13547-17-6

Basic information

• Product Name: N,N''-methylenebis(urea)
• Synonyms: N,N''-methylenebis(urea);1,1'-Methylenebisurea;1,1'-Methylenediurea;Diureidomethane;Methylenebisurea;methylenediurea
• CAS NO: 13547-17-6
• Molecular Formula: C₃H₈N₄O₂
• Molecular Weight: 132.12122
• EINECS: 236-918-5
• Mol File: 13547-17-6.mol
• Article Data: 5

Chemical Properties

• Melting Point: 203 °C
• Boiling Point: 298.3°Cat760mmHg
• Flash Point: 134.2°C
• Appearance: /
• Density: 1.358g/cm³
• Storage Temp.: Room Temperature, under inert atmosphere
• Solubility: DMSO (Slightly, Sonicated), Water (Slightly, Heated)
• PKA: 12.63±0.46(Predicted)
• CAS DataBase Reference: N,N''-methylenebis(urea)(CAS DataBase Reference)
• NIST Chemistry Reference: N,N''-methylenebis(urea)(13547-17-6)
• EPA Substance Registry System: N,N''-methylenebis(urea)(13547-17-6)

Safety Data

• Hazardous Substances Data: 13547-17-6(Hazardous Substances Data)

Usage

Description

N,N''-methylenebis(urea), also known as urea-formaldehyde, is a chemical compound that is soluble in water and alcohol, and exists in solid form at room temperature. It is produced through a reaction process involving gaseous formaldehyde with urea. N,N''-methylenebis(urea) is categorized under urea formaldehyde condensates (UFC), which are derivatives of urea and formaldehyde. Its molecular formula is C3H8N4O2. It is known for its nitrogen-releasing properties, making it a valuable component in synthesis processes and as a slow-release fertilizer.

Uses

Used in Synthesis Processes:
N,N''-methylenebis(urea) is used as a chemical intermediate for the synthesis of various compounds. Its reactivity and nitrogen content make it a useful building block in the production of a wide range of chemical products.
Used in Agriculture as a Slow-Release Fertilizer:
N,N''-methylenebis(urea) is used as a slow-release fertilizer for crops, providing a sustained supply of nitrogen to promote plant growth. Its nitrogen-releasing properties allow for a controlled release of nutrients, reducing the need for frequent applications and minimizing the risk of nutrient leaching.
Potential Hazards:
While N,N''-methylenebis(urea) has various applications, it is important to note that it may pose hazards to the eyes, skin, or respiratory system, depending on the intensity and duration of exposure. Proper handling and safety measures should be taken to minimize these risks.

Upstream product

• 50-00-0 formaldehyd 
• 57-13-6 urea 
• 823816-56-4 2,4-diaza-glutaric acid bis-acetylamide 
• 1000-82-4 (hydroxymethyl)urea 
• 7732-18-5 water 
• 7647-01-0 hydrogenchloride 

Downstream Products

• 140-95-4 1,3-bis(hydroxymethyl)urea 
• 38688-61-8 N'-hydroxymethyl-N,N''-methanediyl-di-urea 
• 15499-91-9 'Dimethylentriharnstoff' 
• 50-00-0 formaldehyd 
• 57-13-6 urea 
• 99169-96-7 (2-hydroxy-3,5-dimethyl-benzyl)-urea 
• 102008-89-9 N,N'-bis-(2-hydroxy-3,5-dimethyl-benzyl)-urea 
• 948552-89-4 C₈H₈N₂O₂ 
• 1000-82-4 (hydroxymethyl)urea 

Relevant articles and documents

Synthesis and in vitro evaluation of N-Aryl pyrido-quinazolines derivatives as potent epidermal growth factor receptor inhibitors

A series of pyrido-quinazolines have been synthesised, characterized, and tested for their in vitro epidermal growth factor receptor (EGFR) tyrosine kinase inhibitory activity. The compounds were prepared from Alkylideno/arylideno-bis-ureas. Their final structure of the compounds was elucidated on the basis of spectral studies (IR, 1H NMR, FT-IR, and EI-MS). The cellular EGFR internalization response of selected compounds was evaluated using HeLa cells. Most of the synthesized compounds displayed potent EGFR-TK inhibitory activity and structurally halogenated derivatives had a pronounced effect in inhibiting EGFR internalization.

Synthesis, antibacterial and antifungal activity of some new pyrido quinazolones

Alkylideno/arylideno bis ureas 1 synthesized by ureido-alkylation in the presence of alcohols-which on treatment with p-aminobenzoic acid results in 4-aryl-6-carboxylato-1,2,3,4-tetrahydroquinazolines 2. Reaction of 2 with benzoin in presence of polyphosphoric acid yields 4-aryl-8,9-diphenyl-1,4 dihydro-3H, 7-oxo-1,3-diaza anthracene-2,6-dione 3. Condensation of 3 with aromatic primary amine affords N-aryl-8,9-diphenyl (-2-oxopyrido [g]-4-aryl-2-oxo-1,3-dihydro quinazolines 4. The new compound 4 has been screened for their antibacterial and antifungal activities.

Binding of phenols in the urea-formaldehyde-water system and the role of precondensation stage in the synthesis of polymethyleneurea

The precondensation stage (keeping of a solution of urea and formaldehyde in a neutral medium) in the synthesis of polymethyleneurea is examined experimentally and by mathematical simulation.