User:Mr. Ibrahem/Minocycline

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Mr. Ibrahem/Minocycline
Clinical data
Trade namesMinocin, Minomycin, Akamin, others
AHFS/Drugs.comSystemic: Monograph
Topical: Monograph
Mouth Monograph
MedlinePlusa682101
License data
Pregnancy
category
Routes of
administration
By mouth, intravenous, topical
Legal status
Legal status
Pharmacokinetic data
Bioavailability90–100%[2]
Protein binding70–75%[3]
MetabolismLiver[3]
Elimination half-life14–22[3] (11–26[2]) hours
ExcretionMostly fecal, 10–15% renal[3]
Identifiers
  • (2E,4S,4aR,5aS,12aR)-2-(Amino-hydroxy-methylidene)-4,7-bis(dimethylamino)-10,11,12a-trihydroxy-4a,5,5a,6- tetrahydro-4H-tetracene-1,3,12-trione[4]
Chemical and physical data
FormulaC23H27N3O7
Molar mass457.483 g·mol−1
3D model (JSmol)
Specific rotation = −166°[3]
Solubility in waterLow
  • CN(C)c1ccc(c2c1C[C@H]3C[C@H]4[C@@H](C(=C(C(=O)[C@]4(C(=C3C2=O)O)O)C(=O)N)O)N(C)C)O
  • InChI=1S/C23H27N3O7/c1-25(2)12-5-6-13(27)15-10(12)7-9-8-11-17(26(3)4)19(29)16(22(24)32)21(31)23(11,33)20(30)14(9)18(15)28/h5-6,9,11,17,27,29-30,33H,7-8H2,1-4H3,(H2,24,32)/t9-,11-,17-,23-/m0/s1 checkY
  • Key:DYKFCLLONBREIL-KVUCHLLUSA-N checkY
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Minocycline, sold under the brand name Minocin among others, is a tetracycline antibiotic used to treat a number of bacterial infections such as pneumonia.[2][6] It is generally less preferred than the tetracycline doxycycline.[2][6] It is also used for the treatment of acne and rheumatoid arthritis.[6][7] It is taken by mouth or applied to the skin.[2][7]

Common side effects include nausea, diarrhea, dizziness, allergic reactions, and kidney problems.[2] Serious side effects may include anaphylaxis, a lupus-like syndrome, and easy sunburning.[2] Use in the later part of pregnancy may harm the baby and safety during breastfeeding is unclear.[8] It works by decreasing a bacterium's ability to make protein thus stopping its growth.[2]

Minocycline was patented in 1961 and came into commercial use in 1971.[9] It is available as a generic medication.[6] A month supply in the United Kingdom costs the NHS about £14 as of 2019.[6] In the United States the wholesale cost of this amount is about US$12.[10] In 2017, it was the 237th most commonly prescribed medication in the United States, with more than two million prescriptions.[11][12]

References[edit]

  1. ^ a b "Minocycline Use During Pregnancy". Drugs.com. 4 December 2018. Archived from the original on 29 November 2020. Retrieved 16 May 2020.
  2. ^ a b c d e f g h "Minocycline Hydrochloride Monograph for Professionals". Drugs.com. American Society of Health-System Pharmacists. Archived from the original on 7 January 2019. Retrieved 23 March 2019.
  3. ^ a b c d e Dinnendahl, V; Fricke, U, eds. (2010). Arzneistoff-Profile (in German). Vol. 7 (24 ed.). Eschborn, Germany: Govi Pharmazeutischer Verlag. Minocyclin. ISBN 978-3-7741-9846-3.
  4. ^ "DrugBank: DB01017 (Minocycline)". Archived from the original on 2007-01-01. Retrieved 2007-12-17.
  5. ^ "WHOCC - ATC/DDD Index". www.whocc.no. Archived from the original on 4 August 2020. Retrieved 9 September 2020.
  6. ^ a b c d e British national formulary : BNF 76 (76 ed.). Pharmaceutical Press. 2018. p. 556. ISBN 9780857113382.
  7. ^ a b "Minocycline topical foam" (PDF). FDA. Archived (PDF) from the original on 22 February 2020. Retrieved 23 February 2020.
  8. ^ "Minocycline Use During Pregnancy". Drugs.com. Archived from the original on 29 November 2020. Retrieved 3 March 2019.
  9. ^ Fischer, Janos; Ganellin, C. Robin (2006). Analogue-based Drug Discovery. John Wiley & Sons. p. 489. ISBN 9783527607495. Archived from the original on 2020-08-01. Retrieved 2020-08-05.
  10. ^ "NADAC as of 2019-02-27". Centers for Medicare and Medicaid Services. Archived from the original on 2019-03-06. Retrieved 3 March 2019.
  11. ^ "The Top 300 of 2020". ClinCalc. Archived from the original on 12 February 2021. Retrieved 11 April 2020.
  12. ^ "Minocycline Hydrochloride - Drug Usage Statistics". ClinCalc. Archived from the original on 8 July 2020. Retrieved 11 April 2020.