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

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

Nanjing Duolong Bio-tech Co.,Ltd.
Tel
18905173768
Fax
025-83263139
Email
sales@dolonchem.com
Country
China
ProdList
2331
Advantage
50
Enki Biopharmaceuticals(Shanghai) Limited
Tel
021-57680965 13916707528
Fax
(21) 5768 0922
Email
yusu@enkibiopharma.com
Country
China
ProdList
44
Advantage
55
Tongchuang Pharma(Suzhou). Co., Ltd.
Tel
0512-63263366 18912765016
Fax
0512-6326 3366
Email
tongtf110@sina.com
Country
China
ProdList
975
Advantage
62
Hangzhou Copiore Chemical Co., Ltd.
Tel
0571-56076030 13757145729
Fax
0571-56076030
Email
sales@copiore.com
Country
China
ProdList
271
Advantage
58
J & K SCIENTIFIC LTD.
Tel
010-82848833 400-666-7788
Fax
86-10-82849933
Email
jkinfo@jkchemical.com
Country
China
ProdList
96815
Advantage
76
Meryer (Shanghai) Chemical Technology Co., Ltd.
Tel
021-61259108 18621169109
Fax
86-21-61259102
Email
market03@meryer.com
Country
China
ProdList
40228
Advantage
62
TCI (Shanghai) Development Co., Ltd.
Tel
021-67121386
Fax
021-67121385
Email
Sales-CN@TCIchemicals.com
Country
China
ProdList
24529
Advantage
81
Beijing dtftchem Technology Co., Ltd.
Tel
010-60275820 13031183356
Fax
010-60270825
Email
elainezt@sina.com
Country
China
ProdList
1390
Advantage
62
Energy Chemical
Tel
021-021-58432009 400-005-6266
Fax
021-58436166
Email
sales8178@energy-chemical.com
Country
China
ProdList
44688
Advantage
61
Wuhan Chemwish Technology Co., Ltd
Tel
86-027-67849912
Fax
86-027-87531808
Email
sales@chemwish.com
Country
China
ProdList
35896
Advantage
56
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View Lastest Price from 2,6-Dichloroisonicotinic acid manufacturers

Hebei Zhuanglai Chemical Trading Co Ltd
Product
2,6-Dichloroisonicotinic Acid 5398-44-7
Price
US $10.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
20 ton
Release date
2024-11-25
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
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

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


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