1-Piperidinecarboxamide, 4-(2-(4-((11R)-3,10-dibromo-8-chloro-6,11-dihydro-5H-benzo(5,6)cyclohepta(1,2-B)pyridin-11-yl)-1-piperidinyl)-2-oxoethyl)-
LONAFARNIB
CAS: 193275-84-2
Molecular Formula: C27H31Br2ClN4O2
1-Piperidinecarboxamide, 4-(2-(4-((11R)-3,10-dibromo-8-chloro-6,11-dihydro-5H-benzo(5,6)cyclohepta(1,2-B)pyridin-11-yl)-1-piperidinyl)-2-oxoethyl)- - Names and Identifiers
| Name | LONAFARNIB |
| Synonyms | Sarasar SARASAR SCH66336 SCH-66336 SCH 66336 LONAFARNIB Lonafarnib [usan] Lonafarnib (SCH66336) 4-(2-(4-((R)-3,10-dibroMo-8-chloro-6,11-dihydro-5H-benzo[5,6]cyclohepta[1,2-b]pyridin-11-yl)cyclohexyl)-2-oxoethyl)piperidine-1-carboxaMide ( )4-(2-(4-(8-Chloro-3,10-dibromo-6,11-dihydro-5H-benzo(5,6)cyclohepta (1,2-b)pyridin-11-yl)-1-piperidinyl)-2-oxoethyl)-1-piperidinecarboxami de 4-(2-(4-(8-Chloro-3,10-dibromo-6,11-dihydro-5H-benzo-(5,6)-cyclohepta(1,2-B)-pyridin-11(R)-yl)-1-piperidinyl)-2-oxo-ethyl)-1-piperidinecarboxamide 1-Piperidinecarboxamide, 4-(2-(4-((11R)-3,10-dibromo-8-chloro-6,11-dihydro-5H-benzo(5,6)cyclohepta(1,2-B)pyridin-11-yl)-1-piperidinyl)-2-oxoethyl)- |
| CAS | 193275-84-2 |
| InChI | InChI=1/C27H31Br2ClN4O2/c28-20-12-19-2-1-18-13-21(30)14-22(29)24(18)25(26(19)32-15-20)17-5-9-33(10-6-17)23(35)11-16-3-7-34(8-4-16)27(31)36/h12-17,25H,1-11H2,(H2,31,36)/t25-/m1/s1 |
1-Piperidinecarboxamide, 4-(2-(4-((11R)-3,10-dibromo-8-chloro-6,11-dihydro-5H-benzo(5,6)cyclohepta(1,2-B)pyridin-11-yl)-1-piperidinyl)-2-oxoethyl)- - Physico-chemical Properties
| Molecular Formula | C27H31Br2ClN4O2 |
| Molar Mass | 638.82 |
| Density | 1.536 |
| Melting Point | 214.5-215.9° (monohydrate); mp 222-223° |
| Boling Point | 710.4±70.0 °C(Predicted) |
| Specific Rotation(α) | D25 = +49.1° (c = 0.21 in methanol) |
| Solubility | Chloroform (Slightly), Methanol (Slightly) |
| Appearance | powder |
| Color | white to beige |
| pKa | 15.76±0.40(Predicted) |
| Storage Condition | -20°C |
| In vitro study | SCH66336 inhibited head and neck squamous cell carcinoma (HNSCC) growth and induced apoptosis in a dose-and time-dependent manner at concentrations ranging from 0.1 μm to 8 μm. SCH66336 (8 μm) inhibits protein kinase B/Akt activity and phosphorylates Akt protein substrate glycogen synthase kinase (GSK)- 3β in SqCC/Y1 cells, transcription fork factor and BAD. SCH66336 has antiproliferative effect on multiple cell lines, with IC 50 ranging from 0.6 μm to 32.3 μm; Lonafarnib induces CCAAT/enhancer binding protein homolog (CHOP) transcriptional activation of the DR5-dependent promoter induces CHOP-dependent DR5 up-regulation. Lonafarnib (< 10 μm) can activate caspase-8 and its downstream cysteine protease, thereby inducing apoptosis of H1792 cells. Lonafarnib (5 μm) can increase the cell surface distribution of DR5 and enhance the apoptosis of H1792 cells induced by tumor necrosis factor-related apoptosis-inducing ligand. |
| In vivo study | SCH66336 inhibited the growth of HTBI77 human lung cancer in nude mice in a dose-dependent manner. The tumor transplantation model was established by subcutaneous injection of XEN01, XEN05 or XEN08 GBM in NOD/SCID immunodeficient mice. The tumor growth was inhibited by oral gavage of SCH66336 at a dose of 50 mg/kg for 21 days, the inhibition rate was as high as 69%. |
1-Piperidinecarboxamide, 4-(2-(4-((11R)-3,10-dibromo-8-chloro-6,11-dihydro-5H-benzo(5,6)cyclohepta(1,2-B)pyridin-11-yl)-1-piperidinyl)-2-oxoethyl)- - Preparation solution concentration reference
| 1mg | 5mg | 10mg | |
|---|---|---|---|
| 1 mM | 1.565 ml | 7.827 ml | 15.654 ml |
| 5 mM | 0.313 ml | 1.565 ml | 3.131 ml |
| 10 mM | 0.157 ml | 0.783 ml | 1.565 ml |
| 5 mM | 0.031 ml | 0.157 ml | 0.313 ml |
Last Update：2024-01-02 23:10:35
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