Lisavanbulin

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

MedKoo CAT#: 206173

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

Description: 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

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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

Size Price Shipping out time Quantity
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Pricing updated 2021-03-07. Prices are subject to change without notice.

Lisavanbulin (BAL-101553) is not in stock, but may be available through custom synthesis. For cost-effective reason, minimum 1 gram order is requested. The product will be characterized by NMR, HPLC and MS analysis. Purity (HPLC) is usually >98%. CoA, QC data, MSDS will be provided when product is successfully made. The estimated lead time is 2-3 months. Please send email to sales@medkoo.com to inquire quote.

Related CAS #: 1263384-43-5 (free base)   1387574-54-0 (HCl)    

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

Handling Instructions:

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.

Select a batch to recalculate based on the batch molecular weight:
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

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Additional Information

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/).