53984-36-4 Usage
Description
3-CHLORO-5-HYDROXY-BENZOIC ACID, also known as 3-chloro-5-hydroxy BA, is an organic compound with a molecular structure featuring a benzoic acid backbone substituted with a hydroxyl group at the 5th position and a chlorine atom at the 3rd position. It exhibits agonistic activity on the GPR81 receptor, which is involved in various physiological processes.
Uses
Used in Pharmaceutical Industry:
3-CHLORO-5-HYDROXY-BENZOIC ACID is used as a selective agonist for the GPR81 receptor (also known as HCAR1) for its antilipolytic effects. It activates the GPR81 receptor with an EC50 of 16 μM and is inactive against the related GPR109a (HCAR2) receptor. 3-CHLORO-5-HYDROXY-BENZOIC ACID is effective across various mammalian species and has been shown to stimulate lipolysis, increasing serum free fatty acids in mice fed a high-fat diet for 10 weeks.
Additionally, 3-chloro-5-hydroxy BA, similar to lactate, has the ability to block basal ghrelin secretion by primary gastric mucosal cells, which could have implications for the development of treatments related to metabolic disorders and obesity.
Used in Research Applications:
3-CHLORO-5-HYDROXY-BENZOIC ACID is also used as a research tool to study the function and role of the GPR81 receptor in cellular processes and signaling pathways. Its selective agonistic activity makes it a valuable compound for investigating the mechanisms underlying the receptor's activation and the subsequent physiological responses.
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.
Check Digit Verification of cas no
The CAS Registry Mumber 53984-36-4 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 5,3,9,8 and 4 respectively; the second part has 2 digits, 3 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 53984-36:
(7*5)+(6*3)+(5*9)+(4*8)+(3*4)+(2*3)+(1*6)=154
154 % 10 = 4
So 53984-36-4 is a valid CAS Registry Number.
53984-36-4Relevant articles and documents
Mandelic acid derivatives and their use as throbin inhibitors
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Page/Page column 21, (2008/06/13)
There is provided a compound of formula I wherein Ra, R1, R2, Y and R3 have meanings given in the description and pharmaceutically acceptable derivatives (including prodrugs) thereof, which compounds and derivatives are useful as, or are useful as prodrugs of, competitive inhibitors of trypsin-like proteases, such as thrombin, and thus, in particular, in the treatment of conditions where inhibition of thrombin is required (e.g. thrombosis) or as anticoagulants.
