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3-CHLORO-5-HYDROXY-BENZOIC ACID

Product Name
3-CHLORO-5-HYDROXY-BENZOIC ACID
CAS No.
53984-36-4
Chemical Name
3-CHLORO-5-HYDROXY-BENZOIC ACID
Synonyms
3-chloro-5-hydroxy BA;GPR81 Agonist, 3Cl-5OH-BA;5-Chloro-m-salicylic Acid;3-CHLORO-5-HYDROXY-BENZOIC ACID;5-(hydroxy)-3-chlorobenzoic acid;Benzoic acid, 3-chloro-5-hydroxy-;GPR81 Agonist, 3Cl-5OH-BA - CAS 53984-36-4 - Calbiochem
CBNumber
CB0129376
Molecular Formula
C7H5ClO3
Formula Weight
172.57
MOL File
53984-36-4.mol
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3-CHLORO-5-HYDROXY-BENZOIC ACID Property

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)
pka
3.71±0.10(Predicted)
form 
powder
color 
white to beige
InChIKey
RJOLIYHZZKAIET-UHFFFAOYSA-N
CAS DataBase Reference
53984-36-4
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Safety

Hazard Codes 
Xn
Risk Statements 
22-37/38-41
Safety Statements 
26-36
WGK Germany 
3
HS Code 
2916399090
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H318Causes serious eye damage

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
SML0447
Product name
3-Chloro-5-hydroxybenzoic acid
Purity
≥97% (HPLC)
Packaging
25mg
Price
$309
Updated
2023/01/07
TCI Chemical
Product number
C3183
Product name
3-Chloro-5-hydroxybenzoic Acid
Purity
>98.0%(GC)(T)
Packaging
1g
Price
$116
Updated
2024/03/01
TCI Chemical
Product number
C3183
Product name
3-Chloro-5-hydroxybenzoic Acid
Purity
>98.0%(GC)(T)
Packaging
5g
Price
$391
Updated
2024/03/01
Cayman Chemical
Product number
16795
Product name
3-chloro-5-hydroxy BA
Purity
≥98%
Packaging
25mg
Price
$36
Updated
2024/03/01
Cayman Chemical
Product number
16795
Product name
3-chloro-5-hydroxy BA
Purity
≥98%
Packaging
50mg
Price
$61
Updated
2024/03/01
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3-CHLORO-5-HYDROXY-BENZOIC ACID Chemical Properties,Usage,Production

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

Raw materials

Preparation Products

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3-CHLORO-5-HYDROXY-BENZOIC ACID Suppliers

Toronto Research Chemicals
Tel
--
Fax
--
Email
info@trc-canada.com
Country
Canada
ProdList
6038
Advantage
71
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View Lastest Price from 3-CHLORO-5-HYDROXY-BENZOIC ACID manufacturers

Henan Fengda Chemical Co., Ltd
Product
3-CHLORO-5-HYDROXY-BENZOIC ACID 53984-36-4
Price
US $3.00-0.20/KG
Min. Order
1KG
Purity
98%
Supply Ability
g-kg-tons, free sample is available
Release date
2024-03-26
Henan Aochuang Chemical Co.,Ltd.
Product
3-CHLORO-5-HYDROXY-BENZOIC ACID 53984-36-4
Price
US $0.00-0.00/KG
Min. Order
1KG
Purity
98%
Supply Ability
1ton
Release date
2022-09-22
Career Henan Chemical Co
Product
3-CHLORO-5-HYDROXY-BENZOIC ACID 53984-36-4
Price
US $100.00/KG
Min. Order
1KG
Purity
98%
Supply Ability
200kg
Release date
2018-08-15