An alkaloid with diverse biological activities
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Pimprinine

Item No. 25507

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
3-(2-methyl-5-oxazolyl)-1H-indole
CAS Number
13640-26-1
Synonyms
  • NSC 80793
Molecular Formula
C12H10N2O
Formula Weight
198.2
Purity
≥95%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMF: SolubleDMSO: SolubleEthanol: SolubleMethanol: Soluble
SMILES
CC(O1)=NC=C1C2=CNC3=CC=CC=C32
InChi Code
InChI=1S/C12H10N2O/c1-8-13-7-12(15-8)10-6-14-11-5-3-2-4-9(10)11/h2-7,14H,1H3
InChi Key
WZJPGCHCOHYLMB-UHFFFAOYSA-N
Origin
Bacterium/Streptomyces sp.
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

    $224

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    5 mg

    $838

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    Product Description

    Pimprinine is an alkaloid originally isolated from Streptomyces that has diverse biological activities, including anticonvulsant, antiplatelet, and antimicrobial properties.1,2,3,4 It inhibits deamination of serotonin (5-HT; Item No. 14332) by monoamine oxidase (MAO; IC50 = 48 μM).1 Pimprinine (80 mg/kg) increases the minimum and maximum electroshock seizure thresholds in mice.2 In a mouse model of tremorine-induced tremors, it increases the latency to tremor onset, as well as reduces the intensity and duration of tremors and the analgesic activity of tremorine when administered at a dose of 80 mg/kg. Pimprinine inhibits aggregation of rabbit platelets induced by arachidonic acid (Item Nos. 90010 | 10006607) or collagen (IC50s = 3 and 25 μg/ml, respectively) and arachidonic acid-induced thromboxane A2 (TXA2) synthesis in rabbit platelets in vitro (IC50 = 6 μg/ml).3 It also inhibits the growth of M. tuberculosis, P. varioti, C. albicans, and S. lutea in vitro (MICs = 25, 1, 1.5, and 2.5 μg/ml, respectively).4,2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Takeuchi, T., Ogawa, K., Iinuma, H., et al. Monoamine oxidase inhibitors isolated from fermented broths. J. Antibiot. (Tokyo) 26(3), 162-167 (1973).

    2. Naik, S.R., Harindran, J., and Varde, A.B. Pimprinine, an extracellular alkaloid produced by Streptomyces CDRIL-312: Fermentation, isolation and pharmacological activity. J. Biotechnol. 88(1), 1-10 (2001).

    3. Umehara, K., Yoshida, K., Okamoto, M., et al. Studies on new antiplatelet agents, WS-30581 A and B. J. Antibiot. (Tokyo) 37(10), 1153-1160 (1984).

    4. Intaraudom, C., Rachtawee, P., Suvannakad, R., et al. Antimalarial and antituberculosis substances from Streptomyces sp. BCC26924. Tetrahedron 67(39), 7593-7597 (2011).