An antimicrobial agent
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Pentamidine

Item No. 20679

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
4,4'-[1,5-pentanediylbis(oxy)]bis-benzenecarboximidamide
CAS Number
100-33-4
Synonyms
  • NSC 9921
Molecular Formula
C19H24N4O2
Formula Weight
340.4
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 25 mg/mlDMF:PBS(pH7.2) (1:2): 0.33 mg/mlDMSO: 20 mg/mlEthanol: 10 mg/ml
λmax
211, 265 nm
SMILES
NC(C1=CC=C(OCCCCCOC2=CC=C(C(N)=N)C=C2)C=C1)=N
InChi Code
InChI=1S/C19H24N4O2/c20-18(21)14-4-8-16(9-5-14)24-12-2-1-3-13-25-17-10-6-15(7-11-17)19(22)23/h4-11H,1-3,12-13H2,(H3,20,21)(H3,22,23)
InChi Key
XDRYMKDFEDOLFX-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Cayman Chemical
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    Product Description

    Pentamidine is an aromatic diamine antimicrobial agent.1,2,3 It is a DNA minor groove binder that binds to A/T rich regions of DNA.4 Pentamidine is active against L. mexicana (IC50 = 4.532 µg/ml), the T. b. brucei strain S427 (IC50 = 1.1 nM), and C. neoformans (MICs = 1.56 and 6.25 µg/ml for the JEC21 and H99 strains, respectively).1,2,3 It increases survival in mice infected with T. b. brucei when administered at a dose of 10 µmol/kg.2 Formulations containing pentamidine have been used in the prevention of P. jirovecii pneumonia (PJP) in patients infected with HIV.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Chan-Bacab, M.J., Hernández-Núñez, E., and Navarrete-Vázquez, G. Nitazoxanide, tizoxanide and a new analogue [4-nitro-N-(5-nitro-1,3-thiazol-2-yl)benzamide; NTB] inhibit the growth of kinetoplastid parasites (Trypanosoma cruzi and Leishmania mexicana) in vitro. J. Antimicrob. Chemother. 63(6), 1292-1293 (2009).

    2. Mathis, A.M., Holman, J.L., Sturk, L.M., et al. Accumulation and intracellular distribution of antitrypanosomal diamidine compounds DB75 and DB820 in African trypanosomes. Antimicrob. Agents Chemother. 50(6), 2185-2191 (2006).

    3. Ortiz, S.C., Huang, M., and Hull, C.M. Spore germination as a target for antifungal therapeutics. Antimicrob. Agents Chemother. 63(12), e00994-00919 (2019).

    4. Edwards, K.J., Jenkins, T.C., and Neidle, S. Crystal structure of a pentamidine-oligonucleotide complex: Implications for DNA-binding properties. Biochemistry 31(31), 7104-7109 (1992).