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
- Molecular Weight:
- 192
- MDL Number:
- MFCD00234147
- MOL File:
- 5398-44-7.mol
- MSDS File:
- SDS
- TDS File:
- TDS
| Product description | Number | Pack Size | Price |
| 2,6-Dichloropyridine-4-carboxylic acid 98% | 456543 | 1g | $40 |
| 2,6-Dichloropyridine-4-carboxylic acid 98% | 456543 | 5g | $146 |
| 2,6-Dichloroisonicotinic Acid >98.0%(GC)(T) | D3345 | 1g | $29 |
| 2,6-Dichloroisonicotinic Acid >98.0%(GC)(T) | D3345 | 5g | $82 |
| 2,6-Dichloroisonicotinic Acid | D434890 | 50g | $1100 |
| More product size | |||
| 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 |
| pka | 2.63±0.10(Predicted) |
| form | powder to crystal |
| 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
Risk and Safety Statements
| Symbol(GHS) |  GHS07 |
|||||||||
|---|---|---|---|---|---|---|---|---|---|---|
| Signal word | Warning | |||||||||
| Hazard statements | H315-H319-H335 | |||||||||
| Precautionary statements | P261-P264-P271-P280-P302+P352-P305+P351+P338 | |||||||||
| target organs | Respiratory system | |||||||||
| PPE | dust mask type N95 (US), Eyeshields, Gloves | |||||||||
| Hazard Codes | Xi | |||||||||
| Risk Statements | 36/37/38 | |||||||||
| Safety Statements | 26-36-37/39 | |||||||||
| WGK Germany | 3 | |||||||||
| HazardClass | IRRITANT | |||||||||
| HS Code | 29333990 | |||||||||
| Storage Class | 11 - Combustible Solids | |||||||||
| Hazard Classifications | Eye Irrit. 2 Skin Irrit. 2 STOT SE 3 |
|||||||||
| NFPA 704 |
|
2,6-Dichloroisonicotinic acid price More Price(46)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich | 456543 | 2,6-Dichloropyridine-4-carboxylic acid 98% | 5398-44-7 | 1g | $40 | 2026-03-19 | Buy |
| Sigma-Aldrich | 456543 | 2,6-Dichloropyridine-4-carboxylic acid 98% | 5398-44-7 | 5g | $146 | 2026-03-19 | Buy |
| TCI Chemical | D3345 | 2,6-Dichloroisonicotinic Acid >98.0%(GC)(T) | 5398-44-7 | 1g | $29 | 2026-03-19 | Buy |
| TCI Chemical | D3345 | 2,6-Dichloroisonicotinic Acid >98.0%(GC)(T) | 5398-44-7 | 5g | $82 | 2026-03-19 | Buy |
| TRC | D434890 | 2,6-Dichloroisonicotinic Acid | 5398-44-7 | 50g | $1100 | 2021-12-16 | Buy |
2,6-Dichloroisonicotinic acid Chemical Properties,Uses,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].
Synthesis
99-11-6
5398-44-7
The general procedure for the synthesis of 2,6-dichloroisonicotinic acid from citrazinic acid was as follows: citrazinic acid (10.35 g, 66.7 mmol) and tetraethylammonium chloride (11.05 g, 66.7 mmol) were suspended in phosphorochloride (20 mL, in excess) and the reaction was heated for 18 hr at 130 °C, followed by warming up to 145 °C to continue the reaction for 2 hr. Upon completion of the reaction, the mixture was cooled to room temperature and slowly poured into crushed ice (150 g) for quenching. The reaction mixture was extracted with ethyl acetate (3 x 100 mL), the organic phases were combined and dried over anhydrous magnesium sulfate. The organic phase was concentrated under reduced pressure to afford the white solid product 2,6-dichloroisonicotinic acid 11.34 g in 89% yield. The product was characterized by 1H NMR (400 MHz, DMSO-d6): δ 7.85 (s, 2H), 13.90 (br s, OH).
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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| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| Enki Biopharmaceuticals (Shanghai) Limited | +86-0086-2157680326 +8613916707528 | yusu@enkibiopharma.com | China | 53 | 58 |
| Hebei Zhuanglai Chemical Trading Co Ltd | +86-16264648883 | niki@zlchemi.com | China | 7245 | 58 |
| Capot Chemical Co.,Ltd. | +86-（0）57185586718; +8613336195806 | sales@capot.com | China | 29640 | 60 |
| Henan Tianfu Chemical Co.,Ltd. | +86-0371-55170693 +86-19937530512 | info@tianfuchem.com | China | 21592 | 55 |
| Nanjing ChemLin Chemical Industry Co., Ltd. | 025-83697070 | product@chemlin.com.cn | CHINA | 3009 | 60 |
| Nanjing Finetech Chemical Co., Ltd. | 025-85710122 17714198479 | sales@fine-chemtech.com | CHINA | 885 | 55 |
| ATK CHEMICAL COMPANY LIMITED | +undefined-21-51877795 | ivan@atkchemical.com | China | 33024 | 60 |
| Shanghai Zheyan Biotech Co., Ltd. | 18017610038 | zheyansh@163.com | CHINA | 3619 | 58 |
| career henan chemical co | +86-0371-86658258 +8613203830695 | sales@coreychem.com | China | 29821 | 58 |
| Shenzhen Nexconn Pharmatechs Ltd | +86-755-89396905 +86-15013857715 | admin@nexconn.com | China | 10404 | 58 |
View Lastest Price from 2,6-Dichloroisonicotinic acid manufacturers
| Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
|---|---|---|---|---|---|---|---|---|
 |
2026-04-27 | 2,6-Dichloroisonicotinic Acid
5398-44-7
|
US $0.00-0.00 / kg | 1kg | 98% | 100KG | Watson Biotechnology Co.,Ltd | |
 |
2026-04-27 | 2,6-Dichloroisonicotinic acid
5398-44-7
|
US $0.00-0.00 / kg | 5kg | 99.0% | 1000 | Enki Biopharmaceuticals (Shanghai) Limited | |
 |
2025-11-18 | 2,6-Dichloroisonicotinic acid
5398-44-7
|
US $1.10 / g | 1g | 99.00% | 100 Tons Min | Dideu Industries Group Limited |
-
- 2,6-Dichloroisonicotinic Acid
5398-44-7
- US $0.00-0.00 / kg
- 98%
- Watson Biotechnology Co.,Ltd
-
- 2,6-Dichloroisonicotinic acid
5398-44-7
- US $0.00-0.00 / kg
- 99.0%
- Enki Biopharmaceuticals (Shanghai) Limited
-
- 2,6-Dichloroisonicotinic acid
5398-44-7
- US $1.10 / g
- 99.00%
- Dideu Industries Group Limited
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