ChemicalBook > CAS DataBase List > Octanoic acid, 6,8-bis[(phenylMethyl)thio]-

Octanoic acid, 6,8-bis[(phenylMethyl)thio]-

Product Name
Octanoic acid, 6,8-bis[(phenylMethyl)thio]-
CAS No.
95809-78-2
Chemical Name
Octanoic acid, 6,8-bis[(phenylMethyl)thio]-
Synonyms
CPI-613;Devimistat;CPI-613, >98%;CPI 613;CPI613;CPI-613(Devimistat);Devimistat (CPI-613);CPI-613;CPI 613;CPI613;6,8-Bis(benzylthio)octanoic acid;alpha-lipoic acid analogue CPI-613;6,8-Bis(benzylsulfanyl)octanoicaci
CBNumber
CB52554078
Molecular Formula
C22H28O2S2
Formula Weight
388.59
MOL File
95809-78-2.mol
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Octanoic acid, 6,8-bis[(phenylMethyl)thio]- Property

Melting point:
63-65℃
Boiling point:
553.0±50.0 °C(Predicted)
Density 
1.149
storage temp. 
2-8°C
solubility 
DMSO: soluble15mg/mL (clear solution)
form 
powder
pka
4.75±0.10(Predicted)
color 
white to beige
Stability:
Stable for 2 years from date of purchase as supplied. Solutions in DMSO may be stored at -20°C for up to 3 months.
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Safety

Hazard Codes 
N
Risk Statements 
50/53
Safety Statements 
60-61
RIDADR 
UN 3077 9 / PGIII
WGK Germany 
3
HS Code 
2930.90.2900
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H410Very toxic to aquatic life with long lasting effects

Precautionary statements

P273Avoid release to the environment.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
SML0404
Product name
6,8-Bis(benzylthio)-octanoic acid
Purity
≥98% (HPLC)
Packaging
5mg
Price
$64.8
Updated
2024/03/01
Sigma-Aldrich
Product number
SML0404
Product name
6,8-Bis(benzylthio)-octanoic acid
Purity
≥98% (HPLC)
Packaging
25mg
Price
$429
Updated
2024/03/01
TCI Chemical
Product number
B5368
Product name
6,8-Bis(benzylthio)octanoic Acid
Packaging
5MG
Price
$112
Updated
2024/03/01
TCI Chemical
Product number
B5368
Product name
6,8-Bis(benzylthio)octanoic Acid
Packaging
25MG
Price
$388
Updated
2024/03/01
Cayman Chemical
Product number
16981
Product name
CPI-613
Purity
≥98%
Packaging
5mg
Price
$39
Updated
2024/03/01
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Octanoic acid, 6,8-bis[(phenylMethyl)thio]- Chemical Properties,Usage,Production

Description

CPI-613 (95809-78-2) is a lipoic acid analog which potently disrupts mitochondrial metabolism with selectivity for tumor cells in vitro and shows strong antitumor activity in vivo.1?? Inhibits alpha-ketoglutarate dehydrogenase (KGDH) by a redox mechanisms selectively in tumor cells.2 Inhibits pyruvate dehydrogenase (PDH) as a mechanistically distinct, non-redox, effect.1,2 A novel anticancer agent with a mitochondria-targeted mode of action with non-genotoxic properties.3. Has been used (along with PS48) to induce a Warburg-like metabolic state in fibroblasts.4 Combination treatment of CPI-613 and chloroquine inhibits the progression of clear cell sarcoma in a mouse model.5

Uses

CPI 613 is a class of non-redox-active lipoate derivative that disrupts cancer cell mitochondrial metabolism and are potent anticancer agents in vivo.

Uses

6,8-Bis(benzylthio)-octanoic acid has been used as pyruvate dehydrogenase (PDH) inhibitor:

  • to study its effects on neurite outgrowth in primary mouse dorsal root ganglia cells
  • to induce α-smooth muscle actin (αSMA) and pro-collagen I expression and to assess PDH enzyme activity in whole-cell lysates
  • to validate basal respiration in tissue respirometry

Biochem/physiol Actions

6,8-Bis(benzylthio)-octanoic acid (CPI-613) is a lipoate analog. It acts as a mitochondrial disrupter by blocking the mitochondrial enzymes pyruvate dehydrogenase and α-ketoglutarate dehydrogenase.

storage

Store at +4°C

References

1) Zachar et al. (2011), Non-redox-active Lipoate Derivates Disrupt Cancer Cell Mitochondrial Metabolism and Are Potent Anticancer Agents in Vivo; J. Mol. Med. (Berl), 89 1137 2) Stuart et al. (2014), A Strategically designed Small Molecule Attacks Alpha-ketoglutarate Dehydrogenase in Tumor Cells Through a Redox Process; Cancer Metab., 2 4 3) Dorsam and Fahrer (2016), The Disulfide Compound α-lipoic Acid and Its Derivatives: A Novel Class of Anticancer Agents Targeting Mitochondria; Cancer Lett., 371(1) 12 4) Mordhorst et al. (2018), Pharmacologic Reprogramming Designed to Induce a Warburg Effect in Porcine Fetal Fibroblasts Alters Gene Expression and Quantities of Metabolites From Conditioned Media Without Increased Cell Proliferation; Cell Reprogram., 20 38 5) Egawa et al. (2018), Therapeutic Potential of CPI-613 for Targeting Tumorous Mitochondrial Energy Metabolism and Inhibiting Autophagy in Clear Cell Sarcoma; PLoS One, 13(6) e0198940

Octanoic acid, 6,8-bis[(phenylMethyl)thio]- Preparation Products And Raw materials

Raw materials

Preparation Products

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Octanoic acid, 6,8-bis[(phenylMethyl)thio]- Suppliers

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View Lastest Price from Octanoic acid, 6,8-bis[(phenylMethyl)thio]- manufacturers

Shaanxi Dideu Medichem Co. Ltd
Product
CPI 613 95809-78-2
Price
US $0.00-0.00/KG
Min. Order
5mg
Purity
99% HPLC
Supply Ability
2000tons
Release date
2019-12-30

95809-78-2, Octanoic acid, 6,8-bis[(phenylMethyl)thio]-Related Search:

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  • alpha-lipoic acid analogue CPI-613
  • CPI-613
  • CPI-613; OCTANOIC ACID, 6,8-BIS[(PHENYLMETHYL)THIO]-
  • Octanoic acid, 6,8-bis[(phenylMethyl)thio]-
  • 6,8-Bis(benzylthio)octanoic acid
  • 6,8-Bis[(phenylmethyl)thio]octanoic acid
  • 6,8-Bis[(phenylmethyl)thio]octanoic acid CPI-613
  • 6,8-Bis(benzylsulfanyl)octanoic acid
  • CPI 613;CPI613
  • (+/-)6,8-bis-thiobenzyl octanoic acid
  • CPI-613(Devimistat)
  • CPI-613;CPI 613;CPI613
  • CPI-613, >98%
  • Devimistat
  • CPI613; CPI-613; CPI 613; DEVIMISTAT
  • Octanoic acid, 6,8-bis[(phenylMethyl)thio]- USP/EP/BP
  • Devimistat (CPI-613)
  • 6,8-Bis(benzylsulfanyl)octanoicaci
  • 95809-78-2
  • Inhibitor
  • Inhibitors