A pyrrole with diverse biological activities
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Pyrrolnitrin

Item No. 35099

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
3-chloro-4-(3-chloro-2-nitrophenyl)-1H-pyrrole
CAS Number
1018-71-9
Synonyms
  • NSC 107654
  • NSC 637277
Molecular Formula
C10H6Cl2N2O2
Formula Weight
257.1
Purity
≥97%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMSO: 10 mM
SMILES
O=[N](C1=C(C2=CNC=C2Cl)C=CC=C1Cl)=O
InChi Code
InChI=1S/C10H6Cl2N2O2/c11-8-3-1-2-6(10(8)14(15)16)7-4-13-5-9(7)12/h1-5,13H
InChi Key
QJBZDBLBQWFTPZ-UHFFFAOYSA-N
Origin
Synthetic
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    500 µg

    $181

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    1 mg

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    5 mg

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    Cayman Chemical
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    Product Description

    Pyrrolnitrin is pyrrole that has been found in B. cepacia and has diverse biological activities.1,2,3 It is active against isolates of the fungi C. albicans, C. neoformans, B. dermatitidis, S. schenckii, and H. capsulatum (MICs = <0.78-12.5 µg/ml).1 Pyrrolnitrin is also active against a variety of Gram-positive bacteria, including S. antibioticus, B. subtilis, and S. aureus (MICs = 0.2, 6.25, and 12.5 µg/ml, respectively).2 It reduces spore germination, germ-tube length, and sporulation in isolates of the phytopathogenic fungus B. cinerea (EC50s = 2.3-31.8 µg/L).3 Pyrrolnitrin (50 mg/kg) reduces C. albicans levels by 74% in the kidney of infected mice.1

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Gordee, R.S., and Matthews, T.R. Systemic antifungal activity of pyrrolnitrin. Appl. Microbiol. 17(5), 690-694 (1969).

    2. El-Banna, N., and Winkelmann, G. Pyrrolnitrin from Burkholderia cepacia: Antibiotic activity against fungi and novel activities against streptomycetes. J. Appl. Microbiol. 85(1), 69-78 (1998).

    3. Ajouz, S., Walker, A.S., Fabre, F., et al. Variability of Botrytis cinerea sensitivity to pyrrolnitrin, an antibiotic produced by biological control agents. BioControl 56(3), 353-363 (2011).