4-(Diethylamino)benzaldehyde
4-(Diethylamino)benzaldehyde
CAS: 120-21-8
Molecular Formula: C11H15NO
4-(Diethylamino)benzaldehyde - Names and Identifiers
| Name | 4-(Diethylamino)benzaldehyde |
| Synonyms | AKOS BBS-00003202 LABOTEST-BB LT00924385 4-Diethylaminobenzaldehyde 4-DIETHYLAMINOBENZALDEHYDE P-DIETHYLAMINOBENZALDEHYDE P-FORMYL-N,N-DIETHYLANILINE 4-(Diethylamino)benzaldehyde N,N-diethyl-4-amino benzaldehyde N,N-DIETHYL-4-AMINO BENZALDEHYDE 4-(N,N-DIETHYLAMINO)BENZALDEHYDE 4-(N,N-DIETHYLAMINO)-BENZALDEHYDE P-(N,N'-DIETHYLAMINO) BENZALDEHYDE |
| CAS | 120-21-8 |
| EINECS | 204-377-4 |
| InChI | InChI=1/C11H15NO/c1-3-12(4-2)11-7-5-10(9-13)6-8-11/h5-9H,3-4H2,1-2H3 |
4-(Diethylamino)benzaldehyde - Physico-chemical Properties
| Molecular Formula | C11H15NO |
| Molar Mass | 177.24 |
| Density | 1.03 g/cm3 |
| Melting Point | 37-41°C(lit.) |
| Boling Point | 174°C7mm Hg(lit.) |
| Flash Point | >230°F |
| Water Solubility | insoluble |
| Solubility | 2.5g/l |
| Vapor Presure | 0.000176mmHg at 25°C |
| Appearance | Yellow needle crystal |
| Color | Brown to green to black |
| BRN | 511102 |
| pKa | 3.36±0.32(Predicted) |
| Storage Condition | Store below +30°C. |
| Sensitive | Air Sensitive |
| Refractive Index | 1.5302 (estimate) |
| MDL | MFCD00003382 |
| Physical and Chemical Properties | Yellow needle-like crystals. Melting point 39-41 °c, boiling point 174 °c (2.27kPa). Soluble in ethanol, ether, insoluble in water. |
| Use | Used as a dye intermediate |
| In vitro study | 4-Diethylaminobenzaldehyde (DEAB) is reversible competitive inhibitor of ALDH1 (competitive with the aldehyde substrate) with a K i value of 4 nM, and irreversibly inactivates ALDH7A1 via formation of a stable, covalent acyl-enzyme species. The Temozolomide (TMZ)-resistant cell line LN18 is treated with a combination of TMZ and 4-Diethylaminobenzaldehyde for 10 days. As indicated by colony formation assay, the clonogenic capacity of LN18 cells exposed to TMZ in combination with 4-Diethylaminobenzaldehyde (DEAB) is significantly attenuated. |
4-(Diethylamino)benzaldehyde - Risk and Safety
| Risk Codes | R36/37/38 - Irritating to eyes, respiratory system and skin. R50/53 - Very toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment. R21/22 - Harmful in contact with skin and if swallowed. |
| Safety Description | S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S36 - Wear suitable protective clothing. S61 - Avoid release to the environment. Refer to special instructions / safety data sheets. S60 - This material and its container must be disposed of as hazardous waste. S36/37 - Wear suitable protective clothing and gloves. |
| WGK Germany | 2 |
| RTECS | CU5612850 |
| TSCA | Yes |
| HS Code | 29223990 |
4-(Diethylamino)benzaldehyde - Introduction
Insoluble in water; soluble in ethanol and ether. It's irritating.
Last Update：2022-10-16 17:12:32
4-(Diethylamino)benzaldehyde - Reference Information
| NIST chemical information | Information provided by: webbook.nist.gov (external link) |
| EPA chemical information | Information provided by: ofmpub.epa.gov (external link) |
| Biological activity | 4-Diethylaminobenzaldehyde is a reversible aldehyde dehydrogenase (ALDHs) inhibitor, and the Ki for ALDH1 is 4 nM. 4-Diethylaminobenzaldehyde had a strong antiandrogen effect (IC50=1.71 μM). |
| Use | Used as a dye intermediate for the synthesis of cationic dyes Flavor synthesis. Analytical reagents, organic intermediates. |
| production method | diethylaniline, urotropine and 90% ethanol are mixed evenly, heated and refluxed, glacial acetic acid and 90% formic acid are added, and kept warm overnight. The reaction liquid is poured into the pre-cooled hydrochloric acid, filtered, and the crude product is recrystallized by acid-base and ethanol to obtain p-diethylaminobenzaldehyde. |
Last Update：2024-04-09 19:05:10
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