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Sarecycline Hydrochloride

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Sarecycline Hydrochloride Basic information

Product Name:
Sarecycline Hydrochloride
Synonyms:
  • (4S,4aS,5aR,12aS)-4-(DiMethylaMino)-1,4,4a,5,5a,6,11,12a-octahydro-3,10,12,12a-tetrahydroxy-7-[(MethoxyMethylaMino)Methyl]-1,11-dioxo-2-naphthacenecarboxaMide hydrochloride
  • P005672 HCl
  • P005672 (hydrochloride)
  • Sarecycline (hydrochloride)
  • Sarecycline
  • 4S,4aS,5aR,12aS)-4-(Dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,10,12,12a-tetrahydroxy-7-[(methoxymethylamino)methyl]-1,11-dioxo-2-naphthacenecarboxamide hydrochloride P005672 HCl
  • Sarecycline HCl
  • (4S,4AS,5aR,12aS)-4-(dimethylamino)-3,10,12,12a-tetrahydroxy-7-((methoxy(methyl)amino)methyl)-
CAS:
1035979-44-2
MF:
C24H30ClN3O8
MW:
523.97
Mol File:
1035979-44-2.mol
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Sarecycline Hydrochloride Chemical Properties

storage temp. 
Store at -20°C
solubility 
DMF: 0.25 mg/ml,DMSO: 0.25 mg/ml
form 
Solid
color 
Light yellow to yellow
InChIKey
APPRLAGZQKOUFL-ZKOKXHCXNA-N
SMILES
O[C@@]12C(C(C(=O)N)=C(O)[C@@H](N(C)C)[C@]1([H])C[C@]1([H])CC3=C(C=CC(O)=C3C(=O)C1=C2O)CN(C)OC)=O.Cl |&1:1,9,13,16,r|
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Sarecycline Hydrochloride Usage And Synthesis

Uses

Sarecycline Hydrochloride is a substituted tetracycline compound used for treatment of bacterial infections and neoplasms.

Biological Activity

Sarecycline Hydrochloride iinhibits bacterial protein synthesis by binding to the 30S subunit of the bacterial ribosome. Specifically, it binds to the A site of the ribosome and blocks the attachment of aminoacyl-tRNA molecules to the ribosome, which is necessary for the addition of new amino acids to the growing polypeptide chain. This ultimately leads to the inhibition of bacterial protein synthesis and reduction in bacteria th at are associated with acne.

in vivo

Sarecycline hydrochloride (0.33-9? mg/kg; i.v.) show potent activity against S. aureus in a murine neutropenic thigh infection model[1].
Sarecycline can inhibit S. aureus (PD50=0.25 mg/kg), but has no significant effect on E. coli even at the highest dose (>40 mg/kg) in CD-1 mice model of systemic (intraperitoneal) infection[6].
Sarecycline (1-150mg/kg; Intraperitoneal injection; Single dose) shows anti-inflammatory activity in Sprague Dawley rats model[6].

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.
Animal Model:Carrageenan-induced footpad edema male Sprague Dawley rats model[6]
Dosage:1 mg/kg, 5 mg/kg ,10 mg/kg, 25 mg/kg, 50 mg/kg, 75 mg/kg,100 mg/kg, 150 mg/kg
Administration:Intraperitoneal injection (i.p.); Single dose. Before a subplantar injection of sterile 1 mg/0.1 mL carrageenan solution in the right hind paw.
Result:Reduced inflammation to 55.7% and 53.1%, respectively, at doses of 75 mg/kg and 100 mg/kg compared to baseline.

IC 50

Tetracycline

Sarecycline HydrochlorideSupplier

Hubei Tianshu Pharmaceutical Co., Ltd Gold
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