
4-(TRIFLUOROMETHYL)NICOTINAMIDE CAS 158062-71-6
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4-(TRIFLUOROMETHYL)NICOTINAMIDE | Sodium Pentahydroxycaproate
CAS 158062-71-6 | C7H5F3N2O | 190.12
- Appearance: White powder
- Purity: 99. 0%min
- Stock: In stock
- Sample: Available
- Zhishang Chemical: 4-(TRIFLUOROMETHYL)NICOTINAMIDE Supplier & Manufacturer
Basic Info of 4-(TRIFLUOROMETHYL)NICOTINAMIDE
| CAS No: | 158062-71-6 |
| Name: | 4-(TRIFLUOROMETHYL)NICOTINAMIDE |
| Formula: | C7H5F3N2O |
| Weight: | 190.12 |
| Other Names: | Sodium Pentahydroxycaproate |
| Type: | Agricultural Chemicals, Organic Raw Material |
| Shelf Life: | 3 years |
| Brand Name: | Zhishang Chemical |
| Place of Origin: | China |
What is 4-(TRIFLUOROMETHYL)NICOTINAMIDE?
4-( TRIFLUOROMETHYL) NICOTINAMIDE, CAS No. 158062-71-6. Molecular weight: 190.12; predicted boiling point: 292.029 ± 40.00 ° C (760 Torr); forecasted density: 1.410 ± 0.06 g/cm3 (25 ° C, 760 Torr); predicted pKa: 14.290 ± 0.50 (25 ° C).
4-( TRIFLUOROMETHYL) NICOTINAMIDE, also referred to as flunicamid, is a novel, dependence-dependent, low-toxicity pyridine amide pesticide. It works by indirectly turning on the short-term receptor possible vanillic acid subtype (TRPV) network of the string body organ through the accumulation of nicotinamide, consequently disrupting the function of string stretch receptors. These body organs are vital for hearing, gravity, balance, acceleration, proprioception, and kinesthesia.
This interferes with the feeding and other habits of target bugs. After piercing-sucking insects ingest the pesticide, their stylets can no more permeate plant cells, and they starve to fatality after ceasing to nurse. It has the characteristics of cross-contamination, reduced toxicity, and high tenancy price, and is currently commonly used in many nations on tobacco, as well as in rice, fruits, and veggies, to manage bugs and various other piercing-sucking bugs. Flupyradifurone, as a reasonably new and promising pesticide, has a specific market possibility.
Prep work
Starting from 4-trifluoromethylnicotinic acid, 4-( TRIFLUOROMETHYL) NICOTINAMIDE is obtained through a collection of acylation condensation, Hofmann destruction, hydrolysis, and esterification reactions. The synthesis method of this innovation features moderate response conditions, high yield, inexpensive, easily available basic materials, and industrial-scale manufacturing.
Furthermore, the thionyl chloride response remedy can be recycled continuously, enhancing basic material utilization, reducing source waste, minimizing air pollution, and reducing general production costs, thus possessing high application value.
4-(TRIFLUOROMETHYL)NICOTINAMIDE Uses
4-( TRIFLUOROMETHYL) NICOTINAMIDE (flumetnicam), an unique nicotinamide pesticide, was first reported by Ishihara Sangyo Co., Ltd. of Japan in 1993 in license EP0580374. It has actually drawn in widespread focus because of its superb efficiency as a stealth component against piercing-sucking bugs such as cotton aphids and whiteflies. Syngenta is currently creating it for industrial use as a sanitary pesticide.
Flupyradifurone has a comparable structure to flonicamid, differing just in the acetonitrile team on the nitrogen atom of the amide group. It has actually been verified that 4-( TRIFLUOROMETHYL) NICOTINAMIDE is the triggered metabolite of flonicamid in the target bug’s body. That is, flonicamid is metabolized right into 4-( TRIFLUOROMETHYL) NICOTINAMIDE in the pest to apply its insecticidal impact. As a result, 4-( TRIFLUOROMETHYL) NICOTINAMIDE has a much more straight and faster insecticidal result, making it a preferred in the domestic sophisticated market.
In drug research study, it is made use of as an architectural system for synthesizing bioactive molecules, specifically in the advancement of medications targeting main nerves illness. Its trifluoromethyl group improves metabolic stability and membrane leaks in the structure, making it beneficial in maximizing prospect medications. In addition, it is made use of in agrochemicals to improve the efficacy and determination of crop protectants. Because of its electron-withdrawing properties and capacity to affect binding affinity, it is often utilized in structure-activity partnership (SAR) research studies in medicinal chemistry.
Nicotinamide enzyme (Naam) is a vital enzyme for NAD synthesis in insects yet is lacking in animals, making it a possible insecticide target. Online testing revealed that 1- [4-(trifluoromethyl)-3-pyridyl] -acetone (4-TFPE) is a potent inhibitor of Naam in peach aphids (Myzus persicae) (IC50 = 4.156 μM) and fruit flies (Drosophila melanogaster) (IC50 = 2.855 μM). 4-TFPE lowered pupal weight, growth, and lifespan in both insect varieties, however did not show lethal toxicity.
Most importantly, nicotinamide build-up upregulated Naam expression, revealing a feedback regulative system that compromises its insecticidal capacity. Furthermore, the neurotoxicity of flufenoxuron was found to be independent of Naam. These findings highlight exactly how target settlement systems can weaken pesticide growth targeting solitary metabolic enzymes, suggesting the need for a multi-target technique.
Specifications & Packaging
| Item | Specification |
| Product Name | 4-(TRIFLUOROMETHYL)NICOTINAMIDE |
| CAS No. | 158062-71-6 |
| Appearance | White powder |
| Shelf Life | 3 years |
| Packing | 1kg/bag,25kg/bag or as your requirements |
| Melting point | 165°C |
| boiling point | 292.0±40.0 °C(Predicted) |
| storage temp. | under inert gas (nitrogen or Argon) at 2-8°C |
| solubility | Soluble in DMSO (a small amount) and methanol (a small amount) |
| form | Crystalline Powder |
| color | White to light beige |
| pKa | 14.29±0.50(Predicted) |
Product Packaging
Application of 4-(TRIFLUOROMETHYL)NICOTINAMIDE
4-(TRIFLUOROMETHYL)NICOTINAMIDE is a metabolite of flonicamid, the reliable form of flonicamid. Nicotinamide enzyme (Naam) is especially revealed in chordotonal stretch-receptor neurons. In insects, the flufenoxuron metabolite 4-(TRIFLUOROMETHYL)NICOTINAMIDE inhibits nicotinamide enzyme task, resulting in the accumulation of the substratum nicotinamide.
This overactivation of TRPV ion channels creates poisoning signs and symptoms, ultimately leading to insect fatality. As a result, 4-(TRIFLUOROMETHYL)NICOTINAMIDE is not only a metabolite of flonicamid, but additionally the energetic type in which flonicamid applies its insecticidal effect.
Nicotinamide enzymes are widely existing in nematodes and microorganisms and have important physiological functions. However, the genome of animals does not consist of genes inscribing nicotinamide enzymes. This implies that 4-(TRIFLUOROMETHYL)NICOTINAMIDE and potential nicotinamide enzyme inhibitors can be turned into nematicides and fungicides for farming use, and likewise right into antiparasitic medications and prescription antibiotics for medical usage, having significant r & d worth and market leads.
Fluonicamid was first disclosed in a license in 1994 and marketed in 2003. It has exceptional control effects on piercing-sucking parasites such as aphids and is safe for cross-pollinating pests and natural enemies such as bees and parasitical wasps. 4-(TRIFLUOROMETHYL)NICOTINAMIDE can bind to and hinder the task of NAAM (nicotinamide enzyme) in pests.
Nicotinamide enzymes are revealed in chordotonal stretch-receptor nerve cells and are the ninth molecular target in the bug nerve system. Restraint of NAAM by 4-(TRIFLUOROMETHYL)NICOTINAMIDE causes the accumulation of the substrate nicotinamide NAM, consequently overactivating TRPV ion networks and creating poisoning signs and symptoms.
- Suitable crops: cotton; veggies such as cucumber, pepper, eggplant, and potato; fruit trees such as apple and peach; beans, and so on.
- Target insects: hand thrips, whiteflies, leafhoppers, planthoppers, mealybugs, mirid bugs, etc; insects, flies, midges, insects, etc, which are taken into consideration hygienic parasites.
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