Terizidone
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MedKoo CAT#: 328068

CAS#: 25683-71-0

Description: Terizidone is a drug used in the treatment of tuberculosis. Terizidone is used mainly used in multi-drug-resistant tuberculosis (MDR-TB) in conjunction with other second-line drugs. It is a derivate of cycloserine and it is bacteriostatic.


Chemical Structure

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Terizidone
CAS# 25683-71-0

Theoretical Analysis

MedKoo Cat#: 328068
Name: Terizidone
CAS#: 25683-71-0
Chemical Formula: C14H14N4O4
Exact Mass: 302.10
Molecular Weight: 302.290
Elemental Analysis: C, 55.63; H, 4.67; N, 18.53; O, 21.17

Price and Availability

Size Price Availability Quantity
100mg USD 450
200mg USD 650
500mg USD 950
1g USD 1450
2g USD 2150
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Synonym: Terizidone

IUPAC/Chemical Name: 4,4'-(((1E,1'E)-1,4-phenylenebis(methanylylidene))bis(azanylylidene))bis(isoxazolidin-3-one)

InChi Key: ODKYYBOHSVLGNU-IAGONARPSA-N

InChi Code: 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)/b15-5+,16-6+

SMILES Code: O=C1NOCC1/N=C/C2=CC=C(/C=N/C3C(NOC3)=O)C=C2

Appearance: Solid powder

Purity: >98% (or refer to the Certificate of Analysis)

Shipping Condition: Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility: Soluble in DMSO

Shelf Life: >2 years if stored properly

Drug Formulation: This drug may be formulated in DMSO

Stock Solution Storage: 0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code: 2934.99.9001

More Info:

Biological target:
In vitro activity:
In vivo activity:

Preparing Stock Solutions

The following data is based on the product molecular weight 302.29 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
Formulation protocol:
In vitro protocol:
In vivo protocol:

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1: Hwang TJ, Wares DF, Jafarov A, Jakubowiak W, Nunn P, Keshavjee S. Safety of cycloserine and terizidone for the treatment of drug-resistant tuberculosis: a meta-analysis. Int J Tuberc Lung Dis. 2013 Oct;17(10):1257-66. doi: 10.5588/ijtld.12.0863. Review. PubMed PMID: 23735593.

2: Vora A. Terizidone. J Assoc Physicians India. 2010 Apr;58:267-8. PubMed PMID: 21046890.

3: Galietti F, Giorgis GE, Oliaro A, Boaro D, Ardizzi A, Barberis S, Massaglia GM. [Tolerability to terizidone (TZ) in the treatment of pulmonary tuberculosis in dialyzed patients]. Minerva Med. 1991 Jul-Aug;82(7-8):477-81. Italian. PubMed PMID: 1922892.

4: Semenitz E, Madersbacher H, Spanudakis S. [Contribution to the therapeutic use of terizidone]. Wien Med Wochenschr. 1976 Nov 5;126(45):640-2. German. PubMed PMID: 1007295.

5: Costa AL. [Antibacterial activity of urea combined with terizidone on pathogenic strains isolated from urine cultures]. Minerva Urol. 1976 May-Jun;28(3):109-11. Italian. PubMed PMID: 1018703.

6: Zítková L, Tousek J. Pharmacokinetics of cycloserine and terizidone. A comparative study. Chemotherapy. 1974;20(1):18-28. PubMed PMID: 4845674.

7: Pavlík V, Hradecký L. [Terizidone and phenazopyridine--an effective preparation for treatment of infections of the urinary tract during pregnancy (author's transl)]. Cesk Gynekol. 1973 Nov;38(9):660-1. Czech. PubMed PMID: 4765157.

8: Böszörményi M. [Triple placebo test for comparison of side effects of terizidone (terivalidin) and cycloserine]. Int J Clin Pharmacol. 1973 Aug;8(1):37-41. German. PubMed PMID: 4580381.

9: Zrilić V, Mijatović M, Mirković S, Muzikravić T. [Results of clinical trials of a new antitubercular agent, terizidone (Terivalidine)]. Plucne Bolesti Tuberk. 1972 Apr-Jun;24(2):89-98. . PubMed PMID: 4565191.

10: Dumon JF, Aimone J, Dumon G. [Preliminary note on Terizidone]. Mars Med. 1972;109(11):730-2. French. PubMed PMID: 4662237.

11: Strata A. [Clinical pharmacology of Terizidone]. Lotta Tuberc. 1971 Aug-Sep;41(3):367-88. Italian. PubMed PMID: 5003852.

12: Fossati C. [Terizidone in the therapy of chronic pulmonary tuberculosis]. G Ital Mal Torace. 1971 Jul-Aug;25(4):195-204. Italian. PubMed PMID: 5141834.

13: Robutti A. [Terizidone in the therapy of urogenital tuberculosis]. Minerva Urol. 1971 Jul-Aug;23(4):139-48. Italian. PubMed PMID: 5117333.

14: Gaĭdov N. [Terizidone--a new synthetic antitubercular antibiotic (review of the literature)]. Probl Tuberk. 1971;49(12):19-22. Review. Russian. PubMed PMID: 4946049.

15: Briones FH. [Evaluation of secondary manifestations in patients treated with terizidone]. Rev Bras Med. 1970 May;27(5):271-5. Portuguese. PubMed PMID: 5457765.

16: Hammerli A, Gallindo IS. [Treatment of resistant chronic tuberculosis. A new antitubercular agent: terizidone]. Rev Bras Med. 1969 Nov;26(11):684-8. Portuguese. PubMed PMID: 5396432.

17: Nitti V, Catena E, Ninni A, Marsico SA. [Activity of terizidone in experimental tuberculosis in rabbits]. Arch Tisiol Mal Appar Respir. 1969 Sep;24(9):667-98. Italian. PubMed PMID: 5315045.

18: Strata A, Dell'Anna A, Cucurachi P, Borghetti A, Novarini A, Franchini I. [Pharmacokinetics of Terizidone in kidney diseases patients]. G Clin Med. 1969 Jun;50(6):504-20. Italian. PubMed PMID: 5386608.

19: Rizzo A, Gomes A, Antunes G. [Cycloserine and terizidone in the treatment of pulmonary tuberculosis: clinical study of tolerance]. Rev Bras Med. 1969 Feb;26(2):119-22. Portuguese. PubMed PMID: 5797682.

20: Vivenzio L. [Terizidone in the therapy of tubercular orchiepididymitis]. Arch Tisiol Mal Appar Respir. 1968 Dec;23(12):1001-6. Italian. PubMed PMID: 5305705.