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6-O-Methyl-guanine

Basic information Safety Supplier Related

6-O-Methyl-guanine Basic information

Product Name:
6-O-Methyl-guanine
Synonyms:
  • O6-METHYLGUANINE
  • O-METHYLGUANINE
  • 2-amino-6-methoxy-purin
  • 6-methoxy-1h-purin-2-amin
  • 6-methoxy-1h-purine-2-amine
  • o(sup6)-methylguanine
  • 6-Methoxyguanine
  • 6-methoxy-1h-purin-2-amine
CAS:
20535-83-5
MF:
C6H7N5O
MW:
165.15
EINECS:
606-576-5
Product Categories:
  • Bases & Related Reagents
  • Intermediates & Fine Chemicals
  • Nucleotides
  • Pharmaceuticals
  • Fused Ring Systems
  • Amines
  • Purine
  • Intermediate in the synthesis of Tropine and respective derivatives
  • Chemical Amines
  • Purines
Mol File:
20535-83-5.mol
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6-O-Methyl-guanine Chemical Properties

Melting point:
>300 °C(lit.)
Boiling point:
598.5±53.0 °C(Predicted)
Density 
1.531±0.06 g/cm3(Predicted)
storage temp. 
Keep in dark place,Inert atmosphere,Room temperature
solubility 
DMSO (Slightly, Heated), Water (Slightly, Heated)
form 
Solid
pka
9.74±0.10(Predicted)
color 
Off-White to Pale Yellow
BRN 
645384
InChI
InChI=1S/C6H7N5O/c1-12-5-3-4(9-2-8-3)10-6(7)11-5/h2H,1H3,(H3,7,8,9,10,11)
InChIKey
BXJHWYVXLGLDMZ-UHFFFAOYSA-N
SMILES
N1C2C(=NC(N)=NC=2OC)NC=1
CAS DataBase Reference
20535-83-5(CAS DataBase Reference)
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Safety Information

Hazard Codes 
Xi
Safety Statements 
24/25
WGK Germany 
3
RTECS 
UO7473000
Hazard Note 
Irritant
HS Code 
29349990

MSDS

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6-O-Methyl-guanine Usage And Synthesis

Chemical Properties

Off-white solid

Uses

Antitumor agent

Uses

These Secondary Standards are qualified as Certified Reference Materials. These are suitable for use in several analytical applications including but not limited to pharma release testing, pharma method development for qualitative and quantitative analyses, food and beverage quality control testing, and other calibration requirements.

Definition

ChEBI: A methylguanine in which the methyl group is positioned on the oxygen at position 6. Formed in DNA by alkylation of the oxygen atom of guanine, most often by N-nitroso compounds and sometimes due to methylation by other compounds such as endogenous S-adenosylmethionine, it base-pairs to thymine rather than cytidine, causing a G:C to A:T transition in DNA.

Application

6-O-Methyl-guanine is a key molecular tool for studying DNA damage, repair mechanisms, and cancer chemotherapy. It is a potent mutagenic and carcinogenic DNA damage product induced by alkylating agents (such as certain environmental carcinogens and chemotherapeutic drugs). It can mispair with thymine (T), leading to G:C to A:T base transition mutations during DNA replication. Therefore, O⁶-MeG is widely used in in vitro and cellular experiments to simulate DNA damage states and study how cells remove this damage through repair proteins such as O⁶-methylguanine-DNA methyltransferase (MGMT).

General Description

Pharmaceutical secondary standards for application in quality control provide pharma laboratories and manufacturers with a convenient and cost-effective alternative to the preparation of in-house working standards

6-O-Methyl-guanine Preparation Products And Raw materials

Preparation Products

6-O-Methyl-guanineSupplier

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