1H-Pyrazole-5-carboxaMide, 1-Methyl-4-[(2-propoxybenzoyl)aMino]-3-propyl-
- Product Name
- 1H-Pyrazole-5-carboxaMide, 1-Methyl-4-[(2-propoxybenzoyl)aMino]-3-propyl-
- CAS No.
- 139756-04-0
- Chemical Name
- 1H-Pyrazole-5-carboxaMide, 1-Methyl-4-[(2-propoxybenzoyl)aMino]-3-propyl-
- Synonyms
- Udenafil Impurity 12;Sildenafil Impurity 56;1-Methyl-4-(2-n-propoxybenzamido)-3-n-propylpyrazole-5-carboxamide;1-Methyl-4-(2-propoxybenzamido)-3-propyl-1H-pyrazole-5-carboxamide;2-methyl-4-[(2-propoxybenzoyl)amino]-5-propylpyrazole-3-carboxamide;4-(2-Propoxybenzoylamino)-1-methyl-3-propyl-1H-pyrazole-5-carboxamide;1H-Pyrazole-5-carboxaMide, 1-Methyl-4-[(2-propoxybenzoyl)aMino]-3-propyl-;2-Methyl-4-(2-propoxy-benzoylamino)-5-propyl-2h-pyrazole-3-carboxylic acid amide;1-Methyl-4-(2-propoxy-benzcarboxcarboxcarboxamido)-3-propyl-1H-pyrazol-5-carboxamide;3-[[[5-(AMinocarbonyl)-1-Methyl-3-propyl-1H-pyrazol-4-yl]aMino]carbonyl]-4-propoxybenzene
- CBNumber
- CB52652114
- Molecular Formula
- C18H24N4O3
- Formula Weight
- 344.41
- MOL File
- 139756-04-0.mol
1H-Pyrazole-5-carboxaMide, 1-Methyl-4-[(2-propoxybenzoyl)aMino]-3-propyl- Property
- Melting point:
- >140°C
- storage temp.
- 2-8°C
- solubility
- Chloroform (Slightly), Methanol (Slightly)
- form
- Solid
- color
- White to Off-White
- InChI
- InChI=1S/C18H24N4O3/c1-4-8-13-15(16(17(19)23)22(3)21-13)20-18(24)12-9-6-7-10-14(12)25-11-5-2/h6-7,9-10H,4-5,8,11H2,1-3H3,(H2,19,23)(H,20,24)
- InChIKey
- OYHROMDBMGIQCJ-UHFFFAOYSA-N
- SMILES
- N1(C)C(C(N)=O)=C(NC(=O)C2=CC=CC=C2OCCC)C(CCC)=N1
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H302Harmful if swallowed
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- A603105
- Product name
- 3-[[[5-(Aminocarbonyl)-1-methyl-3-propyl-1H-pyrazol-4-yl]amino]carbonyl]-4-propoxybenzene
- Packaging
- 100mg
- Price
- $150
- Updated
- 2021/12/16
- Product number
- A603105
- Product name
- 3-[[[5-(Aminocarbonyl)-1-methyl-3-propyl-1H-pyrazol-4-yl]amino]carbonyl]-4-propoxybenzene
- Packaging
- 1g
- Price
- $1190
- Updated
- 2021/12/16
- Product number
- APN0002129
- Product name
- 3-[[[5-(AMINOCARBONYL)-1-METHYL-3-PROPYL-1H-PYRAZOL-4-YL]AMINO]CARBONYL]-4-PROPOXYBENZENE
- Purity
- 95.00%
- Packaging
- 5MG
- Price
- $505.76
- Updated
- 2021/12/16
- Product number
- 53728
- Product name
- 3-[[[5-(Aminocarbonyl)-1-methyl-3-propyl-1H-pyrazol-4-yl]amino]carbonyl]-4-propoxybenzene
- Packaging
- 100mg
- Price
- $650
- Updated
- 2021/12/16
- Product number
- CM249256
- Product name
- 1-Methyl-4-(2-propoxybenzamido)-3-propyl-1H-pyrazole-5-carboxamide
- Purity
- 95%
- Packaging
- 25g
- Price
- $153
- Updated
- 2021/12/16
1H-Pyrazole-5-carboxaMide, 1-Methyl-4-[(2-propoxybenzoyl)aMino]-3-propyl- Chemical Properties,Usage,Production
Chemical Properties
Off-white Solid
Uses
Intermediate in the preparation of Sildenafil (S435000) analogues.
Synthesis
2100-31-4
139756-02-8
139756-04-0
Step 8 Synthesis of 2-methyl-4-(2-propoxybenzoylamino)-5-propyl-2H-pyrazole-3-carboxamide: 2-Propoxybenzoic acid (13.7 g, 76.1 mmol) was mixed with thionyl chloride (36.2 g, 304.4 mmol) in anhydrous dichloromethane (80 mL) and heated at reflux for 3 hours. Upon completion of the reaction, the solvent and excess thionyl chloride were removed by distillation under reduced pressure. The resulting chloride intermediate was dissolved in anhydrous dichloromethane (60 mL) and slowly added to an anhydrous solution containing 4-amino-2-methyl-5-propyl-2H-pyrazole-3-carboxamide (12.6 g, 69.2 mmol), dry triethylamine (7 g, 69.2 mmol), and 4-(N,N-dimethylamino)pyridine (84.5 mg, 0.7 mmol). dichloromethane (200 mL) solution, maintaining the reaction temperature at 0°C. After stirring the reaction mixture for 1 h, it was washed sequentially with water (150 mL), saturated aqueous sodium carbonate solution (200 mL) and saturated brine (200 mL). The organic layer was dried over anhydrous magnesium sulfate and filtered, the filtrate was concentrated to about 60 mL and a white solid product (22 g, 92% yield) was precipitated by addition of hexane (150 mL). The product was confirmed by 1H NMR (300 MHz, CDCl3) and LC-MS (m/z = 345 [M + H]+) characterization.
References
[1] Patent: US2008/194529, 2008, A1. Location in patent: Page/Page column 57-58
[2] Patent: US2003/176696, 2003, A1
1H-Pyrazole-5-carboxaMide, 1-Methyl-4-[(2-propoxybenzoyl)aMino]-3-propyl- Preparation Products And Raw materials
Raw materials
Preparation Products
1H-Pyrazole-5-carboxaMide, 1-Methyl-4-[(2-propoxybenzoyl)aMino]-3-propyl- Suppliers
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- India
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View Lastest Price from 1H-Pyrazole-5-carboxaMide, 1-Methyl-4-[(2-propoxybenzoyl)aMino]-3-propyl- manufacturers
- Product
- 1H-Pyrazole-5-carboxaMide, 1-Methyl-4-[(2-propoxybenzoyl)aMino]-3-propyl- 139756-04-0
- Price
- US $0.10/KG
- Min. Order
- 1KG
- Purity
- 99.0%
- Supply Ability
- 1000 tons
- Release date
- 2020-04-24
- Product
- 2-methyl-4-[(2-propoxybenzoyl)amino]-5-propylpyrazole-3-carboxamide 139756-04-0
- Price
- US $1.00-1.00/Kg/Drum
- Min. Order
- 1KG
- Purity
- 99%+
- Supply Ability
- 100 tons
- Release date
- 2019-12-26
- Product
- 1-Methyl-4-(2-propoxybenzamido)-3-propyl-1H-pyrazole-5-carboxamide 139756-04-0
- Price
- US $0.00-0.00/Kg
- Min. Order
- 1KG
- Purity
- 99.0%+
- Supply Ability
- 100 tons
- Release date
- 2020-01-14