CAS 50-90-8|5-Chloro-2'-deoxyuridine
Introduction：Basic information about CAS 50-90-8|5-Chloro-2'-deoxyuridine, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
| Common Name | 5-Chloro-2'-deoxyuridine | ||
|---|---|---|---|
| CAS Number | 50-90-8 | Molecular Weight | 262.64700 |
| Density | 1.67 g/cm3 | Boiling Point | / |
| Molecular Formula | C9H11ClN2O5 | Melting Point | 176-179ºC |
| MSDS | ChineseUSA | Flash Point | / |
| Symbol | GHS07, GHS08 | Signal Word | Warning |
Names
| Name | 5-chloro-2'-deoxyuridine |
|---|---|
| Synonym | More Synonyms |
5-Chloro-2'-deoxyuridine BiologicalActivity
| Description | 5-Chloro-2'-deoxyuridine, a thymine analog, is to study the potential of hypochlorous acid damage to DNA and DNA precursors. |
|---|---|
| Related Catalog | Signaling Pathways >>Others >>OthersResearch Areas >>Neurological Disease |
| In Vitro | When 5-Chloro-2’-deoxyuridine (ClDU) is placed into tissue culture medium, mammalian cells incorporate the analog into DNA. It is observed that 10 μM concentration of 5-Chloro-2’-deoxyuridine in the media does not alter cell division kinetics. Previously it has been shown that 5-Chloro-2’-deoxyuridine is metabolized and incorporated into DNA using antibodies that bind selectively to DNA containing halogenated bases. In the studies reported here, 5-Chloro-2’-deoxyuridine is more similar to BrdU in acting as a T analog. The toxicity of 5-Chloro-2’-deoxyuridine could in part be attributed to inhibition of thymidylate synthase[1]. |
| Cell Assay | Human erythroleukemia K-562 cells are used throughout the study. Cells are initially seeded at 1.0×105 cells/mL and treated with either 10 μM 5-Chloro-2’-deoxyuridine or 10 μM thymidine (negative control) for 63 h, or two cell doublings. Cells are counted by trypan blue exclusion, pelleted by centrifugation (500×g) and washed with 10 mL sterile PBS[1]. |
| Animal Admin | Rats[2] Adult, male Wistar rats, weighing 200-250 g are used. Firstly, the animals are allowed to self-administer methamphetamine at a dose of 0.05 mg/kg/injection under a fixed-ratio 1 (FR1) schedule for baseline sessions. After that, the rats are divided into four groups. Two groups of rats (long-access; LgA-4 days (d), LgA-13 d; n=7 per group) are allowed to self-administer 0.05 mg/kg/injection of methamphetamine for 6 h per day, whereas the other groups (short-access; ShA-4 d, ShA-13 d; n=7 per group) are allowed to do so for 1 h per day. All procedures are performed during the dark cycle. On day 5, ShA-4 d and LgA-4 d rats receive one injection of 50 mg/kg 5-chloro-2’-deoxyuridine and survive for 30 min. On day 14, ShA-13 d and LgA-13 d receive one injection of 50 mg/kg 5-Iodo-2’-deoxyuridine followed by 50 mg/kg 5-chloro-2’-deoxyuridine 2 h later. These rats also survive for 30 min after the 5-Chloro-2'-deoxyuridine injection. A parallel group of drug-naive rats (n=6) receive one injection of 50 mg/kg IdU followed by 50 mg/kg 5-Chloro-2'-deoxyuridine 2 h later. These rats also survive for 30 min after the 5-Chloro-2'-deoxyuridine injection[2]. |
| References | [1]. Kim CH, et al. Polymerase incorporation and miscoding properties of 5-chlorouracil. Chem Res Toxicol. 2010 Apr 19;23(4):740-8. [2]. Yuan CJ, et al. Extended access methamphetamine decreases immature neurons in the hippocampus which results from loss and altered development of neural progenitors without altered dynamics of the S-phase of the cell cycle. Pharmacol Biochem Behav. 2011 Nov;100(1):98-108. |
Chemical & Physical Properties
| Density | 1.67 g/cm3 |
|---|---|
| Melting Point | 176-179ºC |
| Molecular Formula | C9H11ClN2O5 |
| Molecular Weight | 262.64700 |
| Exact Mass | 262.03600 |
| PSA | 104.55000 |
| Index of Refraction | 1.644 |
| InChIKey | NJCXGFKPQSFZIB-XVMARJQXSA-N |
| SMILES | O=c1[nH]c(=O)n(C2CC(O)C(CO)O2)cc1Cl |
Toxicological Information
CHEMICAL IDENTIFICATION |
ACUTE TOXICITY DATA - TYPE OF TEST :
- LD50 - Lethal dose, 50 percent kill
- ROUTE OF EXPOSURE :
- Intraperitoneal
- SPECIES OBSERVED :
- Rodent - rat
- DOSE/DURATION :
- 2 gm/kg
- TOXIC EFFECTS :
- Details of toxic effects not reported other than lethal dose value
MUTATION DATA - TYPE OF TEST :
- Mutation in mammalian somatic cells
- TEST SYSTEM :
- Rodent - hamster Ovary
- DOSE/DURATION :
- 500 nmol/L
- REFERENCE :
- ENMUDM Environmental Mutagenesis. (New York, NY) V.1-9, 1979-87. For publisher information, see EMMUEG. Volume(issue)/page/year: 4,301,1982 *** REVIEWS *** TOXICOLOGY REVIEW 32XPAD "Teratology," Berry, C.L., and D.E. Poswillo, eds., New York, Springer, 1975 Volume(issue)/page/year: -,49,1975
- TYPE OF TEST :
- Mutation in mammalian somatic cells
- TEST SYSTEM :
- Rodent - hamster Ovary
- DOSE/DURATION :
- 500 nmol/L
- REFERENCE :
- ENMUDM Environmental Mutagenesis. (New York, NY) V.1-9, 1979-87. For publisher information, see EMMUEG. Volume(issue)/page/year: 4,301,1982 *** REVIEWS *** TOXICOLOGY REVIEW 32XPAD "Teratology," Berry, C.L., and D.E. Poswillo, eds., New York, Springer, 1975 Volume(issue)/page/year: -,49,1975
Safety Information
| Symbol | GHS07, GHS08 |
|---|---|
| Signal Word | Warning |
| Hazard Statements | H302-H312-H332-H351 |
| Precautionary Statements | P280 |
| Personal Protective Equipment | dust mask type N95 (US);Eyeshields;Gloves |
| Hazard Codes | Xn: Harmful; |
| Risk Phrases | R20/21/22 |
| Safety Phrases | 36/37/39-45 |
| RIDADR | NONH for all modes of transport |
| WGK Germany | 3 |
| RTECS | YU7400000 |
| HS Code | 2942000000 |
Customs
| HS Code | 2942000000 |
|---|
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Synonyms
| 5-CHLORODEOXYURIDINE |
| MFCD00006531 |
| 5-CHLORODESOXYURIDINE |
| 5-Chloro-2'-deoxy-D-uridine |
| CLUDR |
| 5-Chlorodeoxyuridin |
| CldU |
| 2'-DEOXY-5-CHLOROURIDINE |
| Chlorodeoxyuridine |
