An active metabolite of avanafil
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Parent Compound(s)
23024Avanafil
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Avanafil metabolite M4

Item No. 27843

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
4-((3-chloro-4-methoxybenzyl)amino)-2-((2S,4R)-4-hydroxy-2-(hydroxymethyl)pyrrolidin-1-yl)-N-(pyrimidin-2-ylmethyl)pyrimidine-5-carboxamide
Molecular Formula
C23H26ClN7O4
Formula Weight
500.0
Purity
≥98%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMSO: solubleMethanol: soluble
SMILES
COC1=CC=C(CNC2=NC(N3C[C@H](O)C[C@H]3CO)=NC=C2C(NCC4=NC=CC=N4)=O)C=C1Cl
InChi Code
InChI=1S/C23H26ClN7O4/c1-35-19-4-3-14(7-18(19)24)9-27-21-17(22(34)28-11-20-25-5-2-6-26-20)10-29-23(30-21)31-12-16(33)8-15(31)13-32/h2-7,10,15-16,32-33H,8-9,11-13H2,1H3,(H,28,34)(H,27,29,30)/t15-,16+/m0/s1
InChi Key
STICMRYZQZNHAV-JKSUJKDBSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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Certificates of Analysis & Batch Specific Data

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    1 mg

    $758

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    Product Description

    Avanafil metabolite M4 is a major active metabolite of the phosphodiesterase 5 (PDE5) inhibitor avanafil (Item No. 23024).1 Avanafil is metabolized by the cytochrome P450 (CYP450) isoforms CYP3A4 and CYP2C to the major metabolites avanafil metabolite M4 and avanafil metabolite M16 (Item No. 27844), as well as minor metabolites.2 Avanafil metabolite M4 inhibits PDE5 with 18% of the potency of avanafil.1

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Kedia, G.T., Ückert, S., Assadi-Pour, F., et al. Avanafil for the treatment of erectile dysfunction: Initial data and clinical key properties. Ther. Adv. Urol. 5(1), 35-41 (2013).

    2. Kyle, J.A., Brown, D.A., and Hill, J.K. Avanafil for erectile dysfunction. Ann. Pharmacother. 47(10), 1312-1320 (2013).