CAS 6324-72-7

8-Mercaptoguanine

Description:

8-Mercaptoguanine is a sulfur-containing derivative of guanine, an important nucleobase in nucleic acids. Its chemical structure features a thiol (-SH) group at the 8-position of the guanine ring, which contributes to its unique reactivity and properties. This compound is known for its potential applications in medicinal chemistry, particularly in the development of antiviral and anticancer agents, due to its ability to interfere with nucleic acid metabolism. 8-Mercaptoguanine can participate in various chemical reactions, including oxidation and alkylation, owing to the presence of the thiol group. It is also soluble in polar solvents, which enhances its bioavailability. The compound's molecular interactions are influenced by its ability to form hydrogen bonds and its overall electronic structure. As a research chemical, 8-Mercaptoguanine serves as a valuable tool for studying nucleobase modifications and their biological implications. However, handling this substance requires caution due to its reactive nature and potential toxicity.

Formula: C₁₀H₆N₁₀O₂S₂

InChI: InChI=1/C5H5N5OS/c6-4-8-2-1(3(11)10-4)7-5(12)9-2/h(H5,6,7,8,9,10,11,12)

InChI key: InChIKey=JHEKNTQSGTVPAO-UHFFFAOYSA-N

SMILES: O=C1C2=C(NC(=S)N2)NC(N)=N1

Synonyms:

• 2-Amino-1,7,8,9-tetrahydro-8-thioxo-6H-purin-6-one
• 2-Amino-8-mercapto-7H-purin-6-ol
• 2-Amino-8-sulfanyl-6,7-dihydro-1H-purin-6-one
• 2-Amino-8-sulfanyl-6,9-dihydro-1H-purin-6-one
• 2-Amino-8-sulfanyl-9H-purin-6-ol
• 2-Amino-8-sulfanylidene-7,9-dihydro-3H-purin-6-one
• 2-Amino-8-thioxo-1,7,8,9-tetrahydro-purin-6-one
• 2-Amino-8-thioxo-3,7,8,9-tetrahydro-6H-purin-6-one
• 2-amino-1,7,8,9-tetrahydro-2-thioxo-6H-purin-6-one
• 2-amino-8-mercapto-9H-purin-6-ol
• 2-amino-8-sulfanyl-7H-purin-6-ol
• 228-686-9
• 6H-Purin-6-one, 2-amino-1,7,8,9-tetrahydro-8-thioxo-
• 6H-purin-6-one, 2-amino-3,7,8,9-tetrahydro-8-thioxo-
• 7H-purin-6-ol, 2-amino-8-mercapto-
• 8-Mercaptoguanine
• 8-Thioguanine
• 9H-purin-6-ol, 2-amino-8-mercapto-
• Guanine, 8-mercapto-
• NSC 29188
• 2-Amino-6-hydroxy-8-mercaptopurine
• 8-Mercaptoguanine,8-Thioguanine
• 8-Thioguanine (8-Mercaptoguanine
• Einecs 228-686-9
• 8-Mercaptoguanine, 8-Thioguanine

2-Amino-8-mercapto-7H-purin-6-ol

CAS: 6324-72-7

Formula: C₅H₅N₅OS

Color and Shape: Solid

Molecular weight: 183.1911

Ref: IN-DA00EBFO

2-Amino-8-Thioxo-3,7,8,9-Tetrahydro-6H-Purin-6-One

CAS: 6324-72-7

2-Amino-8-Thioxo-3,7,8,9-Tetrahydro-6H-Purin-6-One

Purity: 98%

Molecular weight: 183.19g/mol

Ref: 54-OR1010292

2-Amino-6-hydroxy-8-mercaptopurine

Controlled Product

CAS: 6324-72-7

Applications 2-Amino-6-hydroxy-8-mercaptopurine (cas# 6324-72-7) is a compound useful in organic synthesis.

Formula: C₅H₅N₅OS

Color and Shape: Neat

Molecular weight: 183.19

Ref: TR-A611210

2-Amino-6-hydroxy-8-mercaptopurine

CAS: 6324-72-7

2-Amino-6-hydroxy-8-mercaptopurine is an antimicrobial agent that inhibits the growth of bacteria by binding to their ribosomes. It has been shown to have a cytotoxic effect in vivo on cancer cells and intestinal parasites, as well as a protective effect against infectious diseases. 2-Amino-6-hydroxy-8-mercaptopurine has also been shown to inhibit the synthesis of proteins in vitro, which may be due to its ability to bind to the ribosomal subunit and inhibit protein synthesis. 2-Amino-6-hydroxy-8-mercaptopurine inhibits bacterial growth by binding to DNA dependent RNA polymerase, thereby preventing transcription and replication. The high frequency of human activity has been shown using a patch clamp technique on human erythrocytes. This active form is metabolized through a number of metabolic transformations, including hydrolysis by esterases or gluc

Formula: C₅H₅N₅OS

Purity: Min. 95%

Color and Shape: Powder

Molecular weight: 183.19 g/mol

Ref: 3D-FA09809