Determine the necessary mass, volume, or concentration for preparing a solution.
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10mM in Water for sensitive chromatographic and analytical workflows requiring minimal baseline interference.
Store at -80°C Ships Dry ice packs + Cold packs Check lot-specific COA for exact specifications.
SDS, COA, datasheet, and spec sheet available for download. Lot-specific COA accessible via lot number lookup.
Cited in 2 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.
Mizoribine is an imidazole nucleoside, selectively inhibits inosine monophosphate synthetase and guanosine monophosphate synthetase
An imidazole nucleoside immunosuppressant agent.
| Canonical Smiles | C1=NC(=C(N1C2C(C(C(O2)CO)O)O)O)C(=O)N |
|---|---|
| IUPAC Name | 1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-hydroxyimidazole-4-carboxamide |
| InChIKey | HZQDCMWJEBCWBR-UUOKFMHZSA-N |
| 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 |
| Isomeric SMILES | C1=NC(=C(N1[C@H]2[C@@H]([C@@H]([C@H](O2)CO)O)O)O)C(=O)N |
| WGK Germany | 3 |
| RTECS | NI3980000 |
| Molecular Weight | 259.22 |
| Reaxy-Rn | 4151712 |
| Reaxys-RN_link_address | https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=4151712&ln= |
Comprehensive hazard, handling, storage, and regulatory compliance document.
Download SDS →Lot-specific quality data. Enter your lot number to retrieve the exact COA.
Look up COA →Full quality attributes and acceptance criteria for this grade.
View spec sheet →Taxonomy Tree
| Kingdom | Organic compounds |
|---|---|
| Superclass | Nucleosides, nucleotides, and analogues |
| Class | Imidazole ribonucleosides and ribonucleotides |
| Subclass | 1-ribosyl-imidazolecarboxamides |
| Intermediate Tree Nodes | Not available |
| Direct Parent | 1-ribosyl-imidazolecarboxamides |
| Alternative Parents | Glycosylamines Pentoses 2-heteroaryl carboxamides Carbonylimidazoles N-substituted imidazoles Vinylogous amides Vinylogous acids Tetrahydrofurans Heteroaromatic compounds Secondary alcohols Primary carboxylic acid amides Oxacyclic compounds Azacyclic compounds Organopnictogen compounds Hydrocarbon derivatives Primary alcohols Organic oxides Organonitrogen compounds |
| Molecular Framework | Aromatic heteromonocyclic compounds |
| Substituents | 1-ribosyl-imidazolecarboxamide - Glycosyl compound - N-glycosyl compound - Pentose monosaccharide - 2-heteroaryl carboxamide - Imidazole-4-carbonyl group - N-substituted imidazole - Monosaccharide - Azole - Tetrahydrofuran - Vinylogous acid - Imidazole - Heteroaromatic compound - Vinylogous amide - Secondary alcohol - Carboxamide group - Primary carboxylic acid amide - Carboxylic acid derivative - Oxacycle - Azacycle - Organoheterocyclic compound - Alcohol - Hydrocarbon derivative - Organic nitrogen compound - Organic oxide - Organopnictogen compound - Organic oxygen compound - Primary alcohol - Organonitrogen compound - Organooxygen compound - Aromatic heteromonocyclic compound |
| Description | This compound belongs to the class of organic compounds known as 1-ribosyl-imidazolecarboxamides. These are organic compounds containing the imidazole ring linked to a ribose ring through a 1-2 bond. |
| External Descriptors | Not available |
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| Sensitivity | Heat sensitive |
|---|---|
| Specific Rotation[α] | -26° (C=2,H2O) |
| Melt Point(°C) | 198 °C(dec.) |
| Molecular Weight | 259.220 g/mol |
| XLogP3 | -1.900 |
| Hydrogen Bond Donor Count | 5 |
| Hydrogen Bond Acceptor Count | 7 |
| Rotatable Bond Count | 3 |
| Exact Mass | 259.08 Da |
| Monoisotopic Mass | 259.08 Da |
| Topological Polar Surface Area | 151.000 Ų |
| Heavy Atom Count | 18 |
| Formal Charge | 0 |
| Complexity | 329.000 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 4 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 0 |
| Undefined Bond Stereocenter Count | 0 |
| The total count of all stereochemical bonds | 0 |
| Covalently-Bonded Unit Count | 1 |
| 1. Zhanding Cui, Dengliang Li, Yinli Xie, Kai Wang, Ying Zhang, Guohua Li, Qian Zhang, Xiaoxueying Chen, Yue Teng, Shihui Zhao, Jiang Shao, Fan Xingmeng, Yanli Zhao, Dongju Du, Yanbing Guo, Hailong Huang, Hao Dong, Guixue Hu, Shuang Zhang, Yongkun Zhao. (2020) Nitazoxanide protects cats from feline calicivirus infection and acts synergistically with mizoribine in vitro. ANTIVIRAL RESEARCH, [PMID:32579897] [10.1016/j.antiviral.2020.104827] |
| 2. Zhanding Cui, Jinlong Liu, Jinlong Wang, Jing Zhang, Yimei Cao, Kun Li, Zhixun Zhao, Hong Yuan, Xingwen Bai, Xueqing Ma, Pinghua Li, Yuanfang Fu, Huifang Bao, Dong Li, Qiang Zhang, Zaixin Liu, Kai Li, Tong Xu, Zengjun Lu. (2025) Formononetin and mizoribine inhibit Porcine Reproductive and Respiratory Syndrome Virus replication in vitro. Frontiers in Nutrition, [PMID:40196742] [10.3389/fnut.2024.1501685] |