4-Diethylaminobenzaldehyde

Names

[ CAS No. ]:
120-21-8

[ Name ]:
4-Diethylaminobenzaldehyde

[Synonym ]:
Benzaldehyde, 4-(diethylamino)-
MFCD00003382
4-Diethylaminobenzaldehyde
4-Diethylaminobenzoaldehyde
4-(Diethylamino)benzaldehyde
EINECS 204-377-4
p-(Diethylamino)benzaldehyde
4-(Diethylamino)-Benzaldehyde
Benzaldehyde, p-(diethylamino)-

Biological Activity

[Description]:

4-Diethylaminobenzaldehyde is a reversible aldehyde dehydrogenases (ALDHs) inhibitor, with a Ki of 4 nM for ALDH1. 4-Diethylaminobenzaldehyde displays potent anti-androgenic effect (IC50= 1.71μM)[1][2].

[Related Catalog]:

Signaling Pathways >> Metabolic Enzyme/Protease >> Aldehyde Dehydrogenase (ALDH)

Research Areas >> Cancer

[In Vitro]

4-Diethylaminobenzaldehyde (DEAB) is reversible competitive inhibitor of ALDH1 (competitive with the aldehyde substrate) with a Ki value of 4 nM, and irreversibly inactivates ALDH7A1 via formation of a stable, covalent acyl-enzyme species[1]. 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[3].

[References]

[1]. Luo M, et al. Diethylaminobenzaldehyde is a covalent, irreversible inactivator of ALDH7A1. ACS Chem Biol. 2015 Mar 20;10(3):693-7.

[2]. Araki N, et al. Screening for androgen receptor activities in 253 industrial chemicals by in vitro reporter gene assays using AR-EcoScreen cells. Toxicol In Vitro. 2005 Sep;19(6):831-42.

Chemical & Physical Properties

[ Density]:
1.0±0.1 g/cm3

[ Boiling Point ]:
329.6±0.0 °C at 760 mmHg

[ Melting Point ]:
37-41 °C(lit.)

[ Molecular Formula ]:
C₁₁H₁₅NO

[ Molecular Weight ]:
177.243

[ Flash Point ]:
110.2±12.0 °C

[ Exact Mass ]:
177.115356

[ PSA ]:
20.31000

[ LogP ]:
2.87

[ Vapour Pressure ]:
0.0±0.7 mmHg at 25°C

[ Index of Refraction ]:
1.571

[ Water Solubility ]:
insoluble

MSDS

Click to get detail MSDS

Safety Information

[ Symbol ]:

GHS07

[ Signal Word ]:
Warning

[ Hazard Statements ]:
H312-H315-H319-H335

[ Precautionary Statements ]:
P280-P305 + P351 + P338

[ Personal Protective Equipment ]:
dust mask type N95 (US);Eyeshields;Faceshields;Gloves

[ Hazard Codes ]:
Xn:Harmful;N:Dangerousfortheenvironment;

[ Risk Phrases ]:
R21/22;R50/53

[ Safety Phrases ]:
S26-S36-S61-S60-S36/37

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
2

[ RTECS ]:
CU5612850

[ HS Code ]:
2922399090

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Customs

[ HS Code ]: 2922399090

[ Summary ]:
2922399090 other amino-aldehydes, amino-ketones and amino-quinones, other than those containing more than one kind of oxygen function; salts thereof VAT:17.0% Tax rebate rate:9.0% Supervision conditions:none MFN tariff:6.5% General tariff:30.0%

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