SML1745

Raptinal

≥95% (HPLC)

• Synonym(s): 9H,9′H-9,9′-Bifluorene-9,9′-dicarbaldehyde
• Empirical Formula (Hill Notation): C₂₈H₁₈O₂
• CAS Number: 1176-09-6
• Molecular Weight: 386.44
• UNSPSC Code: 12352200
• PubChem Substance ID: 329826051
• NACRES: NA.77

Properties

• Quality Level: 100
• assay: ≥95% (HPLC)
• form: powder
• color: white to beige
• solubility: DMSO: 5 mg/mL, clear (warmed)
• storage temp.: 2-8°C
• SMILES string: O=CC(C1=C2C=CC=C1)(C3(C=O)C4=C(C5=C3C=CC=C5)C=CC=C4)C6=C2C=CC=C6
• InChI: 1S/C28H18O2/c29-17-27(23-13-5-1-9-19(23)20-10-2-6-14-24(20)27)28(18-30)25-15-7-3-11-21(25)22-12-4-8-16-26(22)28/h1-18H
• InChI key: GLANOOJJBKXTMI-UHFFFAOYSA-N

Description

Application

Raptinal showed complete cytochrome c release within 30 minutes and caspase-3 activation within one hour of exposure (10 μM). Despite its general cytotoxicity in both cancer and non-cancer cell cultures (Cell death induction EC50 = 0.6-3.4 μM in 24 hr), no hematologic toxicity was observed 7 days following single 60 mg/kg i.v. dosing in mice. Studies show that daily i.p. injection (20 mg/kg) is efficacious in suppressing murine B16-F10 melanoma and 4T1 breast cancer expansion in vivo (by ~60% and 50% in 6 days, respectively).

Biochem/physiol Actions

A rapid activator of mitochondrial pathway-mediated intrinsic apoptosis

Raptinal is a cell-permeable bifluorene-dicarbaldehyde compound that acts as a rapid activator of mitochondrial pathway-mediated intrinsic apoptosis.

Safety Information

• pictograms: GHS07
• signalword: Warning
• hcodes: H315,H319,H335
• pcodes: P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338
• Hazard Classifications: Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• target_organs: Respiratory system
• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 2
• flash_point_f: Not applicable
• flash_point_c: Not applicable