CAS 139755-82-1

DESMETHYL SILDENAFIL

Description:

Desmethyl sildenafil, with the CAS number 139755-82-1, is a chemical compound that is a metabolite of sildenafil, a well-known medication used primarily for the treatment of erectile dysfunction and pulmonary arterial hypertension. This substance is characterized by its structural similarity to sildenafil, lacking a methyl group at the nitrogen atom in the piperazine ring. Desmethyl sildenafil exhibits similar pharmacological properties, including the ability to inhibit phosphodiesterase type 5 (PDE5), which plays a crucial role in the regulation of blood flow and erectile function. The compound is typically found in the human body as a result of the metabolic breakdown of sildenafil. Its pharmacokinetics, including absorption, distribution, metabolism, and excretion, may differ from those of sildenafil, potentially influencing its efficacy and safety profile. While desmethyl sildenafil is not marketed as a standalone drug, understanding its characteristics is important for comprehending the overall pharmacological effects of sildenafil and its metabolites.

Formula: C₂₁H₂₈N₆O₄S

InChI: InChI=1/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)

SMILES: CCCc1c2c(c(=O)[nH]c(c3cc(ccc3OCC)S(=O)(=O)N3CCNCC3)n2)n(C)n1

Synonyms:

• 5-[2-Ethoxy-5-(1-piperazinylsulfonyl)phenyl]-1,6-dihydro-1-methyl-3-propyl- 7H-pyrazolo[4,3-d]pyrimidin-7-one
• Uk 103320
• 5-[2-ethoxy-5-(piperazin-1-ylsulfonyl)phenyl]-1-methyl-3-propyl-1,4-dihydro-7H-pyrazolo[4,3-d]pyrimidin-7-one

Desmethylsildenafil (1-[[3-(4,7-Dihydro-1-methyl-7-oxo-3-propyl-1H-pyrazolo[4,3-d]pyrimidin-5-yl)-4-ethoxyphenyl]sulfonyl]piperazine)

CAS: 139755-82-1

Color and Shape: Neat

Ref: 61-FOR0254.08

Desmethylsildenafil (1-[[3-(4,7-Dihydro-1-methyl-7-oxo-3-propyl-1H-pyrazolo[4,3-d]pyrimidin-5-yl)-4-ethoxyphenyl]sulfonyl]piperazine) 1.0 mg/ml in Methanol

CAS: 139755-82-1

Color and Shape: Single Solution

Ref: 61-AMP0254.08-01

5-(2-Ethoxy-5-(piperazin-1-ylsulfonyl)phenyl)-1-methyl-3-propyl-1H-pyrazolo[4,3-d]pyrimidin-7(6H)-one

CAS: 139755-82-1

Formula: C₂₁H₂₈N₆O₄S

Purity: 95%

Color and Shape: Solid

Molecular weight: 460.5498

Ref: IN-DA007Z3E

N-Desmethyl Sildenafil

CAS: 139755-82-1

N-Desmethyl Sildenafil (UK-103,320) (Desmethylsildenafil) is a prominent metabolite of Sildenafil, a potent inhibitor of phosphodiesterase type 5 (PDE5).

Formula: C₂₁H₂₈N₆O₄S

Purity: 99.35%

Color and Shape: Solid

Molecular weight: 460.55

Ref: TM-T36061

Sildenafil EP Impurity F (N-Desmethyl Sildenafil)

CAS: 139755-82-1

Formula: C₂₁H₂₈N₆O₄S

Color and Shape: White To Off-White Solid

Molecular weight: 460.55

Ref: 4Z-S-062

N-Desmethyl Sildenafil

CAS: 139755-82-1

N-Desmethyl Sildenafil

Purity: ≥98%

Molecular weight: 460.55g/mol

Ref: 54-BUP13080

1-[[3-(4,7-Dihydro-1-methyl-7-oxo-3-propyl-1H-pyrazolo[4,3-d]pyrimidin-5-yl)-4-ethoxyphenyl]sulfonyl]piperazine (Desmethylsildenafil)

Controlled Product

CAS: 139755-82-1

Formula: C₂₁H₂₈N₆O₄S

Color and Shape: Neat

Molecular weight: 460.55

Ref: 86-MM0254.08

Sildenafil-desmethyl

CAS: 139755-82-1

Formula: C₂₁H₂₈N₆O₄S

Color and Shape: Neat

Molecular weight: 460.55

Ref: 04-C16946570

N-Desmethyl Sildenafil

CAS: 139755-82-1

Applications A metabolite of Sildenafil (S435001), an orally active selective type 5 cGMP phosphodiesterase inhibitor.
References Walker, D; Xenobiotica, 29, 297 (1999), Shim, H., et al.: J. Pharm. Biomed. Anal., 30, 527 (2002), Kim, J., et al.: J. Pharm. Biomed. Anal., 32, 317 (2003), Pelander, A., et al.: J. Anal. Toxicol., 27, 226 (2003),

Formula: C₂₁H₂₈N₆O₄S

Color and Shape: White To Off-White

Molecular weight: 460.55

Ref: TR-D292200

N-Desmethyl Sildenafil Hemicitrate

Controlled Product

CAS: 139755-82-1

Applications N-Desmethyl Sildenafil Hemicitrate is an impurity of Sildenafil (S435000), an orally active selective type 5 cGMP phosphodiesterase inhibitor.
References Terrett, N.K., et al.: Bioorg. Med. Chem. Lett., 6, 1819 (1996); Goldstein, I., et al.: N. Engl. J. Med., 338, 1397 (1998)

Formula: C₄₈H₆₄N₁₂O₁₅S₂

Color and Shape: Neat

Molecular weight: 1113.22

Ref: TR-D292201

Sildenafil EP Impurity F

CAS: 139755-82-1

Formula: C₂₁H₂₈N₆O₄S

Molecular weight: 460.55

Ref: ST-EA-CP-S2006

N-Desmethyl sildenafil

CAS: 139755-82-1

N-Desmethyl sildenafil is a metabolite of sildenafil. It is found in human serum and is responsible for the matrix effect. N-Desmethyl sildenafil is a selective inhibitor of CYP3A4, which has been shown to have pharmacological treatment effects on human cyp3a4, as well as on other basic proteins. It has been used to study metabolic disorders and renal function in humans. N-Desmethyl sildenafil binds to recombinant cytochrome P450 and inhibits the activity of this enzyme. It also inhibits the activity of human cyp3a4, which may lead to a decrease in blood pressure or increase in cardiac output when given at high doses.

Formula: C₂₁H₂₈N₆O₄S

Purity: (¹H-Nmr) Min. 95 Area-%

Color and Shape: Powder

Molecular weight: 460.55 g/mol

Ref: 3D-FD21324