2-cyano-3-(1-phenylindol-3-yl)acrylate
- CAS No.
- 56396-35-1
- Chemical Name:
- 2-cyano-3-(1-phenylindol-3-yl)acrylate
- Synonyms
- CS-748;UK 5099;PF-1005023;PF-06340678;UK-5099 (PF-1005023);BIZNHCWFGNKBBZ-JLHYYAGUSA-N;2-cyano-3-(1-phenylindol-3-yl)acrylate;2-Cyano-3-(1-phenyl-1H-indol-3-yl)acrylic acid;Mitochondrial Pyruvate Carrier Inhibitor, UK5099;(E)-2-cyano-3-(1-phenylindol-3-yl)prop-2-enoicaci
- CBNumber:
- CB11396725
- Molecular Formula:
- C18H12N2O2
- Molecular Weight:
- 288.3
- MDL Number:
- MFCD19443867
- MOL File:
- 56396-35-1.mol
- MSDS File:
- SDS
Melting point | 235-238°C |
---|---|
Boiling point | 448.6±45.0 °C(Predicted) |
Density | 1.20 |
storage temp. | 2-8°C |
solubility | DMSO: >20mg/mL |
pka | 1.49±0.19(Predicted) |
form | powder |
color | yellow to tan |
Stability | Stable for 1 year from date of purchase as supplied. Solutions in DMSO or ethanol may be stored at -20°C for up to 1 month. |
InChIKey | BIZNHCWFGNKBBZ-JLHYYAGUSA-M |
SAFETY
Risk and Safety Statements
Hazard statements | H413 |
---|---|
WGK Germany | 3 |
2-cyano-3-(1-phenylindol-3-yl)acrylate price More Price(49)
Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
---|---|---|---|---|---|---|---|
Sigma-Aldrich | PZ0160 | UK-5099 ≥98% (HPLC) | 56396-35-1 | 5mg | $139 | 2024-03-01 | Buy |
Sigma-Aldrich | PZ0160 | UK-5099 ≥98% (HPLC) | 56396-35-1 | 25mg | $519 | 2024-03-01 | Buy |
Sigma-Aldrich | 5.04817 | Mitochondrial Pyruvate Carrier Inhibitor, UK5099 - CAS 56396-35-1 - Calbiochem | 56396-35-1 | 5mg | $111 | 2024-03-01 | Buy |
Sigma-Aldrich | 5.04817 | Mitochondrial Pyruvate Carrier Inhibitor, UK5099 - CAS 56396-35-1 - Calbiochem | 56396-35-1 | 25MG | $378 | 2024-03-01 | Buy |
Cayman Chemical | 16980 | UK 5099 ≥95% | 56396-35-1 | 1mg | $32 | 2024-03-01 | Buy |
2-cyano-3-(1-phenylindol-3-yl)acrylate Chemical Properties,Uses,Production
Description
UK-5099 (56396-35-1) is a potent inhibitor of the mitochondrial pyruvate carrier (MPC).1?Rapidly increases glucose uptake in human monocytes.2?Attenuates mitochondrial oxidative phosphorylation and increases glycolysis creating greater stem-like properties in LnCap prostate cancer cells.3?Blocks the neuroprotective action of L-lactate or pyruvate during glutamate-induced excitotoxicity.4?Inhibits pyruvate transport across the plasma membrane of trypanosomes (Ki=49 μM).5
Chemical Properties
Yellow Solid
Uses
UK-5099 has been used:
- as a mitochondrial pyruvate blocker to reduce pyruvate transportation into mitochondria in Roswell park memorial institute (RPMI) 1640 medium for prostatic cancer cell line culture
- in dimethyl sulfoxide (DMSO) stock, to study the effect of inhibiting pyruvate transport into mitochondria on pro-inflammatory responses in lipopolysaccharide activated macrophages
- in topical treatment in order to study its effect on hair cycle induction in experimental mice
Uses
Pyruvate transport into mitochondria is facilitated by mitochondrial pyruvate carrier (MPC) 1 and 2, two small transmembrane proteins that are part of a larger 150 kDa protein transport complex in the inner mitochondrial membrane. UK 5099 is a specific and potent inhibitor of MPC carrier activity. It potently inhibits pyruvate-dependent oxygen consumption by rat heart mitochondria with an IC50 value of 50 nM.
Uses
Inhibitor of plasma membrane monocarboxylate transporters (MCTs) and the mitochondrial pyruvate carrier (MPC).
Biochem/physiol Actions
UK-5099 induces lactate generation.
storage
Store at +4°C
References
1) Shearman and Halestrap (1984), The concentration of the mitochondrial pyruvate carrier in rat liver and heart mitochondria determined with alpha-cyano-beta-(1-phenylindol-3-yl)acrylate; Biochem. J.,?223?673 2) Divakaruni?et al.?(2013),?Thiazolidinediones are acute, specific inhibitors of the mitochondrial pyruvate carrier.; Proc. Natl. Acad. Sci. USA,?110?5422 3) Zhong?et al. (2015),?Application of mitochondrial pyruvate carrier blocker UK5099 creates metabolic reprogram and greater stem-like properties in LnCap prostate cancer cells in vitro; Oncotarget,?6?37758 4) Jourdain?et al. (2016),?L-Lactate protects neurons against excitotoxicity: implication of an ATP-mediated signaling cascade; Sci. Rep.,?6?21250 5) Wiemer?et al.?(1995),?The inhibition of pyruvate transport across the plasma membrane of the bloodstream form of Trypanosoma brucei and its metabolic implications; Biochem. J.,?312?479
2-cyano-3-(1-phenylindol-3-yl)acrylate Preparation Products And Raw materials
Raw materials
Preparation Products
Supplier | Tel | Country | ProdList | Advantage | |
---|---|---|---|---|---|
ATK CHEMICAL COMPANY LIMITED | +undefined-21-51877795 | ivan@atkchemical.com | China | 32715 | 60 |
career henan chemical co | +86-0371-86658258 15093356674; | sales@coreychem.com | China | 29914 | 58 |
Chongqing Chemdad Co., Ltd | +86-023-6139-8061 +86-86-13650506873 | sales@chemdad.com | China | 39916 | 58 |
Finetech Industry Limited | +86-27-87465837 +8618971612321 | info@finetechnology-ind.com | China | 9626 | 58 |
Henan Alfa Chemical Co., Ltd | +8618339805032 | alfa4@alfachem.cn | China | 13039 | 58 |
InvivoChem | +1-708-310-1919 +1-13798911105 | sales@invivochem.cn | United States | 6393 | 58 |
Nanjing Doge Biomedical Technology Co., Ltd | +86-25-58227606 +86-15305155328 | sales@dogechemical.com | China | 4128 | 58 |
Henan Aochuang Chemical Co.,Ltd. | +86-0371-63689365 +8618638391208 | sales@aochuangchem.com | China | 9425 | 58 |
TargetMol Chemicals Inc. | +1-781-999-5354 | support@targetmol.com | United States | 19973 | 58 |
ShenZhen Trendseen Biological Technology Co.,Ltd. | 13417589054 | trendseenbio@gmail.com | China | 11681 | 58 |
View Lastest Price from 2-cyano-3-(1-phenylindol-3-yl)acrylate manufacturers
Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
---|---|---|---|---|---|---|---|---|
2022-09-12 | 2-cyano-3-(1-phenylindol-3-yl)acrylate
56396-35-1
|
US $0.00-0.00 / KG | 1KG | 98% | 1ton | Henan Aochuang Chemical Co.,Ltd. | ||
2019-07-06 | 2-cyano-3-(1-phenylindol-3-yl)acrylate
56396-35-1
|
US $1.00 / KG | 1KG | 40%-99% | 1000kg | Career Henan Chemical Co |
- 2-cyano-3-(1-phenylindol-3-yl)acrylate
56396-35-1
- US $0.00-0.00 / KG
- 98%
- Henan Aochuang Chemical Co.,Ltd.
- 2-cyano-3-(1-phenylindol-3-yl)acrylate
56396-35-1
- US $1.00 / KG
- 40%-99%
- Career Henan Chemical Co