292618-32-7
292618-32-7 structure
- Name: Gimatecan
- Chemical Name: 7-[(E)-tert-butyloxyiminomethyl]-camptothecin
- CAS Number: 292618-32-7
- Molecular Formula: C25H25N3O5
- Molecular Weight: 447.483
- Catalog: Signaling Pathways Cell Cycle/DNA Damage Topoisomerase
- Create Date: 2018-12-05 11:55:59
- Modify Date: 2024-01-09 15:59:13
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Gimatecan (ST1481) is a potent topoisomerase I inhibitor. Gimatecan is an orally bioavailable camptothecin analogue with antitumor activity[1].
| Name | 7-[(E)-tert-butyloxyiminomethyl]-camptothecin |
|---|---|
| Synonyms |
trans-1-Hydroxy-7-phenyl-hepten-(2)-diin-(4,6)
7-Phenyl-hept-2t-en-4,6-diin-1-ol 7-tert-butoxyiminomethylcamptothecin (E)-7-phenyl-2-hepten-4,6-diyn-1-ol 7-phenyl-hept-2t-ene-4,6-diyn-1-ol ST-1481 1-Phenyl-hepten-(5)-trans-diin-(1.3)-ol-(7) trans-7-Phenyl-hepten-(2)-diin-(4.6)-ol-(1) 2-Heptene-4,6-diyn-1-ol,7-phenyl-,(E) (4S)-11-[(E)-(tert-butoxyimino)methyl]-4-ethyl-4-hydroxy-1H-pyrano[3',4':6,7]indolizino[1,2-b]quinoline-3,14(4H,12H)-dione 7-(t-butoxy)iminomethylcamptothecin 1H-Pyrano(3',4':6,7)indolizino(1,2-b)quinoline-11-carboxaldehyde, 4-ethyl-3,4,12,14-tetrahydro-4-hydroxy-3,14-dioxo-, 11-(O-(1,1-dimethylethyl)oxime), (4S)- (E)-7-tert-butoxyiminomethyl-camptothecin 7-hydroxy-1-phenyl-hept-5E-ene-1,3-diyne (4S)-4-Ethyl-4-hydroxy-11-[(E)-{[(2-methyl-2-propanyl)oxy]imino}methyl]-1H-pyrano[3',4':6,7]indolizino[1,2-b]quinoline-3,14(4H,12H)-dione 1H-Pyrano[3',4':6,7]indolizino[1,2-b]quinoline-11-carboxaldehyde, 4-ethyl-3,4,12,14-tetrahydro-4-hydroxy-3,14-dioxo-, 11-[O-(1,1-dimethylethyl)oxime], (4S)- Gimatecan |
| Description | Gimatecan (ST1481) is a potent topoisomerase I inhibitor. Gimatecan is an orally bioavailable camptothecin analogue with antitumor activity[1]. |
|---|---|
| Related Catalog | |
| Target |
Topoisomerase I |
| In Vitro | Gimatecan (3 to 300 ng/mL) significantly inhibits the growth of human bladder cancer models (HT1376 and MCR), thus reflecting antiproliferative potency[1]. Gimatecan causes a persistent S-phase arrest At 0.003 µg/mL and the number of S-phase cells increased after treatment with a higher concentration (0.03 µg/mL)[1]. Cell Proliferation Assay[1] Cell Line: HT1376 cells harbor a p53 mutation; MCR cells harbor two p53 mutations: one in exon 4 (CGC→CCC) and one in exon 9 (CAG→TAG) Concentration: 3 to 300 ng/mL Incubation Time: 1, 6, and 24 hours Result: IC50s of 90±3 and 9.0±0.4 ng/mL for MCR and HT1376 cells after treatment for 1 hours. IC50s of 5.0±0.2 and 2.8±0.1 ng/mL for MCR and HT1376 cells after treatment for 24 hours. The growth-inhibitory effect was dose-dependent and time-dependent. HT1376 cells were more sensitive than MCR cells at least following a short-term exposure. |
| In Vivo | Gimatecan (2 mg/kg; treatment per os, every fourth day for four times) is effective for inhibiting tumor growth[1]. Animal Model: Athymic Swiss nude mice bearing HT1376 model[1] Dosage: 2 mg/kg Administration: Treatment per os, every fourth day for four times Result: Caused a marked tumor growth inhibition during treatment. |
| References |
| Density | 1.4±0.1 g/cm3 |
|---|---|
| Boiling Point | 780.6±70.0 °C at 760 mmHg |
| Molecular Formula | C25H25N3O5 |
| Molecular Weight | 447.483 |
| Flash Point | 425.9±35.7 °C |
| Exact Mass | 447.179413 |
| PSA | 103.01000 |
| LogP | 3.42 |
| Vapour Pressure | 0.0±2.8 mmHg at 25°C |
| Index of Refraction | 1.667 |
| Hazard Codes | T+ |
|---|
| Precursor 2 | |
|---|---|
| DownStream 0 | |
![(S)-11-DimethoxyMethyl-4-ethyl-4-hydroxy-1,12-dihydro-4H-2-oxa-6,12a-diaza-dibenzo[b,h]fluorene-3,13-dione structure](https://www.chemsrc.com/caspic/376/84017-99-2.png)