CAS 193275-84-2

LONAFARNIB

Description:

Lonafarnib is a synthetic organic compound classified as a farnesyltransferase inhibitor, primarily used in the context of cancer treatment and certain viral infections. It is characterized by its ability to inhibit the farnesylation of proteins, a post-translational modification critical for the function of various oncogenic proteins, including Ras. The molecular structure of Lonafarnib includes a farnesyl moiety, which is essential for its mechanism of action. It is typically administered orally and has been investigated for its efficacy in treating various malignancies, particularly in patients with specific genetic mutations. Lonafarnib has also shown potential in treating diseases caused by certain viruses, such as the progeria syndrome. Its pharmacokinetics involve metabolism primarily through the liver, and it may exhibit interactions with other medications due to its effects on cytochrome P450 enzymes. Common side effects can include gastrointestinal disturbances and fatigue. Overall, Lonafarnib represents a targeted therapeutic approach in oncology and virology, highlighting the importance of protein modification in disease progression.

Formula: C₂₇H₃₁Br₂ClN₄O₂

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

InChI key: InChIKey=DHMTURDWPRKSOA-RUZDIDTESA-N

SMILES: BrC1=C2[C@H](C=3C(CCC2=CC(Cl)=C1)=CC(Br)=CN3)C4CCN(C(CC5CCN(C(N)=O)CC5)=O)CC4

Synonyms:

• ( )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
• 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]-
• 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
• Sarasar
• Sch 66336
• Zokinvy
• Lonafarnib
• 1-PiperidinecarboxaMide, 4-[2-[4-[(11R)-3,10-dibroMo-8-chloro-6
• Sch66336
• Lonafarnib [usan]
• EOS-61911
• LONAFARNIB USP/EP/BP
• (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
• Unii-iow153004f
• LonafarMib
• SARASAR; SCH 66336; SCH66336; SCH-66336
• Lonafarnib (SCH66336)
• 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-
• SCH-066336
• 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

Lonafarnib

CAS: 193275-84-2

Formula: C₂₇H₃₁Br₂ClN₄O₂

Purity: 98%

Color and Shape: Solid

Molecular weight: 638.8216

Ref: IN-DA00ABKM

(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: 193275-84-2

(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

Purity: 99%

Molecular weight: 638.82g/mol

Ref: 54-OR1023749

Lonafarnib

CAS: 193275-84-2

Lonafarnib

Purity: ≥98%

Molecular weight: 638.82g/mol

Ref: 54-BUP05573

Lonafarnib

CAS: 193275-84-2

Formula: C₂₇H₃₁Br₂ClN₄O₂

Color and Shape: Off-White Solid

Molecular weight: 638.83

Ref: 4Z-L-107001

Lonafarnib-d9

CAS: 193275-84-2

Formula: C₂₇H₂₂Br₂ClN₄O₂D₉

Molecular weight: 647.89

Ref: 4Z-L-107002

Lonafarnib

CAS: 193275-84-2

Lonafarnib (Sch66336) is an orally bioavailable FPTase inhibitor for H-ras, K-ras-4B, and N-ras (IC50: 1.9/5.2/2.8 nM).

Formula: C₂₇H₃₁Br₂ClN₄O₂

Purity: 98% - 99.94%

Color and Shape: Solid

Molecular weight: 638.82

Ref: TM-T6302

Lonafarnib

CAS: 193275-84-2

Lonafarnib is a selective, non-peptidomimetic competitive inhibitor of farnesyl trasferase with IC50 of 1.9nM. Farneslyl transferase is involved in post-translational lipid modifications of H-Ras, progerin and other farnesylated proteins, and plays a role in cancer as well as in a rare genetic disease known as progeria or Hutchinson-Gilford syndrome, causing premature and rapid aging.

Formula: C₂₇H₃₁Br₂ClN₄O₂

Purity: Min. 95%

Molecular weight: 638.82 g/mol

Ref: 3D-FL24924

LONAFARNIB

CAS: 193275-84-2

Purity: 98%

Molecular weight: 638.8300171

Ref: 10-F826318

Lonafarnib

Controlled Product

CAS: 193275-84-2

Applications Lonafarnib is an orally bioavailable tricyclic inhibitor of farnesyl protein transferase. It inhibits Rheb farnesylation and mTOR signaling and enhances taxane and tamoxifen antitumor activity. Studies show that it induces CCAAT/enhancer-binding protein homologous protein-dependent expression of death receptor 5, leading to induction of apoptosis in human cancer cells
References 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);

Formula: C₂₇H₃₁Br₂ClN₄O₂

Color and Shape: Neat

Molecular weight: 638.82

Ref: TR-L469445

Lonafarnib-d9

Controlled Product

CAS: 193275-84-2

Formula: C₂₇D₉H₂₂Br₂ClN₄O₂

Color and Shape: Neat

Molecular weight: 647.877

Ref: TR-L469447