Home > Compound List > Compound details
19916-73-5 molecular structure
click picture or here to close

6-(benzyloxy)-9H-purin-2-amine

ChemBase ID: 69988
Molecular Formular: C12H11N5O
Molecular Mass: 241.24864
Monoisotopic Mass: 241.09636
SMILES and InChIs

SMILES:
n1c[nH]c2c1nc(N)nc2OCc1ccccc1
Canonical SMILES:
Nc1nc(OCc2ccccc2)c2c(n1)nc[nH]2
InChI:
InChI=1S/C12H11N5O/c13-12-16-10-9(14-7-15-10)11(17-12)18-6-8-4-2-1-3-5-8/h1-5,7H,6H2,(H3,13,14,15,16,17)
InChIKey:
KRWMERLEINMZFT-UHFFFAOYSA-N

Cite this record

CBID:69988 http://www.chembase.cn/molecule-69988.html

Collapse All Expand All

NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
6-(benzyloxy)-9H-purin-2-amine
6-(benzyloxy)-7H-purin-2-amine
IUPAC Traditional name
6-(benzyloxy)-9H-purin-2-amine
6-(benzyloxy)-7H-purin-2-amine
Synonyms
6-(Benzyloxy)-7H-purin-2-amine
6-(Phenylmethoxy)-9H-purin-2-amine
2-Amino-6-(benzyloxy)purine
NSC 637037
O6-Benzylguanine
6-(Benzyloxy)-9H-purin-2-amine
O(6)-Benzylguanine
6-(Benzyloxy)guanine
6-O-Benzylguanine
O(6)-bGua
O6-BG
O6-Benzylguanine
CAS Number
19916-73-5
MDL Number
MFCD00269931
PubChem SID
162035713
24278259
PubChem CID
4578
Chemspider ID
4417
Wikipedia Title
O6-Benzylguanine

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
Acid pKa 10.196849  H Acceptors
H Donor LogD (pH = 5.5) 1.6720533 
LogD (pH = 7.4) 1.6714947  Log P 1.6721176 
Molar Refractivity 69.2413 cm3 Polarizability 25.45866 Å3
Polar Surface Area 89.71 Å2 Rotatable Bonds
Lipinski's Rule of Five true 

PROPERTIES

PROPERTIES

Physical Property Safety Information Pharmacology Properties Product Information Bioassay(PubChem)
Solubility
Aqueous Alkali expand Show data source
methanol: soluble20 mg/mL expand Show data source
Apperance
Light Yellow Solid expand Show data source
solid expand Show data source
Melting Point
>193°C (dec.) expand Show data source
193(dec.)°C expand Show data source
Density
1.432 g/mL expand Show data source
Storage Condition
-20°C Freezer expand Show data source
Storage Warning
IRRITANT expand Show data source
Irritant expand Show data source
European Hazard Symbols
Irritant Irritant (Xi) expand Show data source
MSDS Link
Download expand Show data source
Download expand Show data source
German water hazard class
3 expand Show data source
Risk Statements
36/37/38 expand Show data source
Safety Statements
26-36 expand Show data source
TSCA Listed
false expand Show data source
GHS Pictograms
GHS07 expand Show data source
GHS Signal Word
Warning expand Show data source
GHS Hazard statements
H315-H319-H335 expand Show data source
GHS Precautionary statements
P261-P305 + P351 + P338 expand Show data source
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves expand Show data source
Gene Information
human ... MGMT(4255) expand Show data source
Purity
≥98% (TLC) expand Show data source
95+% expand Show data source
Certificate of Analysis
Download expand Show data source

DETAILS

DETAILS

Apollo Scientific Apollo Scientific Wikipedia Wikipedia Sigma Aldrich Sigma Aldrich TRC TRC
Apollo Scientific Ltd - OR7851T external link
An effective substrate & efficient inactivator of DNA alkyl transferase. Protects against carcinogenic & therapeutic alkylating agents.
Sigma Aldrich - B2292 external link
Biochem/physiol Actions
O(6)-benzylguanine is an antineoplastic agent that binds the DNA repair enzyme O(6)-alkylguanine DNA alkyltransferase (AGT), resulting in inhibition of AGT-mediated DNA repair. It is widely used in various DNA repair mechanism studies and potentiates the effects of other chemotherapeutic agents that damage DNA.
Toronto Research Chemicals - B278500 external link
An irreversible inhibitor of the mammalian DNA repair protein, O6-alkylguanine-DNA alkyltransferase. Assists in the protection against carcinogenic and therapeutic alkylating agents.

REFERENCES

REFERENCES

From Suppliers Google Scholar IconGoogle Scholar PubMed iconPubMed Google Books IconGoogle Books
  • • Dolan, M.E., et al.: Proc. Natl. Acad. Sci. USA, 87, 5356 (1990)
  • • Goodtzova, K., et al.: Biochemistry, 33, 385 (1990)
  • • Elder, R.H., et al.: Biochem. J., 298, 231 (1994)
  • Searching...Please wait...

PATENTS

PATENTS

PubChem iconPubChem Patent Google Patent Search IconGoogle Patent

INTERNET

INTERNET

Baidu iconBaidu google iconGoogle