Tadalafil

Chemical formula: C₂₂H₁₉N₃O₄  Molecular mass: 389.404 g/mol  PubChem compound: 110635

Active ingredient description

Tadalafil is a selective, reversible inhibitor of cyclic guanosine monophosphate (cGMP)-specific phosphodiesterase type 5 (PDE5). When sexual stimulation causes the local release of nitric oxide, inhibition of PDE5 by tadalafil produces increased levels of cGMP in the corpus cavernosum. This results in smooth muscle relaxation and inflow of blood into the penile tissues, thereby producing an erection. The effect of PDE5 inhibition on cGMP concentration in the corpus cavernosum is also observed in the smooth muscle of the prostate, the bladder and their vascular supply. The resulting vascular relaxation increases blood perfusion which may be the mechanism by which symptoms of benign prostatic hyperplasia are reduced.

Medicine classification

This medicinal substance has been classified in the anatomical therapeutic chemical (ATC) classification according to its main therapeutic use as follows:

ATC code Group title Classification
G04BE08 Tadalafil G Genito urinary system and sex hormones → G04 Urologicals → G04B Other urologicals, incl. antispasmodics → G04BE Drugs used in erectile dysfunction
Discover more medicines within G04BE08

Product monographs

Competent medicine agencies globally have authorized commercialization of this active ingredient according to these medication package inserts (MPIs):

Title Information Source Document Type  
CIALIS 5 mg Film-coated tablet European Medicines Agency (EU) MPI, EU: SmPC
CIALIS 2.5 mg Film-coated tablet European Medicines Agency (EU) MPI, EU: SmPC

Structural formula

Graphic representation of the active ingredient's molecular structure

3D molecular structure

3D representation of the active ingredient's molecular structure

External identifiers

CAS Substance: 171596-29-5
DrugBank Drug: DB00820
KEGG Drug: D02008
PubChem Compound: 110635
RxNorm Ingredient: 358263
SNOMED-CT Concept: 407111005
Tadalafil (substance)
UNII Identifier: 742SXX0ICT
TADALAFIL

Medicines

Tadalafil is an active ingredient of these brands:

United States (US)

Brazil (BR)

Canada (CA)

Croatia (HR)

Finland (FI)

Germany (DE)

Ireland (IE)

Italy (IT)

Japan (JP)

Mexico (MX)

Netherlands (NL)

New Zealand (NZ)

Singapore (SG)

United Kingdom (UK)

Note the following: The list of brand names is continuously updated, and thus does not include the total of products circulating worldwide.

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