Fludarabine Phosphate

CAT: 1568-C16200-03Size: 200 mgDry Ice: YesHazardous: No

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CAT#:1568-C16200-03Size:200 mg

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CAS Number

75607-67-9

Synonyms

F-ara-A Phosphate, NSC 118218 Phosphate

SKU

C16200-100mg

Target

DNA/RNA Synthesis

Applications

Cell Cycle

Smiles

C1=NC2=C (N=C (N=C2N1C3C (C (C (O3) COP (=O) (O) O) O) O) F) N

Molecular Formula

C10H13FN5O7P

Additionnal Information

Fludarabine Phosphate is an analogue of adenosine and deoxyadenosine, which is able to compete with dATP for incorporation into DNA and inhibit DNA synthesis.

Storage Conditions

2 years -80 in solvent

Chemical Information

Fludarabine Phosphate

Fludarabine phosphate is a purine arabinonucleoside monophosphate having 2-fluoroadenine as the nucleobase. A prodrug, it is rapidly dephosphorylated to 2-fluoro-ara-A and then phosphorylated intracellularly by deoxycytidine kinase to the active triphosphate, 2-fluoro-ara-ATP. Once incorporated into DNA, 2-fluoro-ara-ATP functions as a DNA chain terminator. It is used for the treatment of adult patients with B-cell chronic lymphocytic leukemia (CLL) who have not responded to, or whose disease has progressed during, treatment with at least one standard alkylating-agent containing regimenas. It has a role as an antiviral agent, an antimetabolite, an antineoplastic agent, an immunosuppressive agent, a prodrug and a DNA synthesis inhibitor. It is an organofluorine compound, a purine arabinonucleoside monophosphate and a nucleoside analogue. It is functionally related to a 2-fluoroadenine.

CAS Number	75607-67-9
PubChem CID	30751
IUPAC Name	[(2R,3S,4S,5R)-5-(6-amino-2-fluoropurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl dihydrogen phosphate
Molecular Formula	C10H13FN5O7P
Molecular Weight	365.21
XLogP	-3.1
Topological Polar Surface Area	186
Hydrogen Bond Donor Count	5
Hydrogen Bond Acceptor Count	12
Rotatable Bond Count	4
Heavy Atom Count	24
Formal Charge	0
Complexity	514

SMILES

C1=NC2=C(N=C(N=C2N1[C@H]3[C@H]([C@@H]([C@H](O3)COP(=O)(O)O)O)O)F)N

InChI

InChI=1S/C10H13FN5O7P/c11-10-14-7(12)4-8(15-10)16(2-13-4)9-6(18)5(17)3(23-9)1-22-24(19,20)21/h2-3,5-6,9,17-18H,1H2,(H2,12,14,15)(H2,19,20,21)/t3-,5-,6+,9-/m1/s1

InChIKey

GIUYCYHIANZCFB-FJFJXFQQSA-N

Chemical Structure

2D Structure

CAS: 75607-67-9

CID: 30751

Formula: C10H13FN5O7P

MW: 365.21

Interactive 3D Structure

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View on PubChem Raw 3D data

Computed Properties

Property	Value
Molecular Weight	365.21
XLogP3	-3.1
Hydrogen Bond Donor Count	5
Hydrogen Bond Acceptor Count	12
Rotatable Bond Count	4
Exact Mass	365.05366293
Monoisotopic Mass	365.05366293
Topological Polar Surface Area	186 Å²
Heavy Atom Count	24
Formal Charge	0
Complexity	514
Isotope Atom Count	0
Defined Atom Stereocenter Count	4
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently-Bonded Unit Count	1
Compound Is Canonicalized	Yes

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