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CAS RN: 4023-02-3 | Product Number: A2055
1-Amidinopyrazole Hydrochloride
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Purity: >98.0%(T)(HPLC)
Synonyms:
- Praxadine
- 1-Pyrazolecarboxamidine Hydrochloride
- Pyrazole-1-carboximidamide Hydrochloride
- 1-Carbamimidoylpyrazole Hydrochloride
Product Documents:
| Size | Unit Price | Philadelphia, PA | Portland, OR | Japan* | Quantity |
|---|---|---|---|---|---|
| 5G |
$31.00
|
2 | 1 | ≥60 |
|
| 25G |
$83.00
|
3 | 1 | ≥60 |
|
* Items in stock locally ship in 1-2 business days. Items from Japan stock are able to ship from a US warehouse within 2 weeks. Please contact TCI for lead times on items not in stock. Excludes regulated items and items that ship on ice.
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*TCI frequently reviews storage conditions to optimize them. Please note that the latest information on the storage temperature for the products is described on our website.
| Product Number | A2055 |
| Purity / Analysis Method | >98.0%(T)(HPLC) |
| Molecular Formula / Molecular Weight | C__4H__6N__4·HCl = 146.58 |
| Physical State (20 deg.C) | Solid |
| Storage Temperature | Room Temperature (Recommended in a cool and dark place, <15°C) |
| CAS RN | 4023-02-3 |
| Reaxys Registry Number | 5448758 |
| PubChem Substance ID | 87559963 |
| MDL Number | MFCD00210087 |
Specifications
| Appearance | White to Yellow to Orange powder to crystal |
| Purity(HPLC) | min. 98.0 area% |
| Purity(Nonaqueous Titration) | min. 98.0 % |
| Melting point | 165.0 to 169.0 °C |
Properties (reference)
| Melting Point | 167 °C |
GHS
| Pictogram |
|
| Signal Word | Warning |
| Hazard Statements | H315 : Causes skin irritation. H319 : Causes serious eye irritation. |
| Precautionary Statements | P264 : Wash skin thoroughly after handling. P280 : Wear protective gloves/ eye protection/ face protection. P337 + P313 : If eye irritation persists: Get medical advice/ attention. P305 + P351 + P338 : IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. P302 + P352 : IF ON SKIN: Wash with plenty of soap and water. P332 + P313 : If skin irritation occurs: Get medical advice/ attention. P362 : Take off contaminated clothing and wash before reuse. |
Related Laws:
Transport Information:
| HS Number | 2933.19.9000 |
Application
TCI Practical Example: Guanidinylation of Amine Using Praxadine
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Used Chemicals
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Procedure
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A solution of 4-bromophenethylamine (200 mg, 1.00 mmol), DIEA (509 µL, 3.00 mmol) and praxadine (147 mg, 1.00 mmol) in DMF (1.7 mL) was stirred at ambient temperature for 2 days. The reaction mixture was concentrated and the residue was washed with dichloromethane/2-propanol (4:1 (vol/vol)). The guanidinylated compound 1 was obtained as a pale yellow solid (164 mg, 67% yield.) after filtration.
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Experimenter’s Comments
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The reaction mixture was monitored by LC/MS.
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Analytical Data
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Guanidinylated Compound 1
1H NMR (270 MHz, DMSO-d6); δ 7.57 (t, J = 6.3 Hz, 1H), 7.52 (d, J = 8.4 Hz, 2H), 7.25 (d, J = 8.4 Hz, 2H), 6.99 (brs, 3H), 3.35 (q, J = 6.3 Hz, 2H), 2.76 (t, J = 6.3 Hz, 2H).
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Lead Reference
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- Synthesis and pharmacological characterization of a new benzoxazole derivative as a potent 5-HT3 receptor agonist
Application
Guanidinylation
Typical Procedure:
1-Amidinopyrazole hydrochloride (1 g, 6.8 mmol) is added to a solution of 2-(benzoxazol-2-yl)ethylamine (1.1 g, 6.7 mmol) and diisopropylethylamine (4.75 mL, 27 mmol) in DMF (10 mL). The reaction mixture is stirred at room temperature under N2 for 24 h. Subsequently, diethylether (75 mL) is added, the upper layer is decanted and the remaining oil solidified by treatment with CH2Cl2. The solid is collected, washed with diethylether, CH2Cl2, and CHCl3 : i-PrOH (4 : 1) and dried to yield the product (0.86 g, Y. 52.6%).
1-Amidinopyrazole hydrochloride (1 g, 6.8 mmol) is added to a solution of 2-(benzoxazol-2-yl)ethylamine (1.1 g, 6.7 mmol) and diisopropylethylamine (4.75 mL, 27 mmol) in DMF (10 mL). The reaction mixture is stirred at room temperature under N2 for 24 h. Subsequently, diethylether (75 mL) is added, the upper layer is decanted and the remaining oil solidified by treatment with CH2Cl2. The solid is collected, washed with diethylether, CH2Cl2, and CHCl3 : i-PrOH (4 : 1) and dried to yield the product (0.86 g, Y. 52.6%).
References
- P. L. Lopez-Tudanca, L. Labeaga, A. Innerarity, L. Alonso-Cires, I. Tapia, R. Mosquera, A. Orjales, Bioorg. Med. Chem. 2003, 11, 2709.
- Y. Zhang, A. J. Kennan, Org. Lett. 2001, 3, 2341.
- A. Porcheddu, G. Giacomelli, A. Chighine, S. Masala, Org. Lett. 2004, 6, 4925.
PubMed Literature
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Safety Data Sheet (SDS)
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Specifications
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