CAS 53-83-8

6-Thioinosinic acid

Description:

6-Thioinosinic acid, also known as 6-thio-IMP, is a purine derivative and a sulfur-containing analog of inosine monophosphate (IMP). It is characterized by the presence of a thiol group at the 6-position of the purine ring, which distinguishes it from its parent compound. This modification can influence its biochemical properties and interactions. The compound is typically soluble in water and exhibits a polar nature due to the presence of functional groups. 6-Thioinosinic acid plays a role in various biochemical pathways, particularly in nucleotide metabolism and can act as a substrate or inhibitor in enzymatic reactions involving purine metabolism. Its unique structure allows it to participate in cellular processes, potentially affecting nucleic acid synthesis and cellular signaling. Additionally, it may have implications in pharmacological research, particularly in the development of therapeutic agents targeting purine metabolism. As with many biochemical substances, its stability and reactivity can be influenced by environmental conditions such as pH and temperature.

Formula: C₁₀H₁₃N₄O₇PS

InChI: InChI=1S/C10H13N4O7PS/c15-6-4(1-20-22(17,18)19)21-10(7(6)16)14-3-13-5-8(14)11-2-12-9(5)23/h2-4,6-7,10,15-16H,1H2,(H,11,12,23)(H2,17,18,19)/t4-,6-,7-,10-/m1/s1

InChI key: InChIKey=ZKRFOXLVOKTUTA-KQYNXXCUSA-N

SMILES: O[C@H]1[C@H](N2C3=C(N=C2)C(=S)N=CN3)O[C@H](COP(=O)(O)O)[C@H]1O

Synonyms:

• 5'-Inosinic acid, 6-thio- (9CI)
• 5′-Inosinic acid, 6-thio-
• 6-Mercaptopurine ribo-5′-monophosphate
• 6-Mercaptopurine ribonucleoside 5′-phosphate
• 6-Mercaptopurine ribonucleoside monophosphate
• 6-Mercaptopurine ribonucleotide
• 6-Mercaptopurine riboside 5'-monophosphate
• 6-Mercaptopurine riboside 5'-phosphate
• 6-Mercaptopurine riboside phosphate
• 6-Mercaptopurine ribotide
• 6-Thio-5′-inosinic acid
• 6-Thio-IMP
• 6-Thioinosine 5'-phosphate (VAN)
• 6-Thioinosine 5′-phosphate
• 6-Thioinosine 5′-phosphoric acid
• 6-Thioinosinic acid
• 9-(5-O-phosphono-beta-D-ribofuranosyl)-3,9-dihydro-6H-purine-6-thione
• 9-(5-O-phosphonopentofuranosyl)-3,9-dihydro-6H-purine-6-thione
• 9H-Purine-6-thiol, 9-beta-D-ribofuranosyl-, 5'-(dihydrogen phosphate) (8CI)
• 9H-Purine-6-thiol, 9-β-<span class="text-smallcaps">D</span>-ribofuranosyl-, 5′-(dihydrogen phosphate)
• 9H-Purine-6-thiol, 9-β-<span class="text-smallcaps">D</span>-ribofuranosyl-, 5′-phosphate
• Nsc 520722
• Thio-IMP
• Thioinosinic acid
• 9H-Purine-6-thiol, 9-β-D-ribofuranosyl-, 5′-(dihydrogen phosphate)

6-Thioinosine Phosphate (~90%)

CAS: 53-83-8

Formula: C₁₀H₁₃N₄O₇PS

Purity: 90%

Color and Shape: Solid

Molecular weight: 364.2716

Ref: IN-DA00DEW6

6-Thioinosine Phosphate

CAS: 53-83-8

6-Thioinosine Phosphate

Purity: 98%

Molecular weight: 364.27g/mol

Ref: 54-OR1075462

6-Thioinosine 5''-monophosphate

CAS: 53-83-8

Ref: 7W-GN4166

6-Thioinosine Phosphate

CAS: 53-83-8

Formula: C₁₀H₁₃N₄O₇PS

Molecular weight: 364.27

Ref: 4Z-T-258001

6-Thioinosine Phosphate (>85%)

Controlled Product

CAS: 53-83-8

Stability Hygroscopic
Applications A metabolite of 6-Mercaptopurine.
References Parker, W., et al.: Cancer Res., 51, 2386 (1991) , Munagala, N., et al.: J. Biol. Chem., 275, 37072 (2000), Guddat, L., et al.: Protein Sci., 11, 1626 (2002), Pinkel, D., et al.: J. Clin. Oncol., 11, 1826 (1993), Tripathy, D., et al.: Oncologist, 12, 375 (2007),

Formula: C₁₀H₁₃N₄O₇PS

Purity: >85%

Color and Shape: Neat

Molecular weight: 364.27

Ref: TR-T344500

6-Thioinosine 5'-monophosphate

CAS: 53-83-8

6-Thioinosine 5'-monophosphate (6TIMP) is a hydrogen bond donor that possesses inhibitory properties against protein synthesis. It has been shown to have an anti-inflammatory effect and can be used for the treatment of inflammatory bowel disease. 6TIMP is also able to inhibit the bcr-abl kinase, which is implicated in the development of renal cell cancer. 6TIMP can be administered intravenously or orally and penetrates tissues well. The rate at which it enters cells is dependent on the transport rate, which is determined by its acidity. 6TIMP has been shown to cause DNA damage, leading to apoptosis and cell death in carcinoma cell lines. The mechanism of action appears to involve inhibition of cellular protein synthesis, acid formation, and DNA damage.

Formula: C₁₀H₁₃N₄O₇PS

Purity: Min. 95%

Color and Shape: Powder

Molecular weight: 364.27 g/mol

Ref: 3D-NT10843