Chemistry:Sarecycline

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Short description: Antibiotic medication used to treat acne
Sarecycline
Sarecycline.svg
Clinical data
Pronunciationsar"e sye' kleen
Trade namesSeysara
Other namesP-005672
AHFS/Drugs.comMonograph
MedlinePlusa618068
License data
Routes of
administration
By mouth
ATC code
Legal status
Legal status
Identifiers
CAS Number
PubChem CID
DrugBank
ChemSpider
UNII
KEGG
ChEMBL
PDB ligand
Chemical and physical data
FormulaC24H29N3O8
Molar mass487.509 g·mol−1
3D model (JSmol)

Sarecycline, sold under the brand name Seysara, is a narrow-spectrum tetracycline-derived antibiotic medication.[2][3] It is specifically designed for the treatment of acne, and was approved by the FDA in October 2018 for the treatment of inflammatory lesions of non-nodular moderate to severe acne vulgaris in patients 9 years of age and older.[1] Two randomized and well-controlled clinical trials reported efficacy data on both facial and truncal acne (back and chest).[4] Efficacy was assessed in a total of 2002 subjects 9 years of age and older.[1] Unlike other tetracycline-class antibiotics, sarecycline has a long C7 moiety that extends into and directly interact with the bacterial messenger RNA (mRNA).[5] The spectrum of activity is limited to clinically relevant Gram-positive bacteria, mainly Cutibacterium acnes, with little or no activity against Gram-negative bacterial microflora commonly found in the human gastrointestinal tract.[6]

Medical uses

Sarecycline, is indicated for the treatment of inflammatory lesions of non-nodular moderate to severe acne vulgaris.[1]

References

  1. 1.0 1.1 1.2 1.3 "Seysara- sarecycline hydrochloride tablet, coated". DailyMed. U.S. National Library of Medicine. 1 August 2021. https://dailymed.nlm.nih.gov/dailymed/drugInfo.cfm?setid=b200957c-3004-4988-be97-9fd619a83649. 
  2. "Microbiological Profile of Sarecycline, a Novel Targeted Spectrum Tetracycline for the Treatment of Acne Vulgaris". Antimicrobial Agents and Chemotherapy 63 (1). January 2019. doi:10.1128/AAC.01297-18. PMID 30397052. 
  3. "Sarecycline". PubChem. U.S. National Library of Medicine. https://pubchem.ncbi.nlm.nih.gov/compound/54681908. 
  4. "Once-Daily Oral Sarecycline 1.5 mg/kg/day Is Effective for Moderate to Severe Acne Vulgaris: Results from Two Identically Designed, Phase 3, Randomized, Double-Blind Clinical Trials". Journal of Drugs in Dermatology 17 (9): 987–996. September 2018. PMID 30235387. 
  5. "Sarecycline interferes with tRNA accommodation and tethers mRNA to the 70S ribosome". Proceedings of the National Academy of Sciences of the United States of America 117 (34): 20530–20537. August 2020. doi:10.1073/pnas.2008671117. PMID 32817463. Bibcode2020PNAS..11720530B. 
  6. "Microbiological Profile of Sarecycline, a Novel Targeted Spectrum Tetracycline for the Treatment of Acne Vulgaris". Antimicrobial Agents and Chemotherapy 63 (1). January 2019. doi:10.1128/AAC.01297-18. PMID 30397052.