2-Acetylfuro-1,4-naphthoquinone
Synonym(s):2-Acetyl-4H,9H-naphtho[2,3-b]furan-4,9-dione, 2-Acetylnaphtho[2,3-b]furan-4,9-dione, Spherogenesis Blocker, BBI-608, Napabucasin;Cancer Stemness Inhibitor, BBI608 - CAS 83280-65-3 - Calbiochem
- CAS NO.：83280-65-3
- Empirical Formula: C14H8O4
- Molecular Weight: 240.21
- MDL number: MFCD28155270
- SAFETY DATA SHEET (SDS)
- Update Date: 2025-04-17 18:22:24
What is 2-Acetylfuro-1,4-naphthoquinone?
Description
Napabucasin is an inhibitor of cancer cell stemness. It reduces growth in a panel of cancer cells enriched for high stemness (IC50s = 0.291-1.249 μM) and decreases protein and gene expression of various self-renewal and pro-survival markers including Nanog, Smo, Axl, Atm, and Bmi-1 in a concentration-dependent manner in FaDu head and neck squamous cell carcinoma (HNSCC) cells. In vivo, napabucasin (20 mg/kg per day) inhibits tumor growth in a PaCa-2 mouse xenograft model and prevents tumor regrowth after cessation of treatment. It blocks formation of spleen and liver metastases in an HT29 intrasplenic nude mouse model system (ISMS) model. Napabucasin (40 mg/kg, i.p.) also reduces tumor volume in PC3 and 22RV1 prostate cancer mouse xenograft models.
The Uses of 2-Acetylfuro-1,4-naphthoquinone
Napabucasin is a cancer cell stemness inhibitor which attenuates the progression of prostate cancer.
storage
Store at -20°C
References
1) Li et al. (2015), Suppression of cancer relapse and metastasis by inhibiting cancer stemness; Proc. Natl. Acad. Sci. USA, 112 1839 2) Hubbard and Grothey (2017), Napabucasin: an Update on the First-in-Class Cancer Stemness Inhibitor; Drugs, 77 1091 3) Zhang et al. (2016), Suppression of prostate cancer progression by cancer cell stemness inhibitor napabucasin; Cancer Med., 5 1251 4) MacDonagh et al. (2018), BBI608 inhibits cancer stemness and reverses cisplatin resistance in NSCLC; Cancer Lett., 428 117
Properties of 2-Acetylfuro-1,4-naphthoquinone
| Melting point: | 225-226℃ (dichloromethane ) |
| Boiling point: | 444.4±45.0 °C(Predicted) |
| Density | 1.385±0.06 g/cm3(Predicted) |
| storage temp. | +2C to +8C |
| solubility | Soluble in DMSO (up to 20 mg/ml) |
| form | Brown solid |
| color | Yellow |
| λmax | 272nm(EtOH)(lit.) |
| Stability: | Stable for 1 year from date of purchase as supplied. Solutions in DMSO may be stored at -20°C for up to 3 months. |
Safety information for 2-Acetylfuro-1,4-naphthoquinone
| Signal word | Warning |
| Pictogram(s) |
 Exclamation Mark Irritant GHS07 |
| GHS Hazard Statements |
H302:Acute toxicity,oral H315:Skin corrosion/irritation H319:Serious eye damage/eye irritation H335:Specific target organ toxicity, single exposure;Respiratory tract irritation |
| Precautionary Statement Codes |
P261:Avoid breathing dust/fume/gas/mist/vapours/spray. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing. |
Computed Descriptors for 2-Acetylfuro-1,4-naphthoquinone
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