Fludarabine structure, CAS 21679-14-1

Fludarabine

CAS Number21679-14-1

SynonymsUNII-P2K93U8740; 9-b-D-Arabinofuranosyl-2-fluoro-9H-purin-6-amine; 9-β-D-Arabinofuranosyl-2-fluoroadenine; MFCD00132942; Fludarabine des-phosphate; 9-(β-D-Arabinofuranosyl)-2-fluoro-9H-purin-6-amine; 9-b-D-Arabinofuranosyl-2-fluoroadenine; (2R,3S,4S,5R)-2-(6-Amino-2-fluoro-9H-purin-9-yl)-5-(hydroxymethyl)tetrahydrofuran-3,4-diol; Fludarabine; EINECS 244-525-5; 2-Fluoro-9-b-D-arabinofuranosyladenine; F-Ara-A; 2-Fluoroadenine-9-β-D-arabinofuranoside; 2-F-araA; 2-Fluorovidarabine

Molecular FormulaC10H12FN5O4

Molecular Weight285.23

Purity99%

Density2.2±0.1 g/cm3

Boiling Point747.3±70.0 °C at 760 mmHg

Melting Point265-268ºC

Flash Point

Appearancewhite solid

EINECS244-525-5

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Cat. No.: 2A-9010547 Purity: 99%
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Chemical & Physical Properties
CAS Number21679-14-1
Catalog No.2A-9010547
Chinese Name氟达拉滨
SynonymsUNII-P2K93U8740; 9-b-D-Arabinofuranosyl-2-fluoro-9H-purin-6-amine; 9-β-D-Arabinofuranosyl-2-fluoroadenine; MFCD00132942; Fludarabine des-phosphate; 9-(β-D-Arabinofuranosyl)-2-fluoro-9H-purin-6-amine; 9-b-D-Arabinofuranosyl-2-fluoroadenine; (2R,3S,4S,5R)-2-(6-Amino-2-fluoro-9H-purin-9-yl)-5-(hydroxymethyl)tetrahydrofuran-3,4-diol; Fludarabine; EINECS 244-525-5; 2-Fluoro-9-b-D-arabinofuranosyladenine; F-Ara-A; 2-Fluoroadenine-9-β-D-arabinofuranoside; 2-F-araA; 2-Fluorovidarabine
Molecular FormulaC10H12FN5O4
Molecular Weight285.23
Purity99
Density2.2±0.1 g/cm3
Boiling Point747.3±70.0 °C at 760 mmHg
Melting Point265-268ºC
Appearancewhite solid
Water SolubilityDMF: 20 mg/mL, clear, faintly yellow
Storage Condition2-8°C
ApplicationFludarabine (NSC 118218) is a DNA synthesis inhibitor.
EINECS244-525-5
PubChem ID24894830
MDL NumberMFCD00132942
SMILESNc1nc(F)nc2n(cnc12)[C@@H]3O[C@H](CO)[C@@H](O)[C@@H]3O
InChI1S/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-/m1/s1
InChI KeyHBUBKKRHXORPQB-FJFJXFQQSA-N
Beilstein/REAXYS1225932
NACRES CodeNA.77
UNSPSC12352202
Hazard SymbolsTransport
MSDSmsds/10547_1_21679_14_1.pdf
BioactivityFludarabine(NSC 118218), a DNA synthesis inhibitor, is a chemotherapy drug used in the treatment of hematological malignancies.Target:Fludarabine or fludarabine ph osphate (Fludara) is a chemotherapy drug used in the treatment of hematological malignancies (cancers of blood cells such as leukemias and lymphomas). It is a purine analog, which interferes with DNA synthesis. Fludarabine is highly effective in the treatment of chronic lymphocytic leukemia, producing higher response rates than alkylating agents such as chlorambucil alone.Fludarabine is a purine analog, and can be given both orally and intravenously. Fludarabine inhibits DNA synthesis by interfering with ribonucleotide reductase and DNA polymerase. It is active against both dividing and resting cells. Being phosphorylated, fludarabine is ionized at physiologic pH and is effectually trapped in blood. This provides some level of specificity for blood cells, both cancerous and healthy. Fludarabine is associated with the development of severe autoimmune hemolytic anemia in a proportion of patients. Difficulties are often encountered when harvesting peripheral blood stem cells from patients previously treated with fludarabine. Related Catalog Signaling Pathways >> Cell Cycle/DNA Damage >> Nucleoside Antimetabolite/Analog Research Areas >> Cancer References [1]. Rai KR, et al. Fludarabine compared with chlorambucil as primary therapy for chronic lymphocytic leukemia. N Engl J Med. 2000 Dec 14;343(24):1750-7. [2]. Tournilhac O, et al. Impact of frontline fludarabine and cyclophosphamide combined treatment on peripheral blood stem cell mobilization in B-cell chronic lymphocytic leukemia. Blood. 2004 Jan 1;103(1):363-5. Epub 2003 Sep 11. Chemical & Physical Properties Density 2.2±0.1 g/cm3 Boiling Point 747.3±70.0 °C at 760 mmHg Melting Point 265-268ºC Molecular Formula C10H12FN5O4 Molecular Weight 285.232 Flash Point 405.8±35.7 °C Exact Mass 285.087341 PSA 139.54000 LogP -0.40 Vapour Pressure 0.0±2.6 mmHg at 25°C Index of Refraction 1.876 InChIKey HBUBKKRHXORPQB-FJFJXFQQSA-N SMILES Nc1nc(F)nc2c1ncn2C1OC(CO)C(O)C1O Storage condition 2-8°C Water Solubility DMF: 20 mg/mL, clear, faintly yellow
Use ofFludarabine(NSC 118218), a DNA synthesis inhibitor, is a chemotherapy drug used in the treatment of hematological malignancies.Target:Fludarabine or fludarabine ph osphate (Fludara) is a chemotherapy drug used in the treatment of hematological malignancies (cancers of blood cells such as leukemias and lymphomas). It is a purine analog, which interferes with DNA synthesis. Fludarabine is highly effective in the treatment of chronic lymphocytic leukemia, producing higher response rates than alkylating agents such as chlorambucil alone.Fludarabine is a purine analog, and can be given both orally and intravenously. Fludarabine inhibits DNA synthesis by interfering with ribonucleotide reductase and DNA polymerase. It is active against both dividing and resting cells. Being phosphorylated, fludarabine is ionized at physiologic pH and is effectually trapped in blood. This provides some level of specificity for blood cells, both cancerous and healthy. Fludarabine is associated with the development of severe autoimmune hemolytic anemia in a proportion of patients. Difficulties are often encountered when harvesting peripheral blood stem cells from patients previously treated with fludarabine. Properties Articles87 Name (2R,3S,4S,5R)-2-(6-amino-2-fluoropurin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol Synonym More Synonyms Fludarabine Biological Activity Description Fludarabine(NSC 118218), a DNA synthesis inhibitor, is a chemotherapy drug used in the treatment of hematological malignancies.Target:Fludarabine or fludarabine ph osphate (Fludara) is a chemotherapy drug used in the treatment of hematological malignancies (cancers of blood cells such as leukemias and lymphomas). It is a purine analog, which interferes with DNA synthesis. Fludarabine is highly effective in the treatment of chronic lymphocytic leukemia, producing higher response rates than alkylating agents such as chlorambucil alone.Fludarabine is a purine analog, and can be given both orally and intravenously. Fludarabine inhibits DNA synthesis by interfering with ribonucleotide reductase and DNA polymerase. It is active against both dividing and resting cells. Being phosphorylated, fludarabine is ionized at physiologic pH and is effectually trapped in blood. This provides some level of specificity for blood cells, both cancerous and healthy. Fludarabine is associated with the development of severe autoimmune hemolytic anemia in a proportion of patients. Difficulties are often encountered when harvesting peripheral blood stem cells from patients previously treated with fludarabine. Related Catalog Signaling Pathways >> Cell Cycle/DNA Damage >> Nucleoside Antimetabolite/Analog Research Areas >> Cancer References [1]. Rai KR, et al. Fludarabine compared with chlorambucil as primary therapy for chronic lymphocytic leukemia. N Engl J Med. 2000 Dec 14;343(24):1750-7. [2]. Tournilhac O, et al. Impact of frontline fludarabine and cyclophosphamide combined treatment on peripheral blood stem cell mobilization in B-cell chronic lymphocytic leukemia. Blood. 2004 Jan 1;103(1):363-5. Epub 2003 Sep 11. Chemical & Physical Properties Molecular Formula C10H12FN5O4 Exact Mass 285.087341 PSA 139.54000 LogP -0.40 Index of Refraction 1.876 InChIKey HBUBKKRHXORPQB-FJFJXFQQSA-N
Transport InfoProduct name: Purity: 98.0%
MSDS Transport InfoModule 14. Shipping information 14.1 UN dangerous goods number European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.2 Names specified by the United Nations (UN) European Land Transport Dangerous Regulations: Non-dangerous goods IMDG Code: Non-dangerous goods International air transport dangerous goods regulations: non-dangerous goods 14.3 Transport hazard categories European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.4 Package group European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.5 Environmental hazards European Land Transport Dangerous Regulations: No International Maritime Transport Dangerous Regulations Maritime Pollutants: No International Air Transport Risk Regulations: No 14.6 Special reminder to users No data available further information Copyright: 2012 Co. LLC. Permission is granted for unlimited paper copies, internal use only. The above information is believed to be correct, but is not all-inclusive and should be used as a guide only. The information in this document is based on our current knowledge and is Correct safety instructions apply to this product. This information does not represent a warranty as to the properties of this product. See reverse side of invoice or packing slip.
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