CAS 80685-22-9

9-Carboxymethoxymethylguanine

Description:

9-Carboxymethoxymethylguanine is a chemical compound that belongs to the class of guanine derivatives, which are nucleobases essential for the structure of nucleic acids. This compound features a carboxymethoxymethyl group at the 9-position of the guanine structure, which can influence its solubility and reactivity. It is characterized by its potential biological activity, particularly in relation to nucleic acid metabolism and cellular processes. The presence of the carboxyl group may impart acidic properties, while the methoxymethyl group can enhance lipophilicity, affecting the compound's interaction with biological membranes. 9-Carboxymethoxymethylguanine may be of interest in medicinal chemistry and biochemistry for its potential applications in drug development or as a biochemical probe. Its CAS number, 80685-22-9, serves as a unique identifier for regulatory and research purposes. As with many guanine derivatives, understanding its structure-activity relationship is crucial for exploring its pharmacological potential and mechanisms of action.

Formula: C₈H₉N₅O₄

InChI: InChI=1S/C8H9N5O4/c9-8-11-6-5(7(16)12-8)10-2-13(6)3-17-1-4(14)15/h2H,1,3H2,(H,14,15)(H3,9,11,12,16)

InChI key: InChIKey=MICNQLKUSOVNNG-UHFFFAOYSA-N

SMILES: C(OCC(O)=O)N1C2=C(C(=O)N=C(N)N2)N=C1

Synonyms:

• 2-[(2-Amino-1,6-dihydro-6-oxo-9H-purin-9-yl)methoxy]acetic acid
• 9-Carboxymethoxymethylguanine
• [(2-Amino-6-oxo-3,6-dihydro-9H-purin-9-yl)methoxy]acetic acid
• Acetic acid, 2-[(2-amino-1,6-dihydro-6-oxo-9H-purin-9-yl)methoxy]-
• Acetic acid, [(2-amino-1,6-dihydro-6-oxo-9H-purin-9-yl)methoxy]-

9-Carboxymethoxymethylguanine

CAS: 80685-22-9

9-Carboxymethoxymethylguanine, Aciclovir's main metabolite, is a strong antiviral guanosine analog.

Formula: C₈H₉N₅O₄

Color and Shape: Solid

Molecular weight: 239.19

Ref: TM-T40911

Acyclovir Impurity 2

CAS: 80685-22-9

Formula: C₈H₉N₅O₄

Molecular weight: 239.19

Ref: 4Z-A-0422

9-Carboxymethoxymethylguanine-13C2,15N

CAS: 80685-22-9

Stability Hygroscopic
Applications 9-Carboxymethoxymethylguanine-13C2,15N is the labelled analog of 9-Carboxymethoxymethylguanine (C179990) which is a metabolite of Acyclovir (A192400-an antiviral, orally active acyclic nucleoside with inhibitory activity towards several herpes viruses).
References Collins, P., et al.: J. Antimicrob. Chemother., 5, 431 (1979); Matsumoto, H., et al.: Chem. Pharm. Bull., 36, 1153 (1988); Whitley, R.J., et al.: N. Engl. J. Med., 327, 782 (1992); Gunness, P., et al.: Transl. Res., 158, 290 (2011);

Formula: C₂C₆H₉₁₅NN₄O₄

Color and Shape: Light Beige Solid

Molecular weight: 242.167

Ref: TR-C179992

9-Carboxymethoxymethylguanine

Controlled Product

CAS: 80685-22-9

Applications 9-Carboxymethoxymethylguanine is a metabolite of Acyclovir (A192400) which is an antiviral, orally active acyclic nucleoside with inhibitory activity towards several herpes viruses.
References Gunness, P., et al.: Transl. Res., 158, 290 (2011); Collins, P., et al.: J. Antimicrob. Chemother., 5, 431 (1979), Matsumoto, H., et al.: Chem. Pharm. Bull., 36, 1153 (1988), Whitley, R.J., et al.: N. Engl. J. Med., 327, 782 (1992),

Formula: C₈H₉N₅O₄

Color and Shape: Light Orange Colour Solid

Molecular weight: 239.19

Ref: TR-C179990

Aciclovir Impurity 6

CAS: 80685-22-9

Formula: C₈H₉N₅O₄

Molecular weight: 239.19

Ref: ST-EA-CP-A8024

9-Carboxymethoxymethylguanine-13C2,15N

CAS: 80685-22-9

9-Carboxymethoxymethylguanine-13C2,15N is a conjugate of guanine and the fluorescent compound carboxymethoxymethyl (CMOM). It is used as an internal standard for acyclovir, which is a drug that inhibits viral DNA polymerase. 9-Carboxymethoxymethylguanine-13C2,15N has been shown to be useful in wastewater treatment because it can bind to lectins and inhibit the binding of these proteins to their carbohydrate ligands. 9-Carboxymethoxymethylguanine-13C2,15N has also been used in analytical methods for measuring drug levels in serum or urine. It can bind to many drugs with high affinity, including aciclovir, aminoglycosides, and tetracyclines. 9-Carboxymethoxymethylguanine-13C2,15N can

Formula: C₈H₉N₅O₄

Purity: Min. 95%

Molecular weight: 239.19 g/mol

Ref: 3D-FDA68522