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Avanafil

Avanafil
Avanafil structure
CAS No.
330784-47-9
Chemical Name:
Avanafil
Synonyms
D03217;avanfil;vanafil;Stendra;AVANAFE;Avanafil;Avanafil-d3;O cut the non;Avanafil(TA-1790);Avanafil fandachem
CBNumber:
CB91503998
Molecular Formula:
C23H26ClN7O3
Formula Weight:
483.95
MOL File:
330784-47-9.mol

Avanafil Properties

Melting point:
150-152°C
Density 
1.372
storage temp. 
Sealed in dry,Store in freezer, under -20°C
pka
11.84±0.46(Predicted)
CAS DataBase Reference
330784-47-9(CAS DataBase Reference)
FDA UNII
DR5S136IVO
NCI Drug Dictionary
avanafil
SAFETY
  • Risk and Safety Statements
HS Code  29339900

Avanafil price More Price(4)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Cayman Chemical 23024 Avanafil ≥98% 330784-47-9 100mg $25 2021-03-22 Buy
Cayman Chemical 23024 Avanafil ≥98% 330784-47-9 250mg $56 2021-03-22 Buy
Cayman Chemical 23024 Avanafil ≥98% 330784-47-9 500mg $94 2021-03-22 Buy
Cayman Chemical 23024 Avanafil ≥98% 330784-47-9 1g $163 2021-03-22 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

Originator

Mitsubishi Tanabe Pharma Corporation (Japan)

Uses

A phosphodiesterase (PDE5) inhibitor, used to treat erectile dysfunction.

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.

brand name

Zepeed

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).

Chemical Synthesis

The synthesis presented is based on the published patent procedure and is outlined in the scheme. Commercially available 4-chloro-2-(methylsulfanyl)pyrimidine- 5-carboxylic acid ethyl ester (25) was treated with 3- chloro-4-methoxybenzylamine (26) and triethylamine at room temperature to give 4-benzylaminopyrimidine derivative 27 in 96% yield. Sulfide 27 was then oxidized with m-chloroperbenzoic acid (m-CPBA), followed bytreatment with L-prolinol and triethylamine to afford ethyl pyrimidinate 28 in 83% yield. This ester was then saponified with 10% sodium hydroxide to give pyrimidine- 5-carboxylic acid 29 in 80% yield, which then underwent conventional amide bond formation using 2-(aminomethyl) pyrimidine (29a), N-(3-dimethylaminopropal)-N0-ethylcarbodiimide hydrochloride (EDCI) and 1-hydroxybenzotriazole hydrate (HOBt) to give avanafil (IV) in 83% yield.

Avanafil Preparation Products And Raw materials

Raw materials

Preparation Products


Avanafil Suppliers

Global( 303)Suppliers
Supplier Tel Fax Email Country ProdList Advantage
Zhuozhou Wenxi import and Export Co., Ltd
+8613111626072 (WhatsApp)
Wechat: +8613111626072 Wickr me: waynehu zzwenxi@126.com CHINA 13187 58
Hubei XinRunde Chemical Co., Ltd.
+8615102730682
02783214688 bruce@xrdchem.cn CHINA 567 55
Shanghai Yingrui Biopharma Co., Ltd.
+86-21-33585366 E-mail:sales03@shyrchem.com
+86-21-34979012 sales03@shyrchem.com CHINA 739 60
Beijing Cooperate Pharmaceutical Co.,Ltd
010-60279497
010-60279497 sales01@cooperate-pharm.com CHINA 1817 55
hdzhl biotechnology co., ltd
86-13032617415
sales@luchibiology.com CHINA 1275 58
Pharmahands (Taizhou) Co., Ltd.
+86 523-86200360
CHINA 358 58
Shanghai Payne Pharmaceutical Technology Co.Ltd
18678586262 021-58123769
info@paynepharm.com China 1355 58
Wuhan Monad Medicine Tech Co.,LTD
18771942761 02768782018
sales01@whmonad.com CHINA 1000 58
Shanghai UCHEM Inc.
15502138767 15502138767
sales@myuchem.com CHINA 2667 58
Henan Tianfu Chemical Co.,Ltd.
0371-55170693
0371-55170693 info@tianfuchem.com CHINA 22607 55

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View Lastest Price from Avanafil manufacturers

Image Release date Product Price Min. Order Purity Supply Ability Manufacturer
2021-10-21 Avanafil
330784-47-9
US $1.00 / g 1000g 99% 20ton/month Wuhan Aoliqisi New Material Technology Co., Ltd.
2021-10-21 Avanafil
330784-47-9
US $30.00 / g 1000g 99% 20ton/month Wuhan Aoliqisi New Material Technology Co., Ltd.
2021-10-20 Avanafil
330784-47-9
US $500.00 / KG 1KG 99% 9000kg/per week Hebei Lingding Biological Technology Co., Ltd

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