An antimycobacterial compound
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Delamanid

Item No. 29697

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(2R)-2,3-dihydro-2-methyl-6-nitro-2-[[4-[4-[4-(trifluoromethoxy)phenoxy]-1-piperidinyl]phenoxy]methyl]-imidazo[2,1-b]oxazole
CAS Number
681492-22-8
Synonyms
  • OPC-67683
Molecular Formula
C25H25F3N4O6
Formula Weight
534.5
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 25 mg/mlDMSO: 20 mg/mlEthanol: partially soluble
λmax
220, 244, 316 nm
SMILES
FC(F)(F)OC(C=C1)=CC=C1OC2CCN(C3=CC=C(OC[C@]4(C)OC5=NC([N+]([O-])=O)=CN5C4)C=C3)CC2
InChi Code
InChI=1S/C25H25F3N4O6/c1-24(15-31-14-22(32(33)34)29-23(31)38-24)16-35-18-4-2-17(3-5-18)30-12-10-20(11-13-30)36-19-6-8-21(9-7-19)37-25(26,27)28/h2-9,14,20H,10-13,15-16H2,1H3/t24-/m1/s1
InChi Key
XDAOLTSRNUSPPH-XMMPIXPASA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    10 mg

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    Cayman Chemical
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    Product Description

    Delamanid is an antimycobacterial compound.1 It is active against clinical isolates of M. tuberculosis that are susceptible (MIC90s = 0.01194-0.01248 μg/ml) or resistant to rifampicin (Item No. 14423), isoniazid (Item No. 20378), ethambutol (Item No. 23713), and/or streptomycin (Item No. 21211; MIC90s = 0.01221-0.01341 μg/ml). It inhibits the synthesis of methoxy- and keto-mycolic acid in the M. bovis strain BCG (IC50s = 0.036 and 0.021 μg/ml, respectively). Delamanid (0.1, 0.3, and 1 μg/ml) inhibits the growth of the M. tuberculosis strain H37Rv in infected THP-1 cells. It decreases lung bacterial burden in a mouse model of M. tuberculosis infection in a dose-dependent manner.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Matsumoto, M., Hashizume, H., Tomishige, T., et al. OPC-67683, a nitro-dihydro-imidazooxazole derivative with promising action against tuberculosis in vitro and in mice. PLoS Med. 3(11), e466 (2006).