CAS 171596-27-3

cis-Tadalafil

Description:

Cis-Tadalafil, with the CAS number 171596-27-3, is a chemical compound that belongs to the class of phosphodiesterase type 5 (PDE5) inhibitors, primarily used for the treatment of erectile dysfunction and pulmonary arterial hypertension. It is a stereoisomer of Tadalafil, which means it has a specific spatial arrangement of atoms that can influence its biological activity and pharmacokinetics. The compound exhibits a high affinity for the PDE5 enzyme, leading to increased levels of cyclic guanosine monophosphate (cGMP) in the corpus cavernosum, facilitating smooth muscle relaxation and enhancing blood flow. Cis-Tadalafil is characterized by its relatively long half-life, allowing for prolonged therapeutic effects. It is typically administered orally and is known for its favorable safety profile, although potential side effects may include headaches, flushing, and dyspepsia. The compound's solubility and stability under physiological conditions contribute to its efficacy as a therapeutic agent. Overall, cis-Tadalafil represents an important advancement in the management of erectile dysfunction and related conditions.

Formula: C22H19N3O4

InChI: InChI=1S/C22H19N3O4/c1-24-10-19(26)25-16(22(24)27)9-14-13-4-2-3-5-15(13)23-20(14)21(25)12-6-7-17-18(8-12)29-11-28-17/h2-8,16,21,23H,9-11H2,1H3/t16-,21+/m0/s1

InChI key: WOXKDUGGOYFFRN-HRAATJIYSA-N

SMILES: CN1CC(=O)N2[C@H](C1=O)CC3=C([C@H]2C4=CC5=C(C=C4)OCO5)NC6=CC=CC=C36

Synonyms:

• (6R,12aS)-2,3,6,7,12,12a-hexahydro-2-methyl-6-(3,4-methylenedioxyphenyl)-pyrazino[2',1':6,1]pyrido[3,4-b]indole-1,4-dione
• Unii-E319Tq0B6R
• cis-ent-Tadalafil
• Pyr403
• Tadalafil EP ImpurityA

Tadalafil R,S-diastereomer

CAS: 171596-27-3

Nucleic acids and their salts, whether or not chemically defined; other heterocyclic compounds, nesoi

Formula: C₂₂H₁₉N₃O₄

Color and Shape: Off-White Solid

Molecular weight: 389.4

Ref: 45-1A14520

Tadalafil EP Impurity A ((6R,12S)-Tadalafil)

CAS: 171596-27-3

Formula: C₂₂H₁₉N₃O₄

Color and Shape: White To Off-White Solid

Molecular weight: 389.41

Ref: 4Z-T-1014

cis-Tadalafil

CAS: 171596-27-3

cis-Tadalafil

Formula: C₂₂H₁₉N₃O₄

Purity: ≥98%

Molecular weight: 389.4

Ref: 54-BUP00604

cis-Tadalafil

CAS: 171596-27-3

Tadalafil: a carboline-based PDE5 inhibitor, treats erectile dysfunction, prostatic hyperplasia, and pulmonary hypertension.

Formula: C₂₂H₁₉N₃O₄

Purity: 99.53%

Color and Shape: Solid

Molecular weight: 389.404

Ref: TM-T20024

cis-Tadalafil

CAS: 171596-27-3

Formula: C₂₂H₁₉N₃O₄

Purity: 98%

Color and Shape: Solid

Molecular weight: 389.4040

Ref: IN-DA00AD64

(6R,12aS)-6-(1,3-Benzodioxol-5-yl)-2-methyl-2,3,6,7,12,12a-hexahydropyrazino[1',2':1,6]pyrido[3,4-b]indole-1,4-dione

CAS: 171596-27-3

Formula: C₂₂H₁₉N₃O₄

Color and Shape: Neat

Molecular weight: 389.4

Ref: 86-MM0806.01

cis-Tadalafil

CAS: 171596-27-3

(6R,12aS)-6-(Benzo[d][1,3]dioxol-5-yl)-2-methyl-2,3,12,12a-tetrahydropyrazino[1',2':1,6]pyrido[3,4-b]indole-1,4(6H,7H)-dione

Formula: C₂₂H₁₉N₃O₄

Purity: 98%

Molecular weight: 389.4

Ref: IN-DG634673

Tadalafil EP Impurity A

CAS: 171596-27-3

Formula: C₂₂H₁₉N₃O₄

Molecular weight: 389.41

Ref: ST-EA-CP-T31001

cis-Tadalafil

CAS: 171596-27-3

Formula: C₂₂H₁₉N₃O₄

Molecular weight: 389.4

Ref: BE-RMCT005046

cis-Tadalafil

Controlled Product

CAS: 171596-27-3

Impurity Tadalafil EP Impurity A
Applications The (6R)-cis-enantiomer of Tadalafil (T004500). Tadalafil Impurity (6R,12aS)
References Aldridge, J., et al.: Br. Med. J., 318, 669 (1999), Daugan, A., et al.: J. Med. Chem., 46, 4533 (2003), Vredenbregt, M., et al.: J. Pharm. Biomed. Anal., 40, 840 (2006),

Formula: C₂₂H₁₉N₃O₄

Color and Shape: Neat

Molecular weight: 389.4

Ref: TR-T004520

cis-Tadalafil

CAS: 171596-27-3

Cis-Tadalafil is a potent inhibitor of phosphodiesterase 5, which is used to treat erectile dysfunction (ED) and primary pulmonary hypertension (PPH). It works by increasing blood flow to the penis, allowing men with ED to achieve and maintain an erection. Cis-Tadalafil is also used to treat symptoms of prostatic hyperplasia (enlarged prostate) in men. This drug has been shown to be effective in treating PPH by reducing pulmonary arterial pressure and improving exercise capacity. Cis-Tadalafil belongs to the carboline class of drugs and is a phosphodiesterase 5 inhibitor that selectively inhibits cGMP-specific phosphodiesterase type 5 (PDE5). This drug has been shown to be highly effective in treating both ED and PPH with minimal side effects.

Formula: C₂₂H₁₉N₃O₄

Purity: Min. 95%

Color and Shape: White/Off-White Solid

Molecular weight: 389.4 g/mol

Ref: 3D-FT27987

Tadalafil Impurity 97

CAS: 171596-27-3

Formula: C₂₃H₂₂N₄O₄

Color and Shape: White To Off-White Solid

Molecular weight: 418.45

Ref: 4Z-T-10146