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Merck
CN

SML1745

Sigma-Aldrich

Raptinal

≥95% (HPLC), mitochondrial pathway-mediated intrinsic apoptosis activator, powder

Synonym(s):

9H,9′H-9,9′-Bifluorene-9,9′-dicarbaldehyde

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About This Item

Empirical Formula (Hill Notation):
C28H18O2
CAS Number:
1176-09-6
Molecular Weight:
386.44
UNSPSC Code:
12352200
PubChem Substance ID:
329826051
NACRES:
NA.77

Key Documents

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Product Name

Raptinal, ≥95% (HPLC)

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

Related Categories

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.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
0000413529
0000413529
0000244015
0000226327
0000226328

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