A broad-spectrum tetracycline antibiotic
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Methacycline (hydrochloride)

Item No. 21338

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(4S,4aR,5S,5aR,12aS)-4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,5,10,12,12a-pentahydroxy-6-methylene-1,11-dioxo-2-naphthacenecarboxamide, monohydrochloride
CAS Number
3963-95-9
Synonyms
  • 6-methylene Oxytetracycline
  • Rondomycin
Molecular Formula
C22H22N2O8 • HCl
Formula Weight
478.9
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 10 mg/mlDMSO: 5 mg/mlPBS (pH 7.2): 1 mg/ml
λmax
251, 346 nm
SMILES
OC1=C(C(N)=O)C([C@@]2(O)C(O)=C([C@]3([H])[C@H](O)[C@@]2([H])[C@@H]1N(C)C)C(C4=C(O)C=CC=C4C3=C)=O)=O.Cl
InChi Code
InChI=1S/C22H22N2O8.ClH/c1-7-8-5-4-6-9(25)11(8)16(26)12-10(7)17(27)14-15(24(2)3)18(28)13(21(23)31)20(30)22(14,32)19(12)29;/h4-6,10,14-15,17,25,27-29,32H,1H2,2-3H3,(H2,23,31);1H/t10-,14-,15+,17+,22+;/m1./s1
InChi Key
VZQARNDJLLWXGL-CCHMMTNSSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Methacycline is a tetracycline-class antibiotic that is active against a wide range of Gram-positive and Gram-negative organisms.1,2 It is readily absorbed from the gastrointestinal tract and reaches a maximum concentration at about the fourth hour, declining to a negligible amount in about 24 hours.3 It is more active than tetracycline (Item No. 14328) against a number of bacteria.1

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Hubert, E.G., Kalmanson, G.M., Montgomerie, J.Z., et al. Activity of methacycline, related tetracyclines, and other antibiotics against various L-forms and their parent bacteria in vitro. Antimicrob. Agents and Chemother. 2(4), 276-280 (1972).

    2. Morton, R.S., and Higson, D.W. Methacycline (rondomycin) in gonorrhoea. Brit. J. Vener. Dis 42(3), 175-177 (1966).

    3. McLone, D.G., Billings, T.E., Lucas, J.B., et al. Gonorrheal urethritis in men treated with one oral dose of methacycline. Public Health Rep. 83(1), 87-89 (1968).