5-Methyl-1H-pyrazole-3-carboxylic acid
- Product Name
- 5-Methyl-1H-pyrazole-3-carboxylic acid
- CAS No.
- 402-61-9
- Chemical Name
- 5-Methyl-1H-pyrazole-3-carboxylic acid
- Synonyms
- 5-METHYLPYRAZOLE-3-CARBOXYLIC ACID;U-19425;AS057278;AKOS B000144;AKOS PAO-0003;BUTTPARK 43\57-89;BUTTPARK 52\11-25;AKOS BBS-00002591;IFLAB-BB F2120-0002;IFLAB-BB F0917-7550
- CBNumber
- CB8853600
- Molecular Formula
- C5H6N2O2
- Formula Weight
- 126.11
- MOL File
- 402-61-9.mol
5-Methyl-1H-pyrazole-3-carboxylic acid Property
- Melting point:
- 241 °C
- Boiling point:
- 388.8±22.0 °C(Predicted)
- Density
- 1.404±0.06 g/cm3(Predicted)
- storage temp.
- Keep in dark place,Sealed in dry,Room Temperature
- solubility
- Soluble in dimethyl sulfoxide.
- form
- powder to crystal
- pka
- 15.36±0.10(Predicted)
- color
- White to Yellow to Orange
- InChI
- InChI=1S/C5H6N2O2/c1-3-2-4(5(8)9)7-6-3/h2H,1H3,(H,6,7)(H,8,9)
- InChIKey
- WSMQKESQZFQMFW-UHFFFAOYSA-N
- SMILES
- N1C(C)=CC(C(O)=O)=N1
- CAS DataBase Reference
- 402-61-9(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.
P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P405Store locked up.
N-Bromosuccinimide Price
- Product number
- 644927
- Product name
- 3-Methylpyrazole-5-carboxylic acid
- Purity
- 97%
- Packaging
- 1g
- Price
- $80.3
- Updated
- 2023/06/20
- Product number
- 644927
- Product name
- 3-Methylpyrazole-5-carboxylic acid
- Purity
- 97%
- Packaging
- 5g
- Price
- $316
- Updated
- 2023/06/20
- Product number
- M2607
- Product name
- 3-Methylpyrazole-5-carboxylic Acid
- Packaging
- 1G
- Price
- $85
- Updated
- 2025/07/31
- Product number
- M2607
- Product name
- 3-Methylpyrazole-5-carboxylic Acid
- Packaging
- 5G
- Price
- $340
- Updated
- 2025/07/31
- Product number
- JK264210
- Product name
- 5-Methyl-1H-pyrazole-3-carboxylicacid
- Purity
- 97%
- Packaging
- 5g
- Price
- $410
- Updated
- 2021/12/16
5-Methyl-1H-pyrazole-3-carboxylic acid Chemical Properties,Usage,Production
Chemical Properties
White to light yellow solid
Uses
3-Methylpyrazole-5-carboxylic acid is a potent and selective D-amino acid oxidase (DAO) (also known as DAAO, DAMOX and OXDA) inhibitor that protects DAO cells from oxidative stress induced by D-Serine. 3-Methylpyrazole-5-carboxylic acid specifically prevents formalin-induced tonic pain.
Definition
ChEBI: A memebr of the class of pyrazoles that is 1H-pyrazole with methyl and carboxylic acid group substituents at positions 5 and 3 respectively.
General Description
3-Methylpyrazole-5-carboxylic acid is a potent and selective D-amino acid oxidase (DAO) (also known as DAAO, DAMOX and OXDA) inhibitor that protects DAO cells from oxidative stress induced by D-Serine. 3-Methylpyrazole-5-carboxylic acid specifically prevents formalin-induced tonic pain.
Synthesis
67-51-6
3112-31-0
402-61-9
General procedure for the synthesis of 3,5-pyrazoledicarboxylic acid and 5-methyl-1H-pyrazole-3-carboxylic acid from 3,5-dimethylpyrazole: 3,5-dimethyl-1H-pyrazole (78.5 g, 0.818 mol) was dissolved in 700 mL of water heated to 70 °C, potassium permanganate (517 g, 3.271 mol) was added slowly, and the temperature was kept no higher than 90 °C. After completion of the reaction, the mixture was cooled to room temperature, filtered to remove the resulting MnO2 precipitate, and washed with distilled water. The filtrate was acidified to pH 2 with dilute aqueous hydrochloric acid and allowed to stand overnight. The precipitate was collected by filtration and washed with distilled water to afford 3,5-pyrazoledicarboxylic acid (41.75 g, 33% yield) as white crystals with melting point 257-258 °C. 1H NMR (D2O, δ): 7.07 (s, 1H, 4-H). After isolation of 3,5-pyrazoledicarboxylic acid, the remaining aqueous phase filtrate was neutralized to pH 5-6, the precipitate was collected by filtration and washed with distilled water to afford 5-methyl-1H-pyrazole-3-carboxylic acid (18.1 g, 18% yield) as white crystals, melting point 210-211°C.1H NMR (D2O, δ): 2.25 (s, 3H, CH3), 6.42 (s, 1H, 4-H). 4-H).
in vivo
AS057278 (PO; 20 mg/kg b.i.d for 28 days; 80 mg/kg single dosage) normalizes?phencyclidine?(PCP)-induced?prepulse inhibition[1].
AS057278 (10 mg/kg; PO and IV; single dosage) exhibits good pharmacokinetic effects[1].
Pharmacokinetic Parameters of AS057278 in male Sprague-Dawley rats[1].
| IV (10 mg/kg) | PO (10 mg/kg) | |
| C0 (ng/mL) | 100,557.3 | |
| Cmax (ng/mL) | 73,559.8 | 8088.8 |
| tmax (h) | 0.083 | 1 |
| CZ (ng/mL) | 26.8 | 40.5 |
| tZ (h) | 24 | 24 |
| AUCZ (ng/mL·h) | 45,596.2 | 18,254.4 |
| λZ (h^-1) | 0.124 | 0.096 |
| AUC (ng/mL·h) | 45,810.9 | 18,649.9 |
| VZ (L/kg) | 1.76 | |
| VSS (L/kg) | 0.24 | |
| CL (L/kg/h) | 0.22 | |
| MRT (h) | 1.087 | |
| F | 0.407 |
| Animal Model: | Males C57BL/6J mice[1] |
| Dosage: | 80 mg/kg, 20 mg/kg |
| Administration: | PO; 20 mg/kg b.i.d for 28 days; 80 mg/kg single dosage |
| Result: | Normalized?phencyclidine?(PCP)-induced?prepulse inhibition?after acute (80?mg/kg) and chronic (20?mg/kg b.i.d.)?oral administration?in mice. |
| Animal Model: | Male Sprague-Dawley rats[1] |
| Dosage: | 10 mg/kg |
| Administration: | PO and IV; single dosage (Pharmacokinetics Analysis) |
| Result: | Exhibited good pharmacokinetic effect. |
References
[1] Russian Journal of Organic Chemistry, 2016, vol. 52, # 9, p. 1322 - 1325
[2] Zh. Org. Khim., 2016, vol. 52, # 9, p. 1334 - 1337,4
5-Methyl-1H-pyrazole-3-carboxylic acid Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from 5-Methyl-1H-pyrazole-3-carboxylic acid manufacturers
- Product
- 5-Methyl-1H-pyrazole-3-carboxylic acid 402-61-9
- Price
- US $15.00-10.00/KG
- Min. Order
- 1KG
- Purity
- 99%+ HPLC
- Supply Ability
- Monthly supply of 1 ton
- Release date
- 2021-07-10
- Product
- 5-Methyl-1H-pyrazole-3-carboxylic acid 402-61-9
- 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
- Product
- 5-Methyl-1H-pyrazole-3-carboxylic acid 402-61-9
- Price
- US $8.00/kg
- Min. Order
- 1kg
- Purity
- 99%
- Supply Ability
- 10MT
- Release date
- 2018-12-19