Fludarabine phosphate
Fludarabine phosphate structure
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Common Name | Fludarabine phosphate | ||
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| CAS Number | 75607-67-9 | Molecular Weight | 365.212 | |
| Density | 2.4±0.1 g/cm3 | Boiling Point | 864.2±75.0 °C at 760 mmHg | |
| Molecular Formula | C10H13FN5O7P | Melting Point | 203 °C(dec.) | |
| MSDS | N/A | Flash Point | 476.4±37.1 °C | |
Use of Fludarabine phosphateFludarabine (phosphate) is an analogue of adenosine and deoxyadenosine, which is able to compete with dATP for incorporation into DNA and inhibit DNA synthesis. |
This table lists Chinese names, IUPAC names and various aliases of this chemical substance.
| Name | fludarabine phosphate |
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| Synonym | More Synonyms |
This table contains bioactivity, target information and biological‑assay experimental data of this compound.
| Description | Fludarabine (phosphate) is an analogue of adenosine and deoxyadenosine, which is able to compete with dATP for incorporation into DNA and inhibit DNA synthesis. |
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| Related Catalog | |
| In Vitro | Fludarabine phosphate significantly reduces the cell viability in a dose-dependent manner. Fludarabine phosphate exhibits no effect in all tested concentrations when combined with either PBS or control vector, ACE-GFP. Fludarabine phosphate causes a significant decrease in cell viability for 24 h after exposure to ACE-PNP when compared to PBS and ACE-GFP at concentrations of 2.5, 5 and 10 μg/mL[2]. |
| In Vivo | F-araAMP (100 mg/kg given 15 times, 167 mg/kg given 9 times, or 250 mg/kg given 3 times, i.p.) leads to complete regressions of all tumors and cures of all mice. Parental D54 tumors (i.e. without E. coli PNP) are not sensitive to treatment with F-araAMP. Intratumoral injection of Ad/PNP followed by IT F-araAMP can elicit a substantial regressive effect on otherwise refractory solid tumors in a fashion substantially superior to viral PNP transduction followed by systemic prodrug administration[1]. The comparison of ACE-GFP/fludarabine phosphate with ACE-GFP/PBS demonstrats that fludarabine phosphate alone has no growth inhibitory activity on KU-19-19 tumors[2]. |
| Cell Assay | Briefly, 2×103 KU-19-19 cells are seeded in each well of 96-well plates and allowed to grow overnight. Cells are then exposed to PBS, ACE-GFP or ACE-PNP for 3 h. Twenty-four hours post-infection, the cells are treated with various concentrations of fludarabine phosphate. After the 24-h incubation, cytotoxicity is determined by using WST-1; 4-[3-(4-iodophenyl)-2-(4-nitrophenyl)-2H-5-tetrazolio]-1,3-benzene disulfonate. The absorbance value is determined at 450 nm by a microplate reader. |
| Animal Admin | Mice: Parental and E. coli PNP expressing D54MG (human glioma) tumor cells (2×107 cells) are injected subcutaneously into the flanks of nude mice (nu/nu). D54 tumor cells stably transduced with E. coli PNP are prepared as described previously. Tumors are measured with calipers and an estimate of the weight calculated using the equation, (length × width2)/2=mm3, and converted to mg assuming unit density. Unless stated otherwise, therapeutic drugs and the adenoviral vector expressing E. coli PNP (Ad/PNP), or vehicle controls are injected into D54 tumors in 150 μL volumes by 8 separate injections of approximately 20 μL each in an effort to evenly distribute the administered agent. At least 6 mice are studied in each treatment group. Mice are monitored daily and body weights and tumor dimensions collected twice weekly. T-C (tumor growth delay) is determined as the difference in median days to 2 doublings (median days to 600 mg for the D54 and DU145 (human prostate cancer) analysis) between drug-treated and vehicle-treated groups. For the NIH-H322M (human non-small cell lung cancer) study, because of tumor proliferation characteristics, total growth inhibition (TGI) is used as the evaluation point. TGI is equal to the control group mean delta minus the treated group mean delta divided by the control group mean delta, where delta is the change in tumor weight for each animal between day 36 and day 59. The time to the evaluation point for each animal is used as the end point for the student's t-test, Mann-Whitney rank sum test, or a life table analysis in order to statistically compare growth data between treatment groups. All key results are repeated under similar conditions and findings confirmed. Treatments are initiated when tumors are 250 to 300 mg (appr 1-1.5% of total animal weight). |
| References |
This table shows physicochemical parameters including melting point, boiling point, density, solubility and optical rotation. Missing data is marked as N/A.
| Density | 2.4±0.1 g/cm3 |
|---|---|
| Boiling Point | 864.2±75.0 °C at 760 mmHg |
| Melting Point | 203 °C(dec.) |
| Molecular Formula | C10H13FN5O7P |
| Molecular Weight | 365.212 |
| Flash Point | 476.4±37.1 °C |
| Exact Mass | 365.053650 |
| PSA | 195.88000 |
| LogP | 0.41 |
| Vapour Pressure | 0.0±0.3 mmHg at 25°C |
| Index of Refraction | 1.879 |
| InChIKey | GIUYCYHIANZCFB-FJFJXFQQSA-N |
| SMILES | Nc1nc(F)nc2c1ncn2C1OC(COP(=O)(O)O)C(O)C1O |
This table provides MSDS information including hazard classification, first‑aid, fire‑fighting, spill handling, operation and storage instructions.
This table summarizes toxicological test data, acute & chronic toxicity and ecological hazard parameters for this chemical.
CHEMICAL IDENTIFICATION
HEALTH HAZARD DATAACUTE TOXICITY DATA
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This table covers safety warnings, protective measures, incompatible substances and disposal guidelines for this compound.
| Hazard Codes | T |
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| Risk Phrases | R25:Toxic if swallowed. |
| Safety Phrases | S45 |
| RIDADR | UN 2811 6.1/PG 3 |
| HS Code | 2934999090 |
This table presents publicly reported synthetic routes, reaction conditions, reactants and product information of the compound.
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~41%
Fludarabine pho... CAS#:75607-67-9 |
| Literature: ADORKEM TECHNOLOGY SPA Patent: WO2005/40183 A2, 2005 ; Location in patent: Page/Page column 4-5 ; |
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~%
Fludarabine pho... CAS#:75607-67-9 |
| Literature: US5296589 A1, ; |
This table lists upstream starting materials and downstream derivative products related to this chemical.
| Precursor 2 | |
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| DownStream 1 | |
This table shows customs‑related data including HS‑code, tariff and regulatory conditions for import and export.
| HS Code | 2934999090 |
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| Summary | 2934999090. other heterocyclic compounds. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0% |
This table lists relevant public references with title, journal and publication metadata for this compound.
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Population pharmacokinetic/dynamic model of lymphosuppression after fludarabine administration.
Cancer Chemother. Pharmacol. 75(1) , 67-75, (2015) Quantitative relationships between 9-β-D-arabinofuranosyl-2-fluoroadenine (F-ara-A) concentrations and lymphosuppression have not been reported, but would be useful for regimen design. A population ph... |
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Fludarabine phosphate in lymphoma: an important new therapeutic agent.
Cancer Treat. Res. 85 , 3-14, (1996)
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Fludarabine phosphate in the treatment of chronic lymphocytic leukemia: biology, clinical impact, and future directions.
Cancer Treat. Res. 64 , 105-19, (1993)
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This table contains target information, in‑vitro & in‑vivo assay data for this compound.
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Name: QFRET-based biochemical primary high throughput screening assay to identify exosite i...
Source: The Scripps Research Institute Molecular Screening Center
Target: disintegrin and metalloproteinase domain-containing protein 17 preproprotein [Homo sapiens]
External Id: ADAM17_INH_QFRET_1536_1X%INH PRUN
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Name: Compound was evaluated for inhibition of rat Gabra1 in an in vitro assay with cellula...
Source: ChEMBL
Target: Gamma-aminobutyric acid receptor subunit alpha-1
External Id: CHEMBL5291801
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Name: ERK5 transcriptional activity HTS
Source: 24565
Target: N/A
External Id: ERK5 transcriptional activity-HTS
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Name: Binding affinity towards rat Gabra1 in an in vitro assay with cellular components mea...
Source: ChEMBL
Target: Gamma-aminobutyric acid receptor subunit alpha-1
External Id: CHEMBL5291798
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Name: Binding affinity towards human ESR1 in an in vitro cell free assay (NIBR assay) measu...
Source: ChEMBL
Target: Estrogen receptor
External Id: CHEMBL5291791
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Name: A screen for compounds that inhibit the activity of LtaS in Staphylococcus aureus
Source: ICCB-Longwood/NSRB Screening Facility, Harvard Medical School
External Id: HMS979
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Name: Cytotoxicity counterscreen for inhibitors of SARS-CoV-2 cell entry
Source: NCGC
Target: N/A
External Id: TRND-SARS-CoV-2-cytotox-48hr
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Name: Primary qHTS to identify inhibitors of SARS-CoV-2 cell entry
Source: NCGC
External Id: TRND-SARS-CoV-2-PP
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Name: Identifying Sarm1 Tir Hydrolase inhibitors through NAD-Glo assay
Source: 24386
Target: N/A
External Id: Sarm1 Tir NADase inhibitors screen
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Name: Binding affinity towards human DRD2 in an in vitro assay with cellular components mea...
Source: ChEMBL
Target: D(2) dopamine receptor
External Id: CHEMBL5291781
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This table collects all English aliases, systematic names and CAS‑related synonyms of the compound.
| 2-Fluoro-9-(5-O-phosphono-β-D-arabinofuranosyl)-9H-purin-6-amine |
| 2-fluoro-araamp |
| Fludara |
| Fludarabin Phosphate |
| Fludarabine (phosphate) |
| 2-fluoro-ara-C-5'-O-phosphate |
| 2-Fluoroadenine arabinoside 5'-monophosphate |
| fludarabinemonophosphate |
| Fludarabine 5'-Phosphate |
| fludarabine hcl |
| fludarabine monophosphate |
| Fludura |
| Fludarabine Phosphate (Fludara) |
| Fludarabine 5'-monophosphate |
| Fludarabine phosphate |
| fludarabine |
| FLUDARUBINE PHOSPHATE |
| [(2R,3S,4S,5R)-5-(6-amino-2-fluoro-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl]methyl dihydrogen phosphate |
| F-ara-AMP |
| FAMP |
| MFCD00866418 |
This section contains frequently‑asked‑questions about this compound, including basic parameters, properties, storage conditions and corresponding answers.
| Q: What are the downstream products of fludarabine phosphate? |
| A: Related downstream products(CAS) of fludarabine phosphate: 146-78-1. |
| Q: What is the InChIKey of fludarabine phosphate? |
| A: InChIKey of fludarabine phosphate is GIUYCYHIANZCFB-FJFJXFQQSA-N. |
| Q: What is the LogP of fludarabine phosphate? |
| A: LogP of fludarabine phosphate is 0.41. |
| Q: What is the molecular formula of fludarabine phosphate? |
| A: Molecular formula of fludarabine phosphate is C10H13FN5O7P. |
| Q: What is the CAS number of fludarabine phosphate? |
| A: CAS number of fludarabine phosphate is 75607-67-9. |
| Q: What is the SMILES notation of fludarabine phosphate? |
| A: SMILES notation of fludarabine phosphate is Nc1nc(F)nc2c1ncn2C1OC(COP(=O)(O)O)C(O)C1O. |
| Q: What is the English name of fludarabine phosphate? |
| A: The English name of fludarabine phosphate is fludarabine phosphate. |
| Q: What are the upstream materials of fludarabine phosphate? |
| A: Related upstream materials(CAS) of fludarabine phosphate: 146-78-1;512-56-1. |
| Q: What is the boiling point of fludarabine phosphate? |
| A: Boiling point of fludarabine phosphate is 864.2±75.0 °C at 760 mmHg. |
| Q: What are the uses of fludarabine phosphate? |
| A: Main uses of fludarabine phosphate: Fludarabine (phosphate) is an analogue of adenosine and deoxyadenosine, which is able to compete with dATP for incorporation into DNA and inhibit DNA synthesis. |
This table lists manufacturers and suppliers of this compound, including vendor names and product supply reference information.
| Shanghai Nianxing Industrial Co., Ltd |
| Huangshi Healthday Pharmaceutical Technology Co., Ltd. |
| Dayang Chem (Hangzhou) Co., Ltd. |
| Henan Tianfu Chemical Co., Ltd. |