54013-04-6|Ethyl 5-chloropyrazine-2-carboxylate| Ambeed

Size	Price	VIP Price	US Stock	Global Stock	In Stock
{[ item.pr_size ]}		Inquiry {[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate,item.pr_is_large_size_no_price, item.vip_usd) ]}

US Stock: ship in 0-1 business day
Global Stock: ship in 5-7 days

{[ item.pr_size ]}

In Stock

- +

Please Login or Create an Account to: See VIP prices and availability

US Stock: ship in 0-1 business day
Global Stock: ship in 2 weeks

Quality Control of [ 54013-04-6 ] Purity: 98% SDS Specification

COA

Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.

NMR

Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.

CNMR

Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.

HPLC

Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.

LC-MS

Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.

1-2 Day Shipping
High Quality
Technical Support

Product Citations

Evaluation of Pyrazinamide and Pyrazinoic Acid Analogues for Control of Key Weeds in Multiple Crops

Gregory R. Armel ; James T. Brosnan ; Nilda R. Burgos ; Peter J. Porpiglia ; Jose J. Vargas ;

DOI: 10.1021/acsagscitech.4c00049 ACS Agric. Sci. Technol.,2024,4(5):593-602.

Abstract: Numerous similarities exist between the structure–activity relationships of pharmaceutical drugs and pesticides, creating the potential for finding new crop management tools with novel mechanisms of action. Analogues of pyrazinamide and its active metabolite pyrazinoic acid were evaluated on a variety of monocot and dicot species to assess their potential as commercial herbicides. Six analogues, applied postemergence at 3 kg ai/ha, controlled yellow nutsedge (Cyperus esculentus) ≥ the commercial standards bentazon or imazethapyr. The compound 5-fluoropyrazine-2-carboxylic acid provided between 71 and 95% control of barnyardgrass (Echinochloa crus-galli) and yellow nutsedge with only modest injury (8–25%) to soybean (Glycine max). A similar compound containing a bromine atom in the 5-position controlled yellow nutsedge greater than bentazon and affected soybean, sweet corn (Zea mays convar. saccharata var. rugosa), and rice (Oryza sativa) in a similar fashion to bentazon as well. The herbicidal sites of action targeted by these analogues of pyrazinamide and pyrazinoic acid are unknown, but it is hypothesized that they may be disrupting targets in the biosynthesis pathways of nicotinamide adenine dinucleotide (NAD) and/or ethylene.

Keywords: herbicide ; rice ; pyrazinamide ; pharmaceutical ; prodrug ; soybean ; sweet corn

Purchased from AmBeed: 23688-89-3 ; 86873-60-1 ; 54013-04-6 ; 374068-01-6 ; 40155-43-9 ; 36070-80-1 ; 40155-42-8 ; 312736-49-5 ; 356783-15-8 ; 34604-60-9 ; 27398-39-6 ; 21279-64-1 ; 38275-61-5 ; 1211533-09-3 ; 876161-05-6 ; 5326-23-8 ; 1174321-06-2 ; 5096-73-1 ; 1060814-50-7 ; 1211584-50-7

Product Details of [ 54013-04-6 ]

CAS No. :	54013-04-6
Formula :	C₇H₇ClN₂O₂
M.W :	186.60
SMILES Code :	O=C(C1=NC=C(Cl)N=C1)OCC
MDL No. :	MFCD18070850
InChI Key :	CFKGDFQQELWOHA-UHFFFAOYSA-N
Pubchem ID :	465025

Safety of [ 54013-04-6 ]

GHS Pictogram:
Signal Word:	Warning
Hazard Statements:	H315-H319-H335
Precautionary Statements:	P261-P305+P351+P338

Application In Synthesis of [ 54013-04-6 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

Downstream synthetic route of [ 54013-04-6 ]

[ 54013-04-6 ] Synthesis Path-Downstream 1~21

1
[ 64-17-5 ]
[ 88625-23-4 ]
[ 54013-04-6 ]

References: [1]Journal of Medicinal Chemistry,1995,vol. 38,p. 3902 - 3907.
[2]Journal of Medicinal Chemistry,2015,vol. 58,p. 5344 - 5354.

3
[ 141-78-6 ]
[ 54013-04-6 ]
[ 1215002-59-7 ]
[ 141-97-9 ]

Yield	Reaction Conditions	Operation in experiment
94%	With lithium hexamethyldisilazane; In tetrahydrofuran; at -50 - -30℃; for 0.333333h;Inert atmosphere;	General procedure: To the solution of ester (10 mmol) in THF (20 mL) and ethyl acetate (70 mmol), LiHMDS (30 mmol) was added very quickly at -40 C, and stirred at this temperature for 20 min. After completion of the reaction, reaction mixture was quenched with acetic acid (50 mmol) and then basified using 10% NaHCO3 solution, extracted with ethyl acetate (2×100 mL), the combined organic layer was washed with water and brine solution and dried over Na2SO4. The specific purification procedure for each compound has been included along with their characterization data.

References: [1]Bioorganic and Medicinal Chemistry Letters,2012,vol. 22,p. 4193 - 4197.

4
[ 1196473-37-6 ]
[ 54013-04-6 ]
ethyl 5-(1-hydroxy-1,3-dihydrobenzo[c][1,2]oxaborol-6-yloxy)pyrazine-2-carboxylate [ No CAS ]

References: [1]Journal of Medicinal Chemistry,2015,vol. 58,p. 5344 - 5354.

5
[ 36070-80-1 ]
[ 54013-04-6 ]