ChemicalBook > CAS DataBase List > Sildenafil Chlorosulfonyl

Sildenafil Chlorosulfonyl

Product Name
Sildenafil Chlorosulfonyl
CAS No.
139756-22-2
Chemical Name
Sildenafil Chlorosulfonyl
Synonyms
Sildenafil Impurity 7;Methisosildenafil-004;Sildenafil　intermediate;Sildenafil Chlorosulfone;Sildenafil chlorosulfonyl;Methisosildenafil Impurity 33;Sildenafil Chlorosulfone IMpurity;Sildenafil Chlorosulfonyl IMpurity;5-(5-CHLORO SULFONYL-2-ETHOXY PHENYL)-1-;4-ethoxy-3-(1-methyl-7-oxo-3-propyl-6,7-dihydro
CBNumber
CB11175931
Molecular Formula
C17H19ClN4O4S
Formula Weight
410.88
MOL File
139756-22-2.mol
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Sildenafil Chlorosulfonyl Property

Melting point:
180-182°C
Density 
1.48±0.1 g/cm3(Predicted)
storage temp. 
Inert atmosphere,2-8°C
solubility 
Chloroform (Slightly), Methanol (Slightly, Heated)
form 
Solid
pka
9.87±0.20(Predicted)
color 
White to Pale Beige
Stability:
Moisture Sensitive
InChI
InChI=1S/C17H19ClN4O4S/c1-4-6-12-14-15(22(3)21-12)17(23)20-16(19-14)11-9-10(27(18,24)25)7-8-13(11)26-5-2/h7-9H,4-6H2,1-3H3,(H,19,20,23)
InChIKey
RVVOSOSBFSYZDM-UHFFFAOYSA-N
SMILES
C1(S(Cl)(=O)=O)=CC=C(OCC)C(C2NC(=O)C3N(C)N=C(CCC)C=3N=2)=C1
CAS DataBase Reference
139756-22-2
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Safety

HS Code 
2933599590
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H314Causes severe skin burns and eye damage

Precautionary statements

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P330+P331IF SWALLOWED: Rinse mouth. Do NOT induce vomiting.

P303+P361+P353IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.

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N-Bromosuccinimide Price

TRC
Product number
C380005
Product name
5-(5-Chlorosulfonyl-2-ethoxyphenyl)-1-methyl-3-propyl-1,6-dihydro-7H-pyrazolo[4,3-d]pyrimidin-7-one
Packaging
250mg
Price
$45
Updated
2021/12/16
TRC
Product number
C380005
Product name
5-(5-Chlorosulfonyl-2-ethoxyphenyl)-1-methyl-3-propyl-1,6-dihydro-7H-pyrazolo[4,3-d]pyrimidin-7-one
Packaging
1g
Price
$90
Updated
2021/12/16
TRC
Product number
C380005
Product name
5-(5-Chlorosulfonyl-2-ethoxyphenyl)-1-methyl-3-propyl-1,6-dihydro-7H-pyrazolo[4,3-d]pyrimidin-7-one
Packaging
2.5g
Price
$195
Updated
2021/12/16
Biosynth Carbosynth
Product number
FC20392
Product name
5-(5-Chlorosulfonyl-2-ethoxyphenyl)-1-methyl-3-propyl-1,6-dihydro-7H-pyrazolo[4,3-d]pyrimidin-7-one
Packaging
25mg
Price
$65
Updated
2021/12/16
Biosynth Carbosynth
Product number
FC20392
Product name
5-(5-Chlorosulfonyl-2-ethoxyphenyl)-1-methyl-3-propyl-1,6-dihydro-7H-pyrazolo[4,3-d]pyrimidin-7-one
Packaging
50mg
Price
$100
Updated
2021/12/16
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Sildenafil Chlorosulfonyl Chemical Properties,Usage,Production

Description

Sildenafil chlorosulfonyl is a synthetic intermediate in the synthesis of the phosphodiesterase 5 (PDE5) inhibitor sildenafil. It is also a potential impurity found in commercial preparations of sildenafil.

Chemical Properties

Off-White Solid

Uses

The compound Sildenafil Chlorosulfonyl Impurity (139756-22-2) is a derivative of Sildenafil. It is widely used in the treatment of pulmonary hypertension as it is capable of inhibiting cGMP and acts as a potent selective inhibitor of PDE5.

Synthesis

139756-21-1

139756-22-2

Example 1 Preparation of 5-(2-ethoxy-5-chlorosulfonyl)phenyl-1-methyl-3-n-propyl-1,6-dihydro-7H-pyrazolo[4,3-d]pyrimidin-7-one: Chlorosulfuric acid (50 mL) was added to a 100 mL three-neck flask and placed in an ice bath. Under stirring, 5-(2-ethoxy)phenyl-1-methyl-3-n-propyl-1,6-dihydro-7H-pyrazolo[4,3-d]pyrimidin-7-one (31.2 g, 0.1 mol) was added in batches. The reaction was exothermic and stirred continuously for 12 hours. Upon completion of the reaction, the reaction solution was slowly poured into ice water (100 g) and a white solid precipitated. The solid was collected by filtration and dried to give a white solid product (30 g) in 76% yield.

References

[1] Journal of Medicinal Chemistry, 2008, vol. 51, # 9, p. 2807 - 2815
[2] Angewandte Chemie - International Edition, 2017, vol. 56, # 1, p. 221 - 224
[3] Angew. Chem., 2017, vol. 129, # 1, p. 227 - 230,4
[4] Chemical Communications, 2016, vol. 52, # 67, p. 10245 - 10248
[5] Patent: EP2666776, 2013, A1. Location in patent: Paragraph 0022; 0023

Sildenafil Chlorosulfonyl Preparation Products And Raw materials

Raw materials

Preparation Products

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Sildenafil Chlorosulfonyl Suppliers

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View Lastest Price from Sildenafil Chlorosulfonyl manufacturers

Hebei Yanxi Chemical Co., Ltd.
Product
4-Ethoxy-3-(1-methyl-7-oxo-3-propyl-6,7-dihydro-1H-pyrazolo[4,3-d]pyrimidin-5-yl)benzenesulfonyl chloride 139756-22-2
Price
US $100.00/kg
Min. Order
1kg
Purity
0.99
Supply Ability
2 tons
Release date
2023-09-04
Career Henan Chemical Co
Product
5-(5-Chlorosulfonyl-2-ethoxyphenyl)-1-methyl-3-propyl-1,6-dihydro-7H-pyrazolo[4,3-d]pyrimidin-7-one 139756-22-2
Price
US $3.00/KG
Min. Order
1ASSAYS
Purity
99%
Supply Ability
100kg
Release date
2019-09-03

139756-22-2, Sildenafil ChlorosulfonylRelated Search:

Tofacitinib citrate 7H-Pyrazolo[4,3-d]pyrimidin-7-one, 5-(5-chloro-2-ethoxyphenyl)-1,6-dihydro-1-methyl-3-propyl- KF31327 5-CHLOROSULFONYL-2-ETHOXYBENZOIC ACID 2-ETHOXY-5-[(4-METHYLPIPERAZIN-1-YL)SULFONYL]BENZOIC ACID 1-Piperazinesulfonicacid,4-methyl-(9CI) Lidocaine Impurity MONOETHYLGLYCINEXYLIDIDE Nor Lidocaine Hydrochloride N-(2,6-DIMETHYLPHENYL)-2-(METHYLAMINO)ACETAMIDE HYDROCHLORIDE Methisosildenafil impure Acotiamide Impurity Terazosin EP Impurity O Methisosildenafil Impurity 7,8-Dihydro-14-hydroxy- normorphinone Methyl 2-(2-hydroxy-4,5-diMethoxybenzaMido)thiazole-4-carboxylate Donepezil Impurity 3,5-Dimethyl-piperazine-1-carboxylic acid tert-butyl ester

  • 3-(6,7-dihydro-1-methyl-7-oxo-3-propyl-1 H-pyrazolo-(4-3-d)-pyrimidine-5
  • 3-(4,7-Dihydro-1-methyl-7-oxo-3-propyl-1H-pyrazolo[4,3-d]pyrimidin-5-yl)-4-ethoxy-benzenesulfonyl Chloride
  • 5-(5-Chlorosulfonyl-2-ethoxyphenyl)-1-methyl-3-propyl-1,6-dihydro-7H-pyrazolo[4,3-d]pyrimidin-7-one
  • 5-(5-CHLOROSULFONYL-2-ETHOXY PHENYL)-1-METHYL-3-N-PROPYL-1
  • Sildenafil Chlorosulfonyl IMpurity
  • 4-Ethoxy-3-(1-Methyl-7-oxo-3-propyl-6,7-dihydro-1H-pyrazolo[4,3-d]pyriMidin-5-yl)benzene-1-sulfonyl chloride
  • Sildenafil Chlorosulfone IMpurity
  • 4-Ethoxy-3-(1-methyl-7-oxo-3-propyl-6,7-dihydro-1H-pyrazolo-[4,3-d]pyrimidin-5-yl)benzene-1-sulfo
  • 4-Ethoxy-3-(6,7-dihydro-1-methyl-7-oxo-3-propyl-1H-pyrazolo[4,3-d]pyrimidin-5-yl)benzene-1-sulfonyl chloride
  • Sildenafil　intermediate
  • 4-Ethoxy-3-(1-methyl-7-oxo-3-propyl-6,7-dihydro-1H-pyrazolo[4,3-d]pyrimidin-5-yl)
  • 4-Ethoxy-3-(1-methyl-7-oxo-3-propyl-6,7-dihydro-1H-pyrazolo-[4,3-d]pyrimidin-5-yl)benzene-1-su
  • Sildenafil Impurity 7
  • Methisosildenafil-004
  • 5-(5-Chlorosulfonyl-2-ethoxyphenyl)-1-methyl-3-propyl-1,6-dihydro-7H-pyrazole[4,3-d]pyrimidine-7-one
  • Sildenafil impurity 33/Sildenafil Chlorosulfonyl/Sildenafil Chlorosulfone Impurity/5-(5-Chlorosulfonyl-2-ethoxyphenyl)-1-methyl-3-propyl-1,6-dihydro-7H-pyrazole[4,3-d]pyrimidine-7-one
  • 4-ethoxy-3-(1-methyl-7-oxo-3-propyl-6,7-dihydro
  • 5-(5-CHLORO SULFONYL-2-ETHOXY PHENYL)-1-
  • 5-(5-CHLORO SULFONYL-2-ETHOXY PHENYL)-1- METHYL-3-PROPYL-1 6-DIHYDRO-7H-PYRAZOL O-(4 3-D)PYRIMIDINE-7-ONE
  • Methisosildenafil Impurity 33
  • Benzenesulfonyl chloride, 3-(6,7-dihydro-1-methyl-7-oxo-3-propyl-1H-pyrazolo[4,3-d]pyrimidin-5-yl)-4-ethoxy-
  • Demethylpiperazinyl sildenafil sulfonyl chloride
  • 4-Ethoxy-3-(1-methyl-7-oxo-3-propyl-6,7-dihydro-1H-pyrazolo[4,3-d]pyrimidin-5-yl)benzenesulfonyl chloride
  • 5-(5-CHLORO SULFONYL-2-ETHOXYPHENYL)-1-METHYL-3-N-PROPYL-1,6-DIHYDRO-7H-PYRAZOLO-[4,3,D]-PYRIMIDINE-7-ONE
  • 5-(5-Chlorosulfonyl-2-ethoxyphenyl)-1-methyl-3-Chemicalbookpropyl-1,6-dihydro-7H-pyrazolo[4,3-d]pyrimidin-7-one
  • 5-(5-Chlorosulfonyl-2-ethoxyphenyl)-1-methyl-3-propyl-1,6-di...
  • Sildenafil Chlorosulfone
  • Sildenafil Chlorosulfonyl (5-(5-Chlorosulfonyl-2-ethoxyphenyl)-1-methyl-3-propyl-1,6-dihydro-7H-pyrazolo[4,3-d]pyrimidin-7-one)
  • Sildenafil chlorosulfonyl
  • 4-Ethoxy-3-(1-methyl-7-oxo-3-propyl-4,7-dihydro-1H-pyrazolo4,3-dpyrimidin-5-yl)benzene-1-sulfonyl chloride
  • 4-Ethoxy-3-(1-methy1-7-oxo~3-propy1-6,7-diliydro-lH-pyrazolo[4,3-d]pyrimidin-5-yl)benzene-1-suIfonyl cliloride
  • Sildenafil Chlorosulfone Impurity / Sildenafil Chlorosulfone / Sildenafil Chlorosulfonyl Impurity
  • Sildenafil Chlorosulfonyl (5-(5-Chlorosulfonyl-2-ethoxyphenyl)-1-methyl-3-propyl-1,6-dihydro-7H-pyra
  • 139756-22-2
  • Bases & Related Reagents
  • Nucleotides
  • Sulfonyl Chlorides