24851-19-2

Basic information

• Product Name: 5-(3-amino-4-chloro-phenyl)-6-ethyl-pyrimidine-2,4-diamine
• Synonyms: 5-(3-amino-4-chloro-phenyl)-6-ethyl-pyrimidine-2,4-diamine;2,4-DIAMINO-6-ETHYL-5-(3-AMINO-4-CHLOROPHENYL)PYRIMIDINE
• CAS NO: 24851-19-2
• Molecular Formula: C₁₂H₁₄ClN₅
• Molecular Weight: 263.7261
• Mol File: 24851-19-2.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 551.9°Cat760mmHg
• Flash Point: 287.6°C
• Appearance: /
• Density: 1.368g/cm³
• Vapor Pressure: 3.16E-12mmHg at 25°C
• Refractive Index: 1.696
• CAS DataBase Reference: 5-(3-amino-4-chloro-phenyl)-6-ethyl-pyrimidine-2,4-diamine(CAS DataBase Reference)
• NIST Chemistry Reference: 5-(3-amino-4-chloro-phenyl)-6-ethyl-pyrimidine-2,4-diamine(24851-19-2)
• EPA Substance Registry System: 5-(3-amino-4-chloro-phenyl)-6-ethyl-pyrimidine-2,4-diamine(24851-19-2)

Safety Data

• Hazardous Substances Data: 24851-19-2(Hazardous Substances Data)

Usage

InChI:InChI=1/C12H14ClN5/c1-2-9-10(11(15)18-12(16)17-9)6-3-4-7(13)8(14)5-6/h3-5H,2,14H2,1H3,(H4,15,16,17,18)

Upstream product

• 95458-40-5 2,4-diamino-5-(3-azido-4-chlorophenyl)-6-ethylpyrimidine 
• 21813-35-4 2,4-diamino-5-(4-chloro-3-nitrophenyl)-6-ethylpyrimidine 
• 58-14-0 2,4-diamino-5-(4-chlorophenyl)-6-ethylpyrimidine 
• 143947-35-7 2,4-Diacetamido-5-(4-chloro-3-nitrophenyl)-6-ethylpyrimidine 
• 59193-98-5 2,4-diamino-5-(4-chlorophenyl)-6-(1-hydroxyethyl)pyrimidine 
• 160428-27-3 2,4-diamino-5-(4-chlorophenyl)-6-<<1-(2,3,5,6-tetrafluoro-4-trifluoromethyl)phenoxy>ethyl>pyrimidine 
• 160428-28-4 2,4-diamino-5-(4-chloro-3-nitrophenyl)-6-<<1-(2,3,5,6-tetrafluoro-4-trifluoromethyl)phenoxy>ethyl>pyrimidine 
• 143947-36-8 2-Acetamido-4-amino-5-(3-amino-4-chlorophenyl)-6-ethylpyrimidine 

Downstream Products

• 500313-08-6 2,4-diamino-5-{4-chloro-3-[N-(benzyl)amino]phenyl}-6-ethylpyrimidine 
• 113494-45-4 2,4-diamino-5-(4-chloro-3-formylamino)-6-ethylpyrimidine 
• 113512-77-9 2,4-diamino-5-(5-amino-4-chloro-2-trifluoromethylsulphonyloxy)-6-ethylpyrimidine 
• 95458-43-8 2,4-diamino-5-(3-azido-4-chlorophenyl)-6-ethylpyrimidine ethanesulphonic acid salt 
• 113494-56-7 2,2'-dichloro-5,5'-bis(2,4-diamino-6-ethylpyrimidin-5-yl)azobenzene 
• 58-14-0 2,4-diamino-5-(4-chlorophenyl)-6-ethylpyrimidine 
• 143947-48-2 4-Amino-5-(4-chloro-3-trimethylacetamidophenyl)-6-ethyl-2-trimethylacetamidopyrimidine 
• 113338-16-2 5-(3-acetylmino-4-chlorophenyl)-2,4-diamino-6-ethylpyrimidine 
• 160428-23-9 2,4-diamino-5-(4-chloro-3-nitrophenyl)-6-ethylpyrimidine 3-oxide 
• 160428-24-0 2,4-diamino-5-(3-amino-4-chlorophenyl)-6-ethylpyrimidine 3-oxide 
• 21813-35-4 2,4-diamino-5-(4-chloro-3-nitrophenyl)-6-ethylpyrimidine 
• 113494-48-7 2,4-diamino-5-<4-chloro-3-(3,3-dimethyltriazen-1-yl)phenyl>-6-ethylpyrimidine 

Relevant articles and documents

Structural Studies on Bio-active Compounds. Part 25. Synthesis and Properties of Potential Metabolites of the Diaminopyrimidine Antifolate 2,4-Diamino-5-(3-azido-4-chlorophenyl)-6-ethylpyrimidine (MZPES)

A series of potential metabolites of the antitumor diaminopyrimidine m-azidopyrimethamine (2, MZP) has been prepared.Selective reduction of the nitro substituent of the nitropyrimidine 3-oxide8, prepared by performic acid oxidation and diazotisation-azida

Stuctural Studies on Bio-active Compounds. Part 5. Synthesis and Properties of 2,4-Diaminopyrimidine Dihydrofolate Reductase Inhibitors bearing Lipophilic Azido Groups

A series of 2,4-diamino-5-(azidoaryl)-6-alkylpyrimidines has been prepared.The azide (36) (MZP) can be reduced by thiol reagents to the corresponding amine (28) but reductive deazidation occured when the series of azidophenyl derivatives was heated with hydrazine hydrate.Degradation of azide (36) in a trifluoroacetic acid-trifluoromethanesulphonic acid mixture at 0 deg C affords a means of introducing the bulky trifluoromethylsulphonyloxy substituent into the hindered ortho-position of the 5-aryl substituent.The products formed from thermolysis and photolysis of the azide (36) and the planar analogue 2,4-diamino-6-azidoquinazoline (70) derive from the triplet nitrene reactive intermediates. The azido compounds are potent inhibitors of rat liver dihydrofolate reductase although not as active as metoprin.The azide (36), as its ethanesulphonic acid salt, was selected for clinical trial on the basis of its ease of synthesis and suitable biological and pharmaceutical properties, and has a shorter biological half-life than compounds of comparable hydrophobicity.