Mr. Ibrahem/Neomycin
Clinical data
Trade namesNeo-rx, others
Other namesNeomycin sulfate
AHFS/Drugs.comSystemic: Monograph
Topical: Monograph
Eye and ear: Monograph
MedlinePlusa682274
Routes of
administration
Topical, by mouth
Drug classAminoglycoside[1]
Legal status
Legal status
Pharmacokinetic data
BioavailabilityNone
Protein bindingN/A
MetabolismN/A
Elimination half-life2 to 3 hours
Identifiers
  • (2RS,3S,4S,5R)-5-Amino-2-(aminomethyl)-6-((2R,3S,4R,5S)-5-((1R,2R,5R,6R)-3,5-diamino-2-((2R,3S,4R,5S)-3-amino-6-(aminomethyl)-4,5-dihydroxytetrahydro-2H-pyran-2-yloxy)-6-hydroxycyclohexyloxy)-4-hydroxy-2-(hydroxymethyl)tetrahydrofuran-3-yloxy)tetrahydro-2H-pyran-3,4-diol
Chemical and physical data
FormulaC23H46N6O13
Molar mass614.650 g·mol−1
3D model (JSmol)
  • O([C@H]3[C@H](O[C@@H]2O[C@H](CO)[C@@H](O[C@H]1O[C@@H](CN)[C@@H](O)[C@H](O)[C@H]1N)[C@H]2O)[C@@H](O)[C@H](N)C[C@@H]3N)[C@H]4O[C@@H]([C@@H](O)[C@H](O)[C@H]4N)CN
  • InChI=1S/C23H46N6O13/c24-2-7-13(32)15(34)10(28)21(37-7)40-18-6(27)1-5(26)12(31)20(18)42-23-17(36)19(9(4-30)39-23)41-22-11(29)16(35)14(33)8(3-25)38-22/h5-23,30-36H,1-4,24-29H2/t5-,6+,7+,8?,9+,10+,11-,12+,13+,14-,15+,16-,17+,18-,19+,20-,21+,22-,23-/m0/s1 ☒N
  • Key:PGBHMTALBVVCIT-DPNHOFNISA-N ☒N
 ☒NcheckY (what is this?)  (verify)

Neomycin is an antibiotic.[1] Applied to the skin it is used to treat superficial bacterial skin infections.[1] By mouth it is used to sterilize the bowel before surgery and to treat hepatic encephalopathy.[2][3] As an eye drop it is used for conjunctivitis and as an ear drop it is used for otitis externa.[4]

Common side affects when applied to the skin include contact dermatitis.[1] Common side effects when taken by mouth include nausea, diarrhea, and abdominal pain.[3] Other side effects when taken by mouth may include hearing problems, balance problems, kidney problems, and seizures.[3] While it is unclear if applying it to the skin is safe in pregnancy, taking it by mouth may harm the baby.[1][3] It is in the aminoglycoside class.[1]

Neomycin was discovered in 1949 and approval for medical use in 1952.[5][6] It is available as a generic medication.[2] The cream is available in combination with polymyxin B, bacitracin, or hydrocortisone and over the counter.[1] In the United States 100 tablets of 500 mg cost about 86 USD as of 2021.[7] In the United Kingdom combination products applied externally are generally inexpensive.[2]

References edit

  1. ^ a b c d e f g h i "Neomycin (Topical) Monograph for Professionals". Drugs.com. Archived from the original on 21 January 2021. Retrieved 12 November 2021.
  2. ^ a b c d BNF 81: March-September 2021. BMJ Group and the Pharmaceutical Press. 2021. p. 547. ISBN 978-0857114105.
  3. ^ a b c d e f "Neomycin (Systemic) Monograph for Professionals". Drugs.com. Archived from the original on 29 April 2021. Retrieved 13 November 2021.
  4. ^ a b "Neomycin (EENT) Monograph for Professionals". Drugs.com. Archived from the original on 28 January 2021. Retrieved 13 November 2021.
  5. ^ Ricci, Alfredo (25 June 2008). Amino Group Chemistry: From Synthesis to the Life Sciences. John Wiley & Sons. p. 306. ISBN 978-3-527-62127-9. Archived from the original on 13 November 2021. Retrieved 13 November 2021.
  6. ^ Fischer J, Ganellin CR (2006). Analogue-based Drug Discovery. John Wiley & Sons. p. 507. ISBN 9783527607495. Archived from the original on 2020-08-01. Retrieved 2020-05-25.
  7. ^ "Neomycin Prices, Coupons & Patient Assistance Programs". Drugs.com. Archived from the original on 29 April 2021. Retrieved 13 November 2021.