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Avanafil

Avanafil Structure
CAS No.
330784-47-9
Chemical Name:
Avanafil
Synonyms
Stendra;vanafil;4-((3-chloro-4-Methoxybenzyl)aMino)-2-(2-(hydroxyMethyl)pyrrolidin-1-yl)-N-(pyriMidin-2-ylMethyl)pyriMidine-5-carboxaMide;(S)-4-((3-Chloro-4-Methoxybenzyl)aMino)-2-(2-(hydroxyMethyl)pyrrolidin-1-yl)-N-(pyriMidin-2-ylMethyl)pyriMidine-5-carboxaMide;U 53;U-53;D03217;avanfil;AVANAFE;Avanafil
CBNumber:
CB91503998
Molecular Formula:
C23H26ClN7O3
Molecular Weight:
483.95
MOL File:
330784-47-9.mol
Modify Date:
2024/7/31 13:51:23

Avanafil Properties

Melting point 150-152°C
Density 1.372
storage temp. Sealed in dry,Store in freezer, under -20°C
solubility DMSO (Slightly), Methanol (Slightly, Heated)
form Solid
pka 11.84±0.46(Predicted)
color White to Off-White
InChIKey WEAJZXNPAWBCOA-INIZCTEOSA-N
SMILES C1(N2CCC[C@H]2CO)=NC=C(C(NCC2=NC=CC=N2)=O)C(NCC2=CC=C(OC)C(Cl)=C2)=N1
CAS DataBase Reference 330784-47-9(CAS DataBase Reference)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS07
Signal word  Warning
Hazard statements  H302
Precautionary statements  P280-P305+P351+P338
HS Code  29339900
NFPA 704
0
2 0

Avanafil price More Price(2)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) SML2799 Avanafil ≥98% (HPLC) 330784-47-9 100MG ₹3163.5 2022-06-14 Buy
Sigma-Aldrich(India) SML2799 Avanafil ≥98% (HPLC) 330784-47-9 500MG ₹11888.1 2022-06-14 Buy
Product number Packaging Price Buy
SML2799 100MG ₹3163.5 Buy
SML2799 500MG ₹11888.1 Buy

Avanafil Chemical Properties,Uses,Production

Description

Avanafil (Zepeed) was approved by the Korean Health Ministry for the treatment of erectile dysfunction (ED) in August 2011. Avanafil is a highly selective type 5 phosphodiesterase (PDE5) inhibitor. Avanafil is reported to be the most selective PDE5 inhibitor on the market. The onset of Tmax and half-life also varies among the marketed PDE5 inhibitors. Sildenafil has a Tmax at 1 h and a half-life of 3–5 h. Vardenafil is somewhat similar with a Tmax of 0.6 h and a half-life of 4–6 h. Tadalafil has the longest half-life among the marketed drugs with a half-life of 17 h. Avanafil has a fast onset of action reaching Tmax in 0.6 h with a half-life of 1.2 h. A synthesis of avanafil (TA-1790) is described in the patent literature. The main elimination route of avanafil is through the bile and feces. Avanafil was also found to be reabsorbed through enterohepatic recirculation.

Chemical Properties

White Solid

Uses

Avanafil is a highly selective PDE5 inhibitor with IC50 of 1 nM.

Definition

ChEBI: A monocarboxylic acid amide obtained by formal condensation of the carboxy group of 4-[(3-chloro-4-methoxybenzyl)amino]-2-[(2S)-2-(hydroxymethyl)pyrrolidin-1-yl]pyrimidine-5-carboxylic acid with the amino group of pyrimidin-2-ylmethylamine Used for treatment of erectile dysfunction.

Clinical Use

Avanafil was originally discovered at Tanabe Seiyaku (now Mitsubishi Tanabe). JW Pharmaceutical (previously Choongwae Pharma) and VIVUS have since developed and launched avanafil, which is an oral PDE5 inhibitor for the treatment of erectile dysfunction (ED). Although many marketed PDE5 inhibitors (e.g. sildenafil, vardenafil and tadalafil) are available for the treatment of ED, many patients are still unable to achieve the desired results and experience undesired side-effects with these existing medications. As such, second-generation PDE5 inhibitors with enhanced PDE5 selectivity, shorter systemic half-lives, and improved tolerability are desired. Developed to meet these criteria, Avanafil exhibited good oral bioavailability and PDE5 selectivity in both preclinical studies and clinical trials. Avanafil had a short onset of action (35 min) and short half-life (1.5 h).

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Related articles

  • What is Avanafil ?
  • Avanafil occurs as white crystalline powder, molecular formula C23H26ClN7O3 and molecular weight of 483.95 and is slightly sol....
  • Aug 31,2021

Avanafil Spectrum

4-[[(3-Chloro-4-Methoxyphenyl)Methyl] aMino]-2-[(2S)-2-(hydroxyMethyl)-1-pyrrolidinyl]-N-(2-pyriMidinylMethyl)-5-pyriMidinecarboxaMide Avanafil 4-[(3-Chloro-4-methoxybenzyl)amino]-2-[2-(hydroxymethyl)-1-pyrrolidinyl]-N-(2-pyrimidinylmethyl)-5-pyrimidinecarboxamide avanfil (S)-4-((3-Chloro-4-methoxybenzyl)amino)-2-(2-(hydroxymethyl)pyrrolidin-1-yl)-N-(pyrimidin-2-yl avanafil:4-((3-chloro-4-methoxybenzyl)amino)-2-(2-(hydroxymethyl)-1-pyrrolidinyl)-n-(2-pyrimidinylmethyl)-5-pyrimidinecarboxamide: (s)-2-(2-hydroxymethyl-1-pyrrolidinyl)-4-(3-chloro-4-methoxybenzylami (S)-4-[(3-Chloro-4-methoxybenzyl)amino]-2-[2-(hydroxymethyl)-1-pyrrolidinyl]-N-(2pyrimidinylmethyl)-5-pyrimidinecarboxamide (S)-2-(2-Hydroxymethyl-1-pyrrolidinyl)-4-(3-chloro-4-methoxybenzylamino)-5-[(2-pyrimidinylmethyl)carbamoyl]pyrimidine 4-[(3-Chloro-4-methoxybenzyl)amino]-2-[2-(hydroxymethyl)-1-pyrrolidinyl]-N-(2-pyrimidinylmethyl)-5-pyrimidinecarboxamide Avanafil Avanafil (usan/inn) D03217 Avanafil PDE5 inhibitor pharmaceutical raw material suppliers Avanafil 330784-47-9 high quality lower Prices Natural Sex Steroid Hormones Avanafil Hormone Powder C23H26ClN7O3 CAS 330784-47-9 Avanafil-d3 4-[(3-Chloro-4-methoxybenzyl)amino]-2-[(2S)-2-(hydroxymethyl)pyrrolidin-1-yl]-N-(pyrimidin-2-ylmethyl)pyrimidine-5-carboxamide Avanafil(TA-1790) 4-[(3-Chloro-4-methoxybenzyl)amino]-2-[(2S)-2-(hydroxymethyl)-1-pyrrolidinyl]-N-(2-pyrimidinylmethyl)-5-pyrimidinecarboxamide [13C5, 15N]-Avanafil 4-[(3-Chloro-4-methoxybenzyl)amino] O cut the non AVANAFE Avanafil white powder Avanafil USP/EP/BP Avanafil , Stendra Avanafil, Standa (S)-4-chloro-6-((3-chloro-4-methoxybenzyl)amino)-2-(2-(hydroxymethyl)pyrrolidin-1-yl)-N-(pyrimidin-2-ylmethyl)pyrimidine-5-carboxamide 4-[(3-Chloro-4-methoxybenzyl)amino] Avanafil Avanafil-d4 (S)-4-chloro-6-((3-chloro-4-methoxybenzyl)amino)-2-(2-(hydroxymethyl)pyrrolidin-1-yl)-N-(pyrimidin-2-ylmethyl)pyrimidine-6-carboxamide AvanafilQ: What is Avanafil Q: What is the CAS Number of Avanafil Q: What is the storage condition of Avanafil Q: What are the applications of Avanafil Avanafil 13C5 15NQ: What is Avanafil 13C5 15N Q: What is the CAS Number of Avanafil 13C5 15N Q: What is the storage condition of Avanafil 13C5 15N Q: What are the applications of Avanafil 13C5 15N U 53 U-53 vanafil Stendra 4-((3-chloro-4-Methoxybenzyl)aMino)-2-(2-(hydroxyMethyl)pyrrolidin-1-yl)-N-(pyriMidin-2-ylMethyl)pyriMidine-5-carboxaMide (S)-4-((3-Chloro-4-Methoxybenzyl)aMino)-2-(2-(hydroxyMethyl)pyrrolidin-1-yl)-N-(pyriMidin-2-ylMethyl)pyriMidine-5-carboxaMide 4-[(3-Chloro-4-methoxybenzyl)amino]-2-[(S)-2-(hydroxymethyl)-1-pyrrolidyl]-N-[(2-pyrimidyl)methyl]-5-pyrimidinecarboxamide Avanafil invoicing name: 4- [[(3-chloro-4-methoxyphenyl) methyl] amino] -2- [(2S) -2-hydroxymethyl-1-pyrrolidine] -5-pyrimidine carboxylate ethyl ester 330784-47-9 C23H26ClN7O3 Avanafil Inhibitor Intermediates & Fine Chemicals Pharmaceuticals Aromatics Chiral Reagents Heterocycles Inhibitors API 330784-47-9