Fludarabine
- CAS No.
- 21679-14-1
- Chemical Name:
- Fludarabine
- Synonyms
- f-ara-a;Fludara;CS-1983;Darabin;2-F-ARAA;NSC 118218;NSC-312887;NSC-328002;ludarabine;21697-14-1
- CBNumber:
- CB8188247
- Molecular Formula:
- C10H12FN5O4
- Molecular Weight:
- 285.23
- MOL File:
- 21679-14-1.mol
- MSDS File:
- SDS
- Modify Date:
- 2024/8/21 22:41:43
| Melting point | 265-268°C |
|---|---|
| alpha | D25 +17 ±2.5° (c = 0.1 in ethanol) |
| Boiling point | 747.3±70.0 °C(Predicted) |
| Density | 2.17±0.1 g/cm3(Predicted) |
| storage temp. | 2-8°C |
| solubility | DMF: 20 mg/mL, clear, faintly yellow |
| form | Powder |
| pka | 13.05±0.70(Predicted) |
| color | White to Pale Yellow |
| Water Solubility | Soluble in DMF, DMSO, methanol or ethanol. Sparingly soluble in water |
| Merck | 13,4152 |
| BRN | 1225932 |
| Stability | Stable for 1 year from date of purchase as supplied. Solutions in DMSO may be stored at -20°C for up to 3 months. |
| InChI | InChI=1/C10H12FN5O4/c11-10-14-7(12)4-8(15-10)16(2-13-4)9-6(19)5(18)3(1-17)20-9/h2-3,5-6,9,17-19H,1H2,(H2,12,14,15)/t3-,5-,6+,9-/s3 |
| InChIKey | HBUBKKRHXORPQB-VOSPVXAENA-N |
| SMILES | C12N=C(N=C(N)C=1N=CN2[C@H]1[C@@H](O)[C@H](O)[C@@H](CO)O1)F |&1:10,11,13,15,r| |
| CAS DataBase Reference | 21679-14-1(CAS DataBase Reference) |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS08 |
|||||||||
|---|---|---|---|---|---|---|---|---|---|---|
| Signal word | Warning | |||||||||
| Hazard statements | H341-H361d | |||||||||
| Precautionary statements | P201-P202-P280-P308+P313-P405-P501 | |||||||||
| Hazard Codes | Xn | |||||||||
| Risk Statements | 23/24/25-36/37/38-39/23/24/25-39-22 | |||||||||
| Safety Statements | 26-36/37-45-36 | |||||||||
| WGK Germany | 3 | |||||||||
| RTECS | AU6207000 | |||||||||
| F | 10 | |||||||||
| HS Code | 29349990 | |||||||||
| NFPA 704 |
|
Fludarabine price More Price(4)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich(India) | F2773 | 2-Fluoroadenine-9-β-D-arabinofuranoside DNA synthesis and methylation inhibitor | 21679-14-1 | 5MG | ₹13574.55 | 2022-06-14 | Buy |
| Sigma-Aldrich(India) | F2773 | 2-Fluoroadenine-9-β-D-arabinofuranoside DNA synthesis and methylation inhibitor | 21679-14-1 | 10MG | ₹24421.2 | 2022-06-14 | Buy |
| TCI Chemicals (India) | F0658 | Fludarabine | 21679-14-1 | 250MG | ₹2100 | 2022-05-26 | Buy |
| TCI Chemicals (India) | F0658 | Fludarabine | 21679-14-1 | 1G | ₹6400 | 2022-05-26 | Buy |
Fludarabine Chemical Properties,Uses,Production
Chemical Properties
White Solid
Indications
Fludarabine (Fludara) is a fluorinated purine analogue
of the antiviral agent vidarabine.The active metabolite,
2-fluoro-ara-adenosine triphosphate, inhibits various
enzymes involved in DNA synthesis, including DNA
polymerase-α, ribonucleotide reductase, and DNA primase.
Unlike most antimetabolites, it is toxic to nonproliferating
as well as dividing cells, primarily lymphocytes
and lymphoid cancer cells.
The drug is highly active in the treatment of chronic
lymphocytic leukemia, with approximately 40% of patients
achieving remissions after previous therapy with
alkylating agents has failed. Activity is also seen in the
low-grade lymphomas.
The major side effect is myelosuppression, which
contributes to fevers and infections in as many as half of
treated patients. Nausea and vomiting are mild.
Occasional neurotoxicity has been noted at higher
doses, with agitation, confusion, and visual disturbances.
General Description
The drug is available as the phosphate salt in a 50-mg vialfor IV use. Fludarabine is used to treat chronic lymphocyticleukemia and non-Hodgkin’s lymphoma. The mechanism ofaction involves the triphosphate metabolite and its inhibitionof DNA chain elongation. The 2-fluoro group on the adeninering renders fludarabine resistant to breakdown byadenosine deaminase. The drug is rapidly dephosphorylatedto 2-fluoro-ara-adenosine (F-ara-A) after administration. Fara-A is taken into the cell and subsequently re-phosphorylatedto yield the triphosphate (F-ara-ATP), the active drugspecies. Resistance can occur via decreased expression ofthe activating enzymes and decreased drug transport.Fludarabine is orally bioavailable and is distributed throughoutthe body reaching high levels in liver, kidney, andspleen. The drug is metabolized to F-ara-A, which enterscells via the nucleoside transport system and is rephosphorylatedby deoxycytidine kinase to fludarabine monophosphateand finally fludarabine triphosphate, the activespecies. About 25% of F-ara-A is excreted unchanged inurine. Drug interactions include an increased incidence offatal pulmonary toxicity when fludarabine is used in combinationwith pentostatin. Additionally, fludarabine may potentiate the effects of several other anticancer drugs includingcytarabine, cyclophosphamide, and cisplatin.Toxicities include myelosuppression, immunosuppression,fever, nausea, and vomiting.
Biological Activity
Purine analog that inhibits DNA synthesis. Exhibits antiproliferative activity (IC 50 = 1.54 μ M in RPMI cells) and triggers apoptosis through increasing Bax and decreasing Bid, XIAP and survivin expression. Displays anticancer activity against hematological malignancies in vivo .
Fludarabine Preparation Products And Raw materials
Raw materials
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chevron_rightPreparation Products
| Supplier | Tel | Country | ProdList | Advantage | Inquiry |
|---|---|---|---|---|---|
| Ralington Pharma | +91-7948911722 +91-9687771722 | Gujarat, India | 1350 | 58 | Inquiry |
| CHEMSWORTH | +91-261-2397244 | New Delhi, India | 6707 | 30 | Inquiry |
| A.J Chemicals | 91-9810153283 | New Delhi, India | 6124 | 58 | Inquiry |
| CLEARSYNTH LABS LTD. | +91-22-45045900 | Hyderabad, India | 6351 | 58 | Inquiry |
| Pharmaffiliates Analytics and Synthetics P. Ltd | +91-172-5066494 | Haryana, India | 6773 | 58 | Inquiry |
| SynZeal Research Pvt Ltd | +1 226-802-2078 | Gujarat, India | 6522 | 58 | Inquiry |
| B . PARIKH & CO. | 08048372272Ext 727 | Ahmedabad, India | 1 | 58 | Inquiry |
| TCI Chemicals (India) Pvt. Ltd. | 1800 425 7889 | New Delhi, India | 6778 | 58 | Inquiry |
| Euroasia Trans Continental | +91 22 56349035-36 | New Delhi, India | 519 | 47 | Inquiry |
| Pharma Affiliates | 172-5066494 | Haryana, India | 6761 | 58 | Inquiry |
| Supplier | Advantage |
|---|---|
| Ralington Pharma | 58 |
| CHEMSWORTH | 30 |
| A.J Chemicals | 58 |
| CLEARSYNTH LABS LTD. | 58 |
| Pharmaffiliates Analytics and Synthetics P. Ltd | 58 |
| SynZeal Research Pvt Ltd | 58 |
| B . PARIKH & CO. | 58 |
| TCI Chemicals (India) Pvt. Ltd. | 58 |
| Euroasia Trans Continental | 47 |
| Pharma Affiliates | 58 |
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- Fludarabine: Mechanism of action, Uses, and Side effects
- Fludarabine, also known as Fludara, is a chemotherapy drug. It is a purine analog antimetabolite that inhibits DNA synthesis.
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