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Substance Name: Sildenafil citrate [USAN]
RN: 171599-83-0
UNII: BW9B0ZE037
InChIKey: DEIYFTQMQPDXOT-UHFFFAOYSA-N

Note

  • A PHOSPHODIESTERASE TYPE-5 INHIBITOR; VASODILATOR AGENT and UROLOGICAL AGENT that is used in the treatment of ERECTILE DYSFUNCTION and PRIMARY PULMONARY HYPERTENSION.

Molecular Formula

  • C22-H30-N6-O4-S.C6-H8-O7

Molecular Weight

  • 666.705
 

Classification Codes

  • Cardiovascular Agents
  • Enzyme Inhibitors
  • Impotence Therapy
  • Phosphodiesterase 5 Inhibitors
  • Phosphodiesterase Inhibitors
  • Urological Agents
  • Vasodilator Agents

Names and Synonyms

Name of Substance

  • Sildenafil citrate [USAN]

MeSH Heading

  • Sildenafil Citrate

Synonyms

  • 1-((3-(6,7-Dihydro-1-methyl-7-oxo-3-propyl-1H-pyrazolo(4,3-d)pyrimidin-5-yl)-4-ethoxyphenyl)sulfonyl)-4-methylpiperazine citrate (1:1)
  • Caverta
  • Revatio
  • Sildenafil citrate
  • UK 92480-10
  • UK-92,480-10
  • UNII-BW9B0ZE037
  • Viagra

Systematic Name

  • Piperazine, 1-((3-(6,7-dihydro-1-methyl-7-oxo-3-propyl-1H-pyrazolo(4,3-d)pyrimidin-5-yl)-4-ethoxyphenyl)sulfonyl)-4-methyl-, 2-hydroxy-1,2,3-propanetricarboxylate (1:1)

Registry Numbers

CAS Registry Number

  • 171599-83-0

FDA UNII

  • BW9B0ZE037

Related Registry Number

  • 139755-83-2 (Parent)

System Generated Number

  • 0171599830

Molecular Formulas

Molecular Formula

  • C22-H30-N6-O4-S.C6-H8-O7

Molecular Formula Fragments

  • C22-H30-N6-O4-S
  • C6-H8-O7
  • COMPONENT

Structure Descriptors

InChI

1S/C22H30N6O4S.C6H8O7/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;7-3(8)1-6(13,5(11)12)2-4(9)10/h8-9,14H,5-7,10-13H2,1-4H3,(H,23,24,29);13H,1-2H2,(H,7,8)(H,9,10)(H,11,12)

InChIKey

DEIYFTQMQPDXOT-UHFFFAOYSA-N

Smiles

c1(c2nc3c(c([nH]2)=O)n(C)nc3CCC)c(ccc(c1)S(N1CCN(C)CC1)(=O)=O)OCC.C(CC(O)=O)(CC(O)=O)(C(O)=O)O

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
man TDLo oral 1429ug/kg/3W- (1.429mg/kg) PERIPHERAL NERVE AND SENSATION: FLACCID PARALYSIS WITHOUT ANESTHESIA (USUALLY NEUROMUSCULAR BLOCKAGE)

SENSE ORGANS AND SPECIAL SENSES: DIPLOPIA: EYE

SENSE ORGANS AND SPECIAL SENSES: PTOSIS: EYE
American Journal of Ophthalmology. Vol. 126, Pg. 476, 1998.
rat LDLo oral 300mg/kg (300mg/kg)   Gekkan Yakuji. Pharmaceuticals Monthly. Vol. 41, Pg. 3057, 1999.