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224452-66-8,MFCD11045316
Catalog No.:AA0039HR

224452-66-8 | (1S,2R,3S,4S,6R,7R,8R,14R)-4-ethenyl-3-hydroxy-2,4,7,14-tetramethyl-9-oxotricyclo[5.4.3.0^{1,8}]tetradecan-6-yl 2-{[(1R,3S,5S)-8-methyl-8-azabicyclo[3.2.1]octan-3-yl]sulfanyl}acetate

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5mg
97%
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$6.00   $4.00
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10mg
97%
in stock  
$8.00   $6.00
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250mg
97%
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$39.00   $28.00
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1g
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$105.00   $74.00
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5g
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  • Technical Information
  • Properties
  • Literature
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  • Technical Information
  • Properties
  • Literature
Technical Information
Catalog Number:
AA0039HR
Chemical Name:
(1S,2R,3S,4S,6R,7R,8R,14R)-4-ethenyl-3-hydroxy-2,4,7,14-tetramethyl-9-oxotricyclo[5.4.3.0^{1,8}]tetradecan-6-yl 2-{[(1R,3S,5S)-8-methyl-8-azabicyclo[3.2.1]octan-3-yl]sulfanyl}acetate
CAS Number:
224452-66-8
Molecular Formula:
C30H47NO4S
Molecular Weight:
517.7635
MDL Number:
MFCD11045316
SMILES:
C=C[C@]1(C)C[C@@H](OC(=O)CSC2C[C@@H]3CC[C@H](C2)N3C)[C@]2(C)[C@H](C)CC[C@]3([C@H]([C@@H]1O)C)[C@H]2C(=O)CC3
Properties
Computed Properties
 
Complexity:
895  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
10  
Heavy Atom Count:
36  
Hydrogen Bond Acceptor Count:
6  
Hydrogen Bond Donor Count:
1  
Rotatable Bond Count:
6  
XLogP3:
6.1  

Literature

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Journal: Journal of drugs in dermatology : JDD 20120701

Title: Spread of the epidemic European fusidic acid-resistant impetigo clone (EEFIC) in general practice patients in the south of The Netherlands.

Journal: The Journal of antimicrobial chemotherapy 20120501

Title: Interventions for impetigo.

Journal: The Cochrane database of systematic reviews 20120118

Title: Design, synthesis, and structure-activity relationship studies of conformationally restricted mutilin 14-carbamates.

Journal: Bioorganic & medicinal chemistry letters 20120115

Title: Pleuromutilin and its derivatives-the lead compounds for novel antibiotics.

Journal: Mini reviews in medicinal chemistry 20120101

Title: Recent derivatives from smaller classes of fermentation-derived antibacterials.

Journal: Expert opinion on therapeutic patents 20120101

Title: Are pleuromutilin antibiotics finally fit for human use?

Journal: Annals of the New York Academy of Sciences 20111201

Title: In vitro activity of retapamulin against linezolid and methicillin-resistant Staphylococcus aureus isolates.

Journal: Revista espanola de quimioterapia : publicacion oficial de la Sociedad Espanola de Quimioterapia 20110901

Title: Noninvasive in vivo imaging to evaluate immune responses and antimicrobial therapy against Staphylococcus aureus and USA300 MRSA skin infections.

Journal: The Journal of investigative dermatology 20110401

Title: Nonhealing scalp wound infected with Aspergillus niger in an elderly patient.

Journal: Cutis 20110401

Title: Antimicrobial resistance and prevalence of resistance genes in intestinal Bacteroidales strains.

Journal: Clinics (Sao Paulo, Brazil) 20110401

Title: Cloning and characterization of an Armillaria gallica cDNA encoding protoilludene synthase, which catalyzes the first committed step in the synthesis of antimicrobial melleolides.

Journal: The Journal of biological chemistry 20110304

Title: Fusidic acid resistance among clinical isolates of methicillin-resistant Staphylococcus aureus in a Taiwanese hospital.

Journal: BMC microbiology 20110101

Title: Biosensor applications in the field of antibiotic research--a review of recent developments.

Journal: Sensors (Basel, Switzerland) 20110101

Title: Retapamulin: an antibacterial with a novel mode of action in an age of emerging resistance to Staphylococcus aureus.

Journal: Journal of drugs in dermatology : JDD 20101001

Title: The pleuromutilin antibiotics: a new class for human use.

Journal: Current opinion in investigational drugs (London, England : 2000) 20100201

Title: Retapamulin: a novel topical antibiotic.

Journal: Indian journal of dermatology, venereology and leprology 20100101

Title: Retapamulin: what is the role of this topical antimicrobial in the treatment of bacterial infections in atopic dermatitis?

Journal: Skin therapy letter 20100101

Title: Retapamulin.

Journal: British journal of clinical pharmacology 20100101

Title: Retapamulin: an emerging antimicrobial allergen.

Journal: Dermatitis : contact, atopic, occupational, drug 20100101

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Journal: Infection and drug resistance 20100101

Title: Mutilins derivatives: from veterinary to human-used antibiotics.

Journal: Mini reviews in medicinal chemistry 20091001

Title: Allergic contact cermatitis to retapamulin ointment.

Journal: Contact dermatitis 20090801

Title: Lost in translation: differences in antimicrobial indication approval policies between the United States and Europe.

Journal: Clinical therapeutics 20090701

Title: Microbiological profile of a new topical antibacterial: retapamulin ointment 1%.

Journal: Expert review of anti-infective therapy 20090401

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Journal: Der Hautarzt; Zeitschrift fur Dermatologie, Venerologie, und verwandte Gebiete 20090301

Title: Agents for the decolonization of methicillin-resistant Staphylococcus aureus.

Journal: Pharmacotherapy 20090301

Title: Topical retapamulin in the management of infected traumatic skin lesions.

Journal: Therapeutics and clinical risk management 20090101

Title: Allergic contact dermatitis from retapamulin ointment.

Journal: Dermatitis : contact, atopic, occupational, drug 20090101

Title: In vitro activity of retapamulin against Staphylococcus aureus isolates resistant to fusidic acid and mupirocin.

Journal: The Journal of antimicrobial chemotherapy 20081001

Title: Retapamulin for impetigo and other infections.

Journal: Drug and therapeutics bulletin 20081001

Title: Gateways to clinical trials.

Journal: Methods and findings in experimental and clinical pharmacology 20080901

Title: Efficacy and safety of retapamulin ointment as treatment of impetigo: randomized double-blind multicentre placebo-controlled trial.

Journal: The British journal of dermatology 20080501

Title: A primer on topical antibiotics for the skin and eyes.

Journal: Journal of drugs in dermatology : JDD 20080401

Title: Drug treatments for skin disease introduced in 2007.

Journal: Skin therapy letter 20080301

Title: Retapamulin (Altabax)--a new topical antibiotic.

Journal: The Medical letter on drugs and therapeutics 20080225

Title: Retapamulin: a new topical antibiotic for the treatment of uncomplicated skin infections.

Journal: Drugs of today (Barcelona, Spain : 1998) 20080201

Title: Clones and drones: do variants of Panton-Valentine leukocidin extend the reach of community-associated methicillin-resistant Staphylococcus aureus?

Journal: The Journal of infectious diseases 20080115

Title: Retapamulin: a review of its use in the management of impetigo and other uncomplicated superficial skin infections.

Journal: Drugs 20080101

Title: Local antibiotics in dermatology.

Journal: Dermatologic therapy 20080101

Title: Spotlight on retapamulin in impetigo and other uncomplicated superficial skin infections.

Journal: American journal of clinical dermatology 20080101

Title: Current and novel antibiotics against resistant Gram-positive bacteria.

Journal: Infection and drug resistance 20080101

Title: Retapamulin: a semisynthetic pleuromutilin compound for topical treatment of skin infections in adults and children.

Journal: Future microbiology 20071201

Title: Altabax approved to treat impetigo.

Journal: The Nurse practitioner 20071001

Title: [Introduction to cutaneous bacterial infections].

Journal: Actas dermo-sifiliograficas 20070901

Title: Gateways to clinical trials.

Journal: Methods and findings in experimental and clinical pharmacology 20070601

Title: Gateways to clinical trials.

Journal: Methods and findings in experimental and clinical pharmacology 20070501

Title: In vitro activity against anaerobes of retapamulin, a new topical antibiotic for treatment of skin infections.

Journal: The Journal of antimicrobial chemotherapy 20070401

Title: New drugs: retapamulin, bismuth subcitrate potassium, and rotigotine.

Journal: Journal of the American Pharmacists Association : JAPhA 20070101

Title: Altabax (retapamulin ointment), 1%.

Journal: Skinmed 20070101

Title: Topical retapamulin ointment, 1%, versus sodium fusidate ointment, 2%, for impetigo: a randomized, observer-blinded, noninferiority study.

Journal: Dermatology (Basel, Switzerland) 20070101

Title: Topical retapamulin ointment (1%, wt/wt) twice daily for 5 days versus oral cephalexin twice daily for 10 days in the treatment of secondarily infected dermatitis: results of a randomized controlled trial.

Journal: Journal of the American Academy of Dermatology 20061201

Title: Molecule of the month. Retapamulin.

Journal: Drug news & perspectives 20061201

Title: Gateways to clinical trials.

Journal: Methods and findings in experimental and clinical pharmacology 20061001

Title: Activity of retapamulin (SB-275833), a novel pleuromutilin, against selected resistant gram-positive cocci.

Journal: Antimicrobial agents and chemotherapy 20060701

Title: Retapamulin ointment twice daily for 5 days vs oral cephalexin twice daily for 10 days for empiric treatment of secondarily infected traumatic lesions of the skin.

Journal: Skinmed 20060101

Title: Kircik LH.Efficacy and tolerability of retapamulin 1% ointment for the treatment of infected atopic dermatitis: a pilot study.J Drugs Dermatol. 2012 Jul 1;11(7):858-60.

Title: Candel FJ, Morales G, Picazo JJ.In vitro activity of retapamulin against linezolid and methicillin-resistant Staphylococcus aureus isolates.Rev Esp Quimioter. 2011 Sep;24(3):127-30.

Title: Pérez-Trallero E, Tamayo E, Montes M, García-Arenzana JM, Iriarte V.In vitro activities of retapamulin and 16 other antimicrobial agents against recently obtained Streptococcus pyogenes isolates.Antimicrob Agents Chemother. 2011 May;55(5):2406-8.

Title: Weinberg JM, Tyring SK.Retapamulin: an antibacterial with a novel mode of action in an age of emerging resistance to Staphylococcus aureus.J Drugs Dermatol. 2010 Oct;9(10):1198-204.

Title: Retapamulin: focus on its use in the treatment of uncomplicated superficial skin infections and impetigo By Jacobs, Michael R.From Expert Review of Dermatology (2010), 5(5), 505-517.

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Tags:224452-66-8 Molecular Formula|224452-66-8 MDL|224452-66-8 SMILES|224452-66-8 (1S,2R,3S,4S,6R,7R,8R,14R)-4-ethenyl-3-hydroxy-2,4,7,14-tetramethyl-9-oxotricyclo[5.4.3.0^{1,8}]tetradecan-6-yl 2-{[(1R,3S,5S)-8-methyl-8-azabicyclo[3.2.1]octan-3-yl]sulfanyl}acetate