| Size | Price | Stock | Qty |
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| 1mg |
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| 5mg |
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| 10mg |
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| 25mg |
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NUC-3373 is a 5-FU prodrug based on ProTide technology that is able to generate much higher concentrations of FUDR-MP in patients' cells. It is reported to be effective against COVID-19. NUC-3373 also has a more convenient administration schedule and does not produce toxic levels of metabolites such as FBAL which results in an improved safety profile. NUC-3373 is a more potent and targeted inhibitor of TS.
| ln Vitro |
Damage-associated molecular patterns (DAMPs) are released, cell surface calreticulin (CRT) is expressed more, and nuclear high-mobility group protein 1 (HMGB1) is lost when fosifloxuridine nafalbenamide is administered [1].
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| ln Vivo |
The HT-29 nude mouse xenograft model shows antitumor efficacy for fosifloxuridine nafalbenamide [2].
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| References |
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| Additional Infomation |
Fucy-fluorouridine naphthabenamide is being investigated in the clinical trial NCT03428958 (NUC-3373 Safety Study in Combination with Standard Therapy for Colorectal Cancer). Fucy-fluorouridine naphthabenamide is a phosphoramide ester-based prodrug whose active form is the monophosphate (MP) form of 5-fluoro-2'-deoxyuridine (FUdR; FUDR). FUdR is the active metabolite of fluorouracil (5-FU), an antimetabolite of pyrimidine nucleosides with potential antitumor activity. When the nucleoside analog prodrug fucy-fluorouridine naphthabenamide is administered, tumor cells rapidly absorb the drug. Within the tumor cells, the phosphoramide ester portion is removed, and fucy-fluorouridine naphthabenamide is converted to its active form, FUDR-MP. FUDR-MP, in turn, binds to and inhibits thymidylate synthase (TS), leading to thymidine triphosphate (TTP) depletion and thus inhibiting DNA synthesis. Compared to 5-fluorouracil (5-FU), FUDR-MP, due to the presence of a phosphoramide group, exhibits stronger lipophilicity and can accumulate within cancer cells via passive diffusion without the need for nucleoside transporters, resulting in higher intracellular concentrations. Furthermore, unlike 5-FU, FUDR-MP exerts its activity directly upon entering the cell without phosphorylation. Unlike 5-FU, fucytosine naphthalenebenzamide is not inactivated or converted into toxic metabolites by dihydropyrimidine dehydrogenase (DPD) and thymidine phosphorylase (TP), thus exhibiting a longer half-life and lower toxicity.
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| Molecular Formula |
C29H30F2N4O8P
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|---|---|
| Molecular Weight |
613.527432203293
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| Exact Mass |
613.162
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| CAS # |
1332837-31-6
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| PubChem CID |
53373585
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| Appearance |
White to off-white solid powder
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| Density |
1.5±0.1 g/cm3
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| Index of Refraction |
1.650
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| LogP |
3.04
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| Hydrogen Bond Donor Count |
3
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| Hydrogen Bond Acceptor Count |
11
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| Rotatable Bond Count |
12
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| Heavy Atom Count |
43
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| Complexity |
1100
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| Defined Atom Stereocenter Count |
4
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| SMILES |
C[C@@H](C(=O)OCC1=CC=CC=C1)NP(=O)(OC[C@@H]2[C@H](C[C@@H](O2)N3C=C(C(=O)NC3=O)F)O)OC4=CC=CC5=CC=CC=C54
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| InChi Key |
LYMGFDGRLCYHTR-ICIRLHQFSA-N
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| InChi Code |
InChI=1S/C29H30F2N4O8P/c1-18(26(37)41-16-19-8-3-2-4-9-19)34-44(39,40,23-13-7-11-20-10-5-6-12-21(20)23)42-17-22-25(36)29(30,31)27(43-22)35-15-14-24(32)33-28(35)38/h2-15,18,22,25,27,36H,16-17H2,1H3,(H2,32,33,38)(H2,34,39,40)/t18-,22+,25+,27+/m0/s1
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| Chemical Name |
L-Alanine, N-(-2'-deoxy-2',2'-difluoro-p-1-naphthalenyl-5'-cytidylyl)-, phenylmethyl ester
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| Synonyms |
NUC-3373 NUC 3373 NUC3373
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| HS Tariff Code |
2934.99.9001
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| Storage |
Powder -20°C 3 years 4°C 2 years In solvent -80°C 6 months -20°C 1 month |
| Shipping Condition |
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
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| Solubility (In Vitro) |
DMSO : ~100 mg/mL (~162.99 mM)
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|---|---|
| Solubility (In Vivo) |
Solubility in Formulation 1: ≥ 2.5 mg/mL (4.07 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL. Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution. Solubility in Formulation 2: ≥ 2.5 mg/mL (4.07 mM) (saturation unknown) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), clear solution. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly. Preparation of 20% SBE-β-CD in Saline (4°C，1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution. View More
Solubility in Formulation 3: ≥ 2.5 mg/mL (4.07 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution. |
| Preparing Stock Solutions | 1 mg | 5 mg | 10 mg | |
| 1 mM | 1.6299 mL | 8.1496 mL | 16.2991 mL | |
| 5 mM | 0.3260 mL | 1.6299 mL | 3.2598 mL | |
| 10 mM | 0.1630 mL | 0.8150 mL | 1.6299 mL |
*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.
Calculation results
Working concentration： mg/mL；
Method for preparing DMSO stock solution： mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.
Method for preparing in vivo formulation:：Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O，mix and clarify.
(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
(2) Be sure to add the solvent(s) in order.
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