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Udenafil

Product Name
Udenafil
CAS No.
268203-93-6
Chemical Name
Udenafil
Synonyms
Zydena;CS-1353;Da 8159;Da-8159;Udenafi;Udenafil;Udenafil, >=98%;Udenafil, DA 8159;Udenafil(DA 8159,Zydena);Udenafil Solution, 100ppm
CBNumber
CB01508622
Molecular Formula
C25H36N6O4S
Formula Weight
516.66
MOL File
268203-93-6.mol
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Udenafil Property

Melting point:
152-159°C
Boiling point:
697.0±65.0 °C(Predicted)
Density 
1.35
storage temp. 
under inert gas (nitrogen or Argon) at 2-8°C
solubility 
Chloroform (Slightly), Methanol (Sparingly)
form 
Solid
pka
11.07±0.50(Predicted)
color 
White to Pale Beige
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
SML2871
Product name
Udenafil
Purity
≥98% (HPLC)
Packaging
5MG
Price
$94.2
Updated
2024/03/01
Sigma-Aldrich
Product number
SML2871
Product name
Udenafil
Purity
≥98% (HPLC)
Packaging
25MG
Price
$381
Updated
2024/03/01
Cayman Chemical
Product number
30373
Product name
Udenafil
Packaging
5mg
Price
$97
Updated
2024/03/01
Cayman Chemical
Product number
30373
Product name
Udenafil
Packaging
50mg
Price
$672
Updated
2024/03/01
Cayman Chemical
Product number
30373
Product name
Udenafil
Packaging
10mg
Price
$175
Updated
2024/03/01
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Udenafil Chemical Properties,Usage,Production

Description

Udenafil is the fourth in a class of drugs targeting the inhibition of the enzyme phosphodiesterase 5 (PDE5) for the treatment of erectile dysfunction. Inhibition of PDE5 results in the increase in endogenous cyclic guanosine monophosphate (cGMP) concentrations in the penile corpus cavernosum. cGMP induces smooth muscle cell relaxation and subsequent increased blood flow leading to a sustainable erection. Udenafil is a potent antagonist of human PDE5 with an IC50 of 8.25nM and a comparable selectivity profile as sildenafil for the other PDEs. Unlike tadalafil, it does not inhibit PDE11, which has been implicated in myalgia and testicular toxicity. Furthermore, udenafil produced up to a 91% vaginal penetration success rate and up to a 67% intercourse completion rate compared to a 29% completion rate by placebo. Overall patient satisfaction, measured by a standard global assessment question, was 86% compared to only 26% in the placebo group. The most frequently recorded adverse events were mild-to-moderate facial flushing and headache.

Description

Udenafil is an inhibitor of phosphodiesterase 5 (PDE5). In vivo, udenafil (1 and 5 mg/kg) increases lung cGMP levels, attenuates the development of compensatory right ventricular hypertrophy, and reduces pulmonary arterial wall thickening in a rat model of monocrotaline-induced pulmonary hypertension. It increases creatine clearance and decreases blood urea nitrogen (BUN) and serum malondialdehyde (MDA) levels in a rat model of renal ischemia-reperfusion injury. Udenafil (0.3 and 10 mg/kg) induces penile erections in conscious rabbits and in rabbits with acute spinal cord injury.

Chemical Properties

Off-White Solid

Originator

Dong-A (South Korea)

Uses

Udenafil is an oral phosphodiesterase 5 inhibitor used for the treatment of erectile dysfunction.

Definition

ChEBI: Udenafil is a sulfonamide.

brand name

Zydena

Synthesis

Udenafil has a unique pharmacokinetic profile with a relatively rapid onset and sufficiently long duration (Tmax 1-1.5 hr, t1/2 11-13 hr) to make it effective for up to 24 hours. Synthesis of this racemic compound started with commercially available 2-propoxybenzoic acid (160). The free acid 160 was converted to it acyl chloride with thinoy chloride in refluxing dichloromethane, which was condensed with 4-amino-1-methyl-3- propyl-1H-pyrazole-5-carboxamide (161) with TEA and DMAP in dichloromethane to yield carboxamide 162 in 85% yield from 160. Compound 162 was sulfonated with chlorosulfonic acid to yield benzenesulfonyl chloride 163 in 67% yield, which was treated with racemic 2-(1-methylpyrrolidin- 2-yl)ethylamine (164) in dichloromethane to afford sulfonamide 165 in 80% yield. Finally, compound 165 was cyclized with tBuOK in refluxing tBuOH to give udenafil (XXII) in 81% yield.

Udenafil Preparation Products And Raw materials

Raw materials

Preparation Products

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Udenafil Suppliers

Canada 2 China 113 India 4 United Kingdom 2 United States 15 Global 136
BOC Sciences
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United States
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marketing@targetmol.com
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Cayman Chemical Company
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View Lastest Price from Udenafil manufacturers

Hebei Yanxi Chemical Co., Ltd.
Product
Udenafil 268203-93-6
Price
US $40.00/kg
Min. Order
1kg
Purity
0.99
Supply Ability
10 tons
Release date
2023-09-07
Anhui Ruihan Technology Co., Ltd
Product
Udenafil 268203-93-6
Price
US $30.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
1000t/year
Release date
2023-09-11
Hangzhou Huarong Pharm Co., Ltd.
Product
Udenafil 268203-93-6
Price
US $0.00-0.00/KG
Min. Order
5mg
Purity
99%
Supply Ability
100KG
Release date
2021-09-16

268203-93-6, UdenafilRelated Search:

Avanafil MIRODENAFIL Vardenafil hydrochloride Sildenafil

  • 5-[2-propyloxy-5-(2-(1-Methylpyrrolidin-2-yl)ethylaMinosulphonyl)phenyl]-1-Methyl-3-propyl-6,7-dihydro-1H-pyrazolo(4,3-d)pyriMidin-7-one
  • 5-[2-propyloxy-5-[2-(1-Methyl-2-pyrrolidinyl)ethylaMinosulfonyl]phenyl]-1-Methyl-3-propyl-1,6-dihydro-7H-pyrazolo[4,3-d]pyriMidine-7-one
  • Zydena
  • Udenafil(DA 8159,Zydena)
  • BenzenesulfonaMide,3-(6,7-dihydro-1-Methyl-7-oxo-3-propyl-1H-pyrazolo[4,3-d]pyriMidin-5-yl)-N-[2-(1-Methyl-2-pyrrolidinyl)ethyl]-4-propoxy-
  • Udenafil, DA 8159
  • CS-1353
  • Udenafil, >=98%
  • 5-(2-Propyloxy-5-(1-methyl-2-pyrollidinylethylamidosulfonyl)phenyl)-1-methyl-3-propyl-1,6-dihydro-7H-pyrazolo(4,3-D)pyrimidine-7-one
  • Benzenesulfonamide, 3-(4,7-dihydro-1-methyl-7-oxo-3-propyl-1H-pyrazolo(4,3-D)pyrimidin-5-yl)-N-(2-(1-methyl-2-pyrrolidinyl)ethyl)-4-propoxy-
  • Da 8159
  • Da-8159
  • 3-(1-methyl-7-oxo-3-propyl-6,7-dihydro-1H-pyrazolo[4,3-d]pyrimidin-5-yl)-N-(2-(1-methylpyrrolidin-2-yl)ethyl)-4-propoxybenzenesulfonamide
  • Udenafil
  • Udenafi
  • Udenafil Solution, 100ppm
  • 3-(6,7-Dihydro-1-methyl-7-oxo-3-propyl-1H-pyrazolo[4,3-d]pyrimidin-5-yl)-N-[2-(1-methyl-2-pyrrolidinyl)ethyl]-4-propoxybenzenesulfonamide
  • CAS No.268203-93-6 Udenafil
  • 268203-93-6
  • C25H36N6O3S2
  • Aromatics
  • Heterocycles
  • Intermediates & Fine Chemicals
  • Pharmaceuticals