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: 2024-11-07 21:39:59

2-Acetylfuro-1,4-naphthoquinone Structural

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.