User:Mr. Ibrahem/Tigecycline

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Mr. Ibrahem/Tigecycline
Clinical data
Pronunciation/ˌtaɪɡəˈsaɪkliːn/
Trade namesTygacil
AHFS/Drugs.comMonograph
MedlinePlusa614002
License data
Pregnancy
category
Routes of
administration		Intravenous (IV)
Drug classTetracycline antibiotic[2]
Legal status
Legal status
Pharmacokinetic data
Protein binding71–89%
MetabolismNot metabolized
Elimination half-life42.4 hours
Excretion59% Bile, 33% kidney
Identifiers
  • N-[(5aR,6aS,7S,9Z,10aS)-9-(amino-hydroxy-methylidene)-4,7-bis(dimethylamino)-1,10a,12-trihydroxy-8,10,11-trioxo-5a,6,6a,7-tetrahydro-5H-tetracen-2-yl]-2-(tert-butylamino) acetamide[5]
Chemical and physical data
FormulaC29H39N5O8
Molar mass585.658 g·mol−1
3D model (JSmol)
  • CC(C)(C)NCC(=O)Nc1cc(c2C[C@H]3C[C@H]4[C@H](N(C)C)C(\O)=C(\C(N)=O)C(=O)[C@@]4(O)C(/O)=C3/C(=O)c2c1O)N(C)C
  • InChI=1S/C29H39N5O8/c1-28(2,3)31-11-17(35)32-15-10-16(33(4)5)13-8-12-9-14-21(34(6)7)24(38)20(27(30)41)26(40)29(14,42)25(39)18(12)23(37)19(13)22(15)36/h10,12,14,21,31,36,38-39,42H,8-9,11H2,1-7H3,(H2,30,41)(H,32,35)/t12-,14-,21-,29-/m0/s1 checkY
  • Key:FPZLLRFZJZRHSY-HJYUBDRYSA-N checkY
  (verify)

Tigecycline, sold under the brand name Tygacil, is a tetracycline antibiotic used for a number of bacterial infections.[2] This includes intra abdominal infections, pneumonia, and skin and skin structure infections.[2] Use is only recommended when other antibiotics are not suitable, as it is less effective.[4][2] It is given by injection into a vein.[4]

Common side effects include nausea and diarrhea.[2] Other side effects may include sunburns, pancreatitis, liver problems, Clostridioides difficile infection, and anaphylaxis.[2] Use during pregnancy may damage the babies bones or teeth.[2][6] It is a glycylcycline and works by blocking the bacteria’s ribosomes.[2][4]

Tigecycline was approved for medical use in the United States in 2005 and Europe in 2006.[7][4] It was removed from the World Health Organization's List of Essential Medicines in 2019.[8][9] The World Health Organization classifies it as critically important for human medicine.[10] It is available as a generic medication.[6] A five day course of treatment costs about 800 USD in the United States as of 2021.[11] In the United Kingdom this amount costs the NHS £290.[6]

References[edit]

  1. ^ a b "Tigecycline (Tygacil) Use During Pregnancy". Drugs.com. 6 July 2020. Archived from the original on 28 November 2020. Retrieved 26 September 2020.
  2. ^ a b c d e f g h i j "Tigecycline Monograph for Professionals". Drugs.com. Archived from the original on 30 August 2021. Retrieved 4 October 2021.
  3. ^ "Tygacil- tigecycline injection, powder, lyophilized, for solution". DailyMed. 20 July 2020. Archived from the original on 23 March 2021. Retrieved 26 September 2020.
  4. ^ a b c d e "Tygacil EPAR". European Medicines Agency (EMA) (in Aragonese). Archived from the original on 12 November 2020. Retrieved 26 September 2020.
  5. ^ "EP2181330". European Patent Office. Archived from the original on 9 August 2020. Retrieved 29 September 2017.
  6. ^ a b c BNF (80 ed.). BMJ Group and the Pharmaceutical Press. September 2020 – March 2021. p. 601. ISBN 978-0-85711-369-6.{{cite book}}: CS1 maint: date format (link)
  7. ^ "Tigecycline Monograph for Professionals". Drugs.com. Archived from the original on 30 August 2021. Retrieved 4 October 2021.
  8. ^ World Health Organization (2019). Executive summary: the selection and use of essential medicines 2019: report of the 22nd WHO Expert Committee on the selection and use of essential medicines. Geneva: World Health Organization. hdl:10665/325773. WHO/MVP/EMP/IAU/2019.05. License: CC BY-NC-SA 3.0 IGO.
  9. ^ World Health Organization (2019). The selection and use of essential medicines: report of the WHO Expert Committee on Selection and Use of Essential Medicines, 2019 (including the 21st WHO Model List of Essential Medicines and the 7th WHO Model List of Essential Medicines for Children). Geneva: World Health Organization. hdl:10665/330668. ISBN 9789241210300. ISSN 0512-3054. WHO technical report series;1021.
  10. ^ World Health Organization (2019). Critically important antimicrobials for human medicine (6th revision ed.). Geneva: World Health Organization. hdl:10665/312266. ISBN 9789241515528.
  11. ^ "Tigecycline Prices, Coupons & Patient Assistance Programs". Drugs.com. Archived from the original on 12 November 2020. Retrieved 4 October 2021.
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