CAS 171599-83-0|Revatio |Sildenafil citrate|Viagra|citro; sildenafil|2-hydroxypropane-1,2,3-tricarboxylic acid; 5-{2-ethoxy-5-[(4-methylpiperazin-1-yl)sulfonyl]phenyl}-1-methyl-3-propyl-1H,6H,7H-pyr...

基本信息

化学结构

分子式

C₂₈H₃₈N₆O₁₁S

分子量

666.69992

精确质量

666.23192707

电荷

InChI

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

Canonic Smiles

OC(=O)C(CC(=O)O)(CC(=O)O)O.CCCc1nn(c2c1nc([nH]c2=O)c1cc(ccc1OCC)S(=O)(=O)N1CCN(CC1)C)C

Isomeric Smiles

c1(ccc(c(c1)c1nc2c(c(=O)[nH]1)n(nc2CCC)C)OCC)S(=O)(=O)N1CCN(CC1)C.C(C(=O)O)C(CC(=O)O)(O)C(=O)O

计算属性

JChem

LogD (pH = 7.4)

1.32

LogD (pH = 5.5)

0.74

Log P

1.35

可自由旋转的化学键

质子供体

质子受体

里宾斯基五规则

false

Acid pKa

5.99

极化表面积

109.13

极化性

51.71

摩尔折射率

139.87

LOG S

-3.49

数据来源

名称和标识

别名

ViagraSildenafil citrateRevatio UK-92,4805-[2-Ethoxy-5-(4-methylpiperazin-1-yl)sulfonylphenyl]-1-methyl-3-propyl-4H-pyrazolo[5,4-e]pyrimidin-7-one citrate saltSildenafil citrate salt1-[[3-(4,7-Dihydro-1-methyl-7-oxo-3-propyl-1H-pyrazolo[4,3-d]pyrimidin-5-yl)-4-ethoxyphenyl]sulfonyl]-4-methylpiperazine citrate salt1-[[3-(4,7-Dihydro-1-methyl-7-oxo-3-propyl-1H-pyrazolo[4,3-d]pyrimidin-5-yl)-4-ethoxyphenyl]sulfonyl]-4-methylpiperazine Citratesildenafil citrate1-((3-(6,7-Dihydro-1-methyl-7-oxo-3-propyl-1H-pyrazolo(4,3-d)pyrimidin-5-yl)-4-ethoxyphenyl)sulfonyl)-4-methylpiperazine citratesildenafil citrate

IUPAC传统名

citro; sildenafil citric acid; sildenafil sildenafil citrate

IUPAC标准名

2-hydroxypropane-1,2,3-tricarboxylic acid; 5-{2-ethoxy-5-[(4-methylpiperazin-1-yl)sulfonyl]phenyl}-1-methyl-3-propyl-1H,6H,7H-pyrazolo[4,3-d]pyrimidin-7-one

商标名

CavertaRevatioViagra

名称和标识

数据登录号

CAS号

MDL号

PubChem SID

PubChem CID

CHEBI ID

CHEMBL

ACToR数据库

Beilstein号

SureChEMBL数据库

KEGG DRUG Database

BindingDB数据库

维基百科标题

DrugBank ID

BKMS React数据库

BRENDA Ligand数据库

BRENDA数据库

CompTox数据库

数据登录号

化合物性质

药理学性质

作用靶点

PDE

产品相关信息

化合物性质

分子相关蛋白质

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分子图谱

暂无数据

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描述信息

Selleck Chemicals

S1431

Research Area: Cardiovascular Disease
Biological Activity:
Sildenafil citrate is an agent used to treat erectile dysfunction and pulmonary arterial hypertension (PAH). It acts by inhibiting cGMP specific phosphodiesterase type 5, an enzyme that regulates blood flow in the penis. Sildenafil has been the prime treatment for erectile dysfunction. [1]

Sigma Aldrich

PZ0003

Legal Information
Sold for research purposes under agreement from Pfizer Inc.
Biochem/physiol Actions
Sildenafil is a potent, selective inhibitor of cGMP specific phosphodiesterase type 5 (PDE5). Sildenafil is used to treat erectile dysfunction and pulmonary arterial hypertension. NO activates guanylate cyclase, which results in increased levels of cGMP, producing smooth muscle relaxation. Sildenafil enhances the effect of NO by inhibiting PDE5, which is responsible for degradation of cGMP.

TRC

S435000

An orally active selective type 5 cGMP phosphodiesterase inhibitor.

ChEBI

CHEBI:58987

The citrate salt of sildenafil.

描述信息

参考文献

PubChem文献

数据源提供

• http://en.wikipedia.org/wiki/Sildenafil_citrate

• Terrett, N.K., et al.: Bioorg. Med. Chem. Lett., 6, 1819 (1996)

• Goldstein, I., et al.: N. Engl. J. Med., 338, 1397 (1996)

参考文献

生物活性

PubChem BioAssay

生物活性

名称和标识

别名

IUPAC传统名

citro; sildenafil citric acid; sildenafil sildenafil citrate

IUPAC标准名

2-hydroxypropane-1,2,3-tricarboxylic acid; 5-{2-ethoxy-5-[(4-methylpiperazin-1-yl)sulfonyl]phenyl}-1-methyl-3-propyl-1H,6H,7H-pyrazolo[4,3-d]pyrimidin-7-one

商标名

CavertaRevatioViagra

数据登录号

CAS号

MDL号

PubChem SID

PubChem CID

CHEBI ID