Sildenafil

**Sildenafil**
Clinical data
Pronunciation	/sɪlˈdɛnəfɪl/ sil-DEN-ə-fil
Trade names	Viagra， Revatio， others
AHFS/Drugs.com	Monograph
MedlinePlus	a699015
data	EU EMA: by INN; US FDA: Sildenafil;
Pregnancy; category	AU: B1 ; ;
Routes of; administration	By mouth (tablets)，intravenous
ATC code	G04咪03 (WHO) ;
Legal status
Legal status	AU: S4 (Prescription only) ; CA: ℞-only ; UK: over-the-counter (OTC) / P; US: ℞-only ; EU: Rx-only ; In general: ℞ (Prescription only);
Pharmacokinetic data
Bioavailability	41% (mean)
Protein binding	~96%
Metabolism	Liver: CYP3A4 (major route)，CYP2C9 (minor route)
Metabolites	N-desmethylsildenafil (~50% potency for PDE5)
Onset of action	20 minutes
Elimination half-life	3–4 hours
Excretion	Feces (~80%)， urine (~13%)
Identifiers
	IUPAC name[展開]
CAS Number	139755-83-2 ; citrate: 171599-83-0 ;
PubChem CID	135398744; citrate: 135413523;
DrugBank	DB00203 ; citrate: DBSALT000347 ;
ChemSpider	5023 ; citrate: 56586 ;
UNII	3M7OB98Y7H; citrate: BW9B0ZE037 ;
KEGG	D08514 ; citrate: D02229 ;
ChEBI	CHEBI:9139 ; citrate: CHEBI:58987 ;
ChEMBL	CHEMBL192 ; citrate: CHEMBL1737 ;
PDB ligand	VIA (PDBe, RCSB PDB);
Chemical and physical data
Formula	C22H30N6O4S
Molar mass	474.58 g͘mol−1
3D model (JSmol)	Interactive image;
	SMILES[展開]
	InChI[展開]
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Sildenafil (英語 (ing-gú): Sildenafil，Viagra; 漢語 (hàn-gú): 西地那非，威而鋼) 是 (sī)用 (iōng)Viagra等等 (tíng-tíng)的 (ê)品牌 (phín-pâi)來 (lâi)銷售 (siau-siū)，是tsı̽t種 (tsióng)用咧 (iōng-teh)治療 (tī-liâu) Pang-bô͘:Ill和 (hām) Pang-bô͘:Ill的腰 (io)̽h-bu̽t.^[6]^[8] Bo̽k前 (tsiân)過 (koh)無清楚 (bô-tshing-tshó)Sildenafil毋知 (m̄-tsai)對 (tuì)治療女性 (lú-sìng)勝功能 (sìng-kong-lîng)的將愛 (tsiong-ài)敢 (kám)有效 (ū-hāu).^[8] 口福 (kháu-hok)或者 (hi̍k-tsiá) Pang-bô͘:Ill.^[8] İo̽h效 (hāu)開始 (khai-sí)作用 (tsok-iōng)通常 (thong-siông)咧 (teh)20分鐘 (hun-tsing)之內 (tsi-lāi)，會當 (ē-tàng)持肅 (tshî-siok)當到 (tòng-kàu)2點鐘 (tiám-tsing)久 (kú).^[8]

註解 (Tsù-kái)[修改]

↑ "Sildenafil Use During Pregnancy". Drugs.com. 7 October 2019. 6 October 2020 khòaⁿ--ê.
↑ "Viagra EPAR". European Medicines Agency. 6 October 2020 khòaⁿ--ê.
↑ "Revatio EPAR". European Medicines Agency. 6 October 2020 khòaⁿ--ê.
↑ "Viagra 25mg film-coated tablets - Summary of Product Characteristics (SmPC)". (emc). 7 August 2020. 6 October 2020 khòaⁿ--ê.
↑ "Viagra Connect 50 mg film-coated tablets - Summary of Product Characteristics (SmPC)". (emc). 5 December 2017. 6 October 2020 khòaⁿ--ê.
↑ ^{移至： 6.0} ^6.1 ^6.2 "Viagra- sildenafil citrate tablet， film coated". DailyMed. 6 October 2020 khòaⁿ--ê.
↑ Nichols DJ, Muirhead GJ, Harness JA (6 March 2002). "Pharmacokinetics of sildenafil after single oral doses in healthy male subjects: absolute bioavailability, food effects and dose proportionality". British Journal of Clinical Pharmacology. 53 (Suppl 1): 5S–12S. doi:10.1046/j.0306-5251.2001.00027.x. PMC 1874258 . PMID 11879254.
↑ ^{移至： 8.0} ^8.1 ^8.2 ^8.3 "Sildenafil Citrate". The American Society of Health-System Pharmacists. 1 December 2014 khòaⁿ--ê.

參娃 (Tsham-ua)̽t[修改]

Pang-bô͘:Ill (Basmanny書法 (su-huat)/Басманное правосудие)
Pang-bô͘:Ill (Lithuanian Riflemen's Union)
Pang-bô͘:Ill (James Mason (neo-Nazi))
Pang-bô͘:Ill
Pang-bô͘:Ill

外部 (Guā-pōo)lên-ket[修改]

"Sildenafil". Drug Information Portal. U.S。 National Library of Medicine. (英語)
"Sildenafil citrate". Drug Information Portal. U.S。 National Library of Medicine. (英語)
ViagraatThe Periodic Table of Videos (University of Nottingham) (英語)

[Drugs.com_pregnancy-1] "Sildenafil Use During Pregnancy". Drugs.com. 7 October 2019. 6 October 2020 khòaⁿ--ê.

[Viagra_EPAR-2] "Viagra EPAR". European Medicines Agency. 6 October 2020 khòaⁿ--ê.

[Revatio_EPAR-3] "Revatio EPAR". European Medicines Agency. 6 October 2020 khòaⁿ--ê.

[4] "Viagra 25mg film-coated tablets - Summary of Product Characteristics (SmPC)". (emc). 7 August 2020. 6 October 2020 khòaⁿ--ê.

[5] "Viagra Connect 50 mg film-coated tablets - Summary of Product Characteristics (SmPC)". (emc). 5 December 2017. 6 October 2020 khòaⁿ--ê.

[Viagra_FDA_label-6] {移至： 6.0} ^6.1 ^6.2 "Viagra- sildenafil citrate tablet， film coated". DailyMed. 6 October 2020 khòaⁿ--ê.

[7] Nichols DJ, Muirhead GJ, Harness JA (6 March 2002). "Pharmacokinetics of sildenafil after single oral doses in healthy male subjects: absolute bioavailability, food effects and dose proportionality". British Journal of Clinical Pharmacology. 53 (Suppl 1): 5S–12S. doi:10.1046/j.0306-5251.2001.00027.x. PMC 1874258 . PMID 11879254.

[AHFS2014-8] {移至： 8.0} ^8.1 ^8.2 ^8.3 "Sildenafil Citrate". The American Society of Health-System Pharmacists. 1 December 2014 khòaⁿ--ê.

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Clinical data


Pronunciation	/sɪlˈdɛnəfɪl/ sil-DEN-ə-fil
Trade names	Viagra， Revatio， others
AHFS/Drugs.com	Monograph
MedlinePlus	a699015
data	EU EMA: by INN US FDA: Sildenafil
Pregnancy category	AU: B1 ^[1]
Routes of administration	By mouth (tablets)，intravenous
ATC code	G04咪03 (WHO)
Legal status
Legal status	AU: S4 (Prescription only) CA: ℞-only UK: over-the-counter (OTC) / P^[4]^[5] US: ℞-only ^[6] EU: Rx-only ^[2]^[3] In general: ℞ (Prescription only)
Pharmacokinetic data
Bioavailability	41% (mean)^[7]
Protein binding	~96%
Metabolism	Liver: CYP3A4 (major route)，CYP2C9 (minor route)
Metabolites	N-desmethylsildenafil (~50% potency for PDE₅)
Onset of action	20 minutes
Elimination half-life	3–4 hours
Excretion	Feces (~80%)， urine (~13%)^[6]
Identifiers
IUPAC name [展開] 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
CAS Number	139755-83-2^Y citrate: 171599-83-0^Y
PubChem CID	135398744 citrate: 135413523
DrugBank	DB00203^Y citrate: DBSALT000347^Y
ChemSpider	5023^Y citrate: 56586^Y
UNII	3M7OB98Y7H citrate: BW9B0ZE037^Y
KEGG	D08514^Y citrate: D02229^Y
ChEBI	CHEBI:9139^Y citrate: CHEBI:58987^Y
ChEMBL	CHEMBL192^Y citrate: CHEMBL1737^Y
PDB ligand	VIA (PDBe, RCSB PDB)
Chemical and physical data
Formula	C₂₂H₃₀N₆O₄S
Molar mass	474.58 g͘mol⁻¹
3D model (JSmol)	Interactive image
SMILES [展開] CCCC1=NN(C2=C1N=C(NC2=O)C3=C(C=CC(=C3)S(=O)(=O)N4CCN(CC4)C)OCC)C
InChI [展開] 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)^N Key:BNRNXUUZRGQAQC-UHFFFAOYSA-N^N
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Sildenafil

註解 (Tsù-kái)[修改]

參娃 (Tsham-ua)̽t[修改]

外部 (Guā-pōo)lên-ket[修改]

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