Udenafil

ChemicalBook > CAS DataBase List > 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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View Lastest Price from Udenafil manufacturers

Hebei Yanxi Chemical Co., Ltd.

Product: Udenafil 268203-93-6
Price: US $40.00-40.00/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

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