GW9508

Modify Date: 2024-01-09 14:55:26

GW9508 Structure
GW9508 structure
Common Name GW9508
CAS Number 885101-89-3 Molecular Weight 347.407
Density 1.2±0.1 g/cm3 Boiling Point 538.4±45.0 °C at 760 mmHg
Molecular Formula C22H21NO3 Melting Point N/A
MSDS Chinese USA Flash Point 279.4±28.7 °C
Symbol GHS05 GHS07 GHS09
GHS05, GHS07, GHS09
Signal Word Danger

 Use of GW9508


GW9508 is a potent and selective agonist for FFA1 (GPR40) with pEC50 of 7.32, 100-fold selective against GPR120, stimulates insulin secretion in a glucose-sensitive manner.IC50 value: 7.32 (pEC50) [1]Target: GPR40GW9508 is shown to be at least 100-fold selective against 220 other GPCRs, 60 kinases, 63 proteases, seven integrins and 20 nuclear receptors including PPARα, δ and γ (pEC50 4.0, 4 and 4.9, respectively). GW9508 produces a concentration-dependent increase in intracellular Ca2+ concentrations via GPR40 receptor activation and the GPR120 receptor. GW9508 is active as an agonist at both GPR40 and GPR120, it is approximately 100-fold selective for GPR40 with respect to GPR120. GW9508 produces a concentration-dependent increase (pEC50=6.14) in glucose-stimulated insulin secretion at high glucose levels (25 mM). GW9508 dose dependently stimulated insulin secretion in a glucose-sensitive manner in MIN6 cells. Furthermore, GW9508 is able to potentiate the KCl-mediated increase in insulin secretion in MIN6 cells. [1] GW9508 induced hyperpolarization and opening of KATP channels in rat β-cells. [2] GW9508 inhibits CCL17 and CCL5 expression in a pertussis toxin-sensitive manner. GW9508 further suppresses expression of IL-11, IL-24, and IL-33 induced in HaCaT cells by TNF-α and IFN-γ. GW9508 also inhibits CCL5 and CXCL10 production by normal human epidermal keratinocytes. [3]

 Names

Name 3-[4-[(3-phenoxyphenyl)methylamino]phenyl]propanoic acid
Synonym More Synonyms

 GW9508 Biological Activity

Description GW9508 is a potent and selective agonist for FFA1 (GPR40) with pEC50 of 7.32, 100-fold selective against GPR120, stimulates insulin secretion in a glucose-sensitive manner.IC50 value: 7.32 (pEC50) [1]Target: GPR40GW9508 is shown to be at least 100-fold selective against 220 other GPCRs, 60 kinases, 63 proteases, seven integrins and 20 nuclear receptors including PPARα, δ and γ (pEC50 4.0, 4 and 4.9, respectively). GW9508 produces a concentration-dependent increase in intracellular Ca2+ concentrations via GPR40 receptor activation and the GPR120 receptor. GW9508 is active as an agonist at both GPR40 and GPR120, it is approximately 100-fold selective for GPR40 with respect to GPR120. GW9508 produces a concentration-dependent increase (pEC50=6.14) in glucose-stimulated insulin secretion at high glucose levels (25 mM). GW9508 dose dependently stimulated insulin secretion in a glucose-sensitive manner in MIN6 cells. Furthermore, GW9508 is able to potentiate the KCl-mediated increase in insulin secretion in MIN6 cells. [1] GW9508 induced hyperpolarization and opening of KATP channels in rat β-cells. [2] GW9508 inhibits CCL17 and CCL5 expression in a pertussis toxin-sensitive manner. GW9508 further suppresses expression of IL-11, IL-24, and IL-33 induced in HaCaT cells by TNF-α and IFN-γ. GW9508 also inhibits CCL5 and CXCL10 production by normal human epidermal keratinocytes. [3]
Related Catalog
References

[1]. Briscoe CP, et al. Pharmacological regulation of insulin secretion in MIN6 cells through the fatty acid receptor GPR40: identification of agonist and antagonist small molecules. Br J Pharmacol. 2006 Jul;148(5):619-28.

[2]. Zhao YF, et al. Activation of ATP-sensitive potassium channels in rat pancreatic beta-cells by linoleic acid through both intracellular metabolites and membrane receptor signalling pathway. J Endocrinol, 2008, 198(3), 533-540.

[3]. Fujita T, et al. A GPR40 agonist GW9508 suppresses CCL5, CCL17, and CXCL10 induction in keratinocytes and attenuates cutaneous immune inflammation. J Invest Dermatol, 2011, 131(8), 1660-1667.

 Chemical & Physical Properties

Density 1.2±0.1 g/cm3
Boiling Point 538.4±45.0 °C at 760 mmHg
Molecular Formula C22H21NO3
Molecular Weight 347.407
Flash Point 279.4±28.7 °C
Exact Mass 347.152130
PSA 58.56000
LogP 4.74
Vapour Pressure 0.0±1.5 mmHg at 25°C
Index of Refraction 1.641
Storage condition Store at RT
Water Solubility DMSO: >20mg/mL

 Safety Information

Symbol GHS05 GHS07 GHS09
GHS05, GHS07, GHS09
Signal Word Danger
Hazard Statements H302-H315-H318-H335-H410
Precautionary Statements P261-P273-P280-P305 + P351 + P338-P501
Personal Protective Equipment dust mask type N95 (US);Eyeshields;Faceshields;Gloves
Hazard Codes Xn,N
Risk Phrases 22-37/38-41-50/53
Safety Phrases 26-39-60-61
RIDADR UN 3077 9 / PGIII

 Synthetic Route

~87%

GW9508 Structure

GW9508

CAS#:885101-89-3

Literature: PROMETIC BIOSCIENCES INC.; GAGNON, Lyne; GROUIX, Brigitte; GEERTS, Lilianne; LAURIN, Pierre; PENNEY, Christopher; ZACHARIE, Boulos Patent: WO2012/97427 A1, 2012 ; Location in patent: Page/Page column 41-42 ;

~%

GW9508 Structure

GW9508

CAS#:885101-89-3

Literature: Bioorganic and Medicinal Chemistry Letters, , vol. 17, # 6 p. 1584 - 1589

 Articles11

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 Synonyms

Benzenepropanoic acid, 4-[[(3-phenoxyphenyl)methyl]amino]-
3-{4-[(3-Phenoxybenzyl)amino]phenyl}propanoic acid
gw9508
GW-9508
Top Suppliers:I want be here
  • DC Chemicals Limited
  • China
  • Product Name: GW-9508
  • Price: $300.0/100mg $600.0/250mg $1200.0/1g
  • Purity: 98.0%
  • Stocking Period: 3 Day
  • Contact: Tony Cao


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Price: ¥390/10mg

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