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SML1827

CCF642

≥98% (HPLC)

Synonym(s):

3-(4-Methoxyphenyl)-5-((5-nitrothiophen-2-yl)methylene)-2-thioxothiazolidin-4-one

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Size/SKUAvailabilityPrice
5 mg

Available to ship TODAYfromMILWAUKEE

$125.00
$106.25

About This Item

Empirical Formula (Hill Notation):
C15H10N2O4S3
CAS Number:
346640-08-2
Molecular Weight:
378.45
UNSPSC Code:
12352200
PubChem Substance ID:
329826084
NACRES:
NA.77
MDL number:
MFCD01899742
Assay:
≥98% (HPLC)
Form:
powder
Storage condition:
protect from light

$106.25

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Quality Segment

100

assay

≥98% (HPLC)

form

powder

storage condition

protect from light

color

yellow to orange

solubility

DMSO: 5 mg/mL, clear (warmed)

storage temp.

2-8°C

SMILES string

S=C1SC(C(N1C(C=C2)=CC=C2OC)=O)=CC(S3)=CC=C3[N+]([O-])=O

InChI

1S/C15H10N2O4S3/c1-21-10-4-2-9(3-5-10)16-14(18)12(24-15(16)22)8-11-6-7-13(23-11)17(19)20/h2-8H,1H3

InChI key

SPYIETQLOVDJCF-UHFFFAOYSA-N

Application

CCF642 has been used as a protein disulfide isomerase (PDI) inhibitor to study its ability to reduce the expression of endoplasmic reticulum (ER) stress markers and neuroinflammation in the hippocampus of experimental autoimmune encephalomyelitis (EAE) mice.

Biochem/physiol Actions

CCF642 is a cell-permeable protein disulfide isomerase (PDI) inhibitor that exhibits 100-fold higher potency than PACMA 31 (by di-E-GSSG assay) via an alternative mode of action that most likely involves PDI active-site CGHCK motifs instead of cysteine known to be targeted by PACMA 31. CCF642 displays anti-multiple myeloma (MM) activity both in cultures in vitro (IC50 <1 μM against murine 5TGM1 and nine human MM lines) and in mice in vivo (10 mg/kg, 3X i.p. per wk) without apparent adverse effects to the animals or being cytotoxic to normal bone marrow (NLBM) cells even at concentrations as high as 6.75 μM. Consistent with PDI′s role in ER protein folding process, CCF642 treatment causes acute ER stress accompanied by apoptosis-inducing calcium release in MM cells.
CCF642 is a cell-permeable protein disulfide isomerase (PDI) inhibitor.

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CCF642 &#8805;98% (HPLC)

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Sigma-Aldrich

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PFM01

4E1RCat &#8805;97% (HPLC)

Sigma-Aldrich

SML0197

4E1RCat

description

≥98% (HPLC)

description

≥97% (HPLC)

description

≥98% (HPLC)

description

≥97% (HPLC)

assay

≥98% (HPLC)

assay

≥97% (HPLC)

assay

≥98% (HPLC)

assay

≥97% (HPLC)

form

powder

form

lyophilized powder

form

powder

form

powder

Quality Level

100

Quality Level

100

Quality Level

100

Quality Level

100

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

2-8°C

solubility

DMSO: 5 mg/mL, clear (warmed)

solubility

DMSO: 5 mg/mL, clear (warmed)

solubility

DMSO: 20 mg/mL, clear

solubility

DMSO: ≥5 mg/mL

storage condition

protect from light

storage condition

protect from light

storage condition

-

storage condition

-

Storage Class

11 - Combustible Solids

wgk

WGK 3

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