Imidazole-2-carboxaldehyde
- CAS No.
- 10111-08-7
- Chemical Name:
- Imidazole-2-carboxaldehyde
- Synonyms
- 1H-IMIDAZOLE-2-CARBALDEHYDE;2-imidazolecarbaldehyde;2-FORMYLIMIDAZOLE;1H-IMIDAZOLE-2-CARBOXALDEHYDE;IMIDAZOLE-2-CARBALDEHYDE;1H-iMidazol-2-carbaldehyde;JACS-10111-08-7;2-AcetliMidazole;2-FORMAYLIMIDAZOLE;TIMTEC-BB SBB004383
- CBNumber:
- CB0289520
- Molecular Formula:
- C4H4N2O
- Molecular Weight:
- 96.09
- MDL Number:
- MFCD00003544
- MOL File:
- 10111-08-7.mol
- MSDS File:
- SDS
| Melting point | 209 °C (dec.) (lit.) |
|---|---|
| Boiling point | 296.5±23.0 °C(Predicted) |
| Density | 1.322±0.06 g/cm3(Predicted) |
| storage temp. | Keep in dark place,Inert atmosphere,Room temperature |
| solubility | DMSO (Sparingly), Methanol (Slightly, Sonicated) |
| form | Solid |
| pka | 11.48±0.10(Predicted) |
| color | Light Brown to Brown |
| Water Solubility | Soluble in water. |
| Sensitive | Air Sensitive |
| BRN | 4371302 |
| InChI | InChI=1S/C4H4N2O/c7-3-4-5-1-2-6-4/h1-3H,(H,5,6) |
| InChIKey | XYHKNCXZYYTLRG-UHFFFAOYSA-N |
| SMILES | C1(C=O)NC=CN=1 |
| CAS DataBase Reference | 10111-08-7(CAS DataBase Reference) |
| NIST Chemistry Reference | 1H-imidazole-2-carboxaldehyde(10111-08-7) |
| UNSPSC Code | 12352005 |
| NACRES | NA.22 |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS07 |
|||||||||
|---|---|---|---|---|---|---|---|---|---|---|
| Signal word | Warning | |||||||||
| Hazard statements | H315-H319-H335 | |||||||||
| Precautionary statements | P261-P264-P271-P280-P302+P352-P305+P351+P338 | |||||||||
| Hazard Codes | Xi | |||||||||
| Risk Statements | 36/37/38 | |||||||||
| Safety Statements | 26-36-36/37/39-3 | |||||||||
| WGK Germany | 3 | |||||||||
| F | 10 | |||||||||
| HazardClass | IRRITANT | |||||||||
| HS Code | 29332900 | |||||||||
| NFPA 704 |
|
Imidazole-2-carboxaldehyde price More Price(35)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich | 272000 | 2-Imidazolecarboxaldehyde 97% | 10111-08-7 | 1g | $50.3 | 2025-07-31 | Buy |
| Sigma-Aldrich | 272000 | 2-Imidazolecarboxaldehyde 97% | 10111-08-7 | 5g | $134 | 2025-07-31 | Buy |
| TCI Chemical | I0809 | Imidazole-2-carboxaldehyde >98.0%(HPLC)(T) | 10111-08-7 | 1g | $31 | 2025-07-31 | Buy |
| TCI Chemical | I0809 | Imidazole-2-carboxaldehyde >98.0%(HPLC)(T) | 10111-08-7 | 5g | $99 | 2025-07-31 | Buy |
| TRC | I350215 | 1H-Imidazole-2-carboxaldehyde | 10111-08-7 | 2.5g | $120 | 2021-12-16 | Buy |
Imidazole-2-carboxaldehyde Chemical Properties,Uses,Production
Chemical Properties
White to light brown solid
Uses
1H-Imidazole-2-carboxaldehyde is a novel PTP1b inhibitor with potential application to treat type 2 diabetes.
Uses
Used in a study of the imidazole-directed allylation of aldimines.1
Uses
Imidazole-2-carboxaldehyde is a novel protein tyrosine phosphatase 1B (PTP1B) inhibitor with an important application to treat type-2 diabetes. It is used in the preparation of tridentate Schiff-base carboxylate-containing ligands by undergoing condensation reaction with amino acids beta-alanine and 2-aminobenzoic acid. It is also involved in the study of the imidazole-directed allylation of aldimines.
Synthesis Reference(s)
Organic Syntheses, Coll. Vol. 7, p. 287, 1990
The Journal of Organic Chemistry, 60, p. 1090, 1995 DOI: 10.1021/jo00109a052
Synthesis
16681-56-4
68-12-2
10111-08-7
To a solution of 2-bromo-1H-imidazole (0.65 g, 4.4 mmol, 1.0 eq.) in anhydrous THF (20 mL) was slowly added a solution of 2 M i-PrMgCl in THF (2.2 mL, 4.4 mmol, 1.0 eq.) over 5 min at 0 °C. The reaction mixture was continued to be stirred at this temperature for 5 min. Subsequently, a hexane solution of 2.5 M n-BuLi (3.5 mL, 8.8 mmol, 2.0 eq.) was added dropwise over 5 min while the reaction temperature was controlled below 20 °C. After dropwise addition, the reaction mixture was stirred at this temperature for 30 min. Then, dry N,N-dimethylformamide (DMF, 0.32 g, 4.4 mmol, 1.0 eq.) was added and the reaction mixture was slowly warmed up to 20 °C over 0.5 h. The reaction was completed with the addition of 6 mL of N,N-dimethylformamide. Upon completion of the reaction, the reaction was quenched with 6 mL of water, kept below 20 °C and stirred for 10 min. The organic and aqueous phases were separated and the aqueous phase was extracted once with ethyl acetate (10 mL). The organic phases were combined, and the resulting suspension was returned to room temperature, filtered through a silica gel pad (0.5 cm × 1 cm), and eluted with 10 mL of ethyl acetate. The filtrate was concentrated and the residue was purified by rapid chromatography on silica gel (eluent: petroleum ether/ethyl acetate = 10:1) to afford 2-imidazolecarboxaldehyde (3k) as a light yellow solid with a yield of 0.38 g (91% yield) and a melting point of 205-206 °C. 1H-NMR (600 MHz, DMSO-d6) δ 13.60 (s, 1H), 9.64 (s, 1H) , 7.42 (s, 2H).13C-NMR (151 MHz, DMSO-d6) δ 181.66, 146.09.
References
[1] Molecules, 2017, vol. 22, # 11,
Imidazole-2-carboxaldehyde Preparation Products And Raw materials
Raw materials
1of2
Preparation Products
1of2
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| Hebei Chuanghai Biotechnology Co,.LTD | +86-13131129325 | sales1@chuanghaibio.com | China | 5251 | 58 |
| Capot Chemical Co.,Ltd. | +8613336195806 | sales@capot.com | China | 29731 | 60 |
| Henan Tianfu Chemical Co.,Ltd. | +86-0371-55170693 +86-19937530512 | info@tianfuchem.com | China | 21622 | 55 |
| Zjartschem | +86-571 87238903 | jocelynpan@zjarts.com | CHINA | 988 | 58 |
| career henan chemical co | +86-0371-86658258 +8613203830695 | sales@coreychem.com | China | 29855 | 58 |
| Zhejiang ZETian Fine Chemicals Co. LTD | +8618957127338 | stella@zetchem.com | China | 2136 | 58 |
| Accela ChemBio Inc. | +1-858-6993322 | info@accelachem.com | United States | 21193 | 58 |
| Hubei xin bonus chemical co. LTD | 86-13657291602 | linda@hubeijusheng.com | CHINA | 22963 | 58 |
| Alchem Pharmtech,Inc. | 8485655694 | sales@alchempharmtech.com | United States | 63687 | 58 |
| Wuhan Chemwish Technology Co., Ltd | 027-67849912 | sales@chemwish.com | CHINA | 10821 | 58 |
View Lastest Price from Imidazole-2-carboxaldehyde manufacturers
| Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
|---|---|---|---|---|---|---|---|---|
 |
2025-05-26 | Imidazole-2-carboxaldehyde
10111-08-7
|
US $5.00-2.00 / KG | 1KG | 99% | 10000kg | Hebei Chuanghai Biotechnology Co,.LTD | |
 |
2025-05-26 | Imidazole-2-carboxaldehyde
10111-08-7
|
US $3.00 / kg | 1kg | 0.99 | 1000 | Hebei Fengjia New Material Co., Ltd | |
 |
2025-04-04 | Imidazole-2-carboxaldehyde
10111-08-7
|
US $0.00-0.00 / kg | 1kg | 98% | 1Ton | Henan Aochuang Chemical Co.,Ltd.
|
-
- Imidazole-2-carboxaldehyde
10111-08-7
- US $5.00-2.00 / KG
- 99%
- Hebei Chuanghai Biotechnology Co,.LTD
-
- Imidazole-2-carboxaldehyde
10111-08-7
- US $3.00 / kg
- 0.99
- Hebei Fengjia New Material Co., Ltd
-
- Imidazole-2-carboxaldehyde
10111-08-7
- US $0.00-0.00 / kg
- 98%
- Henan Aochuang Chemical Co.,Ltd.
