15182-92-0

Basic information

• Product Name: 4-[2-(DIMETHYLAMINO)ETHOXY]BENZALDEHYDE
• Synonyms: CHEMBRDG-BB 4003884;4-[2-(DIMETHYLAMINO)ETHOXY]BENZALDEHYDE;AKOS BC-2175;TIMTEC-BB SBB010890;p-[2-(dimethylamino)ethoxy]benzaldehyde;4-[2-(Dimethylamino)ethoxy]benzaldehyde 95%;4-[2-(dimethylamino)ethoxy]benzaldehyde(SALTDATA: FREE);Benzaldehyde, 4-[2-(diMethylaMino)ethoxy]-
• CAS NO: 15182-92-0
• Molecular Formula: C₁₁H₁₅NO₂
• Molecular Weight: 193.24
• EINECS: 239-234-5
• Mol File: 15182-92-0.mol

Chemical Properties

• Boiling Point: 142 °C
• Flash Point: 141.3 °C
• Appearance: Light yellow powder
• Density: 1.062 g/cm³
• Vapor Pressure: 0.000618mmHg at 25°C
• Refractive Index: 1.542
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Solubility: Chloroform (Sparingly), DMSO (Sparingly)
• PKA: 8.55±0.28(Predicted)
• CAS DataBase Reference: 4-[2-(DIMETHYLAMINO)ETHOXY]BENZALDEHYDE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-[2-(DIMETHYLAMINO)ETHOXY]BENZALDEHYDE(15182-92-0)
• EPA Substance Registry System: 4-[2-(DIMETHYLAMINO)ETHOXY]BENZALDEHYDE(15182-92-0)

Safety Data

• Hazard Codes: C,Xi
• HazardClass: IRRITANT
• Hazardous Substances Data: 15182-92-0(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
4-[2-(DIMETHYLAMINO)ETHOXY]BENZALDEHYDE is used as a key intermediate in the synthesis of cyclosporin A analogs, which are NTCP inhibitors. These analogs have potential applications in the treatment of various diseases, including autoimmune disorders and transplant rejection, by modulating the immune system.
In the preparation of cyclosporin A analogs, 4-[2-(DIMETHYLAMINO)ETHOXY]BENZALDEHYDE plays a crucial role in the development of new drugs with improved efficacy and reduced side effects. Its unique structure allows for the creation of molecules that can specifically target NTCP, a protein involved in the transport of bile acids and other substances, thus offering a novel approach to treating related conditions.

InChI:InChI=1/C11H15NO2/c1-12(2)7-8-14-11-5-3-10(9-13)4-6-11/h3-6,9H,7-8H2,1-2H3

Upstream product

• 123-08-0 4-hydroxy-benzaldehyde 
• 107-99-3 2-(dimethylamino)ethyl chloride 
• 4584-46-7 (2-chloroethyl)dimethylamine hydrochloride 
• 54373-15-8 4-(2-chloroethoxy)benzaldehyde 
• 124-40-3 dimethyl amine 
• 327077-87-2 2-(4-formylphenoxy)ethyl 4-methylbenzenesulfonate 
• 506-59-2 N,N-dimethylammonium chloride 
• 52191-15-8 4-(2-bromoethyloxy)benzaldehyde 
• 44929-30-8 2-(dimethylamino)ethyl methanesulfonate 
• 6116-74-1 2-(dimethylamino)ethyl methanesulfonate monohydrochloride 

Downstream Products

• 171888-25-8 (3Z)-1-acetyl-3-(4-(2-dimethylamino)ethoxybenzylidene)-2,5-piperazinedione 
• 1172118-45-4 2-{4-[2-dimethylaminoethoxy]phenyl}-4,5-diphenylimidazole 
• 122898-67-3 itopride 
• 138-56-7 Trimethobenzamide 
• 116858-09-4 cis 1-(2-methyl-3-methylthio-2H-1,2,4-triazol-5-yl)-2-<4-(2-dimethylaminoethoxy)phenyl>-3-phenoxyazetidin-4-one 
• 952189-09-2 6-{4-[2-(dimethylamino)ethoxy]phenyl}fulvene 
• 855342-02-8 (2-{4-[(E)-2-(4-{(E)-2-[4-(2-Dimethylamino-ethoxy)-phenyl]-vinyl}-phenyl)-vinyl]-phenoxy}-ethyl)-dimethyl-amine 
• 116858-05-0 5-<4-(2-dimethylaminoethoxy)benzalimino>-2-methyl-3-methylthio-2H-1,2,4-triazole 
• 20172-80-9 C₂₁H₃₆N₂O 
• 20172-81-0 C₂₃H₄₀N₂O 
• 20059-73-8 4-<2-(dimethylamino)ethoxy>benzylamine 
• 103167-81-3 [4-(2-dimethylamino-ethoxy)-benzyl]-[1-methyl-3-(2,6,6-trimethyl-cyclohex-1-enyl)-propyl]-amine 
• 10540-29-1 tamoxifen 
• 13002-65-8 (E)-tamoxifen 

Relevant articles and documents

4-PHENYL-N-(PHENYL)THIAZOL-2-AMINE DERIVATIVES AND RELATED COMPOUNDS AS ARYL HYDROCARBON RECEPTOR (AHR) AGONISTS FOR THE TREATMENT OF E.G. ANGIOGENESIS IMPLICATED OR INFLAMMATORY DISORDERS

4-phenyl-N-(phenyl)thiazol-2-amine and 4-(pyridin-3-yl)-N-( phenyl) thiazol-2-amine derivatives and the corresponding thiadiazole, thiophene, oxazole, oxadiazole, imidazole and triazole derivatives and related compounds as aryl hydrocarbon receptor (AHR) agonists for the treatment of angiogenesis implicated disorders, such as e.g. retinopathy, psoriasis, rheumatoid arthritis, obesity and cancer, or inflammatory disorders.

Design, synthesis and biological evaluation of novel 4-anlinoquinazoline derivatives as EGFR inhibitors with the potential to inhibit the gefitinib-resistant nonsmall cell lung cancers

A series of quinazoline derivatives with benzylidene hydrazine carboxamide were designed and synthesised as EGFR inhibitors. Most compounds exhibited exceptional anti-proliferative activity against A549, HepG2, MCF-7 and H1975 cells. Furthermore, six compounds demonstrated excellent inhibition activity against EGFRWT with the IC50 value both less than 2 nM. Among the six compounds, 44 exhibited the strongest activity (0.4 nM) and potently inhibited EGFRL858R/T790M (0.1 μM). Excitingly, the most potent compound 14 showed excellent enzyme inhibitory activity with 6.3 nM and 8.4 nM for both EGFRWT and EGFRT790M/L858R. The result of AO single staining and Annexin V/PI staining showed that the compound 14 and 44 could induce remarkable apoptosis of A549 cells. The compound 14 arrested the cell cycle at the S phase and compound 44 arrested the cell cycle at the G0 phase in A549 cells. These preliminary results demonstrate that compound 14 and 44 may be promising lead compound-targeting EGFR.

Overcoming inaccessibility of fluorinated imines-synthesis of functionalized amines from readily available fluoroacetamides

Although imines are convenient substrates for the synthesis of functionalized amines, they may be hard to obtain, as in the case of fluorinated imines. To aid in overcoming this issue, we propose a protocol of corresponding amine synthesis from simple fluoroacetic acid-derived amides using Schwartz's reagent.

method for preparing itopride using micro flow reactor

The present invention relates to a method for preparing itopride by using a micro flow reactor, wherein the yield and the degree of purity of the itopride generated by using the micro flow reactor can be improved; thionyl chloride or oxalyl chloride can be safely used; and leakage of noxious gases, such as a sulfur dioxide gas and/or a hydrochloric acid gas can be prevented. Also, the itopride can be manufactured through a simple process without an extra separation and purification process of an intermediate product that is generated during manufacturing.

HETEROARYL INHIBITORS OF PAD4

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Fe(ClO 4) 3 ·h 2 O-Catalyzed Ritter Reaction: A Convenient Synthesis of Amides from Esters and Nitriles

An efficient and inexpensive synthesis of N-substituted amides from the Ritter reaction of nitriles with esters catalyzed by Fe(ClO 4) 3 ·H 2 O is described. Fe(ClO 4) 3 ·H 2 O is an economically efficient catalyst for the Ritter reaction under solvent-free conditions. Reactions of a range of esters (benzyl, sec-alkyl, and tert-butyl esters) with nitriles (primary, secondary, tertiary, and aryl nitriles) were performed to provide the corresponding amides in high to excellent yields.

Itopride preparation method

The invention discloses an itopride preparation method, the method comprises the steps of 1, 2-(dimethylamino) chloroethane hydrochloride and hydroxybenzaldehyde synthesizing into 4-(2- dimethylamino ethoxy) benzaldehyde, then synthesizing into 4-(2- dimethylamino ethoxy) benzyl alcohol in alcohol solvent by revivification; 2, in alcohol solvent 3, 4-dimethoxy benzaldehyde and hydroxylamine hydrochloride creating reaction, then in nonpolar solvent synthesizing into 3, 4- dimethoxybenzonitrile by dehydration using the dehydrant; 3, the 4-(2-dimethylamino ethoxy) benzyl alcohol and the 3, 4- dimethoxybenzonitrile synthesizing into itopride in one step; 4, obtaining hydrochloric acid itopride by dissolving itopride in hydrogen chloride alcohol solution and salifying. The adopted raw material in the method is wide in sourcing scope, simple in preparation processing, and is suitable for large scale industrialization production; the preparation process involves no danger process, the production equipment is simple, the synthesized circuit is shorter than the existed circuits, the preparation time is short and the use effect is good.

Self-assembly of supra-amphiphile of azobenzene-galactopyranoside based on dynamic covalent bond and its dual responses

In this paper, dynamic covalent bond has been employed to construct supra-amphiphile of carbohydrate for the first time. In neutral environment, the molecule was fabricated by reacting a hydrophobic building block bearing benzoic aldehyde with a hydrophilic building block bearing hydrazine to form a sugar-containing supra-amphiphile based on acylhydrazone bond. The obtained azobenzene-galactopyranoside (Azo-Gal) supra-amphiphile self-assembled to fibrillar structure in water, which showed dual responses to UV light and pH.

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PYRAZOLOPYRIMIDIN-2-YL DERIVATIVES AS JAK INHIBITORS

New pyrazolopyridmiin-2-yl derivatives are disclosed; as well as process for their preparation, pharmaceutical compositions comprising them and their use in therapy as inhibitors of Janus Kinases (JAK).