ChemicalBook > CAS DataBase List > Q-VD-OPh hydrate

Q-VD-OPh hydrate

Product Name
Q-VD-OPh hydrate
CAS No.
1135695-98-5
Chemical Name
Q-VD-OPh hydrate
Synonyms
CS-2734;Q-VD-OPh hydrate;Q-VD-OPh (QVD-OPH;Quinoline-Val-Asp-Difluorophenoxymethylketone);QVD-OPH;QUINOLINE-VAL-ASP-DIFLUOROPHENOXYMETHYLKETONE;QVD-OPH,QVDOPH,inhibit,Caspase,Human immunodeficiency virus,Inhibitor,HIV,Q VD OPH;(3S)-5-(2,6-Difluorophenoxy)-3-[[(2S)-3-methyl-1-oxo-2-[(2-quinolinylcarbonyl)amino]butyl]amino]-4-oxo-pentanoic acid;Pentanoic acid, 5-(2,6-difluorophenoxy)-3-[[(2S)-3-methyl-1-oxo-2-[(2-quinolinylcarbonyl)amino]butyl]amino]-4-oxo-, (3S)-;(3S)-5-(2,6-Difluorophenoxy)-3-[[(2S)-3-methyl-1-oxo-2-[(2-quinolinylcarbonyl)amino]butyl]amino]-4-oxo-pentanoic acid hydrate
CBNumber
CB42652283
Molecular Formula
C26H25F2N3O6
Formula Weight
513.49
MOL File
1135695-98-5.mol
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Q-VD-OPh hydrate Property

Boiling point:
808.9±65.0 °C(Predicted)
Density 
1.346±0.06 g/cm3 (20 ºC 760 Torr)
storage temp. 
-20°C
solubility 
DMSO: ≥14mg/mL
pka
3.92±0.19(Predicted)
form 
powder
color 
white to light brown
Stability:
Stable for 1 year from date of purchase as supplied. Solutions in DMSO may be stored at -20°C for up to 1 month.
InChIKey
OOBJCYKITXPCNS-REWPJTCUSA-N
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Safety

WGK Germany 
3
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
SML0063
Product name
Q-VD-OPh hydrate
Purity
≥95% (HPLC)
Packaging
1mg
Price
$258
Updated
2024/03/01
Sigma-Aldrich
Product number
SML0063
Product name
Q-VD-OPh hydrate
Purity
≥95% (HPLC)
Packaging
5mg
Price
$1030
Updated
2024/03/01
Cayman Chemical
Product number
15260
Product name
Q-VD-OPH
Purity
≥95% (mixture of tautomers)
Packaging
1mg
Price
$121
Updated
2024/03/01
Cayman Chemical
Product number
15260
Product name
Q-VD-OPH
Purity
≥95% (mixture of tautomers)
Packaging
5mg
Price
$423
Updated
2024/03/01
TRC
Product number
D446120
Product name
(3S)-5-(2,6-Difluorophenoxy)-3-[[(2S)-3-methyl-1-oxo-2-[(2-quinolinylcarbonyl)amino]butyl]amino]-4-oxo-pentanoicAcid
Packaging
25mg
Price
$1260
Updated
2021/12/16
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Q-VD-OPh hydrate Chemical Properties,Usage,Production

Description

Q-VD-OPH is a broad-spectrum caspase inhibitor, blocking caspases-3, -7, -8, -9, -10, and -12 and inhibiting apoptosis when used at 10 μM. It more effectively inhibits apoptosis and is much less cytotoxic than Z-VAD-FMK and Boc-D-FMK . Q-VD-OPH can be used in vivo, where it has been shown to prevent ischemia-reperfusion injury-induced apoptosis. This compound, by broadly inhibiting caspases, also promotes the differentiation of leukemic blasts cells, suggesting an application in differentiation therapy of certain forms of cancer.

Uses

Q-VD-OPh hydrate has been used:

  • as a pan-caspase inhibitor to prevent cell death in urothelial carcinoma cells (UCC)
  • to induce canonical caspase-dependent apoptosis in UC cells
  • to block caspase-3 and Poly (ADP-ribose) polymerase-1 (PARP-1)
  • to study the protective role of EspZ effector protein against apoptosis and necrosis in human epithelial cells

Uses

An inhibitor that is used in Alzheimer’s studies relating to caspase-6, the cysteinyl protease involved in neurodegenerative conditions. As well it is an intermediate in the formation of Palinavir, a potent HIV protease inhibitor.

Biochem/physiol Actions

Q-VD-OPh is a potent pan-caspase inhibitor that protects cells from capsase-dependent apoptosis. Q-VD-OPh has superior aqueous stability, cell permeability, and efficacy than FMK-based caspase inhibitors and displays no cytotoxic effects alone.

target

caspase-1

storage

+4°C

References

1) Caserta?et al.?(2003),?Q-VD-OPh, a broad spectrum caspase inhibitor with potent antiapoptotic properties; Apoptosis,?8?345 2) Braun?et al.?(2007),?Protection from brain damage and bacterial infection in murine stroke by the novel caspase-inhibitor Q-VD-OPH; Exp. Neurol.,?206?183 3) Rebbaa?et al.?(2003),?Caspase inhibition switches doxorubicin-induced apoptosis to senescence; Oncogene,?22?2805 4) Bulatovic?et al.?(2015),?Sublethal caspase activation promotes generation of cardiomyocytes from embryonic stem cells; PLoS One,?10?e0120176 5) Bailey?et al. (2017),?Augmented trophoblast cell death in preeclampsia can proceed via ceramide-mediated necroptosis;?Cell Death Dis.,?8?e2590

Q-VD-OPh hydrate Preparation Products And Raw materials

Raw materials

Preparation Products

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Q-VD-OPh hydrate Suppliers

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View Lastest Price from Q-VD-OPh hydrate manufacturers

Career Henan Chemical Co
Product
Q-VD-OPh hydrate 1135695-98-5
Price
US $1.00/g
Min. Order
1g
Purity
99.99%
Supply Ability
2tons
Release date
2019-12-19

1135695-98-5, Q-VD-OPh hydrateRelated Search:

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  • Q-VD-OPh hydrate
  • (3S)-5-(2,6-Difluorophenoxy)-3-[[(2S)-3-methyl-1-oxo-2-[(2-quinolinylcarbonyl)amino]butyl]amino]-4-oxo-pentanoic acid
  • (3S)-5-(2,6-Difluorophenoxy)-3-[[(2S)-3-methyl-1-oxo-2-[(2-quinolinylcarbonyl)amino]butyl]amino]-4-oxo-pentanoic acid hydrate
  • Quinoline-Val-Asp-Difluorophenoxymethylketone)
  • CS-2734
  • Q-VD-OPh (QVD-OPH
  • QVD-OPH;QUINOLINE-VAL-ASP-DIFLUOROPHENOXYMETHYLKETONE
  • Pentanoic acid, 5-(2,6-difluorophenoxy)-3-[[(2S)-3-methyl-1-oxo-2-[(2-quinolinylcarbonyl)amino]butyl]amino]-4-oxo-, (3S)-
  • QVD-OPH,QVDOPH,inhibit,Caspase,Human immunodeficiency virus,Inhibitor,HIV,Q VD OPH
  • 1135695-98-5
  • C26H25F2N3O6xH2O
  • C26H25F2N3O6
  • Apoptosis