3703-10-4

Usage

Uses

Used in Chemical Synthesis:
2,4-Dichloro-6-isopropylamino-1,3,5-triazine is used as an intermediate in the synthesis of Atrazine-d5 (A794602), a labeled selective herbicide. This herbicide is designed to control the growth of unwanted plants without causing significant harm to the desired crops or the environment.
Used in Herbicide Production:
In the agricultural industry, 2,4-Dichloro-6-isopropylamino-1,3,5-triazine is used as a key component in the production of Atrazine-d5, a herbicide that targets specific weeds while minimizing damage to crops. This selective action makes it a valuable tool for farmers seeking to improve crop yields and maintain the health of their fields.
Potential Health Risks:
Overexposure to 2,4-Dichloro-6-isopropylamino-1,3,5-triazine may result in various symptoms, including irritation of the eyes and skin, dermatitis, skin sensitization, dyspnea (shortness of breath), weakness, incoordination, salivation, hypothermia, and liver injury. Proper handling and safety measures should be taken to minimize the risk of exposure to 2,4-Dichloro-6-isopropylamino-1,3,5-triazine.

InChI:InChI=1/C6H8Cl2N4/c1-3(2)9-6-11-4(7)10-5(8)12-6/h3H,1-2H3,(H,9,10,11,12)

Upstream product

• 108-77-0 1,3,5-trichloro-2,4,6-triazine 
• 75-31-0 isopropylamine 

Downstream Products

• 68228-20-6 2-chloro-4-(isoprpylamino)-6-(carboxymethylamino)-s-triazine 
• 22936-86-3 cyprazine 
• 304006-18-6 N₁-{[4-({[4-chloro-6-(isopropylamino)-1,3,5-triazin-2-yl]amino}methyl)cyclohexyl]methyl}-1-naphthalenesulfonamide 
• 53773-09-4 N-phenyl-N’-isopropyl-6-chloro-[1,3,5]triazine-2,4-diamine 
• 1342304-79-3 2-isopropylamino-4-((3-phenyl-1,2-oxazol-5-yl)methylamino)-6-methylthio-1,3,5-triazine 
• 1342304-75-9 2-isopropylamino-4-(p-fluorobenzylamino)-6-methylthio-1,3,5-triazine 
• 834-12-8 ametryn 
• 1912-24-9 6-chloro-N-ethyl-N'-isopropyl-1,3,5-triazine-2,4-diamine 
• 1342304-71-5 2-chloro-4-isopropylamino-6-((3-phenyl-1,2-oxazol-5-yl)methylamino)-1,3,5-triazine 
• 1342304-66-8 2-chloro-4-isopropylamino-6-(p-fluorobenzylamino)-1,3,5-triazine 
• 1446502-15-3 6-(2-fluorophenyl)-N²-isopropyl-N⁴-(pyridin-4-yl)-1,3,5-triazine-2,4-diamine 
• 1446507-52-3 4-chloro-6-(2-fluorophenyl)-N-isopropyl-1,3,5-triazin-2-amine 
• 139-40-2 propazine 
• 163165-75-1 atrazine-d5 

Relevant academic research and scientific papers

Compound with anti-aging and discoloration-resistant effects and preparation method thereof

The invention provides a compound with anti-aging and discoloration-resistant effects and a preparation method thereof. The compound has a structure shown as a formula (I), and in the formula, R, R1 and R2 are defined in the description. Compared with an

Stable isotope labeled atrazine-d5 and synthesis method thereof

The invention discloses stable isotope labeled atrazine and a synthetic method thereof. The stable isotope labeled ethyl-d5-amine hydrochloride serves as a stable isotope labeling source, firstly, 2,4, 6-trichloro-1, 3, 5-triazine reacts with isopropylamine to obtain 2, 4-dichloro-6-isopropylamino-1, 3, 5-triazine, and then reaction with stable isotope labeled ethyl-d5-amine hydrochloride is carried out to obtain a stable isotope labeled atrazine-d5 product. The used stable isotope labeling raw material is ethyl-d5-amine hydrochloride, the source is easy to obtain, the price is low, the synthesis process is simple, the product is easy to separate and purify, the chemical purity and isotope abundance of the obtained product both reach 98% or above, and the related requirements of a standard reagent for quantitatively detecting the content of atrazine are met.

Continuous production method of multi-kettle serial triazine herbicide

The invention relates to a continuous production method of a multi-kettle serial triazine herbicide. A metered cyanuric chloride solution is pre-cooled and mixed with alkylamine R1 in a mixer to entera first-stage reaction kettle, continuous discharging is conducted, after a heat exchanger is passed, the cyanuric chloride solution is neutralized with alkali in the mixer and enters a first-stage neutralization kettle, after a reaction is completed, the cyanuric chloride solution passes through a continuous water separator and the heat exchanger and is mixed with alkylamine R2 in the mixer to enter a second-stage reaction kettle, the continuous discharging is conducted, after the cyanuric chloride solution passes through the heat exchanger, the cyanuric chloride solution is mixed with the alkali in the mixer to enter a second-stage neutralization kettle, after the neutralization, a aqueous phase is separated by a continuous layerer, a solvent is removed, and drying is conducted to obtain a triazine product. The production method has the advantages of high productivity, good production stability, high efficiency, high product quality and the like, is particularly suitable for technical transformation of existing production enterprises, has a low transformation cost, basically does not add novel reaction equipment, and is easily mastered by existing enterprises.

Synthesis of new 5-aza-isosteres of guanine containing aryl and hetaryl substituents on the 1,2,4-triazole ring

The oxidative cyclization of 4-amino-substituted 6-arylidene(hetarylmethylidene)hydrazinyl-1,3,5-triazin-2-ones with lead(IV) tetraacetate proceeds via a Dimroth-type rearrangement to give 5-amino-substituted 2-aryl(hetaryl)-1,2,4-triazolo[1,5-a]-1,3,5-tr

THERAPEUTICALLY ACTIVE COMPOUNDS AND THEIR METHODS OF USE

Provided are compounds useful for treating cancer and methods of treating cancer comprising administering to a subject in need thereof a compound described herein.

Synthesis of 4-amino-6-chloro-1,3,5-triazin-2(1H)-ones

Conditions for selective substitution for one chlorine atom in 2-(R,R-amino)-4,6-dichloro-1,3,5-triazines with a hydroxide ion were elaborated. Spectral and calculation methods showed that the products formed are in the lactam form, i.e., have the structure of 4-chloro-6-(R,R- amino)-1,3,5-triazin-2(1H)-ones.

Discovery of highly potent and selective small molecule ADAMTS-5 inhibitors that inhibit human cartilage degradation via encoded library technology (ELT)

The metalloprotease ADAMTS-5 is considered a potential target for the treatment of osteoarthritis. To identify selective inhibitors of ADAMTS-5, we employed encoded library technology (ELT), which enables affinity selection of small molecule binders from complex mixtures by DNA tagging. Selection of ADAMTS-5 against a four-billion member ELT library led to a novel inhibitor scaffold not containing a classical zinc-binding functionality. One exemplar, (R)-N-((1-(4-(but-3-en-1-ylamino)-6-(((2-(thiophen-2-yl)thiazol-4-yl)methyl) amino)-1,3,5-triazin-2-yl)pyrrolidin-2-yl)methyl)-4-propylbenzenesulfona-mide (8), inhibited ADAMTS-5 with IC50 = 30 nM, showing >50-fold selectivity against ADAMTS-4 and >1000-fold selectivity against ADAMTS-1, ADAMTS-13, MMP-13, and TACE. Extensive SAR studies showed that potency and physicochemical properties of the scaffold could be further improved. Furthermore, in a human osteoarthritis cartilage explant study, compounds 8 and 15f inhibited aggrecanase-mediated 374ARGS neoepitope release from aggrecan and glycosaminoglycan in response to IL-1β/OSM stimulation. This study provides the first small molecule evidence for the critical role of ADAMTS-5 in human cartilage degradation.

Design, synthesis, and biological activities of arylmethylamine substituted chlorotriazine and methylthiotriazine compounds

Heterocyclic rings were introduced into the core structure of s-triazine to design and synthesize a series of novel triazines containing arylmethylamino moieties. These compounds were characterized by using spectroscopic methods and elemental analysis. Their herbicidal, insecticidal, fungicidal, and antitumor activities were evaluated. Most of these compounds exhibited good herbicidal activity, especially against the dicotyledonous weeds, and compound F8 was almost at the same level as the control compound atrazine. Their structure-activity relationships were discussed. At the same time, some triazines had interesting fungicidal and insecticidal activities, of which F4 exhibited 100% efficacy against Puccinia triticina even at 20 ppm, and F5 showed Lepidopteran-specific activity in both leaf-piece and artificial diet assays. Moreover, these compounds showed antitumor activities against leukemia HL-60 cell line and lung adenocarcinoma A-549 cell line.

Identification and optimization of inhibitors of trypanosomal cysteine proteases: Cruzain, rhodesain, and TbCatB

Trypanosoma cruzi and Trypanosoma brucei are parasites that cause Chagas' disease and African sleeping sickness, respectively. Both parasites rely on essential cysteine proteases for survival: cruzain for T. cruzi and TbCatB/rhodesain for T. brucei. A rec

Evaluation of the carbonyl metallo immunoassay (CMIA) for the determination of traces of the herbicide atrazine

The non-isotopic immunoassay (CMIA) was investigated for the quantification of the herbicide atrazine. This assay combines transition metal carbonyl complex and Fourier transform infrared spectroscopy. We describe the synthesis of three dicobalt hexacarbonyl tracers, derivatives of atrazine. Their relative binding affinity towards two purified IgG fractions of polyclonal rabbit anti-sera (anti-atrazine and -simazine) was evaluated by ELISA and CMIA. The best tracer 9 (bearing the longest alkyl chain between atrazine aromatic ring and metal carbonyl complex) was used for further study by CMIA. Reproducible competitive standard curves were obtained by using anti-simazine antibodies in PBS buffer pH 7.4 with pre-incubation of various amounts of atrazine and antibodies for 1 h at 4 °C before addition of the tracer. This study demonstrates the feasability of using CMIA for pesticide determination, although the sensitivity of current CMIA format does not reach the 0.1 μg 1-1 level required by E.U.