Synonym
HA15; HA-15; HA 15.
IUPAC/Chemical Name
N-(4-(3-((5-(dimethylamino)naphthalene)-1-sulfonamido)phenyl)thiazol-2-yl)acetamide
InChi Key
LBSMEKVVMYSTIH-UHFFFAOYSA-N
InChi Code
InChI=1S/C23H22N4O3S2/c1-15(28)24-23-25-20(14-31-23)16-7-4-8-17(13-16)26-32(29,30)22-12-6-9-18-19(22)10-5-11-21(18)27(2)3/h4-14,26H,1-3H3,(H,24,25,28)
SMILES Code
CC(NC1=NC(C2=CC=CC(NS(=O)(C3=C4C=CC=C(N(C)C)C4=CC=C3)=O)=C2)=CS1)=O
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
>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
Biological target:
HA15 is an inhibitor of ER chaperone BiP/GRP78/HSPA5, and inhibits the ATPase activity of BiP.
In vitro activity:
Both VEEV TrD and EEEV infectious viral titers were significantly impacted by HA15 treatment with a 3 log10 reduction observed in cells treated with 50 µM of HA15 (Figure 3A,B). HA15 treatment of SINV infected Vero cells at 50 µM and 25 µM reduced the viral titers from 2.18 × 107 PFU/mL (DMSO treated cells) to 1.00 × 104 PFU/mL and 1.43 × 106 PFU/mL, respectively (Figure 3C). Likewise, HA15 treatment impacted CHIKV infectious viral titers, reducing them from 4.4 × 107 PFU/mL (DMSO treated cells) to 3.33 × 104 PFU/mL (HA15 50 µM) and 3.13 × 106 PFU/mL (HA15 25µM) (Figure 3D). These results agree with the data demonstrating the ability of HA15 to inhibit VEEV TC-83 infectious titers (Figure 2E), indicating that HA15 inhibition of GRP78 impacts multiple alphaviruses.
Reference: Pathogens. 2021 Mar; 10(3): 283. https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8000471/
In vivo activity:
Another interesting finding was that HA15-induced apoptosis was maintained at a high level in LPS-treated cells, regardless of whether or not β-arrestin-2 was overexpressed (Figure 5D). In this study’s animal models, KO+NEC and WT+NEC mice pretreated with HA15 exhibited almost the same degree of intestinal damage (Figure 5E), further confirming the involvement of BiP in β-arrestin-2-induced ER stress and apoptotic signaling.
Reference: Aging (Albany NY). 2019 Oct 15; 11(19): 8294–8312. https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6814604/
|
Solvent |
mg/mL |
mM |
| Solubility |
| DMSO |
71.5 |
153.24 |
| Ethanol |
45.0 |
96.45 |
Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.
Preparing Stock Solutions
The following data is based on the
product
molecular weight
466.57
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. Barrera MD, Callahan V, Akhrymuk I, Bhalla N, Zhou W, Campbell C, Narayanan A, Kehn-Hall K. Proteomic Discovery of VEEV E2-Host Partner Interactions Identifies GRP78 Inhibitor HA15 as a Potential Therapeutic for Alphavirus Infections. Pathogens. 2021 Mar 2;10(3):283. doi: 10.3390/pathogens10030283. PMID: 33801554; PMCID: PMC8000471.
2. Wu J, Wu Y, Lian X. Targeted inhibition of GRP78 by HA15 promotes apoptosis of lung cancer cells accompanied by ER stress and autophagy. Biol Open. 2020 Nov 12;9(11):bio053298. doi: 10.1242/bio.053298. PMID: 33115703; PMCID: PMC7673357.
3. Fu D, Li P, Sheng Q, Lv Z. β-arrestin-2 enhances intestinal epithelial apoptosis in necrotizing enterocolitis. Aging (Albany NY). 2019 Oct 14;11(19):8294-8312. doi: 10.18632/aging.102320. Epub 2019 Oct 14. PMID: 31612867; PMCID: PMC6814604.
4. Xu D, Yang H, Yang Z, Berezowska S, Gao Y, Liang SQ, Marti TM, Hall SRR, Dorn P, Kocher GJ, Schmid RA, Peng RW. Endoplasmic Reticulum Stress Signaling as a Therapeutic Target in Malignant Pleural Mesothelioma. Cancers (Basel). 2019 Oct 8;11(10):1502. doi: 10.3390/cancers11101502. PMID: 31597321; PMCID: PMC6827154.
In vitro protocol:
1. Barrera MD, Callahan V, Akhrymuk I, Bhalla N, Zhou W, Campbell C, Narayanan A, Kehn-Hall K. Proteomic Discovery of VEEV E2-Host Partner Interactions Identifies GRP78 Inhibitor HA15 as a Potential Therapeutic for Alphavirus Infections. Pathogens. 2021 Mar 2;10(3):283. doi: 10.3390/pathogens10030283. PMID: 33801554; PMCID: PMC8000471.
2. Wu J, Wu Y, Lian X. Targeted inhibition of GRP78 by HA15 promotes apoptosis of lung cancer cells accompanied by ER stress and autophagy. Biol Open. 2020 Nov 12;9(11):bio053298. doi: 10.1242/bio.053298. PMID: 33115703; PMCID: PMC7673357.
In vivo protocol:
1. Fu D, Li P, Sheng Q, Lv Z. β-arrestin-2 enhances intestinal epithelial apoptosis in necrotizing enterocolitis. Aging (Albany NY). 2019 Oct 14;11(19):8294-8312. doi: 10.18632/aging.102320. Epub 2019 Oct 14. PMID: 31612867; PMCID: PMC6814604.
2. Xu D, Yang H, Yang Z, Berezowska S, Gao Y, Liang SQ, Marti TM, Hall SRR, Dorn P, Kocher GJ, Schmid RA, Peng RW. Endoplasmic Reticulum Stress Signaling as a Therapeutic Target in Malignant Pleural Mesothelioma. Cancers (Basel). 2019 Oct 8;11(10):1502. doi: 10.3390/cancers11101502. PMID: 31597321; PMCID: PMC6827154.
1. Compounds Triggering ER Stress Exert Anti-Melanoma Effects and Overcome BRAF Inhibitor Resistance
By Cerezo, Michael; Lehraiki, Abdelali; Millet, Antoine; Rouaud, Florian; Plaisant, Magali; Jaune, Emilie; Botton, Thomas; Ronco, Cyril; Abbe, Patricia; Amdouni, Hella; et al. From Cancer Cell (2016), 29(6), 805-819. | Language: English, Database: CAPLUS
2. Preparation of arylsulfonamido thiazole derivs. as antitumor agents
By Rocchi, Stephane; Ballotti, Robert; Benhida, Rachid; Cerezo, Michael; Duca, Maria; Joly, Jean-Patrick
From PCT Int. Appl. (2014), WO 2014072486 A1 20140515. | Language: English, Database: CAPLUS
