ChemicalBook--->CAS DataBase List--->1035979-44-2

1035979-44-2

1035979-44-2 Structure

1035979-44-2 Structure
IdentificationBack Directory
[Name]

P005672 hydrochloride
[CAS]

1035979-44-2
[Synonyms]

CS-267
P005672
PO05672
PO05672 HCl
P005672 HCl
Sarecycline
Sarecycline HCl
P0-05672;P0 05672
Sarecycline(P005672)
Minocycline Impurity 14
P005672 (hydrochloride)
PO05672;SARECYCLINE HCL
P005672(SARECYCLINE HCL)
Sarecycline (hydrochloride)
P005672 HCl (Sarecycline HCl)
Sarecycline(P005672 hydrochloride)
Minocycline Impurity 14(Sarecycline)
(4S,4AS,5aR,12aS)-4-(dimethylamino)-3,10,12,12a-tetrahydroxy-7-((methoxy(methyl)amino)methyl)-
(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
(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
(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
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
[Molecular Formula]

C24H30ClN3O8
[MDL Number]

MFCD22648366
[MOL File]

1035979-44-2.mol
[Molecular Weight]

523.963
Chemical PropertiesBack Directory
[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|
Safety DataBack Directory
[Symbol(GHS) ]

Health Hazard (GHS08)
GHS08
[Signal word ]

Danger
[Hazard statements ]

H360
[WGK Germany ]

WGK 3
[Storage Class]

11 - Combustible Solids
Hazard InformationBack Directory
[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. Specificallyit binds to the A site of the ribosome and blocks the attachment of aminoacyl-tRNA molecules to the ribosomewhich 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
Spectrum DetailBack Directory
[Spectrum Detail]

Sarecycline Hydrochloride(1035979-44-2)1HNMR
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