An inhibitor of kynurenine 3-monooxygenase
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UPF-648

Item No. 32860

Technical Information
Formal Name
(1S,2S)-2-(3,4-dichlorobenzoyl)-cyclopropanecarboxylic acid
CAS Number
213400-34-1
Synonyms
  • (±)-DBCC
Molecular Formula
C11H8Cl2O3
Formula Weight
Purity
≥98%
A solid
SMILES
O=C(C1=CC(Cl)=C(C=C1)Cl)[C@@H]2[C@H](C2)C(O)=O
InChi Code
InChI=1S/C11H8Cl2O3/c12-8-2-1-5(3-9(8)13)10(14)6-4-7(6)11(15)16/h1-3,6-7H,4H2,(H,15,16)/t6-,7-/m0/s1
InChi Key
ZBRKMOHDGFGXLN-BQBZGAKWSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    UPF-648 is an inhibitor of kynurenine 3-monooxygenase (IC50 = 40 nM).1 It increases kynurenine and kynurenic acid and decreases 3-hydroxykynurenine brain levels in newborn rats for up to 12 hours when administered at a dose of 30 mg/kg.2 UPF-648 (30 µM) is protective against rhabdomere neurodegeneration in the eye in a Drosophila model of Huntington's disease.3 It also decreases hypersensitivity to mechanical and thermal stimuli in a rat model of neuropathic pain induced by chronic constriction injury to the sciatic nerve.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Pellicciari, R., Amori, L., Costantino, G., et al. Modulation of the kynurine pathway of tryptophan metabolism in search for neuroprotective agents. Focus on kynurenine-3-hydroxylase. Adv. Exp. Med. Biol. 527, 621-628 (2003).

    2. Ceresoli-Borroni, G., Guidetti, P., Amori, L., et al. Perinatal kynurenine 3-hydroxylase inhibition in rodents: Pathophysiological implications. J. Neurosci. Res. 85(4), 845-854 (2007).

    3. Campesan, S., Green, E.W., Breda, C., et al. The kynurenine pathway modulates neurodegeneration in a Drosophila model of Huntington’s disease. Curr. Biol. 21(11), 9611-9966 (2011).

    4. Rojewska, E., Ciapała, K., Piotrowska, A., et al. Pharmacological inhibition of indoleamine 2,3-dioxygenase-2 and kynurenine 3-monooxygenase, enzymes of the kynurenine pathway, significantly diminishes neuropathic pain in a rat model. Front. Pharmacol. 9, 724 (2018).