N-((S)-1-(4-((S)-2-(2,4-dichlorophenylsulfonaMido)-3-hydroxypropanoyl)piperazin-1-yl)-4-Methyl-1-oxopentan-2-yl)benzo[b]thiophene-2-carboxaMide
- Product Name
- N-((S)-1-(4-((S)-2-(2,4-dichlorophenylsulfonaMido)-3-hydroxypropanoyl)piperazin-1-yl)-4-Methyl-1-oxopentan-2-yl)benzo[b]thiophene-2-carboxaMide
- CAS No.
- 942206-85-1
- Chemical Name
- N-((S)-1-(4-((S)-2-(2,4-dichlorophenylsulfonaMido)-3-hydroxypropanoyl)piperazin-1-yl)-4-Methyl-1-oxopentan-2-yl)benzo[b]thiophene-2-carboxaMide
- Synonyms
- GSK101;CS-2774;GSK1016790A;GSK1016790A(GSK101);GSK-1016790A;GSK 1016790A;GSK1016790A;GSK-1016790A;GSK 1016790A;N-((S)-1-(4-(((2,4-dichlorophenyl)sulfonyl)-L-seryl)piperazin-1-yl)-4-methyl-1-oxopentan-2-yl)benzo[b]thiophene-2-carboxamide;N-((S)-1-(4-((S)-2-(2,4-dichlorophenylsulfonaMido)-3-hydroxypropanoyl)piperazin-1-yl)-4-Methyl-1-oxopentan-2-yl)benzo[b]thiophene-2-carboxaMide;(N-((1S)-1-{[4-((2S)-2-{[(2,4-Dichlorophenyl)sulfonyl]amino}-3-hydroxypropanoyl)-1-piperazinyl]carbonyl}-3-methylbutyl)-1-benzothiophene-2-carboxamide;Benzo[b]thiophene-2-carboxamide, N-[(1S)-1-[[4-[(2S)-2-[[(2,4-dichlorophenyl)sulfonyl]amino]-3-hydroxy-1-oxopropyl]-1-piperazinyl]carbonyl]-3-methylbutyl]-
- CBNumber
- CB92676060
- Molecular Formula
- C28H32Cl2N4O6S2
- Formula Weight
- 655.61
- MOL File
- 942206-85-1.mol
N-((S)-1-(4-((S)-2-(2,4-dichlorophenylsulfonaMido)-3-hydroxypropanoyl)piperazin-1-yl)-4-Methyl-1-oxopentan-2-yl)benzo[b]thiophene-2-carboxaMide Property
- Melting point:
- >119°C (dec.)
- Density
- 1.426±0.06 g/cm3(Predicted)
- storage temp.
- -20°C
- solubility
- DMSO: >10mg/mL
- form
- white solid
- pka
- 8.29±0.50(Predicted)
- color
- White to Off-White
- Stability:
- Stable for 2 years from date of purchase as supplied. Solutions in DMSO may be stored at -20°C for up to 2 months.
Safety
- WGK Germany
- 1
N-Bromosuccinimide Price
- Product number
- G0798
- Product name
- GSK1016790A
- Purity
- ≥98% (HPLC)
- Packaging
- 10mg
- Price
- $281
- Updated
- 2024/03/01
- Product number
- G0798
- Product name
- GSK1016790A
- Purity
- ≥98% (HPLC)
- Packaging
- 50mg
- Price
- $1110
- Updated
- 2024/03/01
- Product number
- 17289
- Product name
- GSK1016790A
- Purity
- ≥98%
- Packaging
- 1mg
- Price
- $32
- Updated
- 2024/03/01
- Product number
- 17289
- Product name
- GSK1016790A
- Purity
- ≥98%
- Packaging
- 5mg
- Price
- $86
- Updated
- 2024/03/01
- Product number
- 17289
- Product name
- GSK1016790A
- Purity
- ≥98%
- Packaging
- 10mg
- Price
- $139
- Updated
- 2024/03/01
N-((S)-1-(4-((S)-2-(2,4-dichlorophenylsulfonaMido)-3-hydroxypropanoyl)piperazin-1-yl)-4-Methyl-1-oxopentan-2-yl)benzo[b]thiophene-2-carboxaMide Chemical Properties,Usage,Production
Description
GSK-1016790A (942206-85-1) is a novel and potent TRPV4 channel activator. GSK-1016790A induced Ca2+ influx in mouse and human TRPV4 expressing HEK cells (EC50 values of 18 and 2.1 nM, respectively), and evoked a dose-dependent activation of TRPV4 whole-cell currents at concentrations above 1 nM. It is 300-fold more potent than 4α-PDD and is a valuable tool for investigating the role of TRPV4 in physiological processes.
Uses
GSK 1016790A is a transient receptor potential vanilloid 4 (TRPV4) agonist.
Uses
GSK1016790A has been used:
- to stimulate transient receptor potential vanilloid 4 (TRPV4)-mediated currents in Xenopus laevis oocytes
- to stimulate cells in Ca2+ level measurement in human retinal capillary endothelial cells (HRCECs)
- to study the role of TRPV4 channels in brain injury after intracerebral hemorrhage (ICH)
- to trigger the opening of TRPV4 channels in bovine nucleus pulposus cells or Hanks′ Balanced Salt Solution
Definition
ChEBI: GSK1016790A is a tertiary carboxamide that is piperazine in which one of the amino groups has undergone condensation with the carboxy group of N-[(2,4-dichlorophenyl)sulfonyl]-L-serine, while the other has undergone condensation with the carboxy group of N-(1-benzothiophen-2-ylcarbonyl)-L-leucine. It is a cell-permeable, potent and selective agonist of the TRPV4 (transient receptor potential vanilloid 4) channel. It has a role as a TRPV4 agonist. It is a member of 1-benzothiophenes, a N-acylpiperazine, a sulfonamide, a dichlorobenzene, a tertiary carboxamide and an aromatic primary alcohol.
Biochem/physiol Actions
GSK1016790A is a novel and potent TRPV4 channel agonist. The TRPV4 (transient receptor potential vanilloid 4) member of the TRP superfamily has been implicated in numerous physiological processes. GSK1016790A elicited Ca2+ influx in mouse and human TRPV4 expressing HEK cells (EC50 values of 18 and 2.1 nM, respectively), and evoked a dose-dependent activation of TRPV4 whole-cell currents at concentrations above 1 nM. It is 300 fold more potent than 4a-PDD (Cat. No. P8014).
storage
Store at -20°C
References
1) Thorneloe et al. (2008), N-((1S)-1-{[4-((2S)-2-{[(2,4-dichlorophenyl)sulfonyl]amino}-3-hydroxypropanoyl)-1-piperazinyl]carbonyl}-3-methylbutyl)-1-benzothiophene-2-carboxamide (GSK1016790A), a novel and potent transient receptor potential vanilloid 4 channel agonist induces urinary bladder contraction and hyperactivity: Part I; J. Pharmacol. Exp. Ther., 326 432