3440-19-5

Basic information

• Product Name: Etatryn
• Synonyms: Etatryn;4,6-Dichloro-N-ethyl-1,3,5-triazin-2-amine;N-Ethyl-4,6-dichloro-1,3,5-triazin-2-amine;(4,6-dichloro-s-triazin-2-yl)-ethyl-amine;1,3,5-Triazin-2-aMine, 4,6-dichloro-N-ethyl-;2,4-Dichloro-6-(ethylamino)-1,3,5-triazine
• CAS NO: 3440-19-5
• Molecular Formula: C₅H₆Cl₂N₄
• Molecular Weight: 193.03
• Mol File: 3440-19-5.mol

Chemical Properties

• Melting Point: 108.5-109 °C(Solv: ligroine (8032-32-4))
• Boiling Point: 362.707 °C at 760 mmHg
• Flash Point: 173.159 °C
• Appearance: /
• Density: 1.496 g/cm³
• Vapor Pressure: 1.9E-05mmHg at 25°C
• Refractive Index: 1.607
• PKA: 0.96±0.10(Predicted)
• CAS DataBase Reference: Etatryn(CAS DataBase Reference)
• NIST Chemistry Reference: Etatryn(3440-19-5)
• EPA Substance Registry System: Etatryn(3440-19-5)

Safety Data

• Hazardous Substances Data: 3440-19-5(Hazardous Substances Data)

Usage

Uses

Etatryn is an intermediate in the synthesis of Cyanazine Acid (C953550), which is a water-soluble herbicide, considered a ground water pollutant.

InChI:InChI=1/C5H6Cl2N4/c1-2-8-5-10-3(6)9-4(7)11-5/h2H2,1H3,(H,8,9,10,11)

Upstream product

• 108-77-0 1,3,5-trichloro-2,4,6-triazine 
• 557-66-4 ethanamine hydrochloride 
• 75-04-7 ethylamine 

Downstream Products

• 1912-26-1 2-chloro-4-diethylamino-6-ethylamino-1,3,5-triazine 
• 4653-94-5 2-chloro-6-ethylamino-4-methoxy-1,3,5-triazine 
• 30357-95-0 2-Methylmercapto-4-ethylamino-6-chlor-s-triazin 
• 68228-19-3 2-chloro-4-(ethylamino)-6-(carboxymethylamino)-s-triazine 
• 53773-08-3 6-chloro-N-ethyl-N'-phenyl-[1,3,5]triazine-2,4-diamine 
• 122-34-9 Simazine 

Relevant articles and documents

Synthesis of a series of dichloroamino- and dihalosulfonamido-1,3,5-triazines and investigation of their hindered rotation and stereodynamic behaviour by NMR spectroscopy

Mono-substituted 1,3,5-triazines (s-triazines) have been prepared and characterised by NMR spectroscopy. The room temperature 13C NMR spectra of dichloroamino-s-triazines show three signals for the triazine ring, clearly indicating that C(2) and C(3) are in inequivalent environments. At elevated temperatures, two of the signals broaden and coalesce. Conversely, a number of dihalosulfonamido-s-triazine compounds were found to display only one signal for C(2) and C(3), indicating that the degree of π-bonding in the exocyclic C-N bond in these compounds is less significant. The low temperature exchange limits for the dihalosulfonamido-s-triazine compounds are reported.

Design, synthesis, biological evaluation, and molecular docking study on triazine based derivatives as anti-inflammatory agents

In an attempt to develop new anti-inflammatory agents, design, synthesis, pharmacological activities, and docking study of two groups of triazine-based derivatives were reported. Nine compounds (5a-5d and 10a-10e) consisting of triazine, vanillin, and phenylpyrazole were synthesized through the pharmacophore hybridization method. After confirmation of the structure of the synthesized compounds using spectroscopic methods (FT-IR, and NMR spectral data), their anti-inflammatory activity was evaluated using carrageenan-induced paw edema model in male Wistar rats (200–220 g) administered intraperitoneally at doses of 100 and 200 mg/kg. A group of rats received indomethacin (10 mg/kg) as the standard drug. Among compounds 5a to 5d, only compounds 5c and 5d showed a significant anti-inflammatory effect (p 0.01). Also compound 10a at a dose of (200 mg/kg) and compounds 10b, 10c, 10d and 10e at both doses showed significant anti-inflammatory activity and this effect for 10a (200 mg/kg) and both doses of 10b and 10e was comparable with indomethacin. While indomethacin reduced paw edema by 90%, 10b as the most potent tested compound reduced edema by 93%. The synthesized compounds were docked into the binding sites of both cyclooxygenase-1- and 2- isoenzymes (COX-1 and COX-2) to explore their binding mode and possible interactions of these ligands.

Discovery of a Novel Mycobacterial F-ATP Synthase Inhibitor and its Potency in Combination with Diarylquinolines

The F1FO-ATP synthase is required for growth and viability of Mycobacterium tuberculosis and is a validated clinical target. A mycobacterium-specific loop of the enzyme's rotary γ subunit plays a role in the coupling of ATP synthesis within the enzyme complex. We report the discovery of a novel antimycobacterial, termed GaMF1, that targets this γ subunit loop. Biochemical and NMR studies show that GaMF1 inhibits ATP synthase activity by binding to the loop. GaMF1 is bactericidal and is active against multidrug- as well as bedaquiline-resistant strains. Chemistry efforts on the scaffold revealed a dynamic structure activity relationship and delivered analogues with nanomolar potencies. Combining GaMF1 with bedaquiline or novel diarylquinoline analogues showed potentiation without inducing genotoxicity or phenotypic changes in a human embryonic stem cell reporter assay. These results suggest that GaMF1 presents an attractive lead for the discovery of a novel class of anti-tuberculosis F-ATP synthase inhibitors.

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.

Design, Synthesis, and Characterization of Ogerin-Based Positive Allosteric Modulators for G Protein-Coupled Receptor 68 (GPR68)

G protein-coupled receptor 68 (GPR68) is an understudied orphan G protein-coupled receptor (GPCR). It is expressed most abundantly in the brain, potentially playing important roles in learning and memory. Pharmacological studies with GPR68 have been hinde

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

Soluble artificial metalloproteases with broad substrate selectivity, high reactivity, and high thermal and chemical stabilities

To design soluble artificial proteases that cleave peptide backbones of a wide range of proteins with high reactivity, artificial active sites comprising the Cu(II) complex of 1-oxa-4,7,10-triazacyclodedecane (oxacyclen) and the aldehyde group were synthesized. The aldehyde group was employed as the binding site in view of its ability to reversibly form imine bonds with ammonium groups exposed on the surfaces of proteins, and Cu(II) oxacyclen was exploited as the catalytic group for peptide hydrolysis. The artificial metalloproteases synthesized in the present study cleaved all of the protein substrates examined (albumin, γ-globulin, myoglobin, and lysozyme). In addition, the activity of the best soluble artificial protease was enhanced by up to 190-fold in terms of k cat/K m. When the temperature was raised to 80 °C, the activities of the artificial proteases were significantly enhanced. The activity of the artificial protease was not greatly affected by surfactants, including sodium dodecyl sulfate. The intermediacy of the imine complex formed between the artificial protease and the protein substrate was supported by an experiment using sodium cyanoborohydride. Soluble artificial metalloproteases with broad substrate selectivity, high reactivity, high thermal and chemical stabilities, and small molecular weights were thus synthesized by positioning the aldehyde group in proximity to Cu(II) oxacyclen.

Triazine derivatives as universal peptide isotope tag reagents (U-PIT)

Compounds, compositions, methods for sequencing proteins and peptides, and methods for identifying proteins and peptides in a mixture, are disclosed. Compounds of formula A-B—C wherein A is a nucleophilic reactive group, B is a detectable moiety capable of being isotopically labeled, and C is a charge replacement group, are used to label the peptides at the N-terminus or the C-terminus. The tagged peptides can then be analyzed by mass spectroscopy.

Modular isotope coding approach to proteomic analysis

The present invention provides methods for analyzing a peptide or peptides of interest in a protein sample using a combination of a relatively generic isotope tag with a decoupled selection process, allowing simplified customization of the application with a single reagent. These methods comprise providing a first and a second protein sample; labeling the first protein sample with a first Universal Peptide Isotope Tag (U-PIT) reagent and the second protein sample with a second U-PIT reagent; separating the peptide of interest from the combined first and second protein samples; and determining the relative amount of the first U-PIT reagent and the second U-PIT reagent bound to the peptide or peptides of interest. The U-PIT label of the present inventive methods has the following general formula [in-line-formulae]A-B-C [/in-line-formulae] wherein A is a nucleophilic reactive group, B is a detectable moiety that can be isotopically labeled, and C is a charge replacement group.

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.