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8-Azaguanine

CAT: 0804-HY-B1468-01Size: 100 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-B1468-01Size:100 mg
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24/48H Stock Items & 2 to 6 Weeks non Stock Items.
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Description
8-Azaguanine is a purine analogue that shows antineoplastic activity. 8-Azaguanine functions as an antimetabolite and easily incorporates into ribonucleic acids, interfering with normal biosynthetic pathways, thus inhibiting cellular growth[1].
CAS Number
134-58-7
UNSPSC
12352005
Hazard Statement
H302
Target
Endogenous Metabolite; Nucleoside Antimetabolite/Analog
Type
Natural Products
Related Pathways
Cell Cycle/DNA Damage; Metabolic Enzyme/Protease
Applications
Cancer-programmed cell death
Field of Research
Cancer
Assay Protocol
https://www.medchemexpress.com/8-Azaguanine.html
Purity
99.98
Solubility
DMSO : 2 mg/mL (ultrasonic; warming; adjust pH to 5 with HCl; heat to 60°C)
Smiles
O=C1C(N=NN2)=C2N=C(N)N1
Molecular Formula
C4H4N6O
Molecular Weight
152.12
Precautions
H302
References & Citations
[1]Dourado M, et al. CD26/DPPIV expression and 8-azaguanine response in T-acute lymphoblastic leukaemia cell lines in culture. Pathophysiology. 2007 May;14 (1) :3-10.
Shipping Conditions
Blue Ice
Storage Conditions
-20°C, 3 years (Powder)
Scientific Category
Natural Products
Clinical Information
No Development Reported
Isoform
Human Endogenous Metabolite

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...
View on PubChemRaw 3D data
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

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