloropyridine-4-carboxylic acid,2,6-Dichloroisonicotinic acid
  • 2,6-Dichloropyridine-4-carboxylic acid, 4-Carboxy-2,6-dichloropyridine
  • 2,6-Dichloropyridine-4-carboxylic acid 98%
  • 2,6-Dichloropyrdine-4-carboxylic acid
  • 4-Pyridinecarboxylic acid, 2,6-dichloro-
  • BUTTPARK 43\57-46
CAS:
5398-44-7
MF:
C6H3Cl2NO2
MW:
192
EINECS:
611-076-5
Product Categories:
  • Intermediate of Irinotecan
  • Pyridines
  • Pyridine
  • Chloropyridines
  • Halopyridines
  • Carboxylic Acids
  • pharmacetical
  • Carboxylic Acids
Mol File:
5398-44-7.mol
More
Less

2,6-Dichloroisonicotinic acid Chemical Properties

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)
More
Less

Safety Information

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

MSDS

More
Less

2,6-Dichloroisonicotinic acid Usage And Synthesis

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.

2,6-Dichloroisonicotinic acid Preparation Products And Raw materials

Preparation Products

2,6-Dichloroisonicotinic acidSupplier

Nanjing Duolong Bio-tech Co.,Ltd. Gold
Tel
18905173768
Email
sales@dolonchem.com
Enki Biopharmaceuticals(Shanghai) Limited Gold
Tel
021-57680965 13916707528
Email
yusu@enkibiopharma.com
Tongchuang Pharma(Suzhou). Co., Ltd. Gold
Tel
0512-63263366 18912765016
Email
tongtf110@sina.com
Hangzhou Copiore Chemical Co., Ltd. Gold
Tel
0571-56076030 13757145729
Email
sales@copiore.com
J & K SCIENTIFIC LTD.
Tel
010-82848833 400-666-7788
Email
jkinfo@jkchemical.com