Sarecycline

From WikiProjectMed
Jump to navigation Jump to search
Sarecycline
Sarecycline.svg
Names
Pronunciationsar"e sye' kleen
Trade namesSeysara
Other namesP-005672
  • (4S,4aS,5aR,12aR)-4-(Dimethylamino)-1,10,11,12a-tetrahydroxy-7-[[methoxy(methyl)amino]methyl]-3,12-dioxo-4a,5,5a,6-tetrahydro-4H-tetracene-2-carboxamide
Clinical data
Drug classTetracycline[1]
Main usesAcne[1]
Side effectsNausea, sunburns, dizziness, Clostridium difficile infection[1]
Pregnancy
category
  • US: N (Not classified yet)
Typical dose60 to 150 mg OD[1]
External links
AHFS/Drugs.comMonograph
US NLMSarecycline
MedlinePlusa618068
Legal
License data
Legal status
Chemical and physical data
FormulaC24H29N3O8
Molar mass487.509 g·mol−1
3D model (JSmol)
  • CN(C)[C@H]1[C@@H]2C[C@@H]3CC4=C(C=CC(=C4C(=C3C(=O)[C@@]2(C(=C(C1=O)C(=O)N)O)O)O)O)CN(C)OC

Sarecycline is an antibiotic used to treat acne.[1] Specifically it is used for moderate to severe acne of the non-nodular type.[1] It is taken by mouth.[1]

Common side effects include nausea.[1] Other side effects may include sunburns, dizziness, Clostridium difficile infections.[1] Use during pregnancy may harm the baby.[1] It is in the tetracycline class.[1]

Sarecycline was approved for medical use in the United States in 2018.[2] In the United States it costs about 750 USD per month as of 2021.[3] It is not available in Europe or the United Kingdom as of 2021.[4]

Medical uses

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.[5] Sarecycline has not been tested in spirochetes.

Dosage

It is taken at a dose of 60 to 150 mg once per day depending on a person's weight.[1]

Chemistry

Unlike other tetracycline-class antibiotics, sarecycline has a long C7 moiety that extends into and directly interact with the bacterial messenger RNA (mRNA).[6]

References

  1. 1.00 1.01 1.02 1.03 1.04 1.05 1.06 1.07 1.08 1.09 1.10 1.11 "Sarecycline Monograph for Professionals". Drugs.com. Archived from the original on 21 January 2021. Retrieved 10 October 2021.
  2. "FDA-approved Labeling-Package Insert for Seysara" (PDF). Drugs@FDA. June 2020. Archived (PDF) from the original on June 7, 2020. Retrieved September 5, 2020.
  3. "Seysara Prices, Coupons & Savings Tips - GoodRx". GoodRx. Retrieved 10 October 2021.
  4. "Sarecycline". SPS - Specialist Pharmacy Service. 30 March 2017. Archived from the original on 11 October 2021. Retrieved 10 October 2021.
  5. Zhanel, George; Critchley, Ian; Lin, Lynn-Yao; Alvandi, Nancy (2019-01-01). "Microbiological Profile of Sarecycline, a Novel Targeted Spectrum Tetracycline for the Treatment of Acne Vulgaris". Antimicrobial Agents and Chemotherapy. 63 (1). doi:10.1128/AAC.01297-18. ISSN 0066-4804. PMC 6325184. PMID 30397052.
  6. Batool, Zahra; Lomakin, Ivan B.; Polikanov, Yury S.; Bunick, Christopher G. (2020-08-25). "Sarecycline interferes with tRNA accommodation and tethers mRNA to the 70S ribosome". Proceedings of the National Academy of Sciences. 117 (34): 20530–20537. doi:10.1073/pnas.2008671117. ISSN 0027-8424. PMC 7456112. PMID 32817463.

External links

External sites:
Identifiers: