4-Chlorosalicylic acid

Names

[ Name ]:
4-Chlorosalicylic acid

[Synonym ]:
4-Chloro Salicylic Acid
4-Chloro-2-Hydroxy Benzoic Acid
MFCD00002449
Benzoic acid, 4-chloro-2-hydroxy-
4-Chlorosalicylic Acid
4-Chloro-2-hydroxybenzoic acid
EINECS 225-829-7

Biological Activity

[Description]:

4-Chlorosalicylic acid is a pharmaceutical intermediate. Inhibits monophenolase and diphenolase activity with IC50s of 1.89 mM and 1.10 mM. Potent antimicrobial activity. Against E. coli with the MIC of 250 μg/mL and with the MBC of 500 μg/mL.

[Related Catalog]:

Signaling Pathways >> Anti-infection >> Bacterial

Signaling Pathways >> Anti-infection >> Fungal

Natural Products >> Acids and Aldehydes

Research Areas >> Infection

[Target]

IC50: 1.89 mM (monophenolase), 1.10 mM (diphenolase)[1]

[In Vitro]

4-chlorosalicylic acid could inhibit both the diphenolase activity and the monophenolase activity of mushroom tyrosinase. 4-chlorosalicylic acid has broad-spectrum antimicrobial activity which could inhibits Gram-positive and Gram-negative bacteria and fungi[1].

[References]

[1]. Han P, et al. Inhibitory effects of 4-chlorosalicylic acid on mushroom tyrosinase and its antimicrobial activities. 107 (2), 797-803, 2008

[Related Small Molecules]

Chemical & Physical Properties

[ Density]:
1.5±0.1 g/cm3

[ Boiling Point ]:
321.1±27.0 °C at 760 mmHg

[ Melting Point ]:
210-212 °C(lit.)

[ Molecular Formula ]:
C₇H₅ClO₃

[ Molecular Weight ]:
172.566

[ Flash Point ]:
148.0±23.7 °C

[ Exact Mass ]:
171.992722

[ PSA ]:
57.53000

[ LogP ]:
3.14

[ Vapour Pressure ]:
0.0±0.7 mmHg at 25°C

[ Index of Refraction ]:
1.630

[ Water Solubility ]:
slightly soluble

MSDS

Click to get detail MSDS

Safety Information

[ Symbol ]:

GHS07

[ Signal Word ]:
Warning

[ Hazard Statements ]:
H315-H319-H335

[ Precautionary Statements ]:
P261-P305 + P351 + P338

[ Personal Protective Equipment ]:
dust mask type N95 (US);Eyeshields;Gloves

[ Hazard Codes ]:
Xn:Harmful;

[ Risk Phrases ]:
R22;R36/37/38

[ Safety Phrases ]:
S26-S37/39

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
3

[ HS Code ]:
2918219000

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Customs

[ 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%

Articles

New bacterial pathway for 4- and 5-chlorosalicylate degradation via 4-chlorocatechol and maleylacetate in Pseudomonas sp. strain MT1.

J. Bacteriol. 185(23) , 6790-800, (2003)

Pseudomonas sp. strain MT1 is capable of degrading 4- and 5-chlorosalicylates via 4-chlorocatechol, 3-chloromuconate, and maleylacetate by a novel pathway. 3-Chloromuconate is transformed by muconate ...

Two angular dioxygenases contribute to the metabolic versatility of dibenzofuran-degrading Rhodococcus sp. strain HA01.

Appl. Environ. Microbiol. 74(12) , 3812-22, (2008)

Rhodococcus sp. strain HA01, isolated through its ability to utilize dibenzofuran (DBF) as the sole carbon and energy source, was also capable, albeit with low activity, of transforming dibenzo-p-diox...

Consortia modulation of the stress response: proteomic analysis of single strain versus mixed culture.

Environ. Microbiol. 12(9) , 2436-49, (2010)

The high complexity of naturally occurring microbial communities is the major drawback limiting the study of these important biological systems. In this study, a comparison between pure cultures of Ps...