A semisynthetic tetracycline antibiotic
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Sancycline

Item No. 23100

Technical Information
Formal Name
4-(dimethylamino)-1,4S,4aS,5,5aR,6,11,12aS-octahydro-3,10,12,12a-tetrahydroxy-1,11-dioxo-2-naphthacenecarboxamide
CAS Number
808-26-4
Synonyms
  • 6-Demethyl-6-deoxytetracycline
  • GS 2147
Molecular Formula
C21H22N2O7
Formula Weight
Purity
≥98%
A crystalline solid
DMF: 0.3 mg/mlDMSO: 3 mg/mlDMSO:PBS (pH 7.2) (1:1): 0.5 mg/ml
λmax
220, 269, 350 nm
SMILES
O=C1C(C(N)=O)=C(O)[C@@H](N(C)C)[C@]2([H])C[C@](C3=C(O)[C@@]21O)([H])CC4=CC=CC(O)=C4C3=O
InChi Code
InChI=1S/C21H22N2O7/c1-23(2)15-10-7-9-6-8-4-3-5-11(24)12(8)16(25)13(9)18(27)21(10,30)19(28)14(17(15)26)20(22)29/h3-5,9-10,15,24,26-27,30H,6-7H2,1-2H3,(H2,22,29)/t9-,10-,15-,21-/m0/s1
InChi Key
XDVCLKFLRAWGIT-ADOAZJKMSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Sancycline is a semisynthetic tetracycline antibiotic that is more active than tetracycline (Item No. 14328) against 339 strains of anaerobic bacteria (average MIC90s = 1 and 32 μg/ml, respectively).1,2 Sancycline is active against tetracycline-resistant E. coli, S. aureus, and E. faecalis strains with MICs ranging from 0.06 to 1 μg/ml.3 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.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. McCormick, J.R.D., Jensen, E.R., Miller, P.A., et alThe 6-deoxytetracyclines. Further studies on the relationship between structure and antibacterial activity in the tetracycline series. J. Am. Chem. Soc. 82(13), 3381-3386 (1960).

    2. Wexler, H.M., Molitoris, E., and Finegold, S.M. In vitro activities of two new glycylcyclines, N,N-dimethylglycylamido derivatives of minocycline and 6-demethyl-6-deoxytetracycline, against 339 strains of anaerobic bacteria. Antimicrob. Agents Chemother. 38(10), 2513-2515 (1994).

    3. Testa, R.T., Perterson, P.J., Jacobus, N.V., et alIn vitro and in vivo antibacterial activities of the glycylcyclines, a new class of semisynthetic tetracyclines. Antimicrob. Agents Chemother. 37(11), 2270-2277 (1993).