134221-52-6

Basic information

• Product Name: 5-Pyrimidinecarboxaldehyde, 4-chloro-2,6-dimethoxy-
• Synonyms: .4-chloro-5-formyl-2,6-dimethoxypyrimidine;.6-Chloro-5-formyl-2,4-dimethoxypyrimidine;4-chloro-2,6-dimethoxypyrimidine-5-carbaldehyde;4-Chloro-2,6-dimethoxy-5-Pyrimidinecarboxaldehyde;.4-chloro-2,6-dimethoxy-pyrimidine-5-carbaldehyde
• CAS NO: 134221-52-6
• Molecular Formula: C7H7ClN2O3
• Molecular Weight: 202.597
• Mol File: 134221-52-6.mol
• Article Data: 3

Chemical Properties

• Melting Point: 97.8-99.1 °C
• Boiling Point: 357.3±52.0 °C(Predicted)
• Density: 1.373±0.06 g/cm3(Predicted)
• CAS DataBase Reference: 5-Pyrimidinecarboxaldehyde, 4-chloro-2,6-dimethoxy-(CAS DataBase Reference)
• NIST Chemistry Reference: 5-Pyrimidinecarboxaldehyde, 4-chloro-2,6-dimethoxy-(134221-52-6)
• EPA Substance Registry System: 5-Pyrimidinecarboxaldehyde, 4-chloro-2,6-dimethoxy-(134221-52-6)

Safety Data

• Hazardous Substances Data: 134221-52-6(Hazardous Substances Data)

Usage

Uses

4-Chloro-2,6-dimethoxypyrimidine-5-carbaldehyde is an intermediate in the synthesis of 4,6-Dihydroxypyrazolo[3,4-d]pyrimidine (D454550). 4,6-Dihydroxypyrazolo[3,4-d]pyrimidine is a major metabolite of Allopurinol (A547300). It is a xanthine oxidase inhibitor.

Upstream product

• 6320-15-6 6-chloro-2,4-dimethoxypyrimidine 
• 68-12-2 N,N-dimethyl-formamide 
• 4394-85-8 4-morpholinecarboxaldehyde 
• 42362-16-3 5-bromo-4-chloro-2,6-dimethoxypyrimidine 
• 109-94-4 formic acid ethyl ester 

Downstream Products

• 134241-85-3 (2,4-dimethoxy-5-pyrimidinyl)methanol 
• 202463-46-5 5-(2,2-dicyanovinyl)-2,6-dimethoxy-4-(N-piperidinyl)pyrimidine 
• 348636-02-2 9-Benzyl-2,4-dimethoxy-7-(2-methoxy-2-oxoethyl)-8,9-dihydro-7H-pyrimido[4,5-e][1,4]diazepin-6-ium-6-olate 
• 2465-59-0 oxypurinol 
• 98277-30-6 4,6-dimethoxy-1H-pyrazolo[3,4-d]pyrimidine 
• 212131-74-3 Methyl (E)-4-[benzyl(5-formyl-2,6-dimethoxypyrimidin-4-yl)amino]but-2-enoate 

Relevant articles and documents

Discovery of 5-substituted-6-chlorouracils as efficient inhibitors of human thymidine phosphorylase

Thymidine phosphorylase plays an important role in angiogenesis, which is an attractive target for therapy of cancer and other diseases. In our continuous effort to develop novel inhibitors of thymidine phosphorylase, we have discovered that 6-halouracils substituted at position C5 by certain hydrophobic groups exhibit significant inhibitory activity against this enzyme. The most potent compounds bear a five- or six-membered cyclic substituent containing a π-electron system at C5 and a chlorine atom attached at C6. 6-Chloro-5-cyclopent-1-en-1-yluracil 7a is the most efficient derivative in this study, with Ki = 0.20 ± 0.03 μM (Ki/ dThdKm = 0.0017) for thymidine phosphorylase expressed in V79 cells and Ki = 0.29 ± 0.04 μM (Ki/ dThdKm = 0.0024) for the enzyme purified from placenta.

Metallation of diazines. III. New synthesis of analogues of trimethoprim and of bacimethrin

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