4-Amino-1-methyl-3-propyl-5-pyrazolecarboxamide
- Product Name
- 4-Amino-1-methyl-3-propyl-5-pyrazolecarboxamide
- CAS No.
- 139756-02-8
- Chemical Name
- 4-Amino-1-methyl-3-propyl-5-pyrazolecarboxamide
- Synonyms
- 4-AMINO-1-METHYL-3-PROPYL-1H-PYRAZOLE-5-CARBOXAMIDE;AILDE-006;-3-n-propyL;Sildenafil Impurity 3;5-pyrazolecarboxamide;Sildenafil Impurity IV-3;1H-Pyrazole-5-carboxamide,4-am;Sildenafil AMino AMide IMpurity;4-Amino-1-methyl-3-propyl-1H-pyrazo;4-AMINO-1-METHYL-3-N-PROPYL-5-PYRAZOLECA
- CBNumber
- CB8855604
- Molecular Formula
- C8H14N4O
- Formula Weight
- 182.22
- MOL File
- 139756-02-8.mol
4-Amino-1-methyl-3-propyl-5-pyrazolecarboxamide Property
- Melting point:
- 98-101 °C(lit.)
- Boiling point:
- 325.9±42.0 °C(Predicted)
- Density
- 1.32±0.1 g/cm3(Predicted)
- storage temp.
- Keep in dark place,Inert atmosphere,Room temperature
- solubility
- Chloroform, Ethyl Acetate, Methanol
- form
- Solid
- pka
- 15.30±0.50(Predicted)
- color
- Off-White to Pale Beige
- InChI
- InChI=1S/C8H14N4O/c1-3-4-5-6(9)7(8(10)13)12(2)11-5/h3-4,9H2,1-2H3,(H2,10,13)
- InChIKey
- PZMXDLWWQHYXGY-UHFFFAOYSA-N
- SMILES
- N1(C)C(C(N)=O)=C(N)C(CCC)=N1
- CAS DataBase Reference
- 139756-02-8(CAS DataBase Reference)
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P271Use only outdoors or in a well-ventilated area.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P302+P352IF ON SKIN: wash with plenty of soap and water.
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
- 535745
- Product name
- 4-Amino-1-methyl-3-n-propyl-5-pyrazolecarboxamide
- Purity
- 96%
- Packaging
- 5g
- Price
- $56.03
- Updated
- 2025/07/31
- Product number
- A2857
- Product name
- 4-Amino-1-methyl-3-propylpyrazole-5-carboxamide
- Purity
- >98.0%(HPLC)(T)
- Packaging
- 5g
- Price
- $98
- Updated
- 2025/07/31
- Product number
- A2857
- Product name
- 4-Amino-1-methyl-3-propylpyrazole-5-carboxamide
- Purity
- >98.0%(HPLC)(T)
- Packaging
- 25g
- Price
- $291
- Updated
- 2025/07/31
- Product number
- A617415
- Product name
- 4-Amino-1-methyl-3-propyl-1H-pyrazole-5-carboxamide
- Packaging
- 5g
- Price
- $200
- Updated
- 2021/12/16
- Product number
- A1379
- Product name
- 4-Amino-1-methyl-3-propyl-1H-pyrazole-5-carboxamide
- Packaging
- 1g
- Price
- $333
- Updated
- 2021/12/16
4-Amino-1-methyl-3-propyl-5-pyrazolecarboxamide Chemical Properties,Usage,Production
Chemical Properties
Off-White Solid
Uses
An impurity in the synthesis of Sildenafil.
Uses
A potent hypolipidemic agent. A possible inhibitor of phosphodiesterase 1
Definition
ChEBI: 4-amino-1-methyl-3-propylpyrazole-5-carboxamide is a multi-substituted pyrazolecarboxamide used in the industrial synthesis of sildenafil. It is a member of pyrazoles and a monocarboxylic acid amide.
Synthesis
139756-01-7
139756-02-8
Step 7 Synthesis of 4-amino-1-methyl-3-n-propyl-1H-pyrazole-5-carboxamide: 1-methyl-4-nitro-3-propyl-1H-pyrazole-5-carboxamide (14.7 g, 69.3 mmol) was suspended in ethyl acetate (130 mL) and 10% palladium/carbon catalyst (3.3 g) was added. The reaction mixture was stirred overnight at 50 °C and 4 atm hydrogen pressure. Upon completion of the reaction, it was cooled to room temperature, the catalyst was removed by filtration, and the catalyst was washed with ethyl acetate. The combined filtrates were dried with anhydrous magnesium sulfate, filtered and concentrated under reduced pressure to give 4-amino-1-methyl-3-n-propyl-1H-pyrazole-5-carboxamide (13.8 g, 98% yield) as a white solid. The product was confirmed by 1H NMR (300 MHz, CDCl3): δ 4.12 (s, 3H), 2.84 (s, 2H), 2.55 (t, 2H, J = 7.2 Hz), 1.71-1.61 (m, 2H), 0.99 (t, 3H, J = 7.2 Hz); LC-MS showed m/z = 183 (MH)+.
References
[1] Patent: US2008/194529, 2008, A1. Location in patent: Page/Page column 57
[2] Patent: WO2014/131855, 2014, A1. Location in patent: Page/Page column 81
[3] Patent: WO2016/20307, 2016, A1. Location in patent: Page/Page column 51
[4] Patent: CN103044330, 2018, B. Location in patent: Paragraph 0025; 0031-0032; 0034-0035
[5] Patent: WO2015/114647, 2015, A1. Location in patent: Page/Page column 47; 48
4-Amino-1-methyl-3-propyl-5-pyrazolecarboxamide Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from 4-Amino-1-methyl-3-propyl-5-pyrazolecarboxamide manufacturers
- Product
- 4-Amino-1-methyl-3-propyl-5-pyrazolecarboxamide 139756-02-8
- Price
- US $19.00/KG
- Min. Order
- 1KG
- Purity
- 99.%
- Supply Ability
- 50 ton
- Release date
- 2024-08-23
- Product
- 4-Amino-1-methyl-3-propyl-1H-pyrazole-5-carboxamide 139756-02-8
- Price
- US $15.00-10.00/KG
- Min. Order
- 1KG
- Purity
- 99%+ HPLC
- Supply Ability
- Monthly supply of 1 ton
- Release date
- 2021-07-11
- Product
- 4-Amino-1-methyl-3-propyl-1H-pyrazole-5-carboxamide 139756-02-8
- Price
- US $15.00-10.00/KG
- Min. Order
- 1KG
- Purity
- 99%+ HPLC
- Supply Ability
- Monthly supply of 1 ton
- Release date
- 2021-07-09