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| | 3-CHLORO-5-HYDROXY-BENZOIC ACID Basic information |
| | 3-CHLORO-5-HYDROXY-BENZOIC ACID Chemical Properties |
| Melting point | 244.0 to 248.0 °C | | Boiling point | 364.8±27.0 °C(Predicted) | | density | 1.536±0.06 g/cm3(Predicted) | | storage temp. | Sealed in dry,Room Temperature | | solubility | DMSO: soluble15mg/mL (clear solution) | | form | powder | | pka | 3.71±0.10(Predicted) | | color | white to beige | | InChIKey | RJOLIYHZZKAIET-UHFFFAOYSA-N | | CAS DataBase Reference | 53984-36-4 |
| Hazard Codes | Xn | | Risk Statements | 22-37/38-41 | | Safety Statements | 26-36 | | WGK Germany | 3 | | HS Code | 2916399090 |
| | 3-CHLORO-5-HYDROXY-BENZOIC ACID Usage And Synthesis |
| Uses | GPR81, also known as hydroxycarboxylic acid receptor 1 (HCAR1), is a recently de-orphanized receptor that is activated by lactic acid (EC50 ~ 1.5 mM) but not by other hydroxycarboxylic acids. 3-chloro-5-hydroxy Benzoic Acid (3-chloro-5-hydroxy BA) is an agonist of GPR81 (EC50 = 16 μM) that is inactive against the related GPR109a (HCAR2) receptor. It is similarly effective at GPR81 receptors from a variety of mammalian species and is bioavailable, stimulating lipolysis (increased serum free fatty acids) in mice fed high fat chow for 10 weeks. 3-chloro-5-hydroxy BA, like lactate, blocks basal ghrelin secretion by primary gastric mucosal cells.[Cayman Chemical] | | Uses | 5-Chloro-m-salicylic Acid was studied as a potential selective lactate receptor (GPR81) agonists with antilipolytic effects. | | Biological Activity | 3-chloro-5-hydroxy ba is a gpr81 agonist.gpr81 (hca1) is a member of g-protein-coupled receptors (gpcrs). gpr81 is predominantly expressed on adipocytes and is activated by the endogenous ligands 2-hydroxypropanoate (lactate). stimulation of gpr81 in adipose tissue lead to a decrease in the lipolysis of triglycerides by hormone-sensitive lipase, which resulted in reduced transport of fatty acids to the liver and a decrease in hepatic triglycerides [1]. | | in vitro | in the hgpr81 assay, 3-chloro-5-hydroxybenzoic acid showed the potency against gpr81 with an ec50 of 16 μm. the ec50 of 3-chloro-5-hydroxybenzoic acid against monkey gpr81, dog gpr81, rat gpr81, mouse gpr81, and hamster gpr81 was 17 μm, 67 μm, 7 μm, 22 μm and 27 μm, respectively [1]. 3-chloro-5-hydroxy ba blocked basal ghrelin secretion by primary gastric mucosal cells [2]. | | in vivo | in mice, oral administration of 3-chloro-5-hydroxybenzoic acid at 30 mg/kg provided a cmax of 67 μm at approximately 3-fold over the in vitro ec50 with an aucinf of 54 h μm and a short t1/2 of 1.5 h, and the 100 mg/kg p.o dose attained a cmax of 342 μm at greater than 15-fold over the observed in vitro ec50 [1]. | | references | [1]. dvorak c a, liu c, shelton j, et al. identification of hydroxybenzoic acids as selective lactate receptor (gpr81) agonists with antilipolytic effects[j]. acs medicinal chemistry letters, 2012, 3(8): 637-639.
[2]. engelstoft m s, park w, sakata i, et al. seven transmembrane g protein-coupled receptor repertoire of gastric ghrelin cells[j]. molecular metabolism, 2013, 2(4): 376-392. |
| | 3-CHLORO-5-HYDROXY-BENZOIC ACID Preparation Products And Raw materials |
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