5-Fluoro-2-deoxyuridine
(+)-5-Fluoro-2'-deoxyuridine
CAS: 50-91-9
Molecular Formula: C9H11FN2O5
5-Fluoro-2-deoxyuridine - Names and Identifiers
| Name | (+)-5-Fluoro-2'-deoxyuridine |
| Synonyms | FUDR 5-FUDR 5-F-2'--dU Floxuridine Floxuridine API Deoxyfluorouridine Floxuridine (250 mg) Floxuridine (Fludara) 5-Fluoro-2-deoxyuridine 2-Deoxy-5-fluorouridine 5-Fluoro-2?Deoxy Uridine (+)-5-Fluorodeoxyuridine 5-Fluoro-2'-deoxyuridine (+)-5-Fluoro-2?deoxyuridine (+)-5-Fluoro-2'-deoxyuridine 2'-deoxy-5-fluorouridine 5'-phosphate 1-(2-deoxypentofuranosyl)-5-fluoropyrimidine-2,4(1H,3H)-dione 1-(2-deoxy-D-threo-pentofuranosyl)-5-fluoropyrimidine-2,4(1H,3H)-dione 1-(2-Deoxy-beta-D-ribofuranosyl)-5-fluorouracil5-Fluoro-2'-deoxy-beta-uridineFloxuridineFUDR 5-Fluoro-1-((2R,4S,5R)-4-hydroxy-5-(hydroxyMethyl)tetrahydrofuran-2-yl)pyriMidine-2,4(1H,3H)-dione 5-fluoro-1-[(2S,4R,5S)-4-hydroxy-5-(hydroxyMethyl)oxolan-2-yl]-1,2,3,4-tetrahydropyriMidine-2,4-dione |
| CAS | 50-91-9 |
| EINECS | 200-072-5 |
| InChI | InChI=1/C9H11FN2O5/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?/m1/s1 |
| InChIKey | ODKNJVUHOIMIIZ-GFCOJPQKSA-N |
5-Fluoro-2-deoxyuridine - Physico-chemical Properties
| Molecular Formula | C9H11FN2O5 |
| Molar Mass | 246.19 |
| Density | 1.3751 (estimate) |
| Melting Point | 148°C(lit.) |
| Boling Point | 150 °C |
| Specific Rotation(α) | 35.9 º (c=1, water) |
| Water Solubility | soluble |
| Appearance | White crystal |
| Color | White to almost white |
| Merck | 14,4112 |
| BRN | 2645818 |
| pKa | pKa 7.44 (Uncertain) |
| Storage Condition | room temp |
| Stability | Stable. Incompatible with strong oxidizing agents. |
| Refractive Index | 1.608 |
| MDL | MFCD00006530 |
| Physical and Chemical Properties | Melting point 148°C(lit.) boiling point 150°C specific rotation 35.9 ° (c = 1, water) Storage Conditions 2-8°C water-soluble solution Merck 14,4112 BRN 2645818 |
| Use | Antineoplastic drugs. For the treatment of liver cancer, gastrointestinal cancer, breast cancer and head and neck cancer. May have bone marrow suppression. Side effects such as gastrointestinal reactions and local skin reactions are similar to those of fluorouracil. There are also alkaline phosphatase, serum transaminase, serum bile red matter and lactate dehydrogenase increased phenomenon. |
| In vitro study | Floxuridine exhibits a higher affinity for PEPT1 than the corresponding 5 '-O-Mono-amino acid ester prodrug. Combination of Floxuridine and Leucovorin results in synergistic inhibition of human T-lymphocytic leukemia cell growth. Floxuridine significantly inhibited the uptake of [(3)H]-inosine and [(3)H] Adenosine (60-70% of control), whereas its amino acid ester precursors, including valine, phenylalanine, asp and lysine esters, significantly decreased inhibitory potency (10-30% of control). Floxuridine inhibited cell proliferation by more than 50% of control cells at 36 days, and the number of cells increased 4-fold compared to the initial cell density. Floxuridine causes prolonged proliferation of human ocular fascia capsule fibroblasts cultured in vitro. Floxuridine is an ideal hepatic arterial infusion (HAI) drug due to its short half-life, steep dose-response curve, high total clearance and high hepatic extraction. |
5-Fluoro-2-deoxyuridine - Risk and Safety
| Risk Codes | R22 - Harmful if swallowed R68 - Possible risk of irreversible effects R36/37/38 - Irritating to eyes, respiratory system and skin. R40 - Limited evidence of a carcinogenic effect R20/21/22 - Harmful by inhalation, in contact with skin and if swallowed. |
| Safety Description | S22 - Do not breathe dust. S36 - Wear suitable protective clothing. S36/37/39 - Wear suitable protective clothing, gloves and eye/face protection. S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. |
| UN IDs | UN 2811 6.1/PG 3 |
| WGK Germany | 3 |
| RTECS | YU7525000 |
| FLUKA BRAND F CODES | 10-23 |
| HS Code | 29349990 |
| Hazard Note | Toxic |
| Hazard Class | 6.1 |
| Packing Group | III |
| Toxicity | LD50 oral in rat: 215mg/kg |
5-Fluoro-2-deoxyuridine - Nature
Open Data Verified Data
white crystals. Molecular weight 246. 20. The melting point was 150-151 °c. Specific rotation 37. (Water), 48.60 (DMF), UV absorption maximum of 268nm(pH 7.2), 270nm(pH 14). Odorless. Soluble in water, methanol, almost insoluble in chloroform and ether. This product is a deoxynucleoside derivative of fluorouracil. The effect was similar to that of fluorouracil. Its main feature is that the speed of administration has a great influence on metabolism. Rapid intravenous injection, can be quickly degraded into 5 fluorouracil, the effect and side effects are the same with 5 fluorouracil. Continuous arterial infusion, can be directly converted to 5 a fluorine deoxy urea, thereby inhibiting DNA synthesis, can be used in smaller doses to obtain effective results, compared with the rapid intravenous injection method three times. This product is cell cycle specific drugs, mainly in the Gi, S, G2 phase, and the Gi/S boundary and S phase has a delay effect.
Last Update：2024-01-02 23:10:35
5-Fluoro-2-deoxyuridine - Hair-making
Open Data Verified Data
methyl -2-deoxy-d-furanriboside by p-toluoylation, acetic acid-hydrochloric acid hydrolysis so that 1 methoxy substituted by chlorine, it is then condensed with 1-mercuriacetoxy-5-fluorouracil, and the product is obtained by hydrolysis to remove P-toluoyl.
Last Update：2022-01-01 11:12:40
5-Fluoro-2-deoxyuridine - Use
Open Data Verified Data
- Anti-tumor drug. For the treatment of liver cancer, gastrointestinal cancer, breast cancer and head and neck cancer.
- usage and dose of arterial infusion, 0.1-0. 6 mg/kg body weight, continuous 24h. Hepatic artery infusion, 0.4~0. 6 mg/kg body weight, continuous medication for 10 days for a course of treatment. Intravenous drip, 500mg per day, continuous medication for 10 days as a course of treatment.
Last Update：2022-01-01 11:12:40
5-Fluoro-2-deoxyuridine - Safety
Open Data Verified Data
- may have myelosuppression. Side effects such as gastrointestinal reactions and local skin reactions are similar to those of fluorouracil. There are also alkaline phosphatase, serum transaminase, serum bile red matter and lactate dehydrogenase increased phenomenon.
- sealed, dry storage.
Last Update：2022-01-01 11:12:41
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