105293-89-8

Basic information

• Product Name: N,N-Dipropyl-1,4-phenylenediamine
• Synonyms: N,N-Dipropyl-1,4-phenylenediamine;p-(Dipropylamino)aniline;AKOS BBV-008955;1,4-BenzenediaMine, N1,N1-dipropyl-;N1,N1-Dipropylbenzene-1,4-diamine
• CAS NO: 105293-89-8
• Molecular Formula: C₁₂H₂₀N₂
• Molecular Weight: 192.304
• Mol File: 105293-89-8.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 155.5-156.5 °C(Press: 6 Torr)
• Appearance: /
• Density: 0.982±0.06 g/cm3(Predicted)
• PKA: 7.79±0.10(Predicted)
• CAS DataBase Reference: N,N-Dipropyl-1,4-phenylenediamine(CAS DataBase Reference)
• NIST Chemistry Reference: N,N-Dipropyl-1,4-phenylenediamine(105293-89-8)
• EPA Substance Registry System: N,N-Dipropyl-1,4-phenylenediamine(105293-89-8)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 105293-89-8(Hazardous Substances Data)

Usage

Description

N,N-Dipropyl-1,4-phenylenediamine is a chemical compound that belongs to the aromatic diamines group. It is characterized by its ability to provide color stability and long-lasting results, making it a popular choice in hair dye formulations as a coloring agent. Additionally, it plays a role in the manufacturing of certain polymers and serves as an intermediate in the production of a variety of chemicals and pharmaceuticals.

Uses

Used in Hair Dye Industry:
N,N-Dipropyl-1,4-phenylenediamine is used as a coloring agent for its ability to impart color stability and long-lasting results in hair coloring products. It enhances the performance of hair dyes, ensuring that the color remains vibrant and true over time.
Used in Polymer Manufacturing:
In the polymer industry, N,N-Dipropyl-1,4-phenylenediamine is utilized in the production of certain polymers, contributing to their structural integrity and performance characteristics.
Used as an Intermediate in Chemical Production:
N,N-Dipropyl-1,4-phenylenediamine serves as an essential intermediate in the synthesis of various chemicals, playing a crucial role in the development of a range of chemical products.
Used as an Intermediate in Pharmaceutical Production:
N,N-Dipropyl-1,4-phenylenediamine is also employed as an intermediate in the production of pharmaceuticals, where it aids in the synthesis of different medicinal compounds, potentially contributing to the development of new treatments and therapies.

Upstream product

• 350-46-9 4-Fluoronitrobenzene 
• 142-84-7 di-n-propylamine 
• 7647-01-0 hydrogenchloride 
• 100316-72-1 4-nitroso-N,N-di-n-propylaniline 
• 49645-18-3 N,N-di-n-propyl-p-nitroaniline 

Downstream Products

• 1512-06-7 N-(4-dipropylamino-phenyl)-N'-(4-fluoro-phenyl)-thiourea 
• 854906-40-4 N,N'-bis-(4-dipropylamino-phenyl)-urea 
• 101715-32-6 4-(2,5-dimethyl-pyrrol-1-yl)-N,N-dipropyl-aniline 

Relevant articles and documents

Optimization of WZ4003 as NUAK inhibitors against human colorectal cancer

NUAK, the member of AMPK (AMP-activated protein kinase) family of protein kinases, is phosphorylated and activated by the LKB1 (liver kinase B1) tumor suppressor protein kinase. Recent work has indicated that NUAK1 is a key component of the antioxidant stress response pathway, and the inhibition of NUAK1 will suppress the growth and survival of colorectal tumors. As a promising target for anticancer drugs, few inhibitors of NUAK were developed. With this goal in mind, based on NUAK inhibitor WZ4003, a series of derivatives has been synthesized and evaluated for anticancer activity. Compound 9q, a derivative of WZ4003 by removing a methoxy group, was found to be the most potential one with stronger inhibitory against NUAK1/2 enzyme activity, tumor cell proliferation and inducing apoptosis of tumor cells. By in vivo efficacy evaluations of colorectal SW480 xenografts, 9q suppresses tumor growth more effectively with an excellent safety profile in vivo and is therefore seen as a suitable candidate for further investigation.

Structure-activity relationships for the antileishmanial and antitrypanosomal activities of 1'-substituted 9-anilinoacridines

Members of the class of 9-anilinoacridine topoisomerase II inhibitors bearing lipophilic electron-donating 1'-aniline substituents are active against both the promastigote and amastigote forms of the parasite Leishmania major. A series of analogues of the known 1'-NHhexyl lead compound were prepared and evaluated against L. major in macrophage culture to further develop structure-activity relationships (SAR). Toxicity toward mammalian cells was measured in a human leukemia cell line, and the ratio of the two IC50 values (IC50(J)/IC50(L)) was used as a measure of the in vitro therapeutic index (IVTI). A 3,6-diNMe2 substitution pattern on the acridine greatly increased toxicity to L. major without altering mammalian toxicity, increasing IVTIs over that of the lead compound. The 2-OMe, 6-C1 acridine substitution pattern used in the antimalarial drug mepacrine also resulted in potent antileishmanial activity and high IVTIs. Earlier suggestions of the utility of 2'-OR groups in lowering mammalian cytotoxicity were not borne out in this wider study. A series of very lipophilic 1'-NRR (symmetric dialkylamino)-substituted analogues showed relatively high antileishmanial potency, but no clear trend was apparent across the series and none were superior to the 1'-NH(CH2)5Me subclass. Subsets of the most active 1'- N(R)(CH2)5Me- and 1'-N(alkyl)2-substituted compounds against L. major were also evaluated against Leishmania donovani, Trypanosoma cruzi, and Trypanosoma brucei, but no consistent SAR could be discerned in these physiologically diverse test systems. The present study has confirmed earlier conclusions that lipophilic electron-donating groups at the 1'-position of 9- anilinoacridines provide high activity against L. major, but the SAR patterns observed do not carry over to the other parasites studied.