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55774-33-9

55774-33-9 structure
55774-33-9 structure
  • Name: Azathioprine Sodium
  • Chemical Name: Azathioprine Sodium
  • CAS Number: 55774-33-9
  • Molecular Formula: C9H6N7NaO2S
  • Molecular Weight: 299.244
  • Catalog: Signaling Pathways Apoptosis Apoptosis
  • Create Date: 2021-09-22 21:32:34
  • Modify Date: 2024-01-14 20:34:42
  • Azathioprine (BW 57-322) sodium is an orally active immunosuppressive agent. Azathioprine can be converted in vivo to the active metabolite 6-mercaptopurine (6-MP). Azathioprine has myelosuppressive effects and induces apoptosis[1][3].

Name Azathioprine Sodium
Synonyms Sodium 6-[(1-methyl-4-nitro-1H-imidazol-5-yl)sulfanyl]purin-9-ide
9H-Purine, 6-[(1-methyl-4-nitro-1H-imidazol-5-yl)thio]-, sodium salt (1:1)
Azathioprine Sodium
7H-purine, 6-[(1-methyl-4-nitro-1H-imidazol-5-yl)thio]-, sodium salt
Description Azathioprine (BW 57-322) sodium is an orally active immunosuppressive agent. Azathioprine can be converted in vivo to the active metabolite 6-mercaptopurine (6-MP). Azathioprine has myelosuppressive effects and induces apoptosis[1][3].
Related Catalog
In Vitro Azathioprine (0-50 μM, 48 hours) sodium can induce severe intracellular GSH depletion with relevant concentrations in both primary rat and human hepatocytes[2]. Cell Viability Assay[2] Cell Line: Rat hepatocytes, Human hepatocytes Concentration: 0-50 μM Incubation Time: 24-48 hours Result: Showed the decrease in cell viability and intracellular GSH levels in rat hepatocytes as low concentration of 0.5 μM but no significant decrease in cell viability at concentrations below 50 μM as well as GSH depletion was obviously noted at a concentration as low as 1 μM in human hepatocytes.
In Vivo Azathioprine (oral gavage, 25–400 mg/kg, everyday, 10days) sodium can affect bone marrow cells, red blood cells, and peripheral blood cytokines and other related parameters in a dose-dependent manner, and can induce apoptosis in female CD-1 mice and ICR mice [3]. Animal Model: Outbred female CD-1 mice, Female ICR mice[3] Dosage: 25-400 mg/kg Administration: Oral gavage; everyday; 10days Result: Induced a decrease in erythrocyte-related parameters as well as leukocyte-related parameters in a dose-dependent manner. Induced 52.4%, 35.4%, 17.9%, 16.1% and 15.2% reduction in bone marrow cells at concentrations of 40, 60, 80, 100 and 120 mg/kg, respectively while fms-like tyrosine kinase-3(FLT-3) ligand (FL)-related cytokines were increased. Increased induction of apoptosis.
References

[1]. SoniaChavez-Alvarez, et al. Azathioprine: its uses in dermatology. An Bras Dermatol. 2020 Nov-Dec;95(6):731-736.

[2]. Yue-Ting Wu, et al. Azathioprine hepatotoxicity and the protective effect of liquorice and glycyrrhizic acid. Phytother Res. 2006 Aug;20(8):640-5. doi: 10.1002/ptr.1920.

[3]. Gemma Molyneux, et al. The haemotoxicity of azathioprine in repeat dose studies in the female CD-1 mouse. Int J Exp Pathol. 2008 Apr;89(2):138-58.

Molecular Formula C9H6N7NaO2S
Molecular Weight 299.244
Exact Mass 299.020142