ChemicalBook > CAS DataBase List > CHF 5074

CHF 5074

Product Name
CHF 5074
CAS No.
749269-83-8
Chemical Name
CHF 5074
Synonyms
GHF-5074;CHF 5074;CSP-1103;Itanapraced;Itanapraced (CHF5074);Itanapraced, 10 mM in DMSO;1-(3',4'-Dichloro-2-fluoro-4-biphenylyl)cyclopropanecarboxyl...;1-[4-(3,4-dichlorophenyl)-3-fluorophenyl]cyclopropane-1-carboxylic Acid;1-(3′,4′-Dichloro-2-fluoro[1,1′-biphenyl]-4-yl)-cyclopropanecarboxylic acid;Cyclopropanecarboxylic acid, 1-(3',4'-dichloro-2-fluoro[1,1'-biphenyl]-4-yl)-
CBNumber
CB62627687
Molecular Formula
C16H11Cl2FO2
Formula Weight
325.16
MOL File
749269-83-8.mol
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CHF 5074 Property

Boiling point:
466.4±45.0 °C(Predicted)
Density 
1.467±0.06 g/cm3(Predicted)
storage temp. 
2-8°C
solubility 
DMSO:59.0(Max Conc. mg/mL);181.45(Max Conc. mM)
form 
A solid
pka
2.30±0.20(Predicted)
color 
White to off-white
InChI
InChI=1S/C16H11Cl2FO2/c17-12-4-1-9(7-13(12)18)11-3-2-10(8-14(11)19)16(5-6-16)15(20)21/h1-4,7-8H,5-6H2,(H,20,21)
InChIKey
LIYLTQQDABRNRX-UHFFFAOYSA-N
SMILES
C1(C2=CC=C(C3=CC=C(Cl)C(Cl)=C3)C(F)=C2)(C(O)=O)CC1
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Safety

Hazard Codes 
Xn,N
Risk Statements 
22-50/53
Safety Statements 
60-61
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H320Causes eye irritation

H335May cause respiratory irritation

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P330Rinse mouth.

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N-Bromosuccinimide Price

Cayman Chemical
Product number
27917
Product name
CHF5074
Packaging
1mg
Price
$37
Updated
2024/03/01
Cayman Chemical
Product number
27917
Product name
CHF5074
Packaging
10mg
Price
$283
Updated
2024/03/01
Cayman Chemical
Product number
27917
Product name
CHF5074
Packaging
5mg
Price
$151
Updated
2024/03/01
ChemScene
Product number
CS-5022
Product name
Itanapraced
Purity
>98.0%
Packaging
10mg
Price
$160
Updated
2021/12/16
ChemScene
Product number
CS-5022
Product name
Itanapraced
Purity
>98.0%
Packaging
5mg
Price
$110
Updated
2021/12/16
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CHF 5074 Chemical Properties,Usage,Production

Uses

Itanapraced (CHF5074) is an orally active γ-secretase modulator and a non-steroidal anti-inflammatory derivative. Itanapraced reduces Aβ42 and Aβ40 secretion with IC50 values of 3.6 and 18.4 μM, respectively. Itanapraced inhibits cell apoptosis of hippocampal neurons induced by oxygen and glucose deprivation (OGD). Itanapraced can be used for the research of Alzheimer's disease[1][2].

Biological Activity

Itanapraced (CHF 5074, CSP-1103) is a gamma-secretase modulator that reduces Aβ42 and Aβ40 secretion. It inhibits COX1 and COX2 with IC50 greater than 100 μM.

in vitro

In glioma cells expressing APPswe (H4swe), CHF5074 reduces Aβ42 release with IC50 of 3.6 μM. It had no inhibitory activity against COX-1 and COX-2 at concentrations up to 100 μM and 300 μM.

in vivo

In rats, CHF5074 is well absorbed orally (50%) and is slowly eliminated from plasma (half-life approximately 20 hours). In Tg2576 transgenic mice, chronic treatment of CHF5074 significantly reduced the total amount of Aβ in the brain, and at the histological level, no Notch-mediated toxic effects were found.

target

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References

[1] Imbimbo BP, et al. 1-(3',4'-Dichloro-2-fluoro[1,1'-biphenyl]-4-yl)-cyclopropanecarboxylic acid (CHF5074), a novel gamma-secretasemodulator, reduces brain beta-amyloid pathology in a transgenic mouse model of Alzheimer's disease withoutcausing peripheral toxicity. J Pharmacol Exp Ther. 2007 Dec;323(3):822-830. DOI:10.1124/jpet.107.129007
[2] Mango D, et al. Electrophysiological and metabolic effects of CHF5074 in the hippocampus: protection against in vitro ischemia. Pharmacol Res. 2014 Mar;81:83-90. DOI:10.1016/j.phrs.2014.02.010

CHF 5074 Preparation Products And Raw materials

Raw materials

Preparation Products

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CHF 5074 Suppliers

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749269-83-8, CHF 5074Related Search:


  • CHF 5074
  • GHF-5074
  • 1-[4-(3,4-dichlorophenyl)-3-fluorophenyl]cyclopropane-1-carboxylic acid GHF-5074
  • 1-(3′,4′-Dichloro-2-fluoro[1,1′-biphenyl]-4-yl)-cyclopropanecarboxylic acid
  • 1-[4-(3,4-dichlorophenyl)-3-fluorophenyl]cyclopropane-1-carboxylic Acid
  • Itanapraced
  • CSP-1103
  • Cyclopropanecarboxylic acid, 1-(3',4'-dichloro-2-fluoro[1,1'-biphenyl]-4-yl)-
  • 1-(3',4'-Dichloro-2-fluoro-4-biphenylyl)cyclopropanecarboxyl...
  • Itanapraced (CHF5074)
  • Itanapraced,Inhibitor,CSP 1103,CHF-5074,Gamma secretase,γ-secretase,CHF 5074,CSP1103,inhibit
  • 1-(3',4'-Dichloro-2-fluoro-[1,1'-biphenyl]-4-yl)cyclopropane-1-carboxylic acid
  • Itanapraced, 10 mM in DMSO
  • 749269-83-8
  • 749269-84-8
  • C16H11Cl2FO2
  • Inhibitors
  • TargetValue
    γ secretase
    ()