1374743-00-6

基本信息
骨髓保护剂
曲拉西利 (NMN)
化合物 T13202L
G1T28
G1T-28
G1T 28
TRILACICLIB.
2'-[[5-(4-甲基哌嗪-1-基)吡啶-2-基]氨基}-7',8'-二氢-6'H-螺环[环己烷-1,9'-吡嗪[1',2':1,5]吡咯[2,3-D]嘧啶]-6'-酮
2'-((5-(4-methylpiperazin-1-yl) yridine-2-yl)amino)-7',8'-dihydro-6'H-spiro[cyclohexane-1,9'-pyrazino[1',2':1,5]pyrrolo[2,3-d]pyrimidin]-6'-one
Spiro[cyclohexane-1,9'(6'H)-pyrazino[1',2':1,5]pyrrolo[2,3-d]pyrimidin]-6'-one, 7',8'-dihydro-2'-[[5-(4-methyl-1-piperazinyl)-2-pyridinyl]amino]-
物理化学性质
常见问题列表
曲拉西利通过抑制CDK4和CDK6蛋白的活性,这些蛋白在调节细胞周期中起着关键作用。通过这种抑制,曲拉西利能够保护骨髓中的造血干/祖细胞,减少化疗引起的骨髓抑制。
曲拉西利的合成方法:
首先是2-硫甲基-4-氯嘧啶(25.1)与哌嗪-2-酮(25.2)之间的亲核取代反应。由于反应性低,需要高温和长时间反应(60小时),但有效的结晶除去了剩余的起始原料,并以53%的收率生成了高纯度产品25.3。在随后的Boc保护步骤后,通过Dieckmann缩合反应生成了无明显杂质的三环结构25.5,并获得了等当量的收率。接下来,通过生成三氟甲磺酸中间体25.6(稳定性有限)和随后用二乙基硅烷和四(三苯基膦)钯进行还原,去除吡咯环上的羟基,生成了25.7。其后,Boc保护基的去除和使用过氧单磺酸钾进行硫醚氧化成相应的砜,得到了25.8,产率为95%。最后,将苯胺25.9与双(三甲基硅烷基)锂酰胺(LiHMDS)处理,然后加到25.8中,通过亲核取代反应生成了Trilaciclib(25)。
曲拉西利有助于减少化疗的骨髓抑制副作用,但它也可能带来自己的副作用,包括低白血球计数、疲劳、恶心和脱发等。
Target | Value |
CDK4/cyclin D1
(Cell-free assay) | 1 nM |
CDK6/cyclin D3
(Cell-free assay) | 4 nM |
Incubation with Trilaciclib (G1T28) for 24 hours induces a robust G 1 cell-cycle arrest (time=0). By 16 hours after Trilaciclib hydrochloride washout, cells have reentered the cell cycle and demonstrate cell-cycle kinetics similar to untreated control cells. These results demonstrate that Trilaciclib causes a transient, and reversible G 1 arrest. A transient Trilaciclib-mediated G 1 cell-cycle arrest in CDK4/6-sensitive cells decreases the in vitro toxicity of a variety of commonly used cytotoxic chemotherapy agents associated with myelosuppression.
Trilaciclib (G1T28) treatment results in a robust and dose-dependent suppression of proliferation in HSPCs at 12 hours, with EdU incorporation returning near baseline levels in a dose-dependent manner by 24 hours after administration. These data demonstrate that a single oral dose of Trilaciclib can produce reversible cell-cycle arrest in HSPCs in a dose-dependent manner in vivo . Mice given 100 mg/kg Trilaciclib 30 minutes prior to etoposide treatment, exhibits only background levels of caspase-3/7 activity. These data demonstrate that Trilaciclib can protect the bone marrow from chemotherapy-induced apoptosis in vivo . The data demonstrate that treatment with Trilaciclib prior to 5-FU likely decreases 5-FU-induced damage by chemotherapy in HSPCs, thus accelerating blood count recovery after chemotherapy.