????????????? ?????????????
??????????
![](//upload.wikimedia.org/wikipedia/commons/thumb/d/d3/Sildenafil_structure.svg/250px-Sildenafil_structure.svg.png) |
![](//upload.wikimedia.org/wikipedia/commons/thumb/9/96/Sildenafil-from-xtal-3D-balls.png/250px-Sildenafil-from-xtal-3D-balls.png) |
???????????????
|
---|
???????????????
| sil-
den
-?-fil
|
---|
?????????????
| Viagra, Revatio, others
|
---|
AHFS
/
Drugs.com
| ????????
|
---|
MedlinePlus
| a699015
|
---|
???????????????
|
|
---|
?????????????????????????????
|
- AU
:
B1
- US
:
B
(??????????????????????)
|
---|
???????????????
| By mouth
(
tablets
),
IV
|
---|
???? ATC
| |
---|
??????
|
---|
??????????????
|
- AU
:
S4
(???????????????)
- CA
:
?-only
- UK
:
POM
(Prescription only)
- US
:
?-only
- In general: ? (Prescription only)
|
---|
??????
??????????????
|
---|
?????????????
| 41% (mean)
[1]
|
---|
???????????????
| ~96%
|
---|
????????????????
| Liver
:
CYP3A4
(major route),
CYP2C9
(minor route)
|
---|
??????????????????????????????
| N
-desmethylsildenafil (~50% potency for PDE
5
)
|
---|
???????????????????
| 3?4 hours
|
---|
?????????
| Feces (~80%), urine (~13%)
[2]
|
---|
?????????
|
---|
- 5-{2-Ethoxy-5-[(4-methylpiperazin-1-yl)sulfonyl]phenyl}-1-methyl-3-propyl-1
H
,6
H
,7
H
-pyrazolo[4,3-d]pyrimidin-7-one
|
?????????? CAS
| |
---|
PubChem
CID
| |
---|
DrugBank
| |
---|
ChemSpider
| |
---|
UNII
| |
---|
KEGG
| |
---|
ChEBI
| |
---|
ChEMBL
| |
---|
PDB
ligand
| |
---|
ECHA InfoCard
| 100.122.676
|
---|
??????????????????????
|
---|
????
| C
22
H
30
N
6
O
4
S
|
---|
?????????
| 474.5764 g/mol g·mol
?1
|
---|
???????? 3D (
JSmol
)
| |
---|
CCCC1=NN(C2=C1NC(=NC2=O)C3=C(C=CC(=C3)S(=O)(=O)N4CCN(CC4)C)OCC)C
|
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
|
7
Y
(what is this?)
(verify)
|
---|
??????????????????
|
---|
????????????????
(
??????
:
Sildenafil citrate
) ??????????????????????????????
????????
(
??????
:
Viagra
) ???????????????????????????? ????????????????????????????
????????????????????????
???
?????????????????????????????
(PAH)
[3]
???????????????????????????????????????????????????????????????????????????????????????
[3]
??????????????????????? ??????
??????
???
??????????????
?????????????????????????????????? ???????????????
????????
???????????????????????????????????????????????????? ?????????????????????????????????????????? ??????
??????????????????
?????????????????????????
??????
??????
????????????????
?????????????? ?????????????????????????????????????
??????
?????????
??????????????
(glycerin trinitrate) ??????????????????????
????????????
???????????????????????????????
[3]
??????????????????????????
cGMP-specific phosphodiesterase type 5
(phosphodiesterase 5, PDE
5
) ????????
???????
???????????????????????
cGMP
???????????????????????????????????????????
??????
??????????????????????????????
Pfizer
?????? Andrew Bell, David Brown ??? Nicholas Terrett ????????????????????????????????
??????????????????????????????????
???????????
[4]
[5]
??????????????? ?.?. 1988 ??????????????????????????????????????????????????????????????????????? ????????????????????????????????????????? ????
Tadalafil
(?????????? Cialis) ???
Vardenafil
(?????????? Levitra)
???????????
[
???
]
???????????????????????????????? ???????????????????????????????? ???????????? ????????????????????????????????? ???????????????????????????????
[6]
???????
[
???
]
- ↑
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
: 5S?12S.
doi
:
10.1046/j.0306-5251.2001.00027.x
.
PMC
1874258
.
PMID
11879254
.
- ↑
"Viagra (sildenafil citrate) Tablets, for Oral Use. Full Prescribing Information"
. Pfizer Labs. Division of Pfizer, Inc., NY, NY 10017
. ???????????
5 November
2016
.
- ↑
3.0
3.1
3.2
"Sildenafil Citrate"
. The American Society of Health-System Pharmacists
. ???????????
Dec 1,
2014
.
- ↑
"Patent US5250534 - Pyrazolopyrimidinone antianginal agents - Google Patents"
.
- ↑
Boolell, M; Allen, MJ; Ballard, SA; Gepi-Attee, S; Muirhead, GJ; Naylor, AM; Osterloh, IH; Gingell, C (June 1996). "Sildenafil: an Orally Active Type 5 Cyclic GMP-Specific Phosphodiesterase Inhibitor for the Treatment of Penile Erectile Dysfunction".
International Journal of Impotence Research
.
8
(2): 47?52.
PMID
8858389
.
- ↑
http://elib-online.com/doctors/warn_viagra1.html