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53984-36-4

53984-36-4 structure
53984-36-4 structure
  • Name: 3-Chloro-5-hydroxybenzoic acid
  • Chemical Name: 3-Chloro-5-hydroxybenzoic acid
  • CAS Number: 53984-36-4
  • Molecular Formula: C7H5ClO3
  • Molecular Weight: 172.566
  • Catalog: Research Areas Metabolic Disease
  • Create Date: 2018-03-04 08:00:00
  • Modify Date: 2024-01-12 02:32:53
  • 3-Chloro-5-hydroxybenzoic acid is a potent, orally active and selective lactate receptor GPR81 agonist, with an EC50 of 16 μM for human GPR81. 3-Chloro-5-hydroxybenzoic acid exhibits favorable in vivo effects on lipolysis in a mouse model of obesity[1].

Name 3-Chloro-5-hydroxybenzoic acid
Synonyms Benzoic acid, 3-chloro-5-hydroxy-
3-Chloro-5-hydroxybenzoic acid
Description 3-Chloro-5-hydroxybenzoic acid is a potent, orally active and selective lactate receptor GPR81 agonist, with an EC50 of 16 μM for human GPR81. 3-Chloro-5-hydroxybenzoic acid exhibits favorable in vivo effects on lipolysis in a mouse model of obesity[1].
Related Catalog
In Vitro 3-Chloro-5-hydroxybenzoic acid shows potency against human (EC50=16 μM), monkey (EC50=17 μM), dog (EC50=67 μM), rat (EC50=7 μM), mouse (EC50=22 μM), and hamster GPR81 (EC50=27 μM)[1].
In Vivo 3-Chloro-5-hydroxybenzoic acid (30, 100, and 300 mg/kg; PO in overnight fasted C57Bl6/J mice fed high fat chow for 10 weeks) shows significant reductions in free fatty acids at all doses tested, resulting in a minimum efficacious dose of 30 mg/kg[1]. Pharmacokinetic Parameters of 3-Chloro-5-hydroxybenzoic acid in Mice[1]. dose (mg/kg) tmax (h) AUCinf (h ng/mL) Cmax (ng/mL) Cmax (μM) t1/2 (h) 30 0.5 9356 11689.50 67.2 1.47 100 0.5 51312 55252.80 341.9 1.10 Animal Model: C57Bl6/J mice (DIO mice)[1] Dosage: 30, 100, and 300 mg/kg Administration: PO in overnight fasted C57Bl6/J mice fed high fat chow for 10 weeks Result: Significant reductions in nonesterified free fatty acid cholesterol (NEFAc) at all doses tested.
References

[1]. Dvorak CA, et al. Identification of Hydroxybenzoic Acids as Selective Lactate Receptor (GPR81) Agonists with Antilipolytic Effects. ACS Med Chem Lett. 2012;3(8):637-639. Published 2012 Jun 11.

Density 1.5±0.1 g/cm3
Boiling Point 364.8±27.0 °C at 760 mmHg
Molecular Formula C7H5ClO3
Molecular Weight 172.566
Flash Point 174.4±23.7 °C
Exact Mass 171.992722
PSA 57.53000
LogP 2.83
Vapour Pressure 0.0±0.9 mmHg at 25°C
Index of Refraction 1.630
Symbol GHS05 GHS07
GHS05, GHS07
Signal Word Danger
Hazard Statements H302-H315-H318-H335
Precautionary Statements P261-P280-P305 + P351 + P338
RIDADR NONH for all modes of transport
HS Code 2918290000

~80%

53984-36-4 structure

53984-36-4

Literature: ASTRAZENECA AB Patent: WO2003/101956 A1, 2003 ; Location in patent: Page 55; 56 ; WO 03/101956 A1
Precursor  1

DownStream  1

HS Code 2918290000
Summary HS: 2918290000 other carboxylic acids with phenol function but without other oxygen function, their anhydrides, halides, peroxides, peroxyacids and their derivatives Tax rebate rate:9.0% Supervision conditions:AB(certificate of inspection for goods inward,certificate of inspection for goods outward) VAT:17.0% MFN tariff:6.5% General tariff:30.0%