Peringatan Keamanan

Acute oral LD50 value is 177 mg/kg in rat and 160 mg/kg in mouse. Acute dermal LD50 was 100 mg/kg in rabbit MSDS.

Pyrithione

DB06815

small molecule approved

Deskripsi

Pyrithione zinc, or zinc pyrithione or zinc pyridinethione, is a coordination complex consisted of pyrithione ligands chelated to zinc (2+) ions via oxygen and sulfur centers. In the crystalline state, it exists as a centrosymmetric dimer. Due to its dynamic fungistatic and bacteriostatic properties, pyrithione zinc is used to treat dandruff and seborrheic dermatitis. Dandruff is a common scalp disease affecting >40% of the world's adult population, and may be caused by fungi such as Malassezia globosa and M. restricta A32162.

Pyrithione zinc is commonly found as an active ingredient in OTC antidandruff topical treatments such as shampoos. It mediates its action by increasing the cellular levels of copper, and damaging iron-sulfur clusters of proteins essential for fungal metabolism and growth A27132. Due to low solubility, pyrithione zinc released from the topical formulations is deposited and retained relatively well onto the target skin surfaces A27133. Other uses of pyrithione zinc include additive in antifouling outdoor paints and algaecide. While its use has been approved in the early 1960's by the FDA A32163, safety and effectiveness of pyrithione zinc has been reported for decades. It is not shown to have any significant estrogenic activity according to the in vivo and in vitro assays A32163.

Struktur Molekul 2D

Berat 127.16
Wujud solid

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

Profil Farmakokinetik

Waktu Paruh (Half-Life) -
Volume Distribusi -
Klirens (Clearance) -

Absorpsi

Following oral ingestion, only the pyrithione moiety is absorbed. Less than 1% of administered zinc pyrithione is absorbed from the skin L1758. Radioabeled Zn pyrithione administered to rats, rabbits and monkeys, either orally or via intraperitoneal injection were absorbed into circulatin to extent of 80-90% L1758.

Metabolisme

After oral administration in rabbits, rats, monkeys, and dogs, pyrithione zinc is biotransformed into 2-pyridinethiol 1-oxide S-glucuronide and 2-pyridinethiol S-glucuronide L1758.

Rute Eliminasi

The major route of elimination from the body after oral administration in rat was urine, with S-glucuronides of 2-mercaptopyridine-N-oxide being the major metabolites and 2-mercaptopyridine-N-oxide as the minor metabolite. Following oral administration, the majority of zinc is eliminated in the feces L1758. Upon dermal administration, >90% of recovery was obtained from washings of the application site of pigs. Urinary excretion was 3% in animals with intact skin L1758.

Interaksi Obat

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

Target Protein

Potassium voltage-gated channel subfamily KQT member 1 KCNQ1

Referensi & Sumber

Synthesis reference: Schwartz JR: Zinc Pyrithione: A Topical Antimicrobial With Complex Pharmaceutics. J Drugs Dermatol. 2016 Feb;15(2):140-4.
Artikel (PubMed)
  • PMID: 21919897
    Reeder NL, Xu J, Youngquist RS, Schwartz JR, Rust RC, Saunders CW: The antifungal mechanism of action of zinc pyrithione. Br J Dermatol. 2011 Oct;165 Suppl 2:9-12. doi: 10.1111/j.1365-2133.2011.10571.x.
  • PMID: 26885780
    Schwartz JR: Zinc Pyrithione: A Topical Antimicrobial With Complex Pharmaceutics. J Drugs Dermatol. 2016 Feb;15(2):140-4.
  • PMID: 21947398
    Reeder NL, Kaplan J, Xu J, Youngquist RS, Wallace J, Hu P, Juhlin KD, Schwartz JR, Grant RA, Fieno A, Nemeth S, Reichling T, Tiesman JP, Mills T, Steinke M, Wang SL, Saunders CW: Zinc pyrithione inhibits yeast growth through copper influx and inactivation of iron-sulfur proteins. Antimicrob Agents Chemother. 2011 Dec;55(12):5753-60. doi: 10.1128/AAC.00724-11. Epub 2011 Sep 26.
  • PMID: 28183164
    Yoon KS, Youn N, Gu H, Kwack SJ: Estrogenic activity of zinc pyrithione: an in vivo and in vitro study. Environ Health Toxicol. 2017 Feb 9;32:e2017004. doi: 10.5620/eht.e2017004. eCollection 2017.
  • PMID: 16382685
    DeAngelis YM, Gemmer CM, Kaczvinsky JR, Kenneally DC, Schwartz JR, Dawson TL Jr: Three etiologic facets of dandruff and seborrheic dermatitis: Malassezia fungi, sebaceous lipids, and individual sensitivity. J Investig Dermatol Symp Proc. 2005 Dec;10(3):295-7. doi: 10.1111/j.1087-0024.2005.10119.x.

Contoh Produk & Brand

Produk: 1379 • International brands: 0
Produk
  • 111MedCo Medicated Bar 2 Pyrithione Zinc
    Soap • 20 mg/1g • Topical • US • OTC
  • 2 In 1
    Shampoo • 10.4 mg/1mL • Topical • US • OTC
  • 2 In 1
    Shampoo • 10.3 mg/1mL • Topical • US • OTC
  • 2 In 1
    Shampoo • 10.3 mg/1mL • Topical • US • OTC
  • 2 In 1
    Shampoo • 10 mg/1mL • Topical • US • OTC
  • 2 in 1 anti-Dandruff
    Shampoo • 10 mg/1mL • Topical • US • OTC
  • 2 In 1 Anti-dandruff Shampoo and Conditioner
    Lotion • 1 % • Topical • Canada • OTC • Approved
  • 2 in 1 Antidandruff
    Shampoo • 10 mg/1mL • Topical • US • OTC
Menampilkan 8 dari 1379 produk.

Sekuens Gen/Protein (FASTA)

Sekuens dimuat saat dibutuhkan agar halaman tetap ringan.
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