Mizoribine, CAS No. 50924-49-7

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50924-49-7

Catalog No. EBD2156496

CAS 50924-49-7

Name Mizoribine

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Basic Information

Synonyms: Mizoribine Bredinin 4-Carbamoyl-1-beta-D-ribofuranosyl-imidazolium-5-olate 5-Hydroxy-1-beta-D-ribofuranosyl-1H-imidazole-4-carboxamide Anhydro-4-carbamoyl-5-hydroxy-1-beta-D-ribofuranosyl-imidazoliumhydroxide BRN4151713 Bredinine HE-69 MZR Mizoribina Mizoribina[INN-Spanish] Mizoribinum UNII-4JR41A10VP 1H-Imidazole-4-carboxamide,5-hydroxy-1-beta-D-ribofuranosyl- 5-Hydroxy-1-beta-D-ribofuranosylimidazole-4-carboxamide 5-hydroxy-1-pentofuranosyl-1H-imidazole-4-carboxamide 5-hydroxy-1-(beta-D-ribofuranosyl)-1H-imidazole-4-carboxamide

Molecular Formula: C9H13N3O6

Molecular Weight: 259.22

MDL Number: MFCD00057221

Categories: Medicinal Chemistry > APIs and Their Salts > Antineoplastic Agents Medicinal Chemistry > Biochemicals and Life Science Reagents > Saccharides, Nucleosides, and Nucleotides

Product Description:

Mizoribine, also known as Bredinin, is a nucleoside analog derived from the fungus *Eupenicillium brefeldianum*. Its chemical structure is 4-carbamoyl-1-β-D-ribofuranosylimidazolium-5-olate. It functions as an immunosuppressive agent by competitively inhibiting inosine monophosphate dehydrogenase (IMPDH), a key enzyme in the *de novo* synthesis of guanine nucleotides. This inhibition leads to the suppression of lymphocyte proliferation. Primarily, mizoribine is used as an active pharmaceutical ingredient (API) in immunosuppressive therapy. It is clinically employed to prevent organ transplant rejection, particularly in kidney transplantation, and to treat autoimmune diseases such as lupus nephritis and rheumatoid arthritis. Its mechanism of action is distinct from other immunosuppressants like calcineurin inhibitors, offering a different side effect profile. Mizoribine is administered orally as a prodrug and is phosphorylated intracellularly to its active form, mizoribine 5'-monophosphate. It is valued for its relatively selective action on lymphocytes and its potential to reduce steroid dependency in long-term treatment regimens.

Physical Properties

Melting Point: >2000C

Boiling Point: 755.9 °C at 760 mmHg

Flash Point: 410.9 °C

Density: 2.06 g/cm3

Storage: 2-8°C

Analytical Data

Appearance: Crystalline solid