Sildenafil

Sildenafil
Data klinikal
Sebutan	/sɪlˈdɛnəfɪl/ sil-DEN-ə-fil
Nama dagang	Viagra, Revatio, others
AHFS/Drugs.com	Monograph
MedlinePlus	a699015
Data lesen	EU EMA: by INN; AS FDA: Sildenafil;
Kategori; kehamilan	AU: B1; ;
Kaedah; pemberian	By mouth (tablets), intravenous
Kod ATC	G04BE03 (WHO) ;
Status perundangan
Status perundangan	AU: S4 (Preskripsi sahaja) ; KA: ℞ sahaja ; UK: over-the-counter (OTC) / P; AS: ℞ sahaja ; EU: Rx-only ; In general: ℞ (Preskripsi sahaja);
Data farmakokinetik
Bioketersediaan	41% (mean)
Pengikatan protein	~96%
Metabolisme	Liver: CYP3A4 (major route), CYP2C9 (minor route)
Metabolit	N-desmethylsildenafil (~50% potency for PDE5)
Mula masa tindak	20 minutes
Penyingkiran separuh hayat	3–4 hours
Perkumuhan	Feces (~80%), urine (~13%)
Pengecam
	Nama IUPAC 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;
Nombor CAS	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 ;
Ligan PDB	VIA (PDBe, RCSB PDB);
CompTox Dashboard (EPA)	DTXSID6023579 ;
ECHA InfoCard	100.122.676
Data kimia dan fizikal
Formula	C22H30N6O4S
Jisim molar	474.58 g·mol−1
Model 3D (JSmol)	Gambar interaktif;
	SMILES CCCC1=NN(C2=C1N=C(NC2=O)C3=C(C=CC(=C3)S(=O)(=O)N4CCN(CC4)C)OCC)C;
	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) ; Key:BNRNXUUZRGQAQC-UHFFFAOYSA-N ;
	(what is this?) (verify)

Sildenafil, yang dijual di bawah jenama Viagra antara lain, ialah ubat yang digunakan untuk merawat disfungsi erektil dan hipertensi arteri pulmonari.^[8]^[4] Tidak jelas sama ada ia berkesan untuk merawat disfungsi seksual pada wanita.^[8] Ia diambil melalui mulut atau suntikan ke dalam vena.^[8] Permulaan biasanya dalam masa 20 minit dan berlangsung selama kira-kira 2 jam.^[8]

Kesan sampingan yang biasa termasuk sakit kepala, pedih ulu hati dan kulit memerah.^[8] Berhati-hati dinasihatkan pada mereka yang mempunyai penyakit kardiovaskular.^[8] Kesan sampingan yang jarang berlaku tetapi serius termasuk ereksi yang berpanjangan (priaprism) yang boleh menyebabkan kerosakan pada zakar, masalah penglihatan dan kehilangan pendengaran.^[8] Sildenafil tidak boleh diambil oleh orang yang menggunakan nitrat seperti nitrogliserin (gliserin trinitrat), kerana ini boleh mengakibatkan penurunan tekanan darah yang serius.^[8] Sildenafil tidak boleh diambil dalam masa empat jam selepas mengambil antagonis alfa satu.

Rujukan

^ "Sildenafil Use During Pregnancy". Drugs.com. 7 October 2019. Dicapai pada 6 October 2020.
^ "Viagra 25mg film-coated tablets - Summary of Product Characteristics (SmPC)". (emc). 7 August 2020. Dicapai pada 6 October 2020.
^ "Viagra Connect 50 mg film-coated tablets - Summary of Product Characteristics (SmPC)". (emc). 5 December 2017. Dicapai pada 6 October 2020.
^ ^a ^b ^c "Viagra- sildenafil citrate tablet, film coated". DailyMed. Dicapai pada 6 October 2020.
^ "Viagra EPAR". European Medicines Agency. Dicapai pada 6 October 2020.
^ "Revatio EPAR". European Medicines Agency. Dicapai pada 6 October 2020.
^ 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.
^ ^a ^b ^c ^d ^e ^f ^g ^h "Sildenafil Citrate". The American Society of Health-System Pharmacists. Dicapai pada 1 December 2014.

Pautan luar

Ketahui lebih lanjut tentang Sildenafil di Wikipedia:
	Takrifan dari Wikikamus
	Imej dan media dari Commons
	Sumber pembelajaran dari Wikiversity
	Berita dari Wikiberita
	Petikan dari Wikipetikan
	Teks sumber dari Wikisumber
	Buku teks dari Wikibuku

"Sildenafil". Drug Information Portal. U.S. National Library of Medicine.
"Sildenafil citrate". Drug Information Portal. U.S. National Library of Medicine.
Viagra at The Periodic Table of Videos (University of Nottingham)

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

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

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

[Viagra_FDA_label-4] "Viagra- sildenafil citrate tablet, film coated". DailyMed. Dicapai pada 6 October 2020.

[Viagra_EPAR-5] "Viagra EPAR". European Medicines Agency. Dicapai pada 6 October 2020.

[Revatio_EPAR-6] "Revatio EPAR". European Medicines Agency. Dicapai pada 6 October 2020.

[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] ^ ^a ^b ^c ^d ^e ^f ^g ^h "Sildenafil Citrate". The American Society of Health-System Pharmacists. Dicapai pada 1 December 2014.

[8]

[4]

[1]

[2]

[3]

[5]

[6]

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Data klinikal


Sebutan	/sɪlˈdɛnəfɪl/ sil-DEN-ə-fil
Nama dagang	Viagra, Revatio, others
AHFS/Drugs.com	Monograph
MedlinePlus	a699015
Data lesen	EU EMA: by INN AS FDA: Sildenafil
Kategori kehamilan	AU: B1^[1]
Kaedah pemberian	By mouth (tablets), intravenous
Kod ATC	G04BE03 (WHO)
Status perundangan
Status perundangan	AU: S4 (Preskripsi sahaja) KA: ℞ sahaja UK: over-the-counter (OTC) / P^[2]^[3] AS: ℞ sahaja ^[4] EU: Rx-only ^[5]^[6] In general: ℞ (Preskripsi sahaja)
Data farmakokinetik
Bioketersediaan	41% (mean)^[7]
Pengikatan protein	~96%
Metabolisme	Liver: CYP3A4 (major route), CYP2C9 (minor route)
Metabolit	N-desmethylsildenafil (~50% potency for PDE₅)
Mula masa tindak	20 minutes
Penyingkiran separuh hayat	3–4 hours
Perkumuhan	Feces (~80%), urine (~13%)^[4]
Pengecam
Nama IUPAC 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
Nombor CAS	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
Ligan PDB	VIA (PDBe, RCSB PDB)
CompTox Dashboard (EPA)	DTXSID6023579
ECHA InfoCard	100.122.676
Data kimia dan fizikal
Formula	C₂₂H₃₀N₆O₄S
Jisim molar	474.58 g·mol⁻¹
Model 3D (JSmol)	Gambar interaktif
SMILES CCCC1=NN(C2=C1N=C(NC2=O)C3=C(C=CC(=C3)S(=O)(=O)N4CCN(CC4)C)OCC)C
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)^N Key:BNRNXUUZRGQAQC-UHFFFAOYSA-N^N
^NY (what is this?) (verify)