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Methanediamine, 1-(4-chlorophenyl)-N,N'-bis[(4-chlorophenyl)methylene]-, also known as 4,4'-diamino-3,3'-dichlorobiphenyl, is an organic compound with the chemical formula C13H12Cl2N2. It is a white crystalline solid that is insoluble in water but soluble in organic solvents. Methanediamine, 1-(4-chlorophenyl)-N,N'-bis[(4-chlorophenyl)methylene]- is a derivative of biphenyl, featuring two chlorine atoms and two amino groups attached to the molecule. It is primarily used as an intermediate in the synthesis of various chemicals, including dyes, pharmaceuticals, and agrochemicals. Due to its chemical structure, it may exhibit potential health hazards and environmental concerns, necessitating proper handling and disposal.

1498-66-4

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1498-66-4 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 1498-66-4 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 1,4,9 and 8 respectively; the second part has 2 digits, 6 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 1498-66:
(6*1)+(5*4)+(4*9)+(3*8)+(2*6)+(1*6)=104
104 % 10 = 4
So 1498-66-4 is a valid CAS Registry Number.

1498-66-4SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 17, 2017

Revision Date: Aug 17, 2017

1.Identification

1.1 GHS Product identifier

Product name N,N'-Bis[4-chlorobenzylidene]-4-chlorophenylmethanediamine

1.2 Other means of identification

Product number -
Other names 4-Chlor-

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:1498-66-4 SDS

1498-66-4Relevant academic research and scientific papers

2,4,5-Tris(alkoxyaryl)imidazoline derivatives as potent scaffold for novel p53-MDM2 interaction inhibitors: Design, synthesis, and biological evaluation

Bazanov, Daniil R.,Pervushin, Nikolay V.,Savitskaya, Victoria Yu.,Anikina, Lada V.,Proskurnina, Marina V.,Lozinskaya, Natalia A.,Kopeina, Gelina S.

supporting information, p. 2364 - 2368 (2019/06/14)

Imidazoline-based small molecule inhibitors of p53-MDM2 interaction intended for the treatment of p53 wild-type tumors are the promising structures for design of anticancer drugs. Based on fragment approach we have investigated a key role of substituents

Adducts of Triallylborane with Ammonia and Aliphatic Amines as Stoichiometric Allylating Agents for Aminoallylation Reaction of Carbonyl Compounds

Kuznetsov, Nikolai Yu.,Tikhov, Rabdan M.,Strelkova, Tatiana V.,Bubnov, Yuri N.

supporting information, p. 3549 - 3552 (2018/06/26)

Triallylborane-amines adducts are effective stoichiometric allylating agents in the aminoallylation reaction of carbonyl compounds in methanol. Moreover, copper-catalyzed diastereoselective allylation of Ellman's imine was achieved with triallylborane-methylamine adduct.

Novel α,β-unsaturated amide derivatives bearing α-amino phosphonate moiety as potential antiviral agents

Lan, Xianmin,Xie, Dandan,Yin, Limin,Wang, Zhenzhen,Chen, Jin,Zhang, Awei,Song, Baoan,Hu, Deyu

, p. 4270 - 4273 (2017/09/12)

Based on flexible construction and broad bioactivity of ferulic acid, a series of novel α,β-unsaturated amide derivatives bearing α-aminophosphonate moiety were designed, synthesized and systematically evaluated for their antiviral activity. Bioassay results indicated that some compounds exhibited good antiviral activities against cucumber mosaic virus (CMV) and tobacco mosaic virus (TMV) in vivo. Especially, compound g18 showed excellent curative and protective activities against CMV, with half-maximal effective concentration (EC50) values of 284.67 μg/mL and 216.30 μg/mL, which were obviously superior to that of Ningnanmycin (352.08 μg/mL and 262.53 μg/mL). Preliminary structure-activity relationships (SARs) analysis revealed that the introduction of electron-withdrawing group at the 2-position or 4-position of the aromatic ring is favorable for antiviral activity. Present work provides a promising template for development of potential inhibitor of plant virus.

Deep eutectic solvent catalyzed eco-friendly synthesis of imines and hydrobenzamides

Azizi, Najmedin,Edrisi, Mahtab

, p. 1695 - 1698 (2015/09/21)

The urea-choline chloride-based deep eutectic solvent was found to be an efficient catalyst and reaction media for the additive-free synthesis of imines (Schiff bases) and hydrobenzamides by the reaction of aldehydes with amines and ammonia in good to high yields. Outstanding features of this protocol were the general and atom-economical reaction, absence of external catalysts and additives, simple workup, and availability and recycling of urea-choline chloride as a green solvent. Graphical abstract: (Chemical Equation Presented).

Synthesis and biological evaluation of novel phosphonates derivatives of as potential antitumor agents

Jin, Chuanfei,Liang, Yong-Ju,He, Hongwu,Fu, Liwu

experimental part, p. 2096 - 2103 (2011/12/01)

A series of dialkyl [2-(4,6-dimethoxypyrimidin-2-yloxy)benzamido](aryl) methylphosphonates derivatives were designed and synthesized. All the new compounds were identified by elemental analysis, IR, 1H NMR, 31P NMR, and MS. Their antitumor activity against KB and CNE1 cells was examined. Some of the compounds showed potential antitumor activity, which provided some hints for further study of structure modification. In particular, the compounds 6i and 6j displayed more potent cytotoxic activities against KB in comparison with 5-FU. Copyright Taylor & Francis Group, LLC.

Synthesis and complexation properties of N, N-bis(phosphinomethyl)amine as a new class of 1-aminophosphinic acids with transition metals and lanthanide ions in aqueous solution

Kaboudin, Babak,Saadati, Fariba,Golshan, Azadeh,Abdollahi, Hamid,Yokomatsu, Tsutomu

experimental part, p. 3651 - 3656 (2012/01/06)

The treatment of aromatic aldehydes with ammonia and hypophosphorus acid gave novel C2-symmetric N,N-bis(phosphinomethyl)amines as a new class of 1-aminophosphinic acid compounds. Complexation properties of N,N-bis(phosphinomethyl)amines with transition metals such as Co2+, Ni2+, Zn2+, Cu2+, and Cd2+ and lanthanide ions La3+ and Gd3+ were studied in aqueous solution by the pH-potentiometric method. Dissociation constants (pK) of the compound were determined by the pH-potentiometric technique. The complexation studies with compound dl-2a showed the best fit of the titration curves were obtained when the ligand-metal stoichiometric ratio was 1:1 and 2:1.

Reaction of 1-amino bisphosphinic acids with acid chlorides: Synthesis of novel cyclic 1-Hydroxy-1-amino-1,1-bisphosphinic acids

Kaboudin, Babak,Saadati, Fariba,Yokomatsu, Tsutomu

experimental part, p. 1837 - 1840 (2010/10/02)

Treatment of 1-amino bisphosphinic acids with HMDS followed by reaction with acid chlorides gives 1′-hydroxy-1′-amino-1,1-bisphosphinic acid in good yields. The reaction gave a mixture of the racemate and meso form of 1′-hydroxy-1′-amino-1,1-bisphosphinic acid. The stereochemistry of the readily separable diastereomer was confirmed after converting to the corresponding novel cyclic 1-hydroxy-1-amino-1,1-bisphosphinic acid. Georg Thieme Verlag Stuttgart.

Mechanism of Base-Promoted Eliminative Fragmentations of 2-Alkyl-3-Phenyloxaziridines

Suda, Kohji,Hino, Fumio,Yijima, Chino

, p. 4232 - 4239 (2007/10/02)

The base-promoted fragmentations of 2-benzyl-3-(4-substituted-phenyl)oxaziridines 1 and 2-(4-substituted-benzyl)-3-phenyloxaziridines 2 in anhydrous organic solvents give benzaldehydes and unstable benzylideneimines.The subsequent trimerization of the imines provides the benzylidene animals with the liberation of ammonia.The fragmentations can be regarded as an α,β-elimination and have been studied kinetically with triethylamine in acetonitrile at 40 deg C.The (Z)-oxaziridines react more rapidly than the corresponding (E)-oxaziridines.The Hammett ρ values for the E isomers of 1 and 2 are 0.68 and 0.89, respectively.The primary kinetic β-deuterium isotope effects (kH/kD) are 6.1 for (E)-2-benzyl-3-(4-nitrophenyl)oxaziridine and 6.9 for (E)-2-benzyl-3-(4-methoxyphenyl)oxaziridine .From these results and considerations on the magnitudes of the Broensted β (0.46), the activation parameters and the Arrhenius parameters for (E)-1a, the triethylamine-promoted fragmentations of 1 and 2 are best interpreted in terms of a near central E2 mechanism; for the transition state fragmentations of 1 and 2 are best interpreted in terms of a near central E2 mechanism; for the transition state of (E)-1a the Nα-O bond breaking is slightly ahead of the β-proton removal.The triethylamine-promoted fragmentations of (E)- and (Z)-2-methyl-3-(4-nitrophenyl)oxaziridines (9) in acetonitrile are slower than those of 1a, but give comparable primary isotope effects; kH/kD = 6.1 for (Z)-9 and 6.6 for (E)-9.The Arrhenius plot for (Z)-9 shows excellent linearity, suggesting neither change in mechanism nor the necessity for a tunneling correction.The fragmentation of (Z)-9 in chloroform is slightl y slower than that in acetonitrile, with kH/kD = 6.2.These data suggest that the tertiary amine promoted fragmentations of 2-alkyl-3-phenyloxaziridines with β-hydrogen exclusively proceed through an E2 mechanism.

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