| Identification | Back Directory | [Name]
2-[3-(1,3-Dioxo-1H,3H-benzo[de]isoquinolin-2-yl)-propylsulfanyl]-benzoic acid | [CAS]
325850-81-5 | [Synonyms]
GRI977143
GRI977143; GRI-977143
2-[[3-(1,3-Dioxo-1H-benz[de]isoquinolin-2(3H)-yl)propyl]thio]-benzoic acid
2-((3-(1,3-Dioxo-(1H)benzo[de]isoquinolin-2(3H)-yl)propyl)thio)benzoic Acid
Benzoic acid, 2-[[3-(1,3-dioxo-1H-benz[de]isoquinolin-2(3H)-yl)propyl]thio]-
2-[3-(1,3-Dioxo-1H,3H-benzo[de]isoquinolin-2-yl)-propylsulfanyl]-benzoic acid | [EINECS(EC#)]
803-533-4 | [Molecular Formula]
C22H17NO4S | [MOL File]
325850-81-5.mol | [Molecular Weight]
391.44 |
| Chemical Properties | Back Directory | [storage temp. ]
2-8°C | [solubility ]
DMSO: soluble10mg/mL, clear | [form ]
powder | [color ]
white to light brown | [InChI]
1S/C22H17NO4S/c24-20-16-9-3-6-14-7-4-10-17(19(14)16)21(25)23(20)12-5-13-28-18-11-2-1-8-15(18)22(26)27/h1-4,6-11H,5,12-13H2,(H,26,27) | [InChIKey]
GMVZUCHUOYUMLL-UHFFFAOYSA-N | [SMILES]
S(CCC[n]2[c](c3c4c([c]2=O)cccc4ccc3)=O)c1c(cccc1)C(=O)O |
| Safety Data | Back Directory | [Hazard Codes ]
Xn,N | [Risk Statements ]
22-43-50/53 | [Safety Statements ]
36/37-60-61 | [RIDADR ]
UN 3077 9 / PGIII | [WGK Germany ]
3 | [Storage Class]
11 - Combustible Solids | [Hazard Classifications]
Acute Tox. 4 Oral
Aquatic Acute 1
Aquatic Chronic 1 |
| Hazard Information | Back Directory | [Description]
GRI-977143 is an agonist of G protein-coupled lysophosphatidic acid receptor 2 (LPA2) with an EC50 value of 3.3 μM in LPA2-transfected RH7777 cells. It is selective for LPA2, having no activity at LPA1, LPA3, LPA4, and LPA5 at concentrations up to 10 μM. GRI-977143 increases growth and reduces caspase-3 and -7 activation in LPA2-transduced MEF fibroblasts. It increases MM1 rat hepatoma cell invasion and inhibits apoptosis of IEC-6 cells induced by TNF-α, doxorubicin , or serum withdrawal. GRI-977143 also rescues apoptotic cells from γ-irradiation-induced injury in vitro and in vivo. | [Uses]
2-[3-(1,3-Dioxo-1H,3H-benzo[de]isoquinolin-2-yl)-propylsulfanyl]-benzoic acid is used as a non-lipid agonist of LPA2. LPA (Lipoprotein Associated Phospholipase A2/A3 are important factors in prediction of diseases involving fatty acids such as coronary heart disea se or atherosclerosis.
| [Definition]
ChEBI: GRI977143 is a benzoisoquinoline that is 1H-benzo[de]isoquinoline-1,3(2H)-dione in which the hydrogen attached to the nitrogen has been replaced by a 3-[(2-carboxyphenyl)thio]propyl group. It is a selective LPA2 receptor non-lipid agonist. It has a role as a G-protein-coupled receptor agonist and an apoptosis inhibitor. It is a benzoisoquinoline, an aryl sulfide and a member of benzoic acids. | [IC 50]
LPA2 Receptor: 3.3 μM (EC50) | [storage]
Store at +4°C | [References]
[1] GY?NGYI N KISS. Virtual screening for LPA2-specific agonists identifies a nonlipid compound with antiapoptotic actions.[J]. Molecular Pharmacology, 2012, 82 6: 1162-1173. DOI: 10.1124/mol.112.079699
[2] GY?NGYI N. KISS . Mitigation of radiation injury by selective stimulation of the LPA2 receptor[J]. Biochimica et biophysica acta. Molecular and cell biology of lipids, 2013, 1831 1: Pages 117-125. DOI: 10.1016/j.bbalip.2012.08.020 |
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