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Azaguanine-8

CAT: 0957-S4194-1gSize: 1 gDry Ice: YesHazardous: No
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CAT#:0957-S4194-1gSize:1 g
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CAS Number
134-58-7
Synonyms
NSC-749, SF-337, SK 1150
Target
DNA/RNA Synthesis
Applications
Cell Cycle
Smiles
C12=NNN=C1N=C (NC2=O) N
Molecular Formula
C4H4N6O
Additionnal Information
Azaguanine-8 (NSC-749, SF-337, SK 1150) is a purine analogs showing antineoplastic activity by competing with guanine in the metabolism.
Storage Conditions
2 years -80 in solvent

Chemical Information

8-Azaguanine

8-azaguanine is a triazolopyrimidine that consists of 3,6-dihydro-7H-[1,2,3]triazolo[4,5-d]pyrimidine bearing amino and oxo substituents at positions 5 and 7 respectively. It has a role as an antimetabolite, an antineoplastic agent and an EC 2.4.2.1 (purine-nucleoside phosphorylase) inhibitor. It is a member of triazolopyrimidines and a nucleobase analogue.

CAS Number134-58-7
PubChem CID135403646
IUPAC Name5-amino-2,6-dihydrotriazolo[4,5-d]pyrimidin-7-one
Molecular FormulaC4H4N6O
Molecular Weight152.11
XLogP-1.5
Topological Polar Surface Area109
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count4
Rotatable Bond Count0
Heavy Atom Count11
Formal Charge0
Complexity225
SMILES
C12=NNN=C1N=C(NC2=O)N
InChI
InChI=1S/C4H4N6O/c5-4-6-2-1(3(11)7-4)8-10-9-2/h(H4,5,6,7,8,9,10,11)
InChIKey
LPXQRXLUHJKZIE-UHFFFAOYSA-N
Chemical Structure
2D Structure
2D structure of 8-Azaguanine
CAS: 134-58-7
CID: 135403646
Formula: C4H4N6O
MW: 152.11
Interactive 3D Structure
Loading 3D structure...
Computed Properties
PropertyValue
Molecular Weight152.11
XLogP3-1.5
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count4
Rotatable Bond Count0
Exact Mass152.04465877
Monoisotopic Mass152.04465877
Topological Polar Surface Area109 Ų
Heavy Atom Count11
Formal Charge0
Complexity225
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes