A major metabolite of sildenafil
Related Products
Alternative(s)
10010587N-desmethyl Sildenafil (citrate)
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N-desmethyl Sildenafil

Item No. 18208

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
5-[2-ethoxy-5-(1-piperazinylsulfonyl)phenyl]-1,6-dihydro-1-methyl-3-propyl-7H-pyrazolo[4,3-d]pyrimidin-7-one
CAS Number
139755-82-1
Synonyms
  • UK-103320
Molecular Formula
C21H28N6O4S
Formula Weight
460.6
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 5 mg/mlDMSO: 10 mg/mlDMSO:PBS (pH 7.2)(1:5): 0.15 mg/ml
λmax
212, 293 nm
SMILES
CCOC1=C(C2=NC(C(CCC)=NN3C)=C3C(N2)=O)C=C(C=C1)S(N4CCNCC4)(=O)=O
InChi Code
InChI=1S/C21H28N6O4S/c1-4-6-16-18-19(26(3)25-16)21(28)24-20(23-18)15-13-14(7-8-17(15)31-5-2)32(29,30)27-11-9-22-10-12-27/h7-8,13,22H,4-6,9-12H2,1-3H3,(H,23,24,28)
InChi Key
UZTKBZXHEOVDRL-UHFFFAOYSA-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

    $32

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    5 mg

    $104

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    10 mg

    $192

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    50 mg

    $638

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    Product Description

    N-desmethyl Sildenafil is a major metabolite of sildenafil (Item Nos. 10008671 | 14008).1,2,3 N-desmethyl Sildenafil is formed via oxidative metabolism of sildenafil by the cytochrome (CYP) P450 isoforms CYP3A4, CYP3A5, and CYP3A7.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Walker, D.K., Ackland, M.J., James, G.C., et al. Pharmacokinetics and metabolism of sildenafil in mouse, rat, rabbit, dog and man. Xenobiotica 29(3), 297-310 (2015).

    2. Muirhead, G.J., Wilner, K., Colburn, W., et al. The effects of age and renal and hepatic impairment on the pharmacokinetics of sildenafil citrate. Br. J. Clin. Pharmacol. 53, 21S-30S (2015).

    3. Takahiro, R., Nakamura, S., Kohno, H., et al. Contribution of CYP3A isoforms to dealkylation of PDE5 inhibitors: A comparison between sildenafil N-demethylation and tadalafil demethylenation. Biol. Pharm. Bull. 38(1), 58-65 (2015).

    Product Citations

    Sawatdee, S., Atipairin, A., Sae Yoon, A., et al. Oral bioavailability and pharmacokinetics of sildenafil citrate dry foam tablets in rats. Cogent Medicine 5, 1510821 (2018).