CAS Number50924-49-7
Synonyms5-Hydroxy-1-(β-D-ribofuranosyl)-1H-imidazole-4-carboxamide; HE-69; Mizoribinum; Bredinin; Mizoribina; Mizoribine; 5-Hydroxy-1-b-D-ribofuranosyl-1H-imidazole-4-carboxamide; Bredinine; 4-Carbamoyl-1-(β-D-ribofuranosyl)-1H-imidazol-3-ium-5-olate; 4-Carbamoyl-1-b-D-ribofuranosylimidazolium-5-olate; Mizoribine [INN:JAN]; MFCD00057221; Mizoribina [INN-Spanish]; Mizoribinum [INN-Latin]; 1-(β-D-Ribofuranosyl)-5-hydroxyimidazole-4-carboxamide
Molecular FormulaC9H13N3O6
Molecular Weight259.22
Purity≥98 (TLC)%
Density2.1±0.1 g/cm3
Boiling Point755.9±60.0 °C at 760 mmHg
Melting Point>200ºC
AppearanceWhite to off-white crystalline powder
Symbol
Signal WordWarning
| Chemical & Physical Properties | |
|---|---|
| CAS Number | 50924-49-7 |
| Catalog No. | 2A-9043371 |
| Chinese Name | 咪唑立宾 |
| Synonyms | 5-Hydroxy-1-(β-D-ribofuranosyl)-1H-imidazole-4-carboxamide; HE-69; Mizoribinum; Bredinin; Mizoribina; Mizoribine; 5-Hydroxy-1-b-D-ribofuranosyl-1H-imidazole-4-carboxamide; Bredinine; 4-Carbamoyl-1-(β-D-ribofuranosyl)-1H-imidazol-3-ium-5-olate; 4-Carbamoyl-1-b-D-ribofuranosylimidazolium-5-olate; Mizoribine [INN:JAN]; MFCD00057221; Mizoribina [INN-Spanish]; Mizoribinum [INN-Latin]; 1-(β-D-Ribofuranosyl)-5-hydroxyimidazole-4-carboxamide |
| Molecular Formula | C9H13N3O6 |
| Molecular Weight | 259.22 |
| Purity | ≥98 (TLC) |
| Density | 2.1±0.1 g/cm3 |
| Boiling Point | 755.9±60.0 °C at 760 mmHg |
| Melting Point | >200ºC |
| Appearance | White to off-white crystalline powder |
| Storage Condition | Warehouse ventilation, low temperature, drying |
| Application | Mizoribine (NSC 289637; HE 69; β-Bredinin) is an immunosuppressant that can selectively inhibit lymphocyte proliferation by blocking IMPDH. |
| PubChem ID | 24278546 |
| MDL Number | MFCD00057221 |
| SMILES | NC(=O)c1ncn([C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O)c1O |
| InChI | 1S/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)/t3-,5-,6-,9-/m1/s1 |
| InChI Key | HZQDCMWJEBCWBR-UUOKFMHZSA-N |
| NACRES Code | NA.77 |
| UNSPSC | 12352200 |
| Hazard Symbols | transportation |
| MSDS | msds/43371_1_50924_49_7.pdf |
| Bioactivity | Mizoribine(NSC 289637; HE 69; β-Bredinin) is an immunosuppressive agents (IC50=100 uM) that inhibit the proliferation of lymphocytes selectively, via inhibition of IMPDH.IC50 Value:Target: IMPDHin vitro: Unlike azathioprine, Mizoribine is not taken up by nucleic acids in the cell. Instead, after phosphorylation MZR-5 -monophosphate inhibits GMP synthesis by the antagonistic blocking of IMPDH (Ki = 10(-8)M) and GMP- synthetase (Ki =10(-5) M) [1]. Pretreatment of cells with MZR partially, but significantly, attenuates the expression of monocyte chemoattractant protein (MCP)-1 mRNA and protein, whereas the poly IC-induced expressions for the other functional molecules, such as CCL5, fractalkine and IL-8 were not influenced by MZR treatment [2].in vivo:MZR 150 mg was administered once a day. After 6 months, the remission rate was 72.7% (2 subjects achieved complete remission, and 9 partial remission). After 3 and 6 months, significant reductions (p < 0.01) were obtained in 24-h proteinuria (g/day) [3]. Related Catalog Signaling Pathways >> Others >> Others Research Areas >> Inflammation/Immunology References [1]. Ishikawa H. Mizoribine and mycophenolate mofetil. Curr Med Chem. 1999 Jul;6(7):575-97. [2]. Aizawa T, et al. Mizoribine selectively attenuates monocyte chemoattractant protein-1 production in cultured human glomerular mesangial cell: A possible benefit of its use in the treatment of lupus nephritis. Nephrology (Carlton). 2014 Jan;19(1):47-52. [3]. Zhang M, et al. Study of the efficacy of mizoribine in lupus nephritis in Chinese patients. Rheumatol Int. 2013 Nov;33(11):2737-42. Chemical & Physical Properties Density 2.1±0.1 g/cm3 Boiling Point 755.9±60.0 °C at 760 mmHg Melting Point >200ºC Molecular Formula C9H13N3O6 Molecular Weight 259.216 Flash Point 410.9±32.9 °C Exact Mass 259.080444 PSA 151.06000 LogP -0.17 Vapour Pressure 0.0±2.7 mmHg at 25°C Index of Refraction 1.795 InChIKey HZQDCMWJEBCWBR-UUOKFMHZSA-N SMILES NC(=O)c1ncn(C2OC(CO)C(O)C2O)c1O |
| Use of | Properties Articles43 Name 1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-hydroxyimidazole-4-carboxamide Synonym More Synonyms Mizoribine Biological Activity Related Catalog Signaling Pathways >> Others >> Others Research Areas >> Inflammation/Immunology References [1]. Ishikawa H. Mizoribine and mycophenolate mofetil. Curr Med Chem. 1999 Jul;6(7):575-97. [2]. Aizawa T, et al. Mizoribine selectively attenuates monocyte chemoattractant protein-1 production in cultured human glomerular mesangial cell: A possible benefit of its use in the treatment of lupus nephritis. Nephrology (Carlton). 2014 Jan;19(1):47-52. [3]. Zhang M, et al. Study of the efficacy of mizoribine in lupus nephritis in Chinese patients. Rheumatol Int. 2013 Nov;33(11):2737-42. Chemical & Physical Properties Molecular Formula C9H13N3O6 Exact Mass 259.080444 PSA 151.06000 LogP -0.17 Index of Refraction 1.795 InChIKey HZQDCMWJEBCWBR-UUOKFMHZSA-N SMILES NC(=O)c1ncn(C2OC(CO)C(O)C2O)c1O |
| Transport Info | Product name: Purity: 98.0% |
| MSDS Transport Info | Module 14. Shipping information 14.1 UN dangerous goods number European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.2 Names specified by the United Nations (UN) European Land Transport Dangerous Regulations: Non-dangerous goods IMDG Code: Non-dangerous goods International air transport dangerous goods regulations: non-dangerous goods 14.3 Transport hazard categories European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.4 Package group European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.5 Environmental hazards European Land Transport Dangerous Regulations: No International Maritime Transport Dangerous Regulations Maritime Pollutants: No International Air Transport Risk Regulations: No 14.6 Special reminder to users No data available |
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