WARNING: This product is for research use only, not for human or veterinary use.
Hodoodo CAT#: H206811
CAS#: 1345810-21-0
Description: CB-1158-analog, also known as Numidargistat-analog and INCB01158-analog, is a potent and orally active arginase inhibitor with IC50=89 nM) . CB-1158 blocked myeloid cell-mediated suppression of T cell proliferation in vitro and reduced tumor growth in multiple mouse models of cancer, as a single agent and in combination with checkpoint blockade, adoptive T cell therapy, adoptive NK cell therapy, and the chemotherapy agent gemcitabine. CB-1158 increased tumor-infiltrating CD8+ T cells and NK cells, inflammatory cytokines, and expression of interferon-inducible genes. CB-1158 may be potentially useful in renal cell cancer, breast cancer, non-small cell lung cancer, acute myeloid leukemia, and other tumor types where arginase-secreting MDSCs are known to play an immunosuppressive role. (see ADDITIONAL INFORMATION in this web page for CB-1158 structure confusion).
Hodoodo Cat#: H206811
Name: CB-1158-analog
CAS#: 1345810-21-0
Chemical Formula: C18H27BCl2N2O4
Exact Mass: 416.14
Molecular Weight: 417.134
Elemental Analysis: C, 51.83; H, 6.52; B, 2.59; Cl, 17.00; N, 6.72; O, 15.34
Related CAS #: 2095732-06-0 1345810-21-0
Synonym: CB-1158-analog; CB1158-analog; CB 1158-analog; Numidargistat-analog, INCB01158-analog; INCB01158 analog; INCB01158analog;
IUPAC/Chemical Name: 2-amino-6-borono-2-(1-(2,4-dichlorobenzyl)piperidin-4-yl)hexanoic acid
InChi Key: ISYBHIALKUAHGV-UHFFFAOYSA-N
InChi Code: InChI=1S/C18H27BCl2N2O4/c20-15-4-3-13(16(21)11-15)12-23-9-5-14(6-10-23)18(22,17(24)25)7-1-2-8-19(26)27/h3-4,11,14,26-27H,1-2,5-10,12,22H2,(H,24,25)
SMILES Code: ClC1=CC(Cl)=CC=C1CN2CCC(C(N)(CCCCB(O)O)C(O)=O)CC2
Appearance: White to off-white solid powder
Purity: >97% (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 water
Shelf Life: >2 years if stored properly
Drug Formulation: This drug may be formulated in water
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: Note: Currently there are two versions of CB-1158, which have different chemical structure and CAS#. 1. The first version is CAS#1345810-21-0 Smile code: ClC1=CC(Cl)=CC=C1CN2CCC(C(N)(CCCCB(O)O)C(O)=O)CC2 We listed this structure as CB1158. The structure can be found in below resources: (1). Current Opinion in Pharmaology 2017, 35. 30-39 (2). Pham et al . Drug Discov Today. 2018. Apr;23(4):871-878. (3). The CB1158 structure is further confirmed by Scifinder database, in which CB1158 has CAS#1345810-21-0 2. The second version is CAS#2095732-06-0 Smile code: O=C([C@]1(N)CN(C([C@H](C)N)=O)C[C@@H]1CCCB(O)O)O This structure can be found in below resource: https://chem.nlm.nih.gov/chemidplus/name/cb-1158 We keep post if we can confirm CB-1158 structure from authoritative resources.
| Biological target: | |
| In vitro activity: | |
| In vivo activity: |
| Solvent | Max Conc. mg/mL | Max Conc. mM | |
|---|---|---|---|
| Solubility | |||
| Soluble in water | 0.0 | 100.00 |
The following data is based on the product molecular weight 417.13 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: | |
| In vitro protocol: | |
| In vivo protocol: |
1: Steggerda SM, Bennett MK, Chen J, Emberley E, Huang T, Janes JR, Li W, MacKinnon AL, Makkouk A, Marguier G, Murray PJ, Neou S, Pan A, Parlati F, Rodriguez MLM, Van de Velde LA, Wang T, Works M, Zhang J, Zhang W, Gross MI. Inhibition of arginase by CB-1158 blocks myeloid cell-mediated immune suppression in the tumor microenvironment. J Immunother Cancer. 2017 Dec 19;5(1):101. doi: 10.1186/s40425-017-0308-4. PubMed PMID: 29254508; PubMed Central PMCID: PMC5735564.
