6-THIOINOSINE

6-THIOINOSINE - Names and Identifiers

Name	6-thioinosine
Synonyms	6-MPR 6-MP-Riboside 6-thioinosine 6-mercaptoinosine 6-Thiopurine riboside 6-Mercaptopurine riboside 6-Thiopurine ribonucleoside MERCAPTOPURINE-9-D-RIBOSIDE, 6- 9H-Purine-6-thiol, 9-β-D-ribofuranosyl- (6CI) 6H-Purine-6-thione, 1,9-dihydro-9-beta-D-ribofuranosyl-
CAS	574-25-4
EINECS	209-371-5
InChI	InChI=1/C10H12N4O4S/c15-1-4-6(16)7(17)10(18-4)14-3-13-5-8(14)11-2-12-9(5)19/h2-4,6-7,10,15-17H,1H2,(H,11,12,19)/p-1/t4-,6-,7-,10-/m1/s1

6-THIOINOSINE - Physico-chemical Properties

Molecular Formula	C10H12N4O4S
Molar Mass	284.29
Density	1.4599 (rough estimate)
Melting Point	220-223°C(lit.)
Boling Point	714.7±70.0 °C(Predicted)
Flash Point	342.8°C
Solubility	Aqueous Base (Slightly), DMSO (Slightly), Methanol (Very Slightly, Heated)
Vapor Presure	1.99E-17mmHg at 25°C
Appearance	Solid
Color	White to Beige
pKa	8.40±0.20(Predicted)
Storage Condition	Keep in dark place,Inert atmosphere,Store in freezer, under -20°C
Stability	Store in Cool Dry Place
Refractive Index	1.6270 (estimate)

6-THIOINOSINE - Risk and Safety

Hazard Symbols	Xn - Harmful
Risk Codes	22 - Harmful if swallowed
Safety Description	S22 - Do not breathe dust. S24/25 - Avoid contact with skin and eyes.
WGK Germany	3
RTECS	UP0710000
FLUKA BRAND F CODES	10
HS Code	29349990

6-THIOINOSINE - Reference Information

Overview

(deoxygenated) nucleosides are glycosylamines composed of bases that bind to ribose or deoxyribose, which is a cyclic pentose, such as purine or pyrimidine. Examples thereof include cytidine, uridine, adenosine, guanosine, thymidine and inosine. Nucleoside analogs are widely used as antiviral and anticancer agents because of their ability to act as reverse transcriptase inhibitors or chain terminators in RNA or DNA synthesis. Nucleoside phosphorylases are transferases that are widely distributed in mammalian cells and bacteria and play a key role in the nucleoside metabolic salvage pathway. They have a dual function. In one aspect, they catalyze the reversible cleavage of glycosidic linkages of ribonucleosides or deoxyribonucleosides in the presence of inorganic phosphates, the aim is to generate the base and ribose -1-phosphate or deoxyribose -1-phosphate. In another aspect, these enzymes catalyze phosphate-dependent pentose transfer between a purine or pyrimidine base and a nucleoside, I .e., a transglycosylation reaction, to produce nucleosides having different bases. 6-purine nucleoside is a kind of glycerin.

biological activity

6-thioinoosine (6TI) is a purine antimetabolite that is an anti-adipogenic agent, can reduce the mRNA levels of PPAR gamma and C/EBPα and their target genes LPL,CD36,aP2 and LXR Alpha.

Last Update：2024-04-09 02:00:09