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2-Fluoroadenine

CAS No.:
700-49-2
Catalog Number:
AG0033BL
Molecular Formula:
C5H4FN5
Molecular Weight:
153.1172
Pack Size
Purity
Availability
Location
Price(USD)
Quantity
  
250mg
95%
In Stock USA
United States
$40
- +
1g
95%
In Stock USA
United States
$57
- +
5g
95%
In Stock USA
United States
$169
- +
10g
95%
In Stock USA
United States
$262
- +
25g
95%
In Stock USA
United States
$525
- +
100g
95%
In Stock USA
United States
$1563
- +
Product Description
Catalog Number:
AG0033BL
Chemical Name:
2-Fluoroadenine
CAS Number:
700-49-2
Molecular Formula:
C5H4FN5
Molecular Weight:
153.1172
MDL Number:
MFCD01632749
IUPAC Name:
2-fluoro-7H-purin-6-amine
InChI:
InChI=1S/C5H4FN5/c6-5-10-3(7)2-4(11-5)9-1-8-2/h1H,(H3,7,8,9,10,11)
InChI Key:
WKMPTBDYDNUJLF-UHFFFAOYSA-N
SMILES:
Fc1nc(N)c2c(n1)nc[nH]2
UNII:
2C8H3H4EBG
NSC Number:
27364
Properties
Complexity:
154  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Exact Mass:
153.045g/mol
Formal Charge:
0
Heavy Atom Count:
11  
Hydrogen Bond Acceptor Count:
5  
Hydrogen Bond Donor Count:
2  
Isotope Atom Count:
0
Molecular Weight:
153.12g/mol
Monoisotopic Mass:
153.045g/mol
Rotatable Bond Count:
0
Topological Polar Surface Area:
80.5A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
-0.1  
Literature
Title Journal
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Effect of expression of adenine phosphoribosyltransferase on the in vivo anti-tumor activity of prodrugs activated by E. coli purine nucleoside phosphorylase. Cancer gene therapy 20110601
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Structural basis for enzymatic evolution from a dedicated ADP-ribosyl cyclase to a multifunctional NAD hydrolase. The Journal of biological chemistry 20091002
Diastereocontrolled electrophilic fluorinations of 2-deoxyribonolactone: syntheses of all corresponding 2-deoxy-2-fluorolactones and 2'-deoxy-2'-fluoro-NAD+s. The Journal of organic chemistry 20090821
A limited sampling schedule to estimate individual pharmacokinetic parameters of fludarabine in hematopoietic cell transplant patients. Clinical cancer research : an official journal of the American Association for Cancer Research 20090815
Structure of a mutant human purine nucleoside phosphorylase with the prodrug, 2-fluoro-2'-deoxyadenosine and the cytotoxic drug, 2-fluoroadenine. Protein science : a publication of the Protein Society 20090501
Selective killing of tumors deficient in methylthioadenosine phosphorylase: a novel strategy. PloS one 20090101
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Cloning and functional expression of a novel Gi protein-coupled receptor for adenine from mouse brain. Molecular pharmacology 20080201
Prodrug converting enzyme gene delivery by L. monocytogenes. BMC cancer 20080101
Comparison of gene targeting efficiencies in two mosses suggests that it is a conserved feature of Bryophyte transformation. Biotechnology letters 20071001
[(3)H]Adenine is a suitable radioligand for the labeling of G protein-coupled adenine receptors but shows high affinity to bacterial contaminations in buffer solutions. Purinergic signalling 20070901
Nicotinamide 2-fluoroadenine dinucleotide unmasks the NAD+ glycohydrolase activity of Aplysia californica adenosine 5'-diphosphate ribosyl cyclase. Biochemistry 20070403
Preparation of a fludarabine intermediate via selective alkylation of 2-fluoroadenine. Nucleosides, nucleotides & nucleic acids 20060101
Cytosine arabinoside affects multiple cellular factors and induces drug resistance in human lymphoid cells. Biochemical pharmacology 20050801
Identification of a subversive substrate of Trichomonas vaginalis purine nucleoside phosphorylase and the crystal structure of the enzyme-substrate complex. The Journal of biological chemistry 20050610
Oligotide, a defibrotide derivative, protects human microvascular endothelial cells against fludarabine-induced activation, damage and allogenicity. Bone marrow transplantation 20050501
Evidence for the functional expression and pharmacological characterization of adenine receptors in native cells and tissues. Molecular pharmacology 20050301
Synthesis and biological activity of 2-fluoro adenine and 6-methyl purine nucleoside analogs as prodrugs for suicide gene therapy of cancer. Nucleosides, nucleotides & nucleic acids 20050101
Preclinical evaluation of a prostate-targeted gene-directed enzyme prodrug therapy delivered by ovine atadenovirus. Gene therapy 20041101
Enzymatic synthesis and 19F NMR studies of 2-fluoroadenine-substituted RNA. Journal of the American Chemical Society 20040929
Synthesis of 2',5'-dideoxy-2-fluoroadenosine and 2',5'-dideoxy-2,5'-difluoroadenosine: potent P-site inhibitors of adenylyl cyclase. Journal of medicinal chemistry 20040226
Gene-directed enzyme prodrug therapy for prostate cancer in a mouse model that imitates the development of human disease. The journal of gene medicine 20040101
Synthesis of 2-fluoronoraristeromycin and its inhibitory activity against Plasmodium falciparum S-adenosyl-L-homocysteine hydrolase. Bioorganic & medicinal chemistry letters 20031117
Convenient synthesis of 2'-deoxy-2-fluoroadenosine from 2-fluoroadenine. Nucleosides, nucleotides & nucleic acids 20031001
Synthesis of carbocyclic and acyclic nucleosides possessing 2-fluoroadenine derivatives and their inhibitory activities against Plasmodium falciparum SAH hydrolase. Nucleic acids research. Supplement (2001) 20030101
Fludarabine induces apoptosis, activation, and allogenicity in human endothelial and epithelial cells: protective effect of defibrotide. Blood 20020701
Gene therapy for prostate cancer delivered by ovine adenovirus and mediated by purine nucleoside phosphorylase and fludarabine in mouse models. Gene therapy 20020601
Interactions between 2-fluoroadenine 9-beta-D-arabinofuranoside and the kinase inhibitor UCN-01 in human leukemia and lymphoma cells. Clinical cancer research : an official journal of the American Association for Cancer Research 20010201
Properties