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Sildenafil citrate

Base Information Edit
  • Chemical Name:Sildenafil citrate
  • CAS No.:171599-83-0
  • Molecular Formula:C6H8O7*C22H30N6O4S
  • Molecular Weight:666.709
  • Hs Code.:2933595960
  • Mol file:171599-83-0.mol
Sildenafil citrate

Synonyms:Piperazine,1-[[3-(4,7-dihydro-1-methyl-7-oxo-3-propyl-1H-pyrazolo[4,3-d]pyrimidin-5-yl)-4-ethoxyphenyl]sulfonyl]-4-methyl-(9CI);5-[2-Ethoxy-5-(4-methyl-1-piperazinylsulfonyl)phenyl]-1-methyl-3-n-propyl-1,6-dihydro-7H-pyrazolo[4,3-d]pyrimidin-7-one;Revatio;

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Chemical Property of Sildenafil citrate Edit
Chemical Property:
  • Appearance/Colour:White solid 
  • Vapor Pressure:0mmHg at 25°C 
  • Melting Point:187-189 °C 
  • Refractive Index:1.683 
  • Boiling Point:672.4 °C at 760 mmHg 
  • Flash Point:360.5 °C 
  • PSA:253.93000 
  • Density:1.447g/cm3 
  • LogP:1.31900 
  • Storage Temp.:Desiccate at RT 
  • Solubility.:DMSO: >20mg/mL 
  • Water Solubility.:3.488g/L(temperature not stated) 
Purity/Quality:
Safty Information:
  • Pictogram(s): Xi 
  • Hazard Codes:Xi 
  • Statements: 36/37/38 
  • Safety Statements: 36 
MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:
  • Description Sildenafil is a potent inhibitor of phosphodiesterase 5 (PDE5) with IC50 values of 3.6 and 3 nM for PDE5 activity in isolated rabbit platelets and human corpus cavernosum, respectively. It is selective for PDE5 over PDE1 and PDE3 (IC50s = 0.26 and 65 μM, respectively). Sildenafil reverses glucose-induced decreases in angiopoietin 1 (ANG1) expression and reduction of capillary-like tube formation by mouse dermal endothelial cells in vitro and increases the number of functional blood vessels and regional blood flow in the sciatic nerve in a db/db mouse model of diabetic peripheral neuropathy. It increases the ratio of maximum intracavernosal pressure to mean arterial blood pressure (ICP/MAP), a measure of erectile function, in castrated rats when administered at a dose of 20 mg/kg per day. Sildenafil (0.5 mg/kg) also reduces cardiac arrest and resuscitation-induced increases in angiotensin II , angiotensin converting enzyme (ACE), ACE2, and various angiotensin receptors and increases survival in a porcine model of ischemia/reperfusion injury. Formulations containing sildenafil have been used in the treatment of erectile dysfunction, pulmonary arterial hypertension, and high-altitude pulmonary edema associated with altitude sickness.
  • Uses Sildenafil citrate is an orally active selective type 5 cgmp phosphodiesterase inhibitor that is used in the treatment of erectile dysfunction and primary pulmonary hypertension.
  • Therapeutic Function Vasodilator
Technology Process of Sildenafil citrate

There total 5 articles about Sildenafil citrate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:
Guidance literature:
at 80 - 90 ℃; for 0.166667h; pH=3 - 4; pH-value;
Guidance literature:
Multi-step reaction with 6 steps
1.1: sulfuric acid / ethyl acetate / 0.5 h / 40 - 45 °C / pH 2 - 3
1.2: 3.83 h / 60 - 65 °C
2.1: thionyl chloride / 25 - 35 °C
3.1: 1 h / 70 - 80 °C
4.1: chlorosulfonic acid / 2 h / 25 - 30 °C
4.2: 3 h / Reflux
5.1: 2 h / 20 - 30 °C
6.1: 0.17 h / 80 - 90 °C / pH 3 - 4
With chlorosulfonic acid; thionyl chloride; sulfuric acid; In ethyl acetate;
Guidance literature:
Multi-step reaction with 3 steps
1.1: chlorosulfonic acid / 2 h / 25 - 30 °C
1.2: 3 h / Reflux
2.1: 2 h / 20 - 30 °C
3.1: 0.17 h / 80 - 90 °C / pH 3 - 4
With chlorosulfonic acid;
Refernces Edit