35091-64-6

Usage

InChI:InChI=1/C4H11N4O2/c1-2-3-6-4(5)7-8(9)10/h2-3H2,1H3,(H,9,10)(H3,5,6,7)/q+1

Upstream product

• 107-10-8 propylamine 
• 70-25-7 N-Methyl-N'-nitro-N-nitrosoguanidine 
• 556-88-7 2-nitroguanidine 
• 2986-25-6 S-methyl-N-nitroisothiourea 
• 540-54-5 1-Chloropropane 
• 2986-25-6 methyl nitrocarbamimidothioate 
• 556-88-7 nitroguanidine 
• 106-94-5 propyl bromide 

Downstream Products

• 13010-07-6 N-Nitroso-N'-nitro-N-propyl-guanidin 
• 13010-07-6 N-Propyl-N'-nitro-N-nitrosoguanidine 

Relevant academic research and scientific papers

Design, Synthesis, and Antifungal Activity of Sulfoximine Derivatives Containing Nitroguanidine Moieties

To discover novel pesticide candidates, a series of sulfoximine derivatives were designed and synthesized via the oxidation coupling reaction of sulfides and N-alkyl nitroguanidines. The compounds were evaluated for their antifungal activity against six phytopathogenic fungi. Most of them exhibited a broad spectrum of fungicidal activity in vitro. Compound 8IV-b displayed good fungicidal activity against Sclerotinia sclerotiorum, Rhizoctonia solani, Botrytis cinerea, Fusarium graminearum, and Phytophthora capsici, with EC50 value of 12.82, 12.50, 17.25, 31.08, and 30.11 mg/L, respectively. In addition, compounds 8III-c and 8IV-e had EC50 values of 22.23 and 20.67 mg/L against P. capsic, which were significantly better than that of the commercial procymidone (118.15 mg/L). Strikingly, 8IV-d exhibited satisfactory fungicidal activity against B. cinerea, which was comparable to control procymidone in terms of their EC50 values (7.42 versus 10.83 mg/L), and the bioassays in vivo further confirmed that 8IV-d possessed potent protective effect against B. cinerea at 200 mg/L (72.2 %). These present findings will facilitate the design and development of novel potent fungicides.

Nitroguanidine compound and preparation and application thereof

The invention relates to a nitroguanidine compound and preparation and application thereof. The nitroguanidine compound is a compound with a structure as shown in a general formula (I) which is described in the specification, or a pharmaceutically acceptable salt, enantiomer, diastereoisomer, tautomer, solvate, polymorphic substance or prodrug thereof. In the general formula (I), R1 is one selected from the group consisting of C1-C8 saturated or unsaturated aliphatic group, a benzyl group, a substituted benzyl group and a substituted pyridylmethyl group; and R2 is one selected from the group consisting of a C1-C8 saturated or unsaturated aliphatic group, a phenyl group, a substituted phenyl group and a substituted pyridyl group. Compared with the prior art, the nitroguanidine compound disclosed by the invention has a relatively good prevention effect on agricultural fungal diseases such as fusarium, gibberella, stemphylium solani, phytophthora, pythium aphanidermatum, botrytis cinerea,sclerotinia sclerotiorum and rhizoctonia solani, and can be used as a potential plant bactericide.

Method for preparing propyl nitroguanidine

The invention discloses a method for preparing propyl nitroguanidine. With nitroguanidine and n-propylamine taken as raw materials, the method comprises the following steps: adding distilled water toa reaction bottle, adding nitroguanidine and n-propylamine sequentially for reaction at a reaction temperature of 30-60 DEG C for 1 h-4 h, adjusting pH of the reaction system by inorganic acid to 1-6,and performing filtration and recrystallization to obtain propyl nitroguanidine, wherein nitroguanidine, n-propylamine and water are in a mass ratio of 1:(0.3-0.6):(5-20), and the recrystallization solvent is an organic solvent. The method aims to solve the problems of multiple reaction steps, various raw materials, high cost, low yield and the like in the preparation process of propyl nitroguanidine, and is mainly used for preparing propyl nitroguanidine.

The discovery of thiamethoxam: A second-generation neonicotinoid

Neonicotinoids represent a novel and distinct chemical class of insecticides with remarkable chemical and biological properties. In 1985, a research programme was started in this field, in which novel nitroimino heterocycles were designed, prepared and assayed for insecticidal activity. The methodology for the synthesis of 2-nitroimino-hexahydro-1,3,5-triazines, 4-nitroimino-1,3,5-oxadiazinanes and 4-nitroimino-1,3,5-thiadiazinanes is outlined. Bioassays demonstrated that 3-(6-chloropyridin-3-ylmethyl)-4-nitroimino-1,3,5-oxadiazinane exhibited better insecticidal activity than the corresponding 2-nitroimino-hexahydro-1,3,5-triazine and 4-nitroimino-1,3,5-thiadiazinane. In most tests, this compound was equally or only slightly less active than imidacloprid. A series of structural modifications on this lead structure revealed that replacement of the 6-chloro-3-pyridyl group by a 2-chloro-5-thiazolyl moiety resulted in a strong increase of activity against chewing insects, whereas the introduction of a methyl group as pharmacophore substituent increased activity against sucking pests. The combination of these two favourable modifications led to thiamethoxam (CGA 293 343). Thiamethoxam is the first commercially available second-generation neonicotinoid and belongs to the thianicotinyl sub-class. It is marketed under the trademarks Actara for foliar and soil treatment and Cruiser for seed treatment. The compound has broad-spectrum insecticidal activity and offers excellent control of a wide variety of commercially important pests in many crops. Low use rates, flexible application methods, excellent efficacy and the favourable safety profile make this new insecticide well-suited for modern integrated pest management programmes in many cropping systems.