(E)-4-(2-((4-methoxyphenyl)sulfonamido)styryl)pyridine 1-oxide HMN-176游离态
CAS 173529-10-7 MFCD00945108
化学结构图
SMILES: COc1ccc(S(=O)(=O)Nc2ccccc2/C=C/c2cc[n+]([O-])cc2)cc1
化学属性
| Mol. Weight | 382.43 |
|---|---|
| Appearance | Solid powder |
| Solubility | Soluble in DMSO, not in water |
别名和识别编码
| Chemical Name Translation | HMN-176游离态 |
|---|---|
| Chemical Name | (E)-4-(2-((4-methoxyphenyl)sulfonamido)styryl)pyridine 1-oxide |
| Formula | C20H18N2O4S |
| Synonym | HMN176; HMN 176; HMN-176. |
| IUPAC Name | (E)-4-(2-(4-methoxyphenylsulfonamido)styryl)pyridine 1-oxide |
| InChIKey | LBPNULPSVCDYRF-VOTSOKGWSA-N |
| InChI | InChI=1S/C20H18N2O4S/c1-26-18-8-10-19(11-9-18)27(24,25)21-20-5-3-2-4-17(20)7-6-16-12-14-22(23)15-13-16/h2-15,21H,1H3/b7-6+ |
| Canonical SMILES | O=S(NC1=CC=CC=C1/C=C/C2=CC=[N+]([O-])C=C2)(C3=CC=C(OC)C=C3)=O |
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产品应用
- HMN-176 is an active metabolite of the synthetic antitumor compound HMN-214. HMN-176 shows potent cytotoxicity toward various human tumor cell lines, and in mitotic cells, it causes cell cycle arrest at M phase through the destruction of spindle polar bodies, followed by the induction of DNA fragmentation. However, no direct interactions of HMN-176 with tubulin are observed. Moreover, in animal models, it was observed that oral administration of the prodrug HMN-214 caused no significant nerve toxicity, a severe side effect often associated with microtubule binding agents such as Taxol and VCR.3 In Phase I clinical trials, HMN-214 has caused sensory neuropathy and ileus in some patients. However, the grade and frequency of these adverse effects were much lower than those of typical microtubule binding agents. As expected from the mechanism of action of HMN-214 (induction of G2-M arrest in dividing cells), the main adverse effect was neutropenia. (Source: CANCER RESEARCH 63, 6942–6947).
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