Basic information Safety Supplier Related

Sancycline

Basic information Safety Supplier Related

Sancycline Basic information

Product Name:
Sancycline
Synonyms:
  • SANCYCLINE
  • (4S,4aS,5aR,12aS)-4-(Dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,10,12,12a-tetrahydroxy-1-11-dioxo-2-naphthacenecarboxamide
  • 6-Demethyl-6-deoxytetracycline
  • Bonomycin
  • GS 2147
  • Norcycline
  • Sancycline Hydrochloride
  • (4S,4aS,5aR,12aS)-4-(Dimethylamino)-3,10,12,12a-tetrahydroxy-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydro-2-naphthacenecarboxamide
CAS:
808-26-4
MF:
C21H22N2O7
MW:
414.41
Product Categories:
  • Intermediates & Fine Chemicals
  • Pharmaceuticals
Mol File:
808-26-4.mol
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Sancycline Chemical Properties

Melting point:
224-2280C (dec)
Boiling point:
750.9±60.0 °C(Predicted)
Density 
1.61±0.1 g/cm3(Predicted)
storage temp. 
Hygroscopic, -20°C Freezer, Under inert atmosphere
solubility 
Aqueous Acid (Slightly), Chloroform (Slightly), Methanol (Slightly)
form 
Solid
pka
4.50±1.00(Predicted)
color 
Beige to Dark Beige
Stability:
Hygroscopic
CAS DataBase Reference
808-26-4
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Sancycline Usage And Synthesis

Description

Sancycline is a semisynthetic tetracycline antibiotic that is more active than tetracycline against 339 strains of anaerobic bacteria (average MIC90s = 1 and 32 μg/ml, respectively). Sancycline is active against tetracycline-resistant E. coli, S. aureus, and E. faecalis strains with MICs ranging from 0.06 to 1 μg/ml. In vivo, sancycline is active against S. aureus in mice with ED50 values of 0.46 and 0.6 mg/kg for intravenous and subcutaneous administration, respectively.

Chemical Properties

Yellow Solid

Uses

A semi-synthetic antibiotic related to tetracycline

Uses

Sancycline is a tetracycline bacteriostatic antibiotic which also binds to the Tet repressor protein (TetR).

Uses

Sancycline is a rare semi-synthetic tetracycline prepared by hydrogenolysis of the chloro and benzylic hydroxy moieties of declomycin, first reported in 1962. As the simplest of the early tetracyclines, sancycline was the first to be totally synthesised by Conover and co-workers. Like other tetracyclines, sancycline acts by reversibly binding to the 30S ribosomal subunit and inhibiting protein translation by blocking entry of aminoacyl-tRNA into the ribosome A site.

Definition

ChEBI: Sancycline is a member of tetracyclines.

brand name

Bonomycin (Pfizer).

SancyclineSupplier

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