MedKoo Cat#: 526772 | Name: GW1100
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Description:

WARNING: This product is for research use only, not for human or veterinary use.

GW1100 is a a selective antagonist of GPR40.

Chemical Structure

GW1100
GW1100
CAS#306974-70-9

Theoretical Analysis

MedKoo Cat#: 526772

Name: GW1100

CAS#: 306974-70-9

Chemical Formula: C27H25FN4O4S

Exact Mass: 520.1581

Molecular Weight: 520.58

Elemental Analysis: C, 62.30; H, 4.84; F, 3.65; N, 10.76; O, 12.29; S, 6.16

Price and Availability

Size Price Availability Quantity
10mg USD 350.00 2 Weeks
25mg USD 650.00 2 Weeks
50mg USD 950.00 2 Weeks
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Related CAS #
No Data
Synonym
GW 1100; GW-1100; GW1100.
IUPAC/Chemical Name
ethyl 4-(5-((2-ethoxypyrimidin-5-yl)methyl)-2-((4-fluorobenzyl)thio)-4-oxopyrimidin-1(4H)-yl)benzoate
InChi Key
PTPNCCWOTBBVJR-UHFFFAOYSA-N
InChi Code
InChI=1S/C27H25FN4O4S/c1-3-35-25(34)20-7-11-23(12-8-20)32-16-21(13-19-14-29-26(30-15-19)36-4-2)24(33)31-27(32)37-17-18-5-9-22(28)10-6-18/h5-12,14-16H,3-4,13,17H2,1-2H3
SMILES Code
FC1=CC=C(CSC(N(C2=CC=C(C(OCC)=O)C=C2)C=C3CC4=CN=C(OCC)N=C4)=NC3=O)C=C1
Appearance
Solid powder
Purity
>95% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>2 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 520.58 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
1: Mena SJ, Manosalva C, Carretta MD, Teuber S, Olmo I, Burgos RA, Hidalgo MA. Differential free fatty acid receptor-1 (FFAR1/GPR40) signalling is associated with gene expression or gelatinase granule release in bovine neutrophils. Innate Immun. 2016 Jun 30. pii: 1753425916656765. [Epub ahead of print] PubMed PMID: 27363707. 2: Munkarah A, Mert I, Chhina J, Hamid S, Poisson L, Hensley-Alford S, Giri S, Rattan R. Targeting of free fatty acid receptor 1 in EOC: A novel strategy to restrict the adipocyte-EOC dependence. Gynecol Oncol. 2016 Apr;141(1):72-9. doi: 10.1016/j.ygyno.2016.02.026. PubMed PMID: 27016232. 3: Kita T, Kadochi Y, Takahashi K, Fukushima K, Yamasaki E, Uemoto T, Hirane M, Fukushima N, Honoki K, Tsujiuchi T. Diverse effects of G-protein-coupled free fatty acid receptors on the regulation of cellular functions in lung cancer cells. Exp Cell Res. 2016 Mar 15;342(2):193-9. doi: 10.1016/j.yexcr.2016.03.008. Epub 2016 Mar 8. PubMed PMID: 26968637. 4: Loaiza A, Carretta MD, Taubert A, Hermosilla C, Hidalgo MA, Burgos RA. Differential intracellular calcium influx, nitric oxide production, ICAM-1 and IL8 expression in primary bovine endothelial cells exposed to nonesterified fatty acids. BMC Vet Res. 2016 Feb 25;12:38. doi: 10.1186/s12917-016-0654-3. PubMed PMID: 26916791; PubMed Central PMCID: PMC4766702. 5: Nakamoto K, Aizawa F, Nishinaka T, Tokuyama S. Regulation of prohormone convertase 2 protein expression via GPR40/FFA1 in the hypothalamus. Eur J Pharmacol. 2015 Sep 5;762:459-63. doi: 10.1016/j.ejphar.2015.06.013. Epub 2015 Jun 11. PubMed PMID: 26071852. 6: Kato M, Tani T, Terahara N, Tsuda T. The Anthocyanin Delphinidin 3-Rutinoside Stimulates Glucagon-Like Peptide-1 Secretion in Murine GLUTag Cell Line via the Ca2+/Calmodulin-Dependent Kinase II Pathway. PLoS One. 2015 May 11;10(5):e0126157. doi: 10.1371/journal.pone.0126157. eCollection 2015. PubMed PMID: 25962102; PubMed Central PMCID: PMC4427495. 7: Karki P, Kurihara T, Nakamachi T, Watanabe J, Asada T, Oyoshi T, Shioda S, Yoshimura M, Arita K, Miyata A. Attenuation of inflammatory and neuropathic pain behaviors in mice through activation of free fatty acid receptor GPR40. Mol Pain. 2015 Feb 12;11:6. doi: 10.1186/s12990-015-0003-8. PubMed PMID: 25889021; PubMed Central PMCID: PMC4339434. 8: Manosalva C, Mena J, Velasquez Z, Colenso CK, Brauchi S, Burgos RA, Hidalgo MA. Cloning, identification and functional characterization of bovine free fatty acid receptor-1 (FFAR1/GPR40) in neutrophils. PLoS One. 2015 Mar 19;10(3):e0119715. doi: 10.1371/journal.pone.0119715. eCollection 2015. PubMed PMID: 25790461; PubMed Central PMCID: PMC4366208. 9: Tsukahara T, Watanabe K, Watanabe T, Yamagami H, Sogawa M, Tanigawa T, Shiba M, Tominaga K, Fujiwara Y, Maeda K, Hirakawa K, Arakawa T. Tumor necrosis factor α decreases glucagon-like peptide-2 expression by up-regulating G-protein-coupled receptor 120 in Crohn disease. Am J Pathol. 2015 Jan;185(1):185-96. doi: 10.1016/j.ajpath.2014.09.010. Epub 2014 Nov 5. PubMed PMID: 25447053. 10: Ishii S, Hirane M, Kato S, Fukushima N, Tsujiuchi T. Opposite effects of GPR120 and GPR40 on cell motile activity induced by ethionine in liver epithelial cells. Biochem Biophys Res Commun. 2015 Jan 2;456(1):135-8. doi: 10.1016/j.bbrc.2014.11.047. Epub 2014 Nov 21. PubMed PMID: 25446111. 11: Nakamoto K, Nishinaka T, Sato N, Aizawa F, Yamashita T, Mankura M, Koyama Y, Kasuya F, Tokuyama S. The activation of supraspinal GPR40/FFA1 receptor signalling regulates the descending pain control system. Br J Pharmacol. 2015 Mar;172(5):1250-62. doi: 10.1111/bph.13003. Epub 2015 Jan 12. PubMed PMID: 25362997; PubMed Central PMCID: PMC4337699. 12: Harada S, Haruna Y, Aizawa F, Matsuura W, Nakamoto K, Yamashita T, Kasuya F, Tokuyama S. Involvement of GPR40, a long-chain free fatty acid receptor, in the production of central post-stroke pain after global cerebral ischemia. Eur J Pharmacol. 2014 Dec 5;744:115-23. doi: 10.1016/j.ejphar.2014.09.036. Epub 2014 Sep 30. PubMed PMID: 25281202. 13: Zamarbide M, Etayo-Labiano I, Ricobaraza A, Martínez-Pinilla E, Aymerich MS, Luis Lanciego J, Pérez-Mediavilla A, Franco R. GPR40 activation leads to CREB and ERK phosphorylation in primary cultures of neurons from the mouse CNS and in human neuroblastoma cells. Hippocampus. 2014 Jul;24(7):733-9. doi: 10.1002/hipo.22263. Epub 2014 Feb 27. PubMed PMID: 24550142. 14: Nakamoto K, Nishinaka T, Sato N, Mankura M, Koyama Y, Kasuya F, Tokuyama S. Hypothalamic GPR40 signaling activated by free long chain fatty acids suppresses CFA-induced inflammatory chronic pain. PLoS One. 2013 Dec 12;8(12):e81563. doi: 10.1371/journal.pone.0081563. eCollection 2013. PubMed PMID: 24349089; PubMed Central PMCID: PMC3865354. 15: Zhao Y, Song Y, Shen X, Liao J. Feasible Synthesis of Antagonist of GPR40 by Constructing 2-Thiouracil Ring viaAcid Mediated Cyclization. Heterocycles. 2011 May 1;83(5):1145-1151. PubMed PMID: 21776181; PubMed Central PMCID: PMC3137925. 16: Briscoe CP, Peat AJ, McKeown SC, Corbett DF, Goetz AS, Littleton TR, McCoy DC, Kenakin TP, Andrews JL, Ammala C, Fornwald JA, Ignar DM, Jenkinson S. 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. Epub 2006 May 15. PubMed PMID: 16702987; PubMed Central PMCID: PMC1751878.