822519-90-4

Basic information

• Product Name: (1R,2R)-1,2-bis(4-chlorophenyl)ethane-1,2-diamine
• Synonyms: (1R,2R)-1,2-bis(4-chlorophenyl)ethane-1,2-diamine
• CAS NO: 822519-90-4
• Molecular Weight: 281.185
• Mol File: 822519-90-4.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: (1R,2R)-1,2-bis(4-chlorophenyl)ethane-1,2-diamine(CAS DataBase Reference)
• NIST Chemistry Reference: (1R,2R)-1,2-bis(4-chlorophenyl)ethane-1,2-diamine(822519-90-4)
• EPA Substance Registry System: (1R,2R)-1,2-bis(4-chlorophenyl)ethane-1,2-diamine(822519-90-4)

Safety Data

• Hazardous Substances Data: 822519-90-4(Hazardous Substances Data)

Usage

Description

(1R,2R)-1,2-bis(4-chlorophenyl)ethane-1,2-diamine, also known as diclocilan, is a chiral chemical compound with the molecular formula C16H18Cl2N2. It features two chlorine-substituted benzene rings connected by a central ethane diamine. (1R,2R)-1,2-bis(4-chlorophenyl)ethane-1,2-diamine has been studied for its potential as an antifungal and antibacterial agent, as well as for its possible applications in cancer treatment. The unique stereochemistry and structural properties of diclocilan make it a promising candidate for pharmaceutical development.

Uses

Used in Pharmaceutical Industry:
(1R,2R)-1,2-bis(4-chlorophenyl)ethane-1,2-diamine is used as a potential antifungal and antibacterial agent due to its ability to target and inhibit the growth of various fungi and bacteria. Its unique structure and stereochemistry contribute to its effectiveness in this application.
Used in Cancer Treatment Research:
(1R,2R)-1,2-bis(4-chlorophenyl)ethane-1,2-diamine is used as a candidate for cancer treatment, as it has shown potential in inhibiting the growth and proliferation of cancer cells. Further research is needed to understand its mechanisms of action and to develop it into a viable therapeutic agent for cancer patients.

Upstream product

• 45709-05-5 4-chlorobenzylideneimine 
• 104-88-1 4-chlorobenzaldehyde 
• 820231-56-9 C₂₂H₃₀Cl₂N₂O₂S₂ 
• 1207946-36-8 (S)-N-(4-chlorobenzylidene)-2-methylpropane-2-sulfinamide 
• 144406-59-7 (S)-2-{[1-(4-Chloro-phenyl)-meth-(E)-ylidene]-amino}-3-methyl-butyric acid 3-((S)-2-{[1-(4-chloro-phenyl)-meth-(E)-ylidene]-amino}-3-methyl-butyryloxy)-propyl ester 
• 169532-37-0 (3S,5R,6R,8S)-5,6-Bis-(4-chloro-phenyl)-3,8-diisopropyl-1,10-dioxa-4,7-diaza-cyclotridecane-2,9-dione 

Downstream Products

• 503112-31-0 (S,S)-iodo-N-2-naphthoyl-bis-(4-chlorophenyl) imidazoline 
• 144406-65-5 [(1R,2R)-2-Benzyloxycarbonylamino-1,2-bis-(4-chloro-phenyl)-ethyl]-carbamic acid benzyl ester 
• 503112-11-6 (4S,5S)-2-(2-iodophenyl)-4,5-bis-(4-chlorophenyl)-4,5-dihydro-1H-imidazole 

Relevant articles and documents

Diboron glycol ester as well as preparation method, intermediate and application thereof

The invention discloses diboron glycol ester as well as a preparation method, an intermediate and application thereof. The diboron glycol ester can be used for inducing reductive coupling reaction with imine as a substrate, and the substrate can be obtained by reaction of aldehyde and ammonia and is very easy to obtain and quite low in cost. The product can be separated from a reaction system onlyby acid-base operation without column chromatography purification, and the post-treatment mode is convenient and easy to operate. The yield of the obtained product is high, and protective group operation is not needed. The diboron glycol ester has chirality, the stereoselectivity of the reductive coupling reaction is generally excellent, and 99% ee chiral diamine can be obtained only through simple recrystallization. The diboron glycol ester can be obtained by reacting diol with diboron glycol ester, the diol is convenient to prepare and easy to amplify, the diol can be recycled from a reaction solution through simple acid-base operation, the recovery rate reaches 95%, and the preparation cost is further saved.

Synthesis and cytotoxic evaluation of novel platinum(II) complexes with C2-asymmetric and C2-symmetric chiral vicinal diamines

A series of new platinum(II) complexes with C2-asymmetric and C2-symmetric 1,2-diamines were designed and synthesized by convenient methods, involving samarium diiodide induced reductive coupling as the key step. The results of cytotoxicity showed that compounds (R,R)-11a and (S,S)-11a, two novel platinum(II) complexes with asymmetric 1,2-diamines, exhibited more potent cytotoxicity than that of oxaliplatin against all leukemia cell lines. Interestingly, (R,R)-11a and (S,S)-11a demonstrated less potent activity against three solid cancer cell lines than that of oxaliplatin, which indicated that these two compounds may only selectively inhibit the leukemia cell lines. In contrast, (R,R)-15a and (S,S)-15a, two platinum(II) complexes with symmetric 1,2-diamines, showed similar cytotoxicity to that of oxaliplatin against all leukemia cell lines and more potent activity against solid cancer cell lines. Further flow cytometry data indicated that (R,R)-11a could obviously arrest leukemia K562 cells in G2/M phases. A series of new platinum(II) complexes with C2-asymmetric and C2-symmetric 1,2-diamines were designed and synthesized by convenient methods, involving samarium diiodide induced reductive coupling as the key step. The cytotoxicity of these analogs against four leukemia and three solid cancer cell lines was evaluated and the preliminary structure-activity relationship is also discussed. Flow cytometry data indicated that (R,R)-11a could obviously arrest leukemia K562 cells in G2/M phases. Copyright

A novel method for stereoselective synthesis of (1R,2R)-diarylethylenediamines by reductive intramolecular coupling of aromatic diimines

Reduction with zinc has been found to be an effective method for selective synthesis of (1R,2R)-diarylethylenediamines from the corresponding chiral aromatic diimines through their intramolecular coupling.