奎奴普丁是通过曼尼希缩合和消除生成4-哌啶酮酮的环外亚甲基α形成的维吉尼亚霉素B（ostreogyrcin B，ristristinacin IA，链霉菌素B）的半合成类似物。将奎尼丁基硫醇加到亚甲基上得到奎奴普丁。结构上的变化为疏水性更高的化合物提供了易于电离的基团，用于生成盐。奎奴普丁与达福普汀（30:70）协同组合用于商业用途。关于奎奴普丁单独的合成，生物学或抗生素活性的公开数据很少，但是该组合产品非常有效，包括针对抗生素抗性菌株的活性。 Quinupristin is a semi-synthetic analogue of virginiamycin B (ostreogyrcin B, pristinamycin IA, Streptogramin B) formed by a Mannich condensation and elimination to generate an exocyclic methylene alpha to the ketone of the 4-piperidinone. Addition of quinucidinylthiol to the methylene group affords quinupristin. The structural changes provide a more hydrophobic compound with a readily ionisable group for generating a salt. Quinupristin is used commercially in synergistic combination with dalfopristin (30:70). There is little published data on the synthesis, biological or antibiotic activity of quinupristin alone, however the combination product is highly effective, including activity against antibiotic resistant strains.
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Quinupristin
CAS number：120138-50-3 molecular formula：C53H67N9O10S
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| Chinese alias | - | ||
| English alias | QUINUPRISTIN [MI] | Quinupristina | HY-A0162 | QUINUPRISTIN [USAN] | HSDB 8067 | QUINUPRISTIN [INN] | N-[(3S,6S,12R,15S,16R,19S,22S,25R)-25-{[(3S)-1-azabicyclo[2.2.2]octan-3-ylsulfanyl]methyl}-3-{[4-(dimethylamino)phenyl]methyl}-12-ethyl-4,16-dimethyl-2,5 | ||
| CAS number | 120138-50-3 | molecular formula | C53H67N9O10S |
| molecular weight | 1022.2 g/mol | Exact mass | - |
| PSA | 257.000 Ų | logp | 4.2 |
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