An impurity of chlortetracycline
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Anhydrochlortetracycline (hydrochloride)

Item No. 19941

Technical Information
Formal Name
(4S,4aS,12aS)-7-chloro-4-(dimethylamino)-1,4,4a,5,12,12a-hexahydro-3,10,11,12a-tetrahydroxy-6-methyl-1,12-dioxo-2-naphthacenecarboxamide, monohydrochloride
CAS Number
65490-24-6
Molecular Formula
C22H21ClN2O7 • HCl
Formula Weight
Purity
≥90%
A solid
DMF: solubleDMSO: solubleEthanol: solubleMethanol: soluble
SMILES
OC1=C2C(O)=CC=C(Cl)C2=C(C)C3=C1C([C@@](C(C(C(N)=O)=C(O)[C@H]4N(C)C)=O)(O)[C@@]4([H])C3)=O.Cl
InChi Code
InChI=1S/C22H21ClN2O7.ClH/c1-7-8-6-9-16(25(2)3)18(28)15(21(24)31)20(30)22(9,32)19(29)13(8)17(27)14-11(26)5-4-10(23)12(7)14;/h4-5,9,16,26-28,32H,6H2,1-3H3,(H2,24,31);1H/t9-,16-,22-;/m0./s1
InChi Key
WIOSVFADOBZUQR-DTTSPEASSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    Product Description

    Anhydrochlortetracycline is an impurity of the tetracycline antibiotic chlortetracycline formed by acid degradation.1 It is a poor inhibitor of protein synthesis and has minor antimicrobial activity against various strains of actinomycetes.1,2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Goodman, J.J., Matrishin, N.M., and Backus, E.J. The effect of anhydrochlortetracycline on the growth of actinomycetes. J. Bacteriol. 69(1), 70-72 (1955).

    2. Rasmussen, B., Noller, H.F., Daubresse, G., et alMolecular basis of tetracycline action: Identification of analogs whose primary target is not the bacterial ribosome. Antimicrob. Agents Chemother. 35(11), 2306-2311 (1991).