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Pretomanid information


Pretomanid
Clinical data
Trade namesDovprela
Other namesPA-824
AHFS/Drugs.comMonograph
MedlinePlusa619056
License data
  • US DailyMed: Pretomanid
Routes of
administration
By mouth
ATC code
  • J04AK08 (WHO)
Legal status
Legal status
  • US: ℞-only[1]
  • EU: Rx-only[2][3]
Identifiers
IUPAC name
  • (6S)-2-Nitro-6-{[4-(trifluoromethoxy)benzyl]oxy}-6,7-dihydro-5H-imidazo[2,1-b] [1,3]oxazine
CAS Number
  • 187235-37-6
PubChem CID
  • 456199
DrugBank
  • DB05154
ChemSpider
  • 401693 checkY
UNII
  • 2XOI31YC4N
KEGG
  • D10722 checkY
ChEMBL
  • ChEMBL227875 checkY
CompTox Dashboard (EPA)
  • DTXSID8041163 Edit this at Wikidata
Chemical and physical data
FormulaC14H12F3N3O5
Molar mass359.261 g·mol−1
3D model (JSmol)
  • Interactive image
SMILES
  • C1[C@@H](COC2=NC(=CN21)[N+](=O)[O-])OCC3=CC=C(C=C3)OC(F)(F)F
InChI
  • InChI=1S/C14H12F3N3O5/c15-14(16,17)25-10-3-1-9(2-4-10)7-23-11-5-19-6-12(20(21)22)18-13(19)24-8-11/h1-4,6,11H,5,7-8H2/t11-/m0/s1 ☒N
  • Key:ZLHZLMOSPGACSZ-NSHDSACASA-N ☒N

Pretomanid is an antibiotic medication used for the treatment of multi-drug-resistant tuberculosis affecting the lungs.[4][5] It is generally used together with bedaquiline and linezolid.[4] It is taken by mouth.[4]

The most common side effects include nerve damage, acne, vomiting, headache, low blood sugar, diarrhea, and liver inflammation.[4] It is in the nitroimidazole class of medications.[6]

Pretomanid was approved for medical use in the United States in August 2019,[4][7] and in the European Union in July 2020.[2] Pretomanid was developed by TB Alliance.[8][4][9] The U.S. Food and Drug Administration (FDA) considers it to be a first-in-class medication.[10] It is on the World Health Organization's List of Essential Medicines.[11]

  1. ^ Cite error: The named reference Pretomanid FDA label was invoked but never defined (see the help page).
  2. ^ a b "Pretomanid FGK EPAR". European Medicines Agency (EMA). 24 March 2020. Retrieved 25 September 2020. Text was copied from this source which is © European Medicines Agency. Reproduction is authorized provided the source is acknowledged.
  3. ^ "Dovprela Product information". Union Register of medicinal products. Retrieved 3 March 2023.
  4. ^ a b c d e f "FDA approves new drug for treatment-resistant forms of tuberculosis that affects the lungs". U.S. Food and Drug Administration (FDA) (Press release). 14 August 2019. Retrieved 28 August 2019. Public Domain This article incorporates text from this source, which is in the public domain.
  5. ^ "Drug Trials Snapshots: Pretomanid". U.S. Food and Drug Administration (FDA). 14 August 2019. Retrieved 17 March 2020.
  6. ^ "Our Pipeline". TB Alliance. 19 July 2015. Retrieved 18 April 2019.
  7. ^ "Drug Approval Package: Pretomanid". U.S. Food and Drug Administration (FDA). 12 September 2019. Retrieved 25 September 2020.
  8. ^ "TB Medicine Pretomanid Enters Regulatory Review Process in the United States". TB Alliance. 8 March 2019. Retrieved 18 April 2019.
  9. ^ Abutaleb Y (14 August 2019). "New antibiotic approved for drug-resistant tuberculosis". The Washington Post.
  10. ^ "New Drug Therapy Approvals 2019". U.S. Food and Drug Administration. 31 December 2019. Retrieved 15 September 2020.
  11. ^ World Health Organization (2023). The selection and use of essential medicines 2023: web annex A: World Health Organization model list of essential medicines: 23rd list (2023). Geneva: World Health Organization. hdl:10665/371090. WHO/MHP/HPS/EML/2023.02.

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variety include metronidazole, tinidazole, nimorazole, dimetridazole, pretomanid, ornidazole, megazol, and azanidazole. Drugs based on 2-nitroimidazoles...

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shown to be important in the action of another antimycobacterial prodrug pretomanid. Isoniazid is bactericidal to rapidly dividing mycobacteria, but is bacteriostatic...

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to which mycolic acid would be attached. This mechanism is shared with pretomanid. Clinical isolates resistant to this drug tend to have mutations in the...

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ATC code J04

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Morinamide J04AK05 Bedaquiline J04AK06 Delamanid J04AK07 Amithiozone J04AK08 Pretomanid J04AM01 Streptomycin and isoniazid J04AM02 Rifampicin and isoniazid J04AM03...

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Tuberculosis management

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trial or on a compassionate basis. Their efficacy and safety are unknown: Pretomanid (manufactured by Novartis, developed in partnership with TB Alliance)...

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component of the experimental BPaMZ combination treatment (bedaquiline + pretomanid + moxifloxacin + pyrazinamide). "Bedaquiline Fumarate". The American Society...

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Coenzyme F420

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highly reactive and attacks cell wall synthesis enzymes such as DprE2. Pretomanid works in the same way. Clinical isolates resistant to these two drugs...

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Priority review

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Rare pediatric Zolgensma Spinal muscular atrophy AveXis Tropical disease Pretomanid Tuberculosis TB Alliance Material threat countermeasure Jynneos Smallpox...

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