24367-94-0

Basic information

• Product Name: N-acetyl-4,4'-diaminodiphenylmethane
• Synonyms: N-acetyl-4,4'-diaminodiphenylmethane;N-[4-[(4-Aminophenyl)methyl]phenyl]acetamide
• CAS NO: 24367-94-0
• Molecular Formula: C₁₅H₁₆N₂O
• Molecular Weight: 240.3
• Mol File: 24367-94-0.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 481°Cat760mmHg
• Flash Point: 244.7°C
• Appearance: /
• Density: 1.176g/cm³
• Vapor Pressure: 2.08E-09mmHg at 25°C
• Refractive Index: 1.645
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• CAS DataBase Reference: N-acetyl-4,4'-diaminodiphenylmethane(CAS DataBase Reference)
• NIST Chemistry Reference: N-acetyl-4,4'-diaminodiphenylmethane(24367-94-0)
• EPA Substance Registry System: N-acetyl-4,4'-diaminodiphenylmethane(24367-94-0)

Safety Data

• Hazardous Substances Data: 24367-94-0(Hazardous Substances Data)

Usage

General Description

N-acetyl-4,4'-diaminodiphenylmethane is a chemical compound used in the production of polyurethane polymers and other industrial applications. It is a derivative of 4,4'-diaminodiphenylmethane, which is a common component in the production of polyurethane foams and coatings. The N-acetyl group in this compound improves the reactivity and processing properties of the material, making it easier to use in manufacturing processes. However, like many chemical compounds, N-acetyl-4,4'-diaminodiphenylmethane should be handled with care and proper safety precautions should be taken when working with it to avoid potential health hazards.

InChI:InChI=1/C15H16N2O/c1-11(18)17-15-8-4-13(5-9-15)10-12-2-6-14(16)7-3-12/h2-9H,10,16H2,1H3,(H,17,18)

Upstream product

• 108-24-7 acetic anhydride 
• 101-77-9 4,4'-diamino diphenyl methane 
• 1946-82-3 N-Ac-L-Lys-OH 
• 1415322-04-1 N-acetyl-S-[[4-(4-acetylaminobenzyl)phenyl]carbamoyl]-cysteine 

Downstream Products

• 104-04-1 N-(4-Nitrophenyl)acetamide 
• 264285-83-8 N¹-[4-(4-Isocyanatobenzyl)phenyl]acetamide 
• 35366-40-6 N-[4-(4-methoxybenzyl)phenyl]acetamide 
• 500579-42-0 acetic acid-[4-(4-hydroxy-benzyl)-anilide] 
• 500579-41-9 4-(4-methoxybenzyl)benzenamine 
• 4834-72-4 (4-aminophenyl)(4-methoxyphenyl)methanone 
• 182230-60-0 N'-acetyl-N-(3'-monophosphate-2'-deoxyguanosin-8-yl)-4,4'-methylenedianiline 
• 182230-61-1 N-(3'-monophosphate-2'-deoxyguanosine-8-yl)-4,4'-methylenedianiline 
• 264285-84-9 N-[4-[4-(Acetylaminobenzyl)phenyl]carbamoyl]valyl-glycyl-glycine 
• 264285-86-1 N-[[4-[4-acetylaminobenzyl]-phenyl]carbamoyl]-valine 
• 6665-60-7 N-acetyl-4′-amino-4-nitrodiphenylmethane 
• 77131-83-0 N-acetyl-N'-tosyl-4,4'-diamino-diphenylmethane 
• 500579-43-1 4-(4-bromobenzyl)aniline 
• 97599-94-5 4-(4-aminobenzyl)phenol 

Relevant articles and documents

Stereoselective optical sensing of dicarboxylate anions by an induced- fit type Ru(II) receptor

An induced-fit type Ru(II) receptor 1 has been synthesized in which, upon approach of dicarboxylates, a highly flexible tetraamide binding site is organized to complement their chemical structures. Stereoselective optical sensing has been demonstrated by virtue of the luminescence response of 1 to the binding of cis/ trans-1,4-cyclohexanedicarboxylates. (C) 2000 Elsevier Science Ltd.

Synthesis and quantification of DNA adducts of 4,4'-methylenedianiline

4,4'-Methylenedianiline (MDA) is used as a hardener in the manufacture of plastics and polyurethanes. MDA has been classified as a carcinogen in animals and is a suspected human carcinogen. Assuming that MDA would yield similar DNA adducts to other arylamines, we synthesized the following C-8 guanine adducts: N'-acetyl-N-(deoxyguanosin-8-yl)-MDA, N-(deoxyguanosin-8- yl)-MDA, N-(deoxyguanosin-8-yl)-4MA, and their corresponding 3'-monophosphate derivatives. We developed methods to identify these adducts of MDA in liver DNA using 32P-postlabeling, HPLC, and GC-MS techniques. Liver DNA was obtained from rats treated with radiolabeled MDA (1.11 and 116.5 μmol/kg body weight). The total radioactivity bound to the DNA corresponded to 0.06 and 2.7 adducts per 107 nucleotides [covalent binding index (CBI = (μmol of adduct per mol of nucleotide)/(mmol of compound per kg body weight)) of 1.05 and 2.3]. This DNA-binding potency is in the range of weakly genotoxic compounds. The liver DNA was analyzed for the presence of the synthesized adducts by the following methods: (I) HPLC analysis of nucleotides and purines after enzymatic and acid hydrolysis, and (II) 32P-postlabeling after enzymatic hydrolysis. The major adducts found in vivo did not correspond to the synthesized standards. Further work was carried out to determine the structure of the unidentified adducts. It was possible to release MDA and MDA-d4 from DNA of rats dosed with MDA and/or MDA-d4 and from the synthesized adducts using strong base hydrolysis. Liver of two female Wistar rats given 500 μmol/kg MDA · 2HCl was hydrolyzed in 0.1 M NaOH overnight at 110 °C. GC-MS analysis of the heptafluorobutyric anhydride derivatized dichloromethane extracts detected 428 ± 40 fmol of MDA/mg of DNA. In the control animals no MDA was found. The experiment was repeated with livers from animals dosed 500 μmol/kg MDA-d4 · 2DCl. In these rats 488 ± 19 final MDA-d4 was found to be bound at liver DNA. Taking into account a 68% yield of the method, the CBI found in these cases was 0.82 and 1.0, respectively.