MedKoo Cat#: 206173 | Name: Lisavanbulin

Description:

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

Lisavanbulin, also known as BAL-101553, is an orally available, highly water-soluble lysine prodrug of the synthetic small molecule BAL-27862 with potential antitumor activity. Upon administration of BAL101553 and conversion into the active form BAL-27862, this agent binds to tubulin at a site distinct from the vinca-alkaloid-binding site, and prevents tubulin polymerization and destabilizes microtubules, ultimately leading to cell cycle arrest, blockage of cell division and an induction of cell death in cancer cells.

Chemical Structure

Lisavanbulin
Lisavanbulin
CAS#1263384-43-5 (free base)

Theoretical Analysis

MedKoo Cat#: 206173

Name: Lisavanbulin

CAS#: 1263384-43-5 (free base)

Chemical Formula: C26H31Cl2N9O3

Exact Mass:

Molecular Weight: 588.49

Elemental Analysis: C, 53.07; H, 5.31; Cl, 12.05; N, 21.42; O, 8.16

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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Synonym
BAL-101553; BAL101553; BAL 101553; Lisavanbulin
IUPAC/Chemical Name
(S)-2,6-diamino-N-(4-(2-(2-(4-((2-cyanoethyl)amino)-1,2,5-oxadiazol-3-yl)-1H-benzo[d]imidazol-1-yl)acetyl)phenyl)hexanamide dihydrochloride
InChi Key
AOKATNWVGVIXOQ-TXEPZDRESA-N
InChi Code
InChI=1S/C26H29N9O3.2ClH/c27-13-4-3-6-19(29)26(37)31-18-11-9-17(10-12-18)22(36)16-35-21-8-2-1-7-20(21)32-25(35)23-24(34-38-33-23)30-15-5-14-28;;/h1-2,7-12,19H,3-6,13,15-16,27,29H2,(H,30,34)(H,31,37);2*1H/t19-;;/m0../s1
SMILES Code
O=C(NC1=CC=C(C(CN2C3=CC=CC=C3N=C2C4=NON=C4NCCC#N)=O)C=C1)[C@@H](N)CCCCN.[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, not in water
Shelf Life
>2 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
2934.99.9001
More Info
Related CAS# 1387574-54-0 (BAL-101553·2HCl); 1263384-27-5 (BAL-101553·HCl); 1263384-43-5 (BAL-101553 fee base). BAL101553 is a highly water soluble prodrug of the synthetic novel small molecule BAL27862, which arrests tumor cell proliferation and induces cell death in cancer cells through disruption of the microtubule network. Microtubules are a well-established target in oncology as they function as a cellular scaffold, essential for tumor cell division. BAL101553 can be administered orally and intravenously in the absence of solubilizing excipients associated with adverse effects. Recent data has shown that BAL101553 (BAL27862) treatment induces a unique microtubule phenotype and causes microtubule destabilization that is distinct from other anti-cancer agents that are also directed against the microtubule network. Activity has been shown against a broad range of tumor types, as well as in many tumor models known to be unresponsive to standard therapeutics, including marketed microtubule-targeting agents such as taxanes or Vinca alkaloids. (source: http://www.basilea.com/Development/BAL101553/).        

Preparing Stock Solutions

The following data is based on the product molecular weight 588.49 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.

Recalculate based on batch purity %
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