Bromochlorophen

• CAS: 15435-29-7
• Catalog Number: ACM15435297
• Category: Main Products
• Molecular Weight: 426.92
• Molecular Formula: C13H8Br2Cl2O2
• Synonyms: 2-bromo-6-[(3-bromo-5-chloro-2-hydroxyphenyl)methyl]-4-chlorophenol
• Appearance: White to yellowish fine crystalline powder

Case Study

Bromochlorophen for the Inhibition of Plasmodium Falciparum OAR

Wickramasinghe, Sasala R., et al. Biochemical Journal, 2006, 393(2), 447-457.

OAR (3-oxoacyl carrier protein reductase, or FabG) is a main fatty acid synthesize enzyme. This article investigated the role of different hexachlorophenol structural analogs (bromochlorophen among them) as OAR inhibitors in Plasmodium falciparum growth. Among them, diresorcinol sulfide, bithiol, and bromochlorophen were found to be active against OAR with IC values in the low micromolar range.
Inhibition of P. falciparum OAR
· A range of potential OAR inhibitors was evaluated at 20 µM for their effectiveness against the enzyme. Triclosan, known as a strong ENR inhibitor, showed minimal activity against OAR, achieving only 3% inhibition.
· In contrast, structural analogues such as hexachlorophene (an antiseptic), bithionol (both an antiseptic and anthelminthic), di-resorcinol sulphide, and bromochlorophen demonstrated over 75% inhibition of OAR.
· The IC50 values for these compounds varied, with hexachlorophene at 2.05 µM and bromochlorophen at 15.4 µM. Meanwhile, EC50 values for inhibiting the growth of P. falciparum in vitro were higher, ranging from 6.2 µM for hexachlorophene to 88 µM for bromochlorophen.

pH-Dependent Partitioning of Bromochlorophen Between the Organosilicon Polydimethylsiloxane and Water

Niu, Lili, et al. ACS Environmental Au 2.3 (2022): 253-262.

This work evaluated the pH-dependent partitioning of 190 organics and ionizable organic chemicals (IOCs, such as bromochlorophen) between the organosilicon polymer polydimethylsiloxane (PDMS) and water. The apparent D_PDMS/w, i of chemical i can be derived from the linear regression slope of the detected chemical concentration pair in PDMS (C_{PDMS, i}, ng/g) and the aqueous phase (C_{w, i}, ng/mL) or their concentration ratio.
The D_{PDMS/w (pH)} results for diprotic acids including bromochlorophen are as follows:
· The diprotic acids tetrabromobisphenol A, bromochlorophen, dichlorphen, daidzein, and bisphenol S exhibited significantly higher DPDMS/w at their neutral pH levels, yet they remained detectable even when neutral species were nearly absent.
· For instance, bromochlorophen displayed a D_PDMS/w that was 1,000 times lower in its approximately 50% anionic and 50% dianionic forms at pH 10.25-11.00 compared to its neutral form at pH 3, though the presence of charged species still had some impact.

Custom Q&A

What is the molecular formula of Bromochlorophen?

The molecular formula of Bromochlorophen is C13H8Br2Cl2O2.

What is the molecular weight of Bromochlorophen?

The molecular weight of Bromochlorophen is 426.9 g/mol.

What is the IUPAC name of Bromochlorophen?

The IUPAC name of Bromochlorophen is 2-bromo-6-[(3-bromo-5-chloro-2-hydroxyphenyl)methyl]-4-chlorophenol.

What is the InChIKey of Bromochlorophen?

The InChIKey of Bromochlorophen is TYBHZVUFOINFDV-UHFFFAOYSA-N.

What is the Canonical SMILES of Bromochlorophen?

The Canonical SMILES of Bromochlorophen is C1=C(C=C(C(=C1CC2=C(C(=CC(=C2)Cl)Br)O)O)Br)Cl.

What is the CAS number of Bromochlorophen?

The CAS number of Bromochlorophen is 15435-29-7.

What is the European Community (EC) number of Bromochlorophen?

The European Community (EC) number of Bromochlorophen is 239-446-8.

What is the UNII of Bromochlorophen?

The UNII of Bromochlorophen is 2JZV1D2GW7.

What is the XLogP3-AA value of Bromochlorophen?

The XLogP3-AA value of Bromochlorophen is 5.8.

Is Bromochlorophen a canonicalized compound?

Yes, Bromochlorophen is a canonicalized compound.