Terizidone

For research use only. Not for therapeutic Use.

  • CAT Number: R047000
  • CAS Number: 25683-71-0
  • Molecular Formula: C14H14N4O4
  • Molecular Weight: 302.29
  • Purity: ≥95%
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Terizidone(Cat No.:R047000)is an antibiotic used primarily in the treatment of multidrug-resistant tuberculosis (MDR-TB). It is a prodrug of cycloserine, which inhibits bacterial cell wall synthesis by targeting alanine racemase and D-alanine ligase, enzymes essential for bacterial growth. Terizidone is often part of combination therapy for TB due to its efficacy against Mycobacterium tuberculosis. It is generally administered orally, providing an alternative to injectable drugs in TB regimens. Terizidone’s role in MDR-TB management is critical, although it requires monitoring due to potential neuropsychiatric side effects.


Catalog Number R047000
CAS Number 25683-71-0
Synonyms

4,4’-[1,4-Phenylenebis(methylidynenitrilo)]bis-3-isoxazolidinone; Terivalidin; Terizidon;

Molecular Formula C14H14N4O4
Purity ≥95%
Target Bacterial
Storage -20°C
IUPAC Name 4-[[4-[(3-oxo-1,2-oxazolidin-4-yl)iminomethyl]phenyl]methylideneamino]-1,2-oxazolidin-3-one
InChI InChI=1S/C14H14N4O4/c19-13-11(7-21-17-13)15-5-9-1-2-10(4-3-9)6-16-12-8-22-18-14(12)20/h1-6,11-12H,7-8H2,(H,17,19)(H,18,20)
InChIKey ODKYYBOHSVLGNU-UHFFFAOYSA-N
SMILES C1C(C(=O)NO1)N=CC2=CC=C(C=C2)C=NC3CONC3=O
Reference

</br>1:Safety of cycloserine and terizidone for the treatment of drug-resistant tuberculosis: a meta-analysis. Hwang TJ, Wares DF, Jafarov A, Jakubowiak W, Nunn P, Keshavjee S.Int J Tuberc Lung Dis. 2013 Oct;17(10):1257-66. doi: 10.5588/ijtld.12.0863. Epub 2013 Jun 3. Review. PMID: 23735593 </br>2:Terizidone. Vora A.J Assoc Physicians India. 2010 Apr;58:267-8. No abstract available. PMID: 21046890 </br>3:[Tolerability to terizidone (TZ) in the treatment of pulmonary tuberculosis in dialyzed patients]. Galietti F, Giorgis GE, Oliaro A, Boaro D, Ardizzi A, Barberis S, Massaglia GM.Minerva Med. 1991 Jul-Aug;82(7-8):477-81. Italian. PMID: 1922892 </br>4:[Contribution to the therapeutic use of terizidone]. Semenitz E, Madersbacher H, Spanudakis S.Wien Med Wochenschr. 1976 Nov 5;126(45):640-2. German. No abstract available. PMID: 1007295 </br>5:[Antibacterial activity of urea combined with terizidone on pathogenic strains isolated from urine cultures]. Costa AL.Minerva Urol. 1976 May-Jun;28(3):109-11. Italian. No abstract available. PMID: 1018703 </br>6:Pharmacokinetics of cycloserine and terizidone. A comparative study. Zítková L, Tousek J.Chemotherapy. 1974;20(1):18-28. No abstract available. PMID: 4845674 </br>7:[Terizidone and phenazopyridine–an effective preparation for treatment of infections of the urinary tract during pregnancy (author/’s transl)]. Pavlík V, Hradecký L.Cesk Gynekol. 1973 Nov;38(9):660-1. Czech. No abstract available. PMID: 4765157 </br>8:[Triple placebo test for comparison of side effects of terizidone (terivalidin) and cycloserine]. Böszörményi M.Int J Clin Pharmacol. 1973 Aug;8(1):37-41. German. No abstract available. PMID: 4580381 </br>9:[Results of clinical trials of a new antitubercular agent, terizidone (Terivalidine)]. Zrilić V, Mijatović M, Mirković S, Muzikravić T.Plucne Bolesti Tuberk. 1972 Apr-Jun;24(2):89-98. Croatian. No abstract available. PMID: 4565191 </br>10:[Preliminary note on Terizidone]. Dumon JF, Aimone J, Dumon G.Mars Med. 1972;109(11):730-2. French. No abstract available. PMID: 4662237

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