A dibrominated derivative of chloramphenicol
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Bromamphenicol

Item No. 28016

Technical Information
Formal Name
[R-(R*,R*)]-2,2-dibromo-N-[2-hydroxy-1-(hydroxymethyl)-2-(4-nitrophenyl)ethyl]-acetamide
CAS Number
17371-30-1
Molecular Formula
C11H12Br2N2O5
Formula Weight
Purity
≥98%
A crystalline solid
DMF: solubleDMSO: solubleEthanol: solubleMethanol: soluble
λmax
273 nm
SMILES
OC[C@@H](NC(C(Br)Br)=O)[C@H](O)C1=CC=C([N+]([O-])=O)C=C1
InChi Code
InChI=1S/C11H12Br2N2O5/c12-10(13)11(18)14-8(5-16)9(17)6-1-3-7(4-2-6)15(19)20/h1-4,8-10,16-17H,5H2,(H,14,18)/t8-,9-/m1/s1
InChi Key
UWOHGNMWBGIRAQ-RKDXNWHRSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Bromamphenicol is a dibrominated derivative of the antibiotic chloramphenicol.1 It inhibits rat liver mitochondrial and E. coli protein synthesis by 90.6 and 98.8%, respectively, when used at a concentration of 93 μM, and inhibits DNA synthesis in human lymphoblastoid cells by 83% at 1 mM. Bromamphenicol can also bind to the major adhesin subunit DraE from E. coli.2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Manyan, D.R., Arimura, G.K., and Yunis, A.A. Comparative metabolic effects of chloramphenicol analogues. Mol. Pharmacol. 11(5), 520-527 (1975).

    2. Pettigrew, D.M., Roversi, P., Davies, S.G., et alA structural study of the interaction between the Dr haemagglutinin DraE and derivatives of chloramphenicol. Acta Crystallogr. D Biol. Crystallogr. 65(Pt 6), 513-522 (2009).