Retapamulin

  • CAT Number: A000673
  • CAS Number: 224452-66-8
  • Molecular Formula: C30H47NO4S
  • Molecular Weight: 517.8
  • Purity: ≥95%
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Retapamulin, also known as SB-275833, is a newer topical agent of pleuromutilin class approved by the Food and Drug Administration for treatment of impetigo in children. It has been demonstrated to have low potential for the development of antibacterial resistance and a high degree of potency against poly drug resistant Gram-positive bacteria found in skin infections including Staphylococcus aureus strains. The drug is safe owing to low systemic absorption and has only minimal side-effect of local irritation at the site of application.

Catalog Number A000673
CAS Number 224452-66-8
Molecular Formula

C30H47NO4S

Purity 95%
Target Antibiotic
Solubility >16.2mg/mL in DMSO
Storage -20°C
InChI 1S/C30H47NO4S/c1-7-28(4)16-24(35-25(33)17-36-22-14-20-8-9-21(15-22)31(20)6)29(5)18(2)10-12-30(19(3)27(28)34)13-11-23(32)26(29)30/h7,18-22,24,26-27,34H,1,8-17H2,2-6H3/t18-,19+,20-,21+,22?,24-,26+,27+,28-,29+,30+/m1/s1
InChIKey STZYTFJPGGDRJD-NHUWBDDWSA-N
SMILES CC1CCC23CCC(=O)C2C1(C(CC(C(C3C)O)(C)C=C)OC(=O)CSC4CC5CCC(C4)N5C)C
Reference

1: Harrington AT, Black JA, Clarridge JE 3rd. In Vitro Activity of Retapamulin
and Antimicrobial Susceptibility Patterns in a Longitudinal Collection of
Methicillin-Resistant Staphylococcus aureus Isolates from a Veterans Affairs
Medical Center. Antimicrob Agents Chemother. 2015 Dec 14;60(3):1298-303. doi:
10.1128/AAC.01568-15. PubMed PMID: 26666950; PubMed Central PMCID: PMC4775979.
<br>

2: Retapamulin. Aust Prescr. 2015 Feb;38(1):33-4. Epub 2014 Nov 6. Review. PubMed
PMID: 26648610; PubMed Central PMCID: PMC4654036.

<br>
3: Park SH, Kim JK, Park K. In Vitro Antimicrobial Activities of Fusidic Acid and
Retapamulin against Mupirocin- and Methicillin-Resistant Staphylococcus aureus.
Ann Dermatol. 2015 Oct;27(5):551-6. doi: 10.5021/ad.2015.27.5.551. Epub 2015 Oct
2. PubMed PMID: 26512169; PubMed Central PMCID: PMC4622889.
<br>

4: Bohaty BR, Choi S, Cai C, Hebert AA. Clinical and bacteriological efficacy of
twice daily topical retapamulin ointment 1% in the management of impetigo and
other uncomplicated superficial skin infections. Int J Womens Dermatol. 2015 Mar
2;1(1):13-20. doi: 10.1016/j.ijwd.2014.12.002. eCollection 2015 Feb. PubMed PMID:
28491950; PubMed Central PMCID: PMC5418665.
<br>

5: Tanus T, Scangarella-Oman NE, Dalessandro M, Li G, Breton JJ, Tomayko JF. A
randomized, double-blind, comparative study to assess the safety and efficacy of
topical retapamulin ointment 1% versus oral linezolid in the treatment of
secondarily infected traumatic lesions and impetigo due to methicillin-resistant
Staphylococcus aureus. Adv Skin Wound Care. 2014 Dec;27(12):548-59. doi:
10.1097/01.ASW.0000456631.20389.ae. PubMed PMID: 25396674.

<br>
6: Gropper S, Albareda N, Chelius K, Kruger D, Mitha I, Vahed Y, Gani M,
García-Alonso F; Ozenoxacin in Impetigo Trial Investigators Group. Ozenoxacin 1%
cream in the treatment of impetigo: a multicenter, randomized, placebo- and
retapamulin-controlled clinical trial. Future Microbiol. 2014;9(9):1013-23. doi:
10.2217/fmb.14.78. PubMed PMID: 25340832.

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7: Haddican M, Linkner RV, Singer G, Jim SC, Gagliotti M, Goldenberg G.
Retapamulin 1% Ointment and Clobetasol Propionate 0.05% Foam is More Efficacious
than Vehicle Ointment and Clobetasol 0.05% Propionate Foam in the Treatment of
Hand/Foot Dermatitis: A Single Center, Randomized, Double-blind Study. J Clin
Aesthet Dermatol. 2014 Jul;7(7):32-6. PubMed PMID: 25053981; PubMed Central
PMCID: PMC4106355.
<br>

8: Mundy LM, Sampson T, Logie JW. Retapamulin prescriptions and monitored
off-label use. Paediatr Drugs. 2014 Aug;16(4):331-6. doi:
10.1007/s40272-014-0077-1. PubMed PMID: 24935401.

<br>
9: McNeil JC, Hulten KG, Kaplan SL, Mason EO. Decreased susceptibilities to
Retapamulin, Mupirocin, and Chlorhexidine among Staphylococcus aureus isolates
causing skin and soft tissue infections in otherwise healthy children. Antimicrob
Agents Chemother. 2014 May;58(5):2878-83. doi: 10.1128/AAC.02707-13. Epub 2014
Mar 10. PubMed PMID: 24614375; PubMed Central PMCID: PMC3993237.
<br>

10: Saravolatz LD, Pawlak J, Saravolatz SN, Johnson LB. In Vitro Activity of
Retapamulin against Staphylococcus aureus Resistant to Various Antimicrobial
Agents. Antimicrob Agents Chemother. 2013 Sep;57(9):4547-4550. doi:
10.1128/AAC.00282-13. Epub 2013 Jun 24. PubMed PMID: 23796931; PubMed Central
PMCID: PMC3754297.

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