3-Chloro-5-hydroxybenzoic acid

Modify Date: 2024-01-12 02:32:53

3-Chloro-5-hydroxybenzoic acid structure	Common Name	3-Chloro-5-hydroxybenzoic acid
	CAS Number	53984-36-4	Molecular Weight	172.566
	Density	1.5±0.1 g/cm3	Boiling Point	364.8±27.0 °C at 760 mmHg
	Molecular Formula	C₇H₅ClO₃	Melting Point	N/A
	MSDS	Chinese USA	Flash Point	174.4±23.7 °C
	Symbol	GHS05, GHS07	Signal Word	Danger

Use of 3-Chloro-5-hydroxybenzoic acid

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
Synonym	More Synonyms

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	Signaling Pathways >> Others >> Others Research Areas >> Metabolic Disease
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

3-Chloro-5-hydroxybenzoic acid MSDS(Chinese)

Symbol	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

3-Chloro-5-meth...

CAS#:82477-67-6

~80%

3-Chloro-5-hydr...

CAS#:53984-36-4

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

Precursor 1
CAS#:82477-67-6 3-Chloro-5-meth...
DownStream 1
CAS#:98406-04-3 Methyl 3-chloro...

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%

Lactate reduces liver and pancreatic injury in Toll-like receptor- and inflammasome-mediated inflammation via GPR81-mediated suppression of innate immunity.

Gastroenterology 146(7) , 1763-74, (2014)

The NACHT, LRR, and pyrin domain-containing protein 3 (NLRP3) inflammasome induces inflammation in response to organ injury, but little is known about its regulation. Toll-like receptors (TLRs) provid...

Benzoic acid, 3-chloro-5-hydroxy-

3-Chloro-5-hydroxybenzoic acid