2272-23-3

Usage

InChI:InChI=1/C10H8Cl2N4/c1-6-4-2-3-5-7(6)13-10-15-8(11)14-9(12)16-10/h2-5H,1H3,(H,13,14,15,16)

Upstream product

• 108-77-0 1,3,5-trichloro-2,4,6-triazine 
• 95-53-4 o-toluidine 
• 754207-98-2 2,4-dichloro-6-[N-(4'-ethoxyphenyl)dithiocarbamoyl]-s-triazine 

Downstream Products

• 1084910-31-5 C₂₆H₂₄N₆S₄ 
• 21665-55-4 4-chloro-N-(2-methylphenyl)-6-(morpholin-4-yl)-1,3,5-triazin-2-amine 
• 1099811-27-4 C₁₆H₂₀ClN₅ 
• 2515-29-9 6-chloro-N²,N⁴-di(2-methylphenyl)-1,3,5-triazine-2,4-diamine 
• 1269458-30-1 N-[4-(7-chloro-quinolin-4-ylamino)-phenyl]-6-(4-methyl-piperazin-1-yl)-N'-o-tolyl-[1,3,5]triazine-2,4-diamine 
• 1269458-31-2 N-[4-(7-chloro-quinolin-4-ylamino)-phenyl]-6-(4-ethyl-piperazin-1-yl)-N'-o-tolyl-[1,3,5]triazine-2,4-diamine 
• 1269458-32-3 N-butyl-N'-[4-(7-chloro-quinolin-4-ylamino)-phenyl]-N''-o-tolyl-[1,3,5]triazine-2,4,6-triamine 
• 1269458-33-4 N-[4-(7-chloro-quinolin-4-ylamino)-phenyl]-N'-(2-diethylamino-ethyl)-N''-o-tolyl-[1,3,5]triazine-2,4,6-triamine 
• 1269458-34-5 N-[4-(7-chloro-quinolin-4-ylamino)-phenyl]-N'-(3-morpholin-4-yl-propyl)-N''-o-tolyl-[1,3,5]triazine-2,4,6-triamine 
• 1269458-35-6 N-[4-(7-chloro-quinolin-4-ylamino)-phenyl]-N'-cyclohexyl-N''-o-tolyl-[1,3,5]triazine-2,4,6-triamine 
• 1269458-36-7 N-benzyl-N'-[4-(7-chloro-quinolin-4-ylamino)-phenyl]-N''-o-tolyl-[1,3,5]triazine-2,4,6-triamine 
• 1269458-38-9 N-[4-(7-chloro-quinolin-4-ylamino)-phenyl]-N'-methyl-N''-o-tolyl-[1,3,5]triazine-2,4,6-triamine 
• 1269458-11-8 6-chloro-N-[4-(7-chloro-quinolin-4-ylamino)-phenyl]-N'-o-tolyl-[1,3,5]triazine-2,4-diamine 

Relevant academic research and scientific papers

Design, synthesis, and cytotoxicity of novel 2,4,6-trisubstituted 1,3,5-triazines bearing aryl hydrazone moiety as potent antitumor agent

A novel series of 2,4,6-trisubstituted 1,3,5-triazine derivatives bearing aryl hydrazone moiety were designed and synthesized under the guidance of scaffold hopping and bioisosterism from the autophagy inhibitor VLX600. The target compounds were evaluated for cytotoxicity against HT-29 by MTT assay with VLX600 as positive control. Then, ten potent target compounds (5c-5f, 5i-5r, 5s, 5t) were further evaluated against two cancer cell lines H460 and A549 and one normal cell line WI-38. Most of them exhibited significant cytotoxicity against one or more cell lines. Particularly, a promising compound 5f was identified, which exhibited the most potent cytotoxicity against HT-29, H460 and A549 cancer cell lines with IC50 values of 0.047 μM, 0.071 μM and 0.071 μM, respectively, which was 10-to 62-folds more potent than VLX600 (IC50 = 0.47 μM, 4.1 μM, 4.4 μM). The preliminary structure-activity relationships (SARs) of the compounds were also discussed.

4-Anilinoquinoline triazines: A novel class of hybrid antimalarial agents

A novel class of hybrid 4-anilinoquinoline triazines have been synthesized and evaluated in vitro for their antimalarial activity against CQ-sensitive 3D7 strain of P. falciparum as well as for their cytotoxicity toward VERO cell line. Five compounds (19,

Synthesis, antimalarial activity and cytotoxicity of 4-aminoquinoline-triazine conjugates

A series of 4-aminoquinoline-triazine conjugates with different substitution pattern have been synthesized and evaluated for their in vitro antimalarial activity against chloroquine-sensitive and resistant strains of Plasmodium falciparum. Compounds 16, 19, 28 and 35 exhibited promising antimalarial activity against both strains of P. falciparum. Cytotoxicity of these compounds was tested against three cell lines. Several compounds did not show any cytotoxicity up to a high concentration (48 μM), others exhibited mild toxicities but selective index for antimalarial activity was high for most of these conjugates.

Simple and efficient synthetic routes to bioactive s-triazinyl dithiocarbamate derivatives

Series of 2,4-diarylamino-6-[N-(3′-methylphenyl)dithiocarbamoyl]-s- triazines (4a-l) and 2,4-bis[N-(3′-methylphenyl)dithiocarbamoyl]-6- arylamino-s-triazines (7a-l) were synthesized by two different synthetic routes. In the first route (A), 2,4,6-tricholoro-s-triazine (1) was condensed with N-(3-methylphenyl)ammoniumdithiocarbamate to afford compounds 3 or 6, which on reaction with different aryl amines afforded compounds 4a-l or 7a-l. In the second route (B), condensation of 1 with different aryl amines yielded compounds 2a-l or 5a-l. On further treatment with N-(3-methylphenyl) ammoniumdithiocarbamate these afforded compounds 4a-l or 7a-l. The newly synthesized compounds 4a-l and 7a-l were characterized by elemental analyses, infrared (IR), and 1H nuclear magnetic resonance (NMR) spectroscopic investigation. All the products were evaluated for their antibacterial and antifungal activity.

Synthesis and bioevaluation of hybrid 4-aminoquinoline triazines as a new class of antimalarial agents

The emergence and rapid spread of chloroquine resistant strains of Plasmodium falciparum has dramatically reduced the chemotherapeutic options. Towards this goal, a series of new class of hybrid 4-aminoquinoline triazines were synthesized and screened aga

N4-Phenyl modifications of N2-(2-hydroxyl)ethyl-6-(pyrrolidin-1-yl)-1,3,5-triazine-2,4-d iamines enhance glucocerebrosidase inhibition by small molecules with potential as chemical chaperones for Gaucher disease

A series of 1,3,5-triazine-2,4,6-triamines were prepared and analyzed as inhibitors of glucocerebrosidase. Synthesis, structure activity relationships and the selectivity of chosen analogues against related sugar hydrolases enzymes are described.

Simple and efficient synthetic routes to s-triazinyl dithiocarbamate derivatives: 2,4-Diarylamino-6-[N-(4′ -ethoxyphenyl)dithiocarbamoyl]-s-triazines and 2,4-bis-[N-(4′ -ethoxyphenyl)dithiocarbamoyl]-6-arylamino-s-triazines

Compounds 2,4-diarylamino-6-[N-(4′ -ethoxyphenyl)dithiocarbamoyl]-s-triazines 4a-f and 2,4-bis-[N-(4′ -ethoxyphenyl)dithiocarbamoyl]-6-arylamino-s-triazines 7a-f have been synthesized by two different methods. In the first method (A) of preparation, 2,4,6-trichloro-s-triazine 1 is condensed with N-(4-ethoxyphenyl)ammoniumdithiocarbamate to afford 3 or 6 followed by the reaction with arylamines to afford 4a-f or 7a-f. In the second method (B) of preparation, 1 is condensed with arylamines to yield 2a-f or 5a-f followed by the action of N-(4-ethoxyphenyl)ammoniumdithiocarbamates to yield 4a-f or 7a-f. The constitutions of newly synthesised compounds 4a-f and 7a-f have been established on the basis of elemental analyses, IR and PMR spectral data. Antimicrobial activity of compounds 4a-f and 7a-f are performed by using cup-plate method against gram-positive bacteria, gram-negative bacteria and antifungal fungi. All the synthesised compounds have shown significant antimicrobial activity.

Incorporation of carbohydrates and peptides into large triazine-based screening libraries using automated parallel synthesis

A procedure for the sequential, selective derivatization of cyanuric chloride that allows for the incorporation of carbohydrates and peptides has been elucidated. As a result, large combinatorial arrays of individual derivatives, over 40,000 in all, have

N-(2,4-dihalo-S-triazin-6-yl)-ureas and process for their manufacture

A process for the manufacture of N-(2,4-dihalo-s-triazin-6-yl)-ureas of the formula SPC1 Wherein X represents halogen, R represents alkyl, aryl or hydrogen and Y represents hydrogen or the sulphonic acid group, which comprises reacting a dihalo-amino-s-triazine of the formula SPC2 Wherein X and R have the meanings assigned to them hereinbefore, with chloro-sulphonylisocyanate and hydrolysing the resulting reaction product. The compounds of the formula (1) are suitable as starting products for the manufacture of reactive dyes, fluorescent whiteners or agro - chemicals.