CAS 50-90-8

5-Chloro-2′-deoxyuridine

Description:

5-Chloro-2′-deoxyuridine (CldU) is a synthetic nucleoside analog of deoxyuridine, characterized by the presence of a chlorine atom at the 5-position of the pyrimidine ring. Its molecular formula is C9H10ClN2O4, and it has a molecular weight of approximately 232.64 g/mol. CldU is primarily used in molecular biology and biochemistry as a thymidine analog for labeling DNA during replication studies, particularly in the context of cell proliferation assays. The chlorine substitution enhances its incorporation into DNA, allowing researchers to track cellular processes. CldU exhibits properties typical of nucleosides, including solubility in water and stability under physiological conditions, although it may be subject to degradation under certain conditions. Its use in research has implications for understanding DNA synthesis, repair mechanisms, and the effects of various treatments on cellular replication. As with many nucleoside analogs, caution is advised regarding its potential cytotoxic effects, which can vary depending on the concentration and cellular context.

Formula: C₉H₁₁ClN₂O₅

InChI: InChI=1/C9H11ClN2O5/c10-4-2-12(9(16)11-8(4)15)7-1-5(14)6(3-13)17-7/h2,5-7,13-14H,1,3H2,(H,11,15,16)/t5-,6+,7+/m0/s1

InChI key: InChIKey=NJCXGFKPQSFZIB-RRKCRQDMSA-N

SMILES: O=C1N([C@@H]2O[C@H](CO)[C@@H](O)C2)C=C(Cl)C(=O)N1

Synonyms:

• 2′-Deoxy-5-chlorouridine
• 5-Chlorodeoxyuridine
• Brn 0546807
• Chlorodeoxyuridine
• Uridine, 5-chloro-2'-deoxy-
• 5-Chloro-2'-deoxyuridine
• 5-Chloro-2′-deoxyuridine
• 5-chloro-2’-deoxy-uridin
• 5-CHLORO-1-[(2R,4S,5R)-4-HYDROXY-5-(HYDROXYMETHYL)OXOLAN-2-YL]-3H-PYRIMIDINE-2,4-DIONE
• CLUDR
• 5-CHLORODESOXYURIDINE
• 5-Chlorodeoxyuridin
• NSC-371331, CDC
• 5-chloro-1-[(2R,4S,5R)-4-hydroxy-5-methylol-tetrahydrofuran-2-yl]pyrimidine-2,4-quinone
• 5-Chloro-2'-deoxy-D-uridine
• 5-Chloro-2'-deoxyuridine ,98%
• 5-CHLORO-2'-DEOXYURIDINE USP/EP/BP
• CldU
• 5-chloro-1-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidine-2,4-dione

Uridine, 5-chloro-2'-deoxy-

CAS: 50-90-8

Formula: C₉H₁₁ClN₂O₅

Purity: 98%

Color and Shape: Solid

Molecular weight: 262.6470

Ref: IN-DA01CB4X

5-Chloro-2''-deoxyuridine

CAS: 50-90-8

Formula: C₉H₁₁ClN₂O₅

Molecular weight: 262.65

Ref: 7W-GN6381

5-Chloro-2'-deoxyuridine

CAS: 50-90-8

5-Chloro-2'-deoxyuridine

Purity: ≥98%

Molecular weight: 262.65g/mol

Ref: 54-BUP11831

5-Chloro-2'-deoxyuridine

CAS: 50-90-8

5-Chloro-2'-deoxyuridine (5-Chlorodeoxyuridine) is a thymine analog.

Formula: C₉H₁₁ClN₂O₅

Purity: 99.54%

Color and Shape: Solid

Molecular weight: 262.65

Ref: TM-T19151

5-Chloro-2'-deoxyuridine

Controlled Product

CAS: 50-90-8

Applications A halogenated uridine derivative used in pharmaceutical compositions.
References Brammer, K., et al.: Biochim. Biophys. Acta, 72, 217 (1963), Uesugi, S., et al.: Chem. Pharm. Bull., 26, 3040 (1978)

Formula: C₉H₁₁ClN₂O₅

Color and Shape: Neat

Molecular weight: 262.65

Ref: TR-C365235

5-Chloro-2'-deoxyuridine

CAS: 50-90-8

5-Chloro-2'-deoxyuridine is a nucleoside analog that inhibits DNA synthesis by inhibiting the enzyme thymidylate synthetase. It has been used for the treatment of bladder cancer and may also be beneficial in treating other cancers such as colon cancer. 5-Chloro-2'-deoxyuridine is taken up from the intestine by cells, where it is converted to thymidine monophosphate and then to thymidine diphosphate, which inhibits DNA synthesis by interfering with cell division. The mechanism of action is similar to that of cytosine arabinoside, but it does not require activation by intracellular enzymes. 5-Chloro-2'-deoxyuridine can cause cell lysis and can inhibit protease activity during cell culture, which makes it a useful tool for purifying proteins or peptides. The drug has been shown to be an analog of cytosine arabinos

Formula: C₉H₁₁ClN₂O₅

Purity: Min. 98 Area-%

Color and Shape: White Powder

Molecular weight: 262.65 g/mol

Ref: 3D-NC04688

5-CHLORO-1-((2R,4S,5R)-4-HYDROXY-5-(HYDROXYMETHYL)TETRAHYDROFURAN-2-YL)PYRIMIDINE-2,4(1H,3H)-DIONE

CAS: 50-90-8

Purity: 98%

Molecular weight: 262.6499939

Ref: 10-F827044