Peringatan Keamanan

Oral LD50, dermal LD50, and inhalation LD50 in rat are 180 mg/kg MSDS, 64-160 mg/kg L2578, and > 5000 mg/m^3 MSDS , respectively. In a 90-day dermal toxicity study in rabbits, the NOEL for systemic toxicity was 2 mg/kg/day F13. In a rat 90-day oral toxicity study, bronopol was associated with a severe gastrointestinal irritation F13. A chronic feeding or carcinogenicity study with rats resulted in high mortality, stomach lesions, and severe reduction in body weight gain. A reduction in weight gain was also observed in a chronic dermal or carcinogenicity study of mice F13. Bronopol was not mutagenic in four mutagenicity studies F13.

Bronopol

DB13960

small molecule approved

Deskripsi

Bronopol, or 2-Bromo-2-nitro-1,3-propanediol, is an organic compound with wide-spectrum antimicrobial properties. First synthesized in 1897, bronopol was primarily used as a preservative for pharmaceuticals and was registered in the United States in 1984 for use in industrial bactericides, slimicides and preservatives F13. Bronopol is used as a microbicide or microbiostat in various commercial and industrial applications, including oil field systems, air washer systems, air conditioning or humidifying systems, cooling water systems, papermills, absorbent clays, metal working fluids, printing inks, paints, adhesives and consumer products F13. Compared to other aliphatic halogen-nitro compounds, bronopol is more stable to hydrolysis in aqueous media under normal conditions A32792. The inhibitory activity against various bacteria, including Pseudomonas aeruginosa, was demonstrated in vitro A32792. The agent is largely available commercially as an antibacterial for a variety of industrial purposes while it is predominantly available for purchase as a pet animal litter antibacterial at the domestic consumer level F2317. Nevertheless, ongoing contemporary re-evaluations of bronopol use in large markets such as Canada now place various compositional and product restrictions on the use of the agent in cosmetic products L4873 and in other products where it may not primarily be used in the role of a non-medicinal preservative antimicrobial L4874.

Struktur Molekul 2D

Berat 199.988
Wujud solid

Peta Jejaring Molekuler
Legenda: ObatTargetGenEnzim(Panah → menunjukkan arah efek / relasi)TransporterCarrier

Profil Farmakokinetik

Waktu Paruh (Half-Life) The half-life of bronopol in the biological systems is not reported in the literature. The half-life value reported for bronopol reflects the environment fate of the compound. When released into the air as vapours, bronopol is degraded in the atmosphere by reaction with photochemically-produced hydroxyl radicals where the half life for this reaction is approximately 11 days [L2578]. The photolysis half-life is 24 hours in water but may be up to 2 days under natural sunlight [L2578].
Volume Distribusi The highest concentrations of bronopol were detected in the excretory organs of rat such as kidney, liver, and lung [A32797]. The lowest concentration was in the fat [A32797].
Klirens (Clearance) No data available.

Absorpsi

Bronopol was rapidly absorbed in animal studies. It may be absorbed via aerosol inhalation, dermal contact, and ingestion L2578. In rats, approximately 40% of the topically applied dose of bronopol was absorbed through the skin within 24 hr L2578. Following oral administration of 1 mg/kg in rats, the peak plasma concentrations of bronopol were reached up to 2 hours post-dosing A32797.

Metabolisme

Bronopol undergoes degradation in aqueous medium to form bromonitroethanol from a retroaldol reaction with the liberation of an equimolar amount of formaldehyde A32793. Formaldehyde is a degradation product of bronopol, which may cause sensitization L2578. Bromonitroethanol further decomposes to formaldehyde and bromonitromethane. Bromonitroethanol may also break down to release a nitrite ion and 2-bromoethanol A32793.

Rute Eliminasi

Metabolism studies indicate that bronopol is primarily excreted in the urine F13. In rats, about 19% of dermally-applied bronopol was excreted in the urine, feces and expired air L2578. Following oral administration of 1 mg/kg radiolabelled bronopol in rats, approximately 81% and 6% of the administered radioactivity was recovered in the urine and expired air, respectively, within a period of 24 hours A32797. Following intravenous administration in rat, the recoveries in the urine and expired air were 74% and 9% of the dose, respectively A32797.

Interaksi Obat

1 Data
Tenofovir alafenamide The serum concentration of Tenofovir alafenamide can be increased when it is combined with Bronopol.

Target Protein

Thiol groups

Referensi & Sumber

Artikel (PubMed)
  • PMID: 3075439
    Shepherd JA, Waigh RD, Gilbert P: Antibacterial action of 2-bromo-2-nitropropane-1,3-diol (bronopol). Antimicrob Agents Chemother. 1988 Nov;32(11):1693-8.
  • PMID: 22153260
    Shinn AP, Picon-Camacho SM, Bron JE, Conway D, Yoon GH, Guo FC, Taylor NG: The anti-protozoal activity of bronopol on the key life-stages of Ichthyophthirius multifiliis Fouquet, 1876 (Ciliophora). Vet Parasitol. 2012 May 25;186(3-4):229-36. doi: 10.1016/j.vetpar.2011.11.025. Epub 2011 Nov 12.
  • PMID: 14265925
    CROSHAW B, GROVES MJ, LESSEL B: SOME PROPERTIES OF BRONOPOL, A NEW ANTIMICROBIAL AGENT ACTIVE AGAINST PSEUDOMONAS AERUGINOSA. J Pharm Pharmacol. 1964 Dec;16:SUPPL:127-30T.
  • PMID: 12062701
    Wang H, Provan GJ, Helliwell K: Determination of bronopol and its degradation products by HPLC. J Pharm Biomed Anal. 2002 Jun 20;29(1-2):387-92.
  • PMID: 7414618
    Buttar HS, Downie RH: The biotransformation and disposition of bronopol following topical and intravenous administration to rats. Toxicol Lett. 1980 Jul;6(2):101-7.

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Sekuens Gen/Protein (FASTA)

Sekuens dimuat saat dibutuhkan agar halaman tetap ringan.
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