(R)-4-(2-(4-(3,10-Dibromo-8-Chloro-6,11-Dihydro-5H-Benzo[5,6]Cyclohepta[1,2-b]Pyridin-11-yl)Piperidin-1-yl)-2-Oxoethyl)Piperidine-1-Carboxamide (R)-4-[2-[4-[3,10-二溴-8-氯-6,11-二氢-5H-苯并[5,6]环庚并[1,2-B]吡啶-11-基]-1-哌啶基]-2-氧代乙基]-1-哌啶甲酰胺

CAS 193275-84-2 MFCD06795138

化学结构图

193275-84-2
SMILES: NC(=O)N1CCC(CC(=O)N2CCC(C3c4ncc(Br)cc4CCc4cc(Cl)cc(Br)c43)CC2)CC1

化学属性

Mol. FormulaC27H31Br2ClN4O2
Mol. Weight638.82
Appearance white solid powder
SolubilitySoluble in DMSO, not in water

别名和识别编码

Chemical Name(R)-4-(2-(4-(3,10-Dibromo-8-Chloro-6,11-Dihydro-5H-Benzo[5,6]Cyclohepta[1,2-b]Pyridin-11-yl)Piperidin-1-yl)-2-Oxoethyl)Piperidine-1-Carboxamide
CAS Number193275-84-2
Synonym 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]-1-piperidinecarboxamide SCH 66336; SCH-66336; SCH66336; Lonafarnib; US brand name: Sarasar. Sarasar Sch 66336
Chemical Name Translation(R)-4-[2-[4-[3,10-二溴-8-氯-6,11-二氢-5H-苯并[5,6]环庚并[1,2-B]吡啶-11-基]-1-哌啶基]-2-氧代乙基]-1-哌啶甲酰胺
LabNetwork Molecule IDLN01287251
FormulaC27H31Br2ClN4O2
IUPAC Name4-(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-piperidinecarboxamide.
InChIKeyDHMTURDWPRKSOA-UHFFFAOYSA-N
InChIInChI=1S/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)
Canonical SMILESO=C(N1CCC(CC(N2CCC(C3C4=C(Br)C=C(Cl)C=C4CCC5=CC(Br)=CN=C53)CC2)=O)CC1)N
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分类

  • Aromatics
  • Heterocycles
  • Inhibitors
  • Pharmaceuticals
  • Intermediates & Fine Chemicals

产品应用

  • Lonafarnib is a farnesyl transferase inhibitor. Structurely, it is also a synthetic tricyclic derivative of carboxamide with antineoplastic properties. Lonarfanib binds to and inhibits farnesyl transferase, an enzyme involved in the post-translational modification and activation of Ras proteins. Ras proteins participate in numerous signalling pathways (proliferation, cytoskeletal organization), and play an important role in oncogenesis. Mutated ras proteins have been found in a wide range of human cancers.

相关文献及参考

  • [2]. Chaponis D, et al. Lonafarnib (SCH66336) improves the activity of temozolomide and radiation for orthotopic malignant gliomas. J Neurooncol. 2011 Aug;104(1):179-89.
  • [3]. Koh C,et al. Oral prenylation inhibition with lonafarnib in chronic hepatitis D infection: a proof-of-concept randomised, double-blind, placebo-controlled phase 2A trial. Lancet Infect Dis. 2015 Oct;15(10):1167-1174.
  • Liu, M. et al.: Cancer Res., 58, 4947 (1998); Basso, A. et al.: J. Biol. Chem., 280, 31101 (2005); Sun, S. et al.: J. Biol. Chem., 282, 18800 (2007);
  • [1]. Liu M, et al. Antitumor activity of SCH 66336, an orally bioavailable tricyclic inhibitor of farnesyl protein transferase, in human tumor xenograft models and wap-ras transgenic mice.
  • [1]. Liu M, et al. Antitumor activity of SCH 66336, an orally bioavailable tricyclic inhibitor of farnesyl protein transferase, in human tumor xenograft models and wap-ras transgenic mice. Cancer Res. 1998 Nov 1;58(21):4947-56.

安全信息

Storage condition Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

系列性分类


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