N6-Benzyl Adenosine - CAS 4294-16-0
Catalog:
BB025284
Product Name:
N6-Benzyl Adenosine
CAS:
4294-16-0
Synonyms:
N6-Benzyladenosine; 6-Benzylaminopurine Riboside; N-(Phenylmethyl)adenosine; 6-(Benzylamino)-9-β-D-ribofuranosylpurine; 6-Benzyladenosine; NSC 70423
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BB025284
10 g
$439
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IUPAC Name: (2R,3R,4S,5R)-2-[6-(benzylamino)purin-9-yl]-5-(hydroxymethyl)oxolane-3,4-diol
Description: A selective A1 adenosine receptor agonist.
Molecular Weight: 357.36
Molecular Formula: C17H19N5O4
Canonical SMILES: C1=CC=C(C=C1)CNC2=NC=NC3=C2N=CN3C4C(C(C(O4)CO)O)O
InChI: InChI=1S/C17H19N5O4/c23-7-11-13(24)14(25)17(26-11)22-9-21-12-15(19-8-20-16(12)22)18-6-10-4-2-1-3-5-10/h1-5,8-9,11,13-14,17,23-25H,6-7H2,(H,18,19,20)/t11-,13-,14-,17-/m1/s1
InChI Key: MRPKNNSABYPGBF-LSCFUAHRSA-N
Boiling Point: 689.3±65.0 °C at 760 mmHg
Melting Point: 180-183 °C
Purity: 98 %
Density: 1.62±0.1 g/cm3
Solubility: Soluble in DMSO (Slightly), Methanol (Slightly, Sonicated)
Appearance: White to off-white solid
Storage: Store at 2-8 °C under inert atmosphere
LogP: 0.12290
Publication Number Title Priority Date
EP-3841872-A1 In vitro direct regeneration of polyploid cannabis plants 20191228
WO-2021048235-A1 Treatment of hr deficient cancer 20190910
WO-2021040356-A1 C-nucleosides, c-nucleotides and their analogs, equivalents and prodrugs thereof for ectonucleotidase inhibition 20190823
US-2020337315-A1 Seaweed composition 20171117
EP-3229771-A1 6-aryl-9-glycosylpurines and use thereof 20141209
PMID Publication Date Title Journal
21965753 20111001 Effects of cytokinins, cytokinin ribosides and their analogs on the viability of normal and neoplastic human cells Anticancer research
20637856 20101201 Halogenation of N⁶-benzyladenosine decreases its cytotoxicity in human leukemia cells Toxicology in vitro : an international journal published in association with BIBRA
21035348 20101201 N⁶-Alkyladenosines: Synthesis and evaluation of in vitro anticancer activity Bioorganic & medicinal chemistry
20553699 20100801 Anticancer activity of natural cytokinins: a structure-activity relationship study Phytochemistry
18796721 20081001 Characterization of pharmacologically active compounds that inhibit poliovirus and enterovirus 71 infectivity The Journal of general virology
Complexity: 466
Compound Is Canonicalized: Yes
Covalently-Bonded Unit Count: 1
Defined Atom Stereocenter Count: 4
Defined Bond Stereocenter Count: 0
Exact Mass: 357.1437041
Formal Charge: 0
Heavy Atom Count: 26
Hydrogen Bond Acceptor Count: 8
Hydrogen Bond Donor Count: 4
Isotope Atom Count: 0
Monoisotopic Mass: 357.1437041
Rotatable Bond Count: 5
Topological Polar Surface Area: 126
Undefined Atom Stereocenter Count: 0
Undefined Bond Stereocenter Count: 0
XLogP3: 1.1
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