MedKoo Cat#: 125716 | Name: GB1490

Description:

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

GB1490 is a Galectin‑1 Inhibitor. The X-ray structure of GB1490 bound to galectin-1 reveals the compound bound in a single conformation in the carbohydrate binding site. GB1490 was shown to reverse galectin-1-induced apoptosis of Jurkat cells at low μM concentrations. No cell cytotoxicity was observed for GB1490 up to 90 μM in the A549 cells. In pharmacokinetic studies in mice, GB1490 showed high oral bioavailability (F% > 99%).

Chemical Structure

GB1490
GB1490
CAS#N/A

Theoretical Analysis

MedKoo Cat#: 125716

Name: GB1490

CAS#: N/A

Chemical Formula: C17H15Cl2FN4O4S2

Exact Mass: 491.9900

Molecular Weight: 493.35

Elemental Analysis: C, 41.39; H, 3.06; Cl, 14.37; F, 3.85; N, 11.36; O, 12.97; S, 13.00

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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Related CAS #
No Data
Synonym
GB1490; GB-1490; GB 1490
IUPAC/Chemical Name
2-((3,5-dichloro-4-fluorophenyl)thio)-6-(hydroxymethyl)-4-(4-(thiazol-2-yl)-1H-1,2,3-triazol-1-yl)tetrahydro-2H-pyran-3,5-diol
InChi Key
QJQNWNOQNZZJCB-UHFFFAOYSA-N
InChi Code
InChI=1S/C17H15Cl2FN4O4S2/c18-8-3-7(4-9(19)12(8)20)30-17-15(27)13(14(26)11(6-25)28-17)24-5-10(22-23-24)16-21-1-2-29-16/h1-5,11,13-15,17,25-27H,6H2
SMILES Code
OC1C(SC2=CC(Cl)=C(F)C(Cl)=C2)OC(CO)C(O)C1N(N=N3)C=C3C4=NC=CS4
Appearance
To be determined
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
To be determined
Shelf Life
>2 years if stored properly
Drug Formulation
To be determined
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

Preparing Stock Solutions

The following data is based on the product molecular weight 493.35 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
Discovery of Selective and Orally Available Galectin-1 Inhibitors Fredrik R. Zetterberg, Carl Diehl, Maria Håkansson, Barbro Kahl-Knutson, Hakon Leffler, Ulf J. Nilsson, Kristoffer Peterson, James A. Roper, and Robert J. Slack Journal of Medicinal Chemistry Article ASAP DOI: 10.1021/acs.jmedchem.3c01787