Name | Mizoribine |
Synonyms | MZR HE-69 Bredinin Bredinine Mizoribina MIZORIBINE Mizoribine Brn 4151713 BRN 4151713 Mizoribinum UNII-4JR41A10VP Mizoribine Control Mizoribina [INN-Spanish] 5-hydroxy-1-pentofuranosyl-1H-imidazole-4-carboxamide 4-carbamoyl-1-beta-d-ribofuranosyl-imidazolium-5-olate 4-Carbamoyl-1-beta-D-ribofuranosyl-imidazolium-5-olate 5-Hydroxy-1-beta-D-ribofuranosylimidazole-4-carboxamide N'-[BETA-D-RIBOFURANOSYL]-5-HYDROXYIMIDAZOLE-4-CARBOXAMIDE 5-Hydroxy-1-beta-D-ribofuranosyl-1H-imidazole-4-carboxamide 5-hydroxy-1-(beta-D-ribofuranosyl)-1H-imidazole-4-carboxamide 1H-Imidazole-4-carboxamide, 5-hydroxy-1-beta-D-ribofuranosyl- Anhydro-4-carbamoyl-5-hydroxy-1-b-D-ribofuranosyl-imidazolium-hydroxide Anhydro-4-carbamoyl-5-hydroxy-1-beta-D-ribofuranosyl-imidazolium hydroxide |
CAS | 50924-49-7 |
EINECS | 637-144-4 |
InChI | InChI=1/C9H13N3O6/c10-7(16)4-8(17)12(2-11-4)9-6(15)5(14)3(1-13)18-9/h2-3,5-6,9,13-15,17H,1H2,(H2,10,16) |
InChIKey | HZQDCMWJEBCWBR-UUOKFMHZSA-N |
Molecular Formula | C9H13N3O6 |
Molar Mass | 259.22 |
Density | 1.4155 (rough estimate) |
Melting Point | >2000C |
Boling Point | 402.47°C (rough estimate) |
Specific Rotation(α) | D27 -35° (c = 0.8 in H2O) |
Flash Point | 410.9°C |
Solubility | Soluble in water (52 mg/ml), DMSO (52 mg/ml), ethanol (<1 mg/ml), and methanol |
Vapor Presure | 5.2E-24mmHg at 25°C |
Appearance | Solid |
Color | White to Off-White |
Maximum wavelength(λmax) | ['280nm(lit.)'] |
Merck | 14,6222 |
pKa | 6.75(at 25℃) |
Storage Condition | 2-8°C |
Sensitive | Sensitive to heat |
Refractive Index | 1.5100 (estimate) |
MDL | MFCD00057221 |
Use | An imidazole nucleoside immunosuppressant agent. |
In vitro study | Mizoribine(1-50 mg/ml) was able to dose-dependently inhibit T-cell proliferation by 10-100% under all facilitator factors tested. Mizoribine causes a decrease in intracellular GTP levels, and the filling of GTP reverses its anti-malignant proliferative effect. Mizoribine dose-dependently inhibited T-cell proliferation, and the inhibition was reversible when 50mm guanosine was added to the guanine-filled nucleotide pool. Mizoribine selectively inhibits guanine nucleotide formation in pure T cells, whereas the effect of 6-mercaptopurine (6MP) appears to be more dependent on adenine nucleotide depletion. Mizoribine inhibits HCV RNA replication with an IC50 value of 100 μm. |
In vivo study | Mizoribine (5 or 10 mg/kg) inhibits urinary albumin excretion in rats in vivo. In the rat kidney, Mizoribine (5 or 10 mg/kg) inhibited the development of Glomerulosclerosis, renal interstitial fibrosis, and macrophage infiltration. Mizoribine (5 or 10 mg/kg) increased the expression of MCP-1, OPN, and TGF-β1 mRNA in untreated Olef rats. |
Hazard Symbols | T - Toxic |
Risk Codes | R46 - May cause heritable genetic damage R60 - May impair fertility R61 - May cause harm to the unborn child R36/37/38 - Irritating to eyes, respiratory system and skin. |
Safety Description | S53 - Avoid exposure - obtain special instructions before use. S22 - Do not breathe dust. S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S36/37/39 - Wear suitable protective clothing, gloves and eye/face protection. S45 - In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) |
WGK Germany | 3 |
RTECS | NI3980000 |
HS Code | 29349990 |
Toxicity | LD50 in mice (g/kg): >1.5 i.v., >2.4 i.p. (Mizuno, 1975) |