CAS 1035979-44-2|Sarecycline hydrochloride

Introduction:Basic information about CAS 1035979-44-2|Sarecycline hydrochloride, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Common NameSarecycline hydrochloride
CAS Number1035979-44-2Molecular Weight523.963
Density/Boiling Point/
Molecular FormulaC24H30ClN3O8Melting Point/
MSDS/Flash Point/

Names

Name(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,hydrochloride
SynonymMore Synonyms

Sarecycline hydrochloride BiologicalActivity

DescriptionSarecycline hydrochloride is a narrow-spectrum tetracycline-class antibiotic. Sarecycline hydrochloride possesses anti-inflammatory properties and potent activity against Gram-positive bacteria, including activity against multiple strains of Cutibacterium acnes. Sarecycline hydrochloride interferes with tRNA accommodation and tethers mRNA to the 70S ribosome[1][2][3].
Related CatalogResearch Areas >>InfectionSignaling Pathways >>Cell Cycle/DNA Damage >>DNA/RNA SynthesisSignaling Pathways >>Anti-infection >>Bacterial
In VitroSarecycline inhibits 55 clinical isolates of C. acnes, and the MIC values for Sarecycline ranged from 0.5 to 16 µg/ml; the MIC50 was 0.5 µg/ml, and the MIC90 was 4 µg/ml. Sarecycline, exhibits activity against the macrolide-resistant organisms[1]. Sarecycline hydrochloride exhibits minimal activity against enteric aerobic Gram-negative bacteria[2].
In VivoSarecycline hydrochloride (0.33-9 mg/kg; i.v.) show potent activity against S. aureus in a murine neutropenic thigh infection model[1]. Animal Model: Female SD-1 mice (A murine neutropenic thigh wound infection model)[1] Dosage: 0.33, 1, 3, or 9 mg/kg Administration: Intravenously Result: Achieved a 2-log10 reduction in the bacterial burden in the thigh at a dose comparable to that of doxycycline, with ED50s of 8.23 and 8.32 mg/kg, respectively.
References

[1]. Zhanel G, Critchley I, Lin LY, Alvandi N. Microbiological Profile of Sarecycline, a Novel Targeted Spectrum Tetracycline for the Treatment of Acne Vulgaris. Antimicrob Agents Chemother. 2018;63(1):e01297-18. Published 2018 Dec 21.

[2]. Moore AY, Charles JEM, Moore S. Sarecycline: a narrow spectrum tetracycline for the treatment of moderate-to-severe acne vulgaris. Future Microbiol. 2019;14(14):1235-1242.

[3]. Batool Z, et al. Sarecycline interferes with tRNA accommodation and tethers mRNA to the 70S ribosome. Proc Natl Acad Sci U S A. 2020;117(34):20530-20537.

Chemical & Physical Properties

Molecular FormulaC24H30ClN3O8
Molecular Weight523.963
Exact Mass523.172119
PSA174.85000
LogP1.90890
InChIKeyJGPBDCKZLBSHOI-FIPJBXKNSA-N
SMILESCON(C)Cc1ccc(O)c2c1CC1CC3C(N(C)C)C(=O)C(C(N)=O)=C(O)C3(O)C(=O)C1=C2O.Cl

Synonyms

WC3035
2-Naphthacenecarboxamide, 4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,10,12,12a-tetrahydroxy-7-[(methoxymethylamino)methyl]-1,11-dioxo-, (4S,4aS,5aR,12aS)-, hydrochloride (1:1)
(4S,4aS,5aR,12aS)-4-(Dimethylamino)-3,10,12,12a-tetrahydroxy-7-{[methoxy(methyl)amino]methyl}-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydro-2-tetracenecarboxamide hydrochloride (1:1)
SARECYCLINE HYDROCHLORIDE
P005672 HCl
Sarecycline HCl
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