L-778123 Dihydrochloride | CAS#183499-56-1 (2HCl)

MedKoo Cat#: 471027 | Name: L-778123 Dihydrochloride

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Description:

WARNING: This product is for research use only, not for human or veterinary use.

L-778123 is an inhibitor of FPTase and GGPTase-I, which was developed in part because it can completely inhibit Ki-Ras prenylation. The combination of L-778,123 and radiotherapy at dose level 1 showed acceptable toxicity in patients with locally advanced pancreatic cancer. Radiosensitization of a patient-derived pancreatic cancer cell line was observed.

Chemical Structure

L-778123 Dihydrochloride

CAS#183499-56-1 (2HCl)

Theoretical Analysis

MedKoo Cat#: 471027

Name: L-778123 Dihydrochloride

CAS#: 183499-56-1 (2HCl)

Chemical Formula: C22H22Cl3N5O

Exact Mass: 0.0000

Molecular Weight: 478.80

Elemental Analysis: C, 55.19; H, 4.63; Cl, 22.21; N, 14.63; O, 3.34

Price and Availability

Size	Price	Availability	Quantity
5mg	USD 475.00	2 Weeks

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Related CAS #

253863-00-2 (HCl) 183499-57-2 (free base) 183499-56-1 (2HCl)

Synonym

L778123; L-778123; L 778123; L778,123; L-778,123; L 778,123 2HCl; L-778123 dihydrochloride

IUPAC/Chemical Name

4-((5-((4-(3-chlorophenyl)-3-oxopiperazin-1-yl)methyl)-1H-imidazol-1-yl)methyl)benzonitrile dihydrochloride

InChi Key

XNGJWEBJQJQXQR-UHFFFAOYSA-N

InChi Code

InChI=1S/C22H20ClN5O.2ClH/c23-19-2-1-3-20(10-19)28-9-8-26(15-22(28)29)14-21-12-25-16-27(21)13-18-6-4-17(11-24)5-7-18;;/h1-7,10,12,16H,8-9,13-15H2;2*1H

SMILES Code

N#CC1=CC=C(CN2C(CN3CC(N(C4=CC=CC(Cl)=C4)CC3)=O)=CN=C2)C=C1.[H]Cl.[H]Cl

Appearance

Solid powder

Purity

>98% (or refer to the Certificate of Analysis)

Shipping Condition

Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition

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

Solubility

Soluble in DMSO

Shelf Life

>3 years if stored properly

Drug Formulation

This drug may be formulated in DMSO

Stock Solution Storage

0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code

2933.59.5300

More Info

Product Data

Product Data

Instruction

View handling instruction

Biological target:

L-778123 is an inhibitor of FPTase and GGPTase-I, which was developed in part because it can completely inhibit Ki-Ras prenylation.

In vitro activity:

L778123 showed weak cytotoxic activity with IC50 of 100 and 125 for A549 and HT-29 cell lines, respectively. Reference: Adv Pharm Bull. 2013;3(1):73-7. https://pubmed.ncbi.nlm.nih.gov/24312815/

In vivo activity:

Combining a farnesyltransferase and geranylgeranyltransferase 1 inhibitor, namely, L-778123, which partially inhibited nanotube formation and mitochondrial transfer, with a programmed cell death protein 1 immune checkpoint inhibitor improved the antitumour outcomes in an aggressive immunocompetent breast cancer model. Reference: Nat Nanotechnol. 2022 Jan;17(1):98-106. https://pubmed.ncbi.nlm.nih.gov/34795441/

Preparing Stock Solutions

The following data is based on the product molecular weight 478.80 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass	1 mg	5 mg	10 mg
1 mM	1.15 mL	5.76 mL	11.51 mL
5 mM	0.23 mL	1.15 mL	2.3 mL
10 mM	0.12 mL	0.58 mL	1.15 mL
50 mM	0.02 mL	0.12 mL	0.23 mL

Formulation protocol:

1. Ghasemi S, Davaran S, Sharifi S, Asgari D, Abdollahi A, Shahbazi Mojarrad J. Comparison of Cytotoxic Activity of L778123 as a Farnesyltranferase Inhibitor and Doxorubicin against A549 and HT-29 Cell Lines. Adv Pharm Bull. 2013;3(1):73-7. doi: 10.5681/apb.2013.012. Epub 2013 Feb 7. PMID: 24312815; PMCID: PMC3846042. 2. Morgan MA, Onono FO, Spielmann HP, Subramanian T, Scherr M, Venturini L, Dallmann I, Ganser A, Reuter CW. Modulation of anthracycline-induced cytotoxicity by targeting the prenylated proteome in myeloid leukemia cells. J Mol Med (Berl). 2012 Feb;90(2):149-61. doi: 10.1007/s00109-011-0814-7. Epub 2011 Sep 14. PMID: 21915711. 3. Saha T, Dash C, Jayabalan R, Khiste S, Kulkarni A, Kurmi K, Mondal J, Majumder PK, Bardia A, Jang HL, Sengupta S. Intercellular nanotubes mediate mitochondrial trafficking between cancer and immune cells. Nat Nanotechnol. 2022 Jan;17(1):98-106. doi: 10.1038/s41565-021-01000-4. Epub 2021 Nov 18. PMID: 34795441. 4. Zhang Z, Wang Y, Lantry LE, Kastens E, Liu G, Hamilton AD, Sebti SM, Lubet RA, You M. Farnesyltransferase inhibitors are potent lung cancer chemopreventive agents in A/J mice with a dominant-negative p53 and/or heterozygous deletion of Ink4a/Arf. Oncogene. 2003 Sep 18;22(40):6257-65. doi: 10.1038/sj.onc.1206630. PMID: 13679864.

In vitro protocol:

In vivo protocol:

1. Saha T, Dash C, Jayabalan R, Khiste S, Kulkarni A, Kurmi K, Mondal J, Majumder PK, Bardia A, Jang HL, Sengupta S. Intercellular nanotubes mediate mitochondrial trafficking between cancer and immune cells. Nat Nanotechnol. 2022 Jan;17(1):98-106. doi: 10.1038/s41565-021-01000-4. Epub 2021 Nov 18. PMID: 34795441. 2. Zhang Z, Wang Y, Lantry LE, Kastens E, Liu G, Hamilton AD, Sebti SM, Lubet RA, You M. Farnesyltransferase inhibitors are potent lung cancer chemopreventive agents in A/J mice with a dominant-negative p53 and/or heterozygous deletion of Ink4a/Arf. Oncogene. 2003 Sep 18;22(40):6257-65. doi: 10.1038/sj.onc.1206630. PMID: 13679864.