13388-88-0

Basic information

• Product Name: 4-chlorophenyl phosphate
• Synonyms: 4-chlorophenyl phosphate
• CAS NO: 13388-88-0
• Molecular Weight: 208.538
• Mol File: 13388-88-0.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: 4-chlorophenyl phosphate(CAS DataBase Reference)
• NIST Chemistry Reference: 4-chlorophenyl phosphate(13388-88-0)
• EPA Substance Registry System: 4-chlorophenyl phosphate(13388-88-0)

Safety Data

• Hazardous Substances Data: 13388-88-0(Hazardous Substances Data)

Upstream product

• 1309871-39-3 C₂₀H₁₈ClO₄P 
• 106-48-9 4-chloro-phenol 
• 5076-63-1 (4-chlorophenyl)diethyl phosphate 
• 5679-61-8 tris(p-chlorophenyl)phosphite 
• 108-91-8 cyclohexylamine 
• 41844-99-9 Phosphoric acid 2-carbamimidoylsulfanyl-ethyl ester 4-chloro-phenyl ester 
• 772-79-2 4-chlorophenylphosphorodichloridate 

Downstream Products

• 99678-42-9 Phosphoric acid 4-chloro-phenyl ester (2R,3S,5R)-5-[4-(4-methoxy-benzoylamino)-2-oxo-2H-pyrimidin-1-yl]-2-[(4-methoxy-phenyl)-diphenyl-methoxymethyl]-tetrahydro-furan-3-yl ester 
• 1894-88-8 C₆H₄ClFO₃P^(1-)*K⁽¹⁺⁾ 
• 134218-89-6 C₁₅H₁₅ClN₂O₁₂P₂^(2-)*2Na⁽¹⁺⁾ 
• 57777-78-3 thymidine-3'-p-chlorophenyl-β-cyanoethyl-phosphate 
• 57777-77-2 O^5'-(4-methoxy-trityl)-[3']thymidylic acid 4-chloro-phenyl ester 2-cyano-ethyl ester 
• 71002-59-0 N²-isobutyryl-2'-deoxy-[3']guanylic acid 4-chloro-phenyl ester 2-cyano-ethyl ester 
• 67221-64-1 N-benzoyl-2'-deoxy-3'-adenylic acid, 4-chlorophenyl 2-cyanoethyl ester 
• 80699-30-5 C₆₇H₅₈ClN₈O₁₄P 
• 76742-73-9 C₅₈H₅₅Cl₂N₅O₁₅P₂ 
• 76742-74-0 C₃₈H₃₉Cl₂N₅O₁₄P₂ 
• 71459-50-2 C₃₇H₃₉ClN₇O₁₃P 
• 106-46-7 para-dichlorobenzene 
• 772-79-2 4-chlorophenylphosphorodichloridate 

Relevant articles and documents

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Pyrimidine nucleotides with 4-alkyloxyimino and terminal tetraphosphate δ-ester modifications as selective agonists of the P2Y4 receptor

P2Y2 and P2Y4 receptors are G protein-coupled receptors, activated by UTP and dinucleoside tetraphosphates, which are difficult to distinguish pharmacologically for lack of potent and selective ligands. We structurally varied phosphate and uracil moieties in analogues of pyrimidine nucleoside 5′-triphosphates and 5′-tetraphosphate esters. P2Y4 receptor potency in phospholipase C stimulation in transfected 1321N1 human astrocytoma cells was enhanced in N4-alkyloxycytidine derivatives. OH groups on a terminal δ-glucose phosphoester of uridine 5′-tetraphosphate were inverted or substituted with H or F to probe H-bonding effects. N4-(Phenylpropoxy)-CTP 16 (MRS4062), Up 4-[1]3′-deoxy-3′-fluoroglucose 34 (MRS2927), and N 4-(phenylethoxy)-CTP 15 exhibit ≤10-fold selectivity for human P2Y4 over P2Y2 and P2Y6 receptors (EC 50 values 23, 62, and 73 nM, respectively). δ-3-Chlorophenyl phosphoester 21 of Up4 activated P2Y2 but not P2Y 4 receptor. Selected nucleotides tested for chemical and enzymatic stability were much more stable than UTP. Agonist docking at CXCR4-based P2Y2 and P2Y4 receptor models indicated greater steric tolerance of N4-phenylpropoxy group at P2Y4. Thus, distal structural changes modulate potency, selectivity, and stability of extended uridine tetraphosphate derivatives, and we report the first P2Y4 receptor-selective agonists.

A SIMPLIFIED STRATEGY FOR THE SYNTHESIS OF DIDEOXYRIBONUCLEOTIDE BLOCKS

The rapid synthesis of dideoxyribonucleotide blocks in 60-85percent isolated yields has been achieved by combining the phosphorylation and condensation steps in a sequential reaction series which also allows the recovery of unreacted nucleotides.