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2,6-Dichloroisonicotinic acid

Product Name
2,6-Dichloroisonicotinic acid
CAS No.
5398-44-7
Chemical Name
2,6-Dichloroisonicotinic acid
Synonyms
2,6-DICHLOROPYRIDINE-4-CARBOXYLIC ACID;CGA-41396;BUTTPARK 43\57-46;AKOS BBS-00006615;RARECHEM AL BO 0824;TIMTEC-BB SBB003621;2,6-dichloroisonicotinicaci;2,6-DICHLOROISONICOTINIC ACID;Dichloropyridinecarboxylicacid;2,6-DichloroisonicotinicAcid>
CBNumber
CB6110923
Molecular Formula
C6H3Cl2NO2
Formula Weight
192
MOL File
5398-44-7.mol
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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)
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Safety

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

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
456543
Product name
2,6-Dichloropyridine-4-carboxylic acid
Purity
98%
Packaging
1g
Price
$14.56
Updated
2024/03/01
Sigma-Aldrich
Product number
456543
Product name
2,6-Dichloropyridine-4-carboxylic acid
Purity
98%
Packaging
5g
Price
$133
Updated
2024/03/01
TCI Chemical
Product number
D3345
Product name
2,6-Dichloroisonicotinic Acid
Purity
>98.0%(GC)(T)
Packaging
1g
Price
$29
Updated
2024/03/01
TCI Chemical
Product number
D3345
Product name
2,6-Dichloroisonicotinic Acid
Purity
>98.0%(GC)(T)
Packaging
5g
Price
$82
Updated
2024/03/01
Alfa Aesar
Product number
B20541
Product name
2,6-Dichloropyridine-4-carboxylic acid, 98%
Packaging
5g
Price
$121.65
Updated
2024/03/01
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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.

2,6-Dichloroisonicotinic acid Preparation Products And Raw materials

Raw materials

Preparation Products

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2,6-Dichloroisonicotinic acid Suppliers

Specs
Tel
--
Fax
--
Email
info@specs.net
Country
The Netherlands
ProdList
6833
Advantage
70
Brunschwig chemie
Tel
--
Fax
--
Email
brunschwig@brunschwig.nl
Country
The Netherlands
ProdList
4996
Advantage
67
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View Lastest Price from 2,6-Dichloroisonicotinic acid manufacturers

Enki Biopharmaceuticals (Shanghai) Limited
Product
2,6-Dichloroisonicotinic acid 5398-44-7
Price
US $0.00-0.00/kg
Min. Order
5kg
Purity
99.0%
Supply Ability
1000
Release date
2023-11-25
Watson Biotechnology Co.,Ltd
Product
2,6-Dichloroisonicotinic Acid 5398-44-7
Price
US $0.00-0.00/kg
Min. Order
1kg
Purity
98%
Supply Ability
100KG
Release date
2024-08-15
Dideu Industries Group Limited
Product
2,6-Dichloroisonicotinic acid 5398-44-7
Price
US $1.10/g
Min. Order
1g
Purity
99.00%
Supply Ability
100 Tons Min
Release date
2021-10-25

5398-44-7, 2,6-Dichloroisonicotinic acidRelated Search:


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  • 2,6-DICHLORO-4-PYRIDINYL CARBOXYLIC ACID
  • RARECHEM AL BO 0824
  • TIMTEC-BB SBB003621
  • AKOS BBS-00006615
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  • 5398-44-7
  • C6H3Cl2NO2
  • Building Blocks
  • Heterocyclic Building Blocks
  • Halogenated Heterocycles
  • Pyridines
  • Halopyridines
  • Chloropyridines
  • Intermediate of Irinotecan
  • Pyridines
  • Pyridine
  • Chloropyridines
  • Halopyridines
  • Carboxylic Acids
  • pharmacetical
  • Carboxylic Acids