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Pharmaceuticals and APIs

Sildenafil

Also known as Aphrodil, Vizarsin, Sildenafilo

CAS 139755-83-2Formula C22H30N6O4SMolar mass 474.59 g/molEC 604-158-7
GHS signal word: Warning. Pictograms: Harmful or irritant 77 suppliers listed Drug substance
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Sildenafil chemical structure, C22H30N6O4S, CAS 139755-83-2
2D chemical structure

Key facts

What buyers check first

All properties
Appearance
Crystals
Melting point
187 to 189
Solubility
White to off-white crystalline powder, solubility in water: 3.5 mg/mL /Sildenafil citrate/
HS code
293590
Category
Pharmaceuticals and APIs
Illustrative photo, 25 kg white woven sacks of powder on a pallet in a warehouse
Typical packagingIllustrative packaging image, not the actual product

What is Sildenafil?

Plain description, key identifiers and synonyms

Sildenafil is a pyrazolo[4,3-d]pyrimidin-7-one having a methyl substituent at the 1-position, a propyl substituent at the 3-position and a 2-ethoxy-5-[(4-methylpiperazin-1-yl)sulfonyl]phenyl group at the 5-position. It has a role as a vasodilator agent and an EC 3.1.4.35 (3',5'-cyclic-GMP phosphodiesterase) inhibitor. It is a member of piperazines, a sulfonamide and a pyrazolopyrimidine.

Sildenafil is a medication used to treat erectile dysfunction and pulmonary arterial hypertension.

Identifiers

Registry numbers, names and line notations, tap to copy

IUPAC name
5-[2-ethoxy-5-(4-methylpiperazin-1-yl)sulfonylphenyl]-1-methyl-3-propyl-6H-pyrazolo[4,5-d]pyrimidin-7-one
CAS number
139755-83-2 CAS number cross-checked
EC number
604-158-7
Molecular formula
C22H30N6O4S
UNII
3M7OB98Y7H
InChIKey
BNRNXUUZRGQAQC-UHFFFAOYSA-N
InChI
InChI=1S/C22H30N6O4S/c1-5-7-17-19-20(27(4)25-17)22(29)24-21(23-19)16-14-15(8-9-18(16)32-6-2)33(30,31)28-12-10-26(3)11-13-28/h8-9,14H,5-7,10-13H2,1-4H3,(H,23,24,29)
SMILES (canonical and isomeric)
CCCC1=NN(C2=C1N=C(NC2=O)C3=C(C=CC(=C3)S(=O)(=O)N4CCN(CC4)C)OCC)C

Synonyms

  • Aphrodil
  • Vizarsin
  • Sildenafilo
  • Patrex
  • Sildenafil teva
  • Sildenafil actavis
  • Sildenafil ratiopharm
  • 1-((3-(4,7-Dihydro-1-methyl-7-oxo-3-propyl-1H-pyrazolo(4,3-d)pyrimidin-5-yl)-4-ethoxyphenyl)sulfonyl)-4-methylpiperazine
  • 1-[[3-(4,7-Dihydro-1-methyl-7-oxo-3-propyl-1H-pyrazolo[4,3-d]pyrimidin-5-yl)-4-ethoxyphenyl]sulfonyl]-4-methylpiperazine
  • 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-
  • sildenafilum
  • Nipatra
  • 5-(2-ethoxy-5-(4-methylpiperazine-1-sulfonyl)phenyl)-1-methyl-3-propyl-1H,4H,7H-pyrazolo(4,3-d)pyrimidin-7-one
  • 5-[2-ethoxy-5-(4-methylpiperazine-1-sulfonyl)phenyl]-1-methyl-3-propyl-1H,4H,7H-pyrazolo[4,3-d]pyrimidin-7-one
  • Sildenafil (INN)
  • 5-(2-Ethoxy-5-((4-methylpiperazin-1-yl)sulfonyl)phenyl)-1-methyl-3-propyl-1H-pyrazolo[4,3-d]pyrimidin-7(6H)-one
  • 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
  • 7H-Pyrazolo[4,3-d]pyrimidin-7-one, 5-[2-ethoxy-5-[(4-methyl-1-piperazinyl)sulfonyl]phenyl]-1,6-dihydro-1-methyl-3-propyl-
  • UK 92480-10
  • 5-{2-ethoxy-5-[(4-methylpiperazin-1-yl)sulfonyl]phenyl}-1-methyl-3-propyl-1,6-dihydro-7H-pyrazolo[4,3-d]pyrimidin-7-one
  • 5-{2-Ethoxy-5-[(4-methylpiperazin-1-yl)sulfonyl]phenyl}-1-methyl-3-propyl-1H,6H,7H-pyrazolo[4,3-d]pyrimidin-7-one
  • Aphrodil (TN)
  • 5-[2-ethoxy-5-(4-methylpiperazin-1-yl)sulfonylphenyl]-1-methyl-3-propyl-6H-pyrazolo[4,3-d]pyrimidin-7-one
  • 5-{2-ethoxy-5-[(4-methylpiperazin-1-yl)sulfonyl]phenyl}-1-methyl-3-propyl-1H,4H,7H-pyrazolo[4,3-d]pyrimidin-7-one
  • Sildenafil#
Show all 32 synonyms
  • 1udt
  • 1xos
  • 5-(2-ethoxy-5-((4-methylpiperazin-1-yl)sulfonyl)phenyl)-1-methyl-3-propyl-1,6-dihydro-7H-pyrazolo[4,3-d]pyrimidin-7-one
  • 5-(2-Ethoxy-5-[(4-methylpiperazin-1-yl)sulfonyl]phenyl)-1-methyl-3-propyl-1h,4h,7h-pyrazolo[4,3-d]pyrimidin-7-one
  • 5-[2-ethoxy-5-(4-methylpiperazinylsulfonyl)phenyl]-1-methyl-3-n-propyl-1,6-dihydro-7H-pyrazolo(4,3-d]pyrimidin-7-one
  • 5-[2-ethoxy-5-(4-methylpiperazinylsulfonyl)phenyl]-1-methyl-3-n-propyl-1,6-dihydro-7H-pyrazolo[4,3-d]pyrimidin-7-one
  • Sildenafil, viagra

Physical and chemical properties

Measured values and descriptors computed from the structure

Physical and chemical properties

Measured values, check the supplier specification for your grade

Appearance
Crystalsexp.
Melting point
187 to 189exp.
Solubility
White to off-white crystalline powder, solubility in water: 3.5 mg/mL /Sildenafil citrate/exp.

Values vary by grade. Ask suppliers for the COA or TDS of the batch you buy.

Computed descriptors

Calculated from the structure, useful for screening and formulation

Molecular weight
474.59 g/molcalc.
Exact mass
474.2049 Dacalc.
LogP (octanol/water)
1.61calc.
Topological polar surface area
113.4 Ųcalc.
Hydrogen bond donors
1calc.
Hydrogen bond acceptors
7calc.
Rotatable bonds
7calc.
Heavy atoms
33calc.
Rings
4calc.
Aromatic rings
3calc.
Fraction sp3 carbons
0.5calc.
Formal charge
0calc.
Stereocentres
0calc.
Lipinski rule of five
Passes (0 violations)calc.

Calculated for screening. Confirm critical figures with the supplier.

Murcko scaffold

The ring system that remains when every side chain is removed

Murcko scaffold of this chemical, O=c1[nH]c(-c2cccc(S(=O)(=O)N3CCNCC3)c2)nc2cn[nH]c12

O=c1[nH]c(-c2cccc(S(=O)(=O)N3CCNCC3)c2)nc2cn[nH]c12

4 rings, 25 atoms.

41 other chemicals share this scaffold

Safety and hazards

GHS classification summary, not a safety data sheet

GHS signal word
Warning
GHS07: Harmful or irritant
Harmful or irritant

Hazard statements

  • H302Harmful if swallowed.
  • H319Causes serious eye irritation.
  • H412Harmful to aquatic life with long lasting effects.
Precautionary statements (10)
  • P264Wash skin thoroughly after handling.
  • P264 + P265Wash skin thoroughly after handling. Do not touch eyes.
  • P270Do not eat, drink or smoke when using this product.
  • P273Avoid release to the environment.
  • P280Wear protective gloves, protective clothing, eye protection and face protection.
  • P301 + P317If swallowed: Get medical help.
  • P305 + P351 + P338If in eyes: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.
  • P330Rinse mouth.
  • P337 + P317If eye irritation persists: Get medical help.
  • P501Dispose of contents and container in accordance with local regulations.

GHS classification summary, not a safety data sheet (SDS). Classifications can differ by supplier, grade and concentration. Always check the supplier's SDS.

Full safety data and first aid

Sildenafil suppliers

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All 77 suppliers
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Where suppliers are based

77 suppliers in 16 countries

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Sildenafil price

Indicative price range per kg from live supplier offers

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Uses and applications

What the substance is used for, by industry and function

Phosphodiesterase 5 Inhibitors, Urological Agents, Vasodilator Agents.

Use classes: Pharmaceuticals.

Roles

  • anti-anaemic agent
  • anti-ulcer drug
  • antibacterial agent
  • antidyskinesia agent
  • antifibrotic agent
  • antiglaucoma drug
  • antihypertensive agent
  • antimicrobial agent
  • antineoplastic agent
  • antiparkinson drug
  • antispasmodic drug
  • antiviral agent
  • cardiovascular drug
  • enzyme inhibitor
  • hepatoprotective agent
  • hypoglycemic agent
  • muscle relaxant
  • neuromuscular agent
  • neuroprotective agent
  • ophthalmology drug
  • pharmaceutical
  • protective agent
  • renoprotective agent
  • vasodilator agent

Pharmacology

Sildenafil is a Phosphodiesterase 5 Inhibitor. The mechanism of action of sildenafil is as a Phosphodiesterase 5 Inhibitor.

How it is made

Preparation: A. S. Bell et al., European Patent Office patent 463756, eidem, United States of America patent 5250534 (1992, 1993 both to Pfizer)

Regulatory status

Inventories, regulations and trade controls that list this substance

Health and food

  • Active ingredient in FDA approved drug labels

HS code and trade data

Customs classification and reported world trade statistics

Global trade

World import and export statistics for the HS code Sildenafil is traded under.

HS 2935.90Indicative HS code

Sulphonamides, other

World exports in 2024
$5.64B
−11.0% vs 2023, imports $8.56B
2019 to 2024
Top exporters
  1. Ireland43.1%
  2. China12.0%
  3. India * partner reported9.5%
Top importers
  1. United States23.6%
  2. Slovenia19.1%
  3. Spain11.7%

* Partner reported figures, a lower bound.

Reported customs values in USD, not prices.Full trade data

The HS code shown for Sildenafil is indicative (it was assigned by structure rules). Confirm the classification with your customs broker before shipping.

Frequently asked questions

Quick answers about Sildenafil, based on the data on this page

What is Sildenafil?

Sildenafil is a pyrazolo[4,3-d]pyrimidin-7-one having a methyl substituent at the 1-position, a propyl substituent at the 3-position and a 2-ethoxy-5-[(4-methylpiperazin-1-yl)sulfonyl]phenyl group at the 5-position. It has a role as a vasodilator agent and an EC 3.1.4.35 (3',5'-cyclic-GMP phosphodiesterase) inhibitor.

What is the CAS number of Sildenafil?

The CAS registry number of Sildenafil is 139755-83-2.

What is the molecular formula and weight of Sildenafil?

The molecular formula of Sildenafil is C22H30N6O4S and its molar mass is 474.59 g/mol.

What is Sildenafil used for?

Phosphodiesterase 5 Inhibitors, Urological Agents, Vasodilator Agents. Use classes: Pharmaceuticals.

Is Sildenafil hazardous?

Sildenafil carries the GHS signal word "Warning". Main hazards: harmful if swallowed, causes serious eye irritation, harmful to aquatic life with long lasting effects. This summary is not an SDS, always read the supplier safety data sheet.

What is the HS code of Sildenafil?

Sildenafil is usually classified under HS code 293590 (Sulphonamides, other). This is indicative, confirm it with your customs broker before shipping.

Where can I buy Sildenafil?

CompoundList lists 77 suppliers of Sildenafil in China, United States, United Kingdom, Germany and 12 more. Send one free request to get and compare quotes. Your contact details stay private until you accept a quote.

Where can I buy Sildenafil in India?

2 suppliers in India list Sildenafil on CompoundList. Filter the suppliers list by country and send a request to compare prices, grades and delivery times.

What is the price of Sildenafil?

Suppliers quote Sildenafil on request because prices depend on grade, purity, quantity and destination. A free request on CompoundList gets you several quotes to compare.

Guides for buyers

Practical guides that help when you source, ship or handle Sildenafil

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Data last updated 7 Oct 2026. Details may have changed, please confirm them with the supplier. Report an error on this page
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