6036-64-2

Usage

Uses

Used in Pharmaceutical Industry:
6-CHLORO-5-NITROPYRIMIDINE-2,4-DIAMINE is used as a key intermediate in the synthesis of pharmaceuticals for its potential to contribute to the development of new drugs. Its unique structure allows for the creation of diverse chemical entities with potential therapeutic applications.
Used in Agrochemical Industry:
In the agrochemical sector, 6-CHLORO-5-NITROPYRIMIDINE-2,4-DIAMINE is utilized as a precursor in the production of various agrochemicals. Its reactivity and structural features make it suitable for the synthesis of compounds with pesticidal properties, contributing to crop protection and yield enhancement.
Used in Medicinal Chemistry Research:
6-CHLORO-5-NITROPYRIMIDINE-2,4-DIAMINE is employed as a research compound in medicinal chemistry. Its unique structural attributes and reactivity make it a valuable tool for exploring new chemical space and discovering novel bioactive molecules with potential therapeutic applications.
Used in Drug Discovery:
6-CHLORO-5-NITROPYRIMIDINE-2,4-DIAMINE is used in drug discovery processes to identify and optimize lead compounds with potential biological activities. Its presence in various chemical libraries facilitates high-throughput screening efforts, accelerating the discovery of new drugs with improved efficacy and safety profiles.

InChI:InChI=1/C4H4ClN5O2/c5-2-1(10(11)12)3(6)9-4(7)8-2/h(H4,6,7,8,9)

Upstream product

• 7597-56-0 ethyl malonamate 
• 50-01-1 guanidine hydrochloride 
• 156-83-2 6-chloro-pyrimidine-2,4-diyldiamine 

Downstream Products

• 122594-27-8 1-<(2',4'-diamino-5'-nitro-6'-pyrimidinyl)amino>-3-methyl-4-(p-carbomethoxyphenyl)-2-butanone 
• 122594-28-9 4-[4-(2,6-Diamino-5-nitro-pyrimidin-4-ylamino)-2-ethyl-3-oxo-butyl]-benzoic acid methyl ester 
• 96056-40-5 1-<(2,4-diamino-5-nitropyrimidin-6-yl)-amino>-4-(p-carbomethoxyphenyl)-2-butanone oxime 
• 96056-42-7 1-<(2,4-diamino-5-nitropyrimidin-6-yl)-amino>-4-ethyl-4-(p-carbomethoxyphenyl)-2-butanone oxime 
• 102210-94-6 C₁₉H₂₅N₉O₅ 
• 74163-01-2 4-(2-{2-[(2,6-Diamino-5-nitro-pyrimidin-4-ylamino)-methyl]-[1,3]dioxolan-2-yl}-ethylsulfanyl)-benzoic acid methyl ester 
• 74163-06-7 (S)-2-[4-(2-{2-[(2,6-Diamino-5-nitro-pyrimidin-4-ylamino)-methyl]-[1,3]dioxolan-2-yl}-ethylsulfanyl)-benzoylamino]-pentanedioic acid diethyl ester 
• 945613-43-4 4-cyclohexylmethoxy-5-nitropyrimidine-2,6-diamine 

Relevant academic research and scientific papers

Method of preparing 6-chloro-5-nitro-2,4-diaminopyrimidine and its application thereof

A method of preparing 6-chloro-5-nitro-2,4-diaminopyrimidine includes: reacting guanidine hydrochloride with ethyl carbamoylacetate and sodium hypochlorite in the presence of a metal nitrate salt and acetate anhydride in an organic solvent.

Synthesis and biological evaluation of 5-substituted O4- alkylpyrimidines as CDK2 inhibitors

CDK2 inhibitory structure-activity relationships have been explored for a range of 5-substituted O4-alkylpyrimidines. Variation of the 5-substituent in the 2,6-diaminopyrimidine series confirmed the 5-nitroso substituent as optimal, and showed that 5-formyl and 5-acetyl substituents were also tolerated at this position. A series of O4-alkyl-N 2-aryl-5-substituted-6-aminopyrimidines revealed interesting structure-activity relationships. In the 5-nitroso series, the optimum O 4-alkyl substituents were cyclohexylmethyl or sec-butyl, combined with a 2-sulfanilyl group. By contrast, in the N2-arylsulfonamido-5- formyl series, the cyclohexylmethyl compound showed relatively poor activity compared with the sec-butyl derivative (22j, (R)-4-(4-amino-6-sec-butoxy-5- formylpyrimidin-2-ylamino)benzenesulfonamide; CDK2 IC50 = 0.8 nM). Similarly, in the N2-arylsulfonamido-5-(hydroxyiminomethyl) series the O4-sec-butyl substituent conferred greater potency than the cyclohexylmethyl (23c, (rac)-4-(4-amino-6-sec-butoxy-5-(hydroxyiminomethyl) pyrimidin-2-ylamino)benzenesulfonamide; CDK2 IC50 = 7.4 nM). The 5-formyl derivatives show selectivity for CDK2 over other CDK family members, and are growth inhibitory in tumour cells (e.g.22j, GI50 = 0.57 μM).