5544-33-2

Basic information

• Product Name: 1-(2-chloroacetyl)-3-M-tolylurea
• Synonyms: 1-(2-chloroacetyl)-3-M-tolylurea
• CAS NO: 5544-33-2
• Molecular Formula: C₁₀H₁₁ClN₂O₂
• Molecular Weight: 226.65954
• Mol File: 5544-33-2.mol
• Article Data: 6

Chemical Properties

• Melting Point: 227-228 °C(Solv: ethanol (64-17-5); water (7732-18-5))
• Appearance: /
• Density: 1.313±0.06 g/cm3(Predicted)
• PKA: 10.22±0.70(Predicted)
• CAS DataBase Reference: 1-(2-chloroacetyl)-3-M-tolylurea(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(2-chloroacetyl)-3-M-tolylurea(5544-33-2)
• EPA Substance Registry System: 1-(2-chloroacetyl)-3-M-tolylurea(5544-33-2)

Safety Data

• Hazardous Substances Data: 5544-33-2(Hazardous Substances Data)

Usage

Description

1-(2-chloroacetyl)-3-M-tolylurea, also known as Tolfenamic acid, is a chemical compound belonging to the class of urea derivatives. It is characterized by an acylurea structure with a chloroacetyl substituent at the 1-position and a 3-methylphenyl substituent at the 3-position of the urea ring. 1-(2-chloroacetyl)-3-M-tolylurea is known for its ability to inhibit the synthesis of prostaglandins, which are responsible for causing inflammation and pain.

Uses

Used in Pharmaceutical Industry:
1-(2-chloroacetyl)-3-M-tolylurea is used as a non-steroidal anti-inflammatory drug (NSAID) for the treatment of pain, inflammation, and fever. Its application is based on its ability to inhibit prostaglandin synthesis, thereby reducing inflammation and pain associated with various conditions.
Used in Pain Management:
1-(2-chloroacetyl)-3-M-tolylurea is used as an analgesic for the treatment of mild to moderate pain. Its effectiveness in pain management is attributed to its inhibition of prostaglandin synthesis, which is a key factor in the perception of pain.
Used in Treatment of Inflammatory Conditions:
1-(2-chloroacetyl)-3-M-tolylurea is used as an anti-inflammatory agent for the treatment of various inflammatory conditions, such as migraine headaches, dysmenorrhea, and rheumatoid arthritis. Its anti-inflammatory properties help alleviate the symptoms and reduce the severity of these conditions.
Used in Fever Reduction:
1-(2-chloroacetyl)-3-M-tolylurea is used as an antipyretic to reduce fever. By inhibiting prostaglandin synthesis, it helps lower body temperature and provide relief from feverish symptoms.

Upstream product

• 63-99-0 3-methylphenylurea 
• 79-04-9 chloroacetyl chloride 
• 4461-30-7 2-chloroacetylisocyanate 
• 108-44-1 1-amino-3-methylbenzene 
• 471-46-5 Oxalamide 
• 79-07-2 Chloroacetamide 
• 79-37-8 oxalyl dichloride 

Downstream Products

• 37025-08-4 2-morpholin-4-yl-N-m-tolylcarbamoyl-acetamide 
• 58351-73-8 2-[5-(2,4-dichloro-phenoxymethyl)-[1,3,4]oxadiazol-2-ylsulfanyl]-N-m-tolylcarbamoyl-acetamide 
• 56177-07-2 morpholine-4-carbodithioic acid 4-m-tolyl-allophanoylmethyl ester 
• 86538-75-2 2-(1H-benzoimidazol-2-ylsulfanyl)-N-m-tolylcarbamoyl-acetamide 
• 89174-59-4 1-[2-(5,6-Diphenyl-[1,2,4]triazin-3-ylsulfanyl)-acetyl]-3-m-tolyl-urea 
• 80416-46-2 1-[2-(6-Bromo-4-oxo-3-phenyl-3,4-dihydro-quinazolin-2-ylsulfanyl)-acetyl]-3-m-tolyl-urea 
• 84325-94-0 1-{2-[4-(4-Oxo-2-phenyl-4H-quinazolin-3-yl)-phenoxy]-acetyl}-3-m-tolyl-urea 
• 83315-82-6 1-[2-(6,8-Dibromo-4-oxo-3-o-tolyl-3,4-dihydro-quinazolin-2-ylsulfanyl)-acetyl]-3-m-tolyl-urea 
• 83315-99-5 1-{2-[6,8-Dibromo-3-(4-methoxy-phenyl)-4-oxo-3,4-dihydro-quinazolin-2-ylsulfanyl]-acetyl}-3-m-tolyl-urea 
• 82004-92-0 1-m-Tolyl-3-[2-(5-o-tolyl-tetrazol-2-yl)-acetyl]-urea 
• 85842-86-0 1-[2-(Acridin-9-ylsulfanyl)-acetyl]-3-m-tolyl-urea 
• 82004-96-4 1-[2-(5-Naphthalen-1-yl-tetrazol-2-yl)-acetyl]-3-m-tolyl-urea 
• 87646-34-2 1-{2-[5-(2-Methyl-1H-indol-3-ylmethyl)-[1,3,4]oxadiazol-2-ylsulfanyl]-acetyl}-3-m-tolyl-urea 
• 84325-95-1 1-{2-[4-(6-Bromo-4-oxo-2-phenyl-4H-quinazolin-3-yl)-phenoxy]-acetyl}-3-m-tolyl-urea 

Relevant articles and documents

Design, Synthesis, and Antitumor Activity Evaluation of Trifluoromethyl-Substituted Pyrimidine Derivatives Containing Urea Moiety

Abstract: In order to find efficient new antitumor drugs, a series of novel pyrimidine derivatives containing urea moiety were designed and synthesized, and the antitumor activity of four human tumor cells was evaluated by MTT analysis. The results showed that most of the target compounds exhibited moderate antitumor activity. In particular, the IC50 (concentration required to achieve 50% inhibition of the tumor cell proliferation) value of compound 2-((4-(4-ethylphenoxy)-6-(trifluoromethyl)pyrimidin-2-yl)thio)-N-((4-ethylphenyl)carba-moyl)acetamide for MGC-803 (human gastric carcinoma cell line) was 2.51 ± 0.17 μmol L–1, the anti-proliferative activity was significantly better than the positive control drug 5-fluorouracil. Molecular docking revealed that this compound can bind well to the active site of epidermal growth factor receptor (EGFR), and it may become a potential antitumor drug.

Quinoxaline-based inhibitors of Ebola and Marburg VP40 egress

We prepared a series of quinoxalin-2-mercapto-acetyl-urea analogs and evaluated them for their ability to inhibit viral egress in our Marburg and Ebola VP40 VLP budding assays in HEK293T cells. We also evaluated selected compounds in our bimolecular complementation assay (BiMC) to detect and visualize a Marburg mVP40–Nedd4 interaction in live mammalian cells. Antiviral activity was assessed for selected compounds using a live recombinant vesicular stomatitis virus (VSV) (M40 virus) that expresses the EBOV VP40 PPxY L-domain. Finally selected compounds were evaluated in several ADME assays to have an early assessment of their drug properties. Our compounds had low nM potency in these assays (e.g., compounds 21, 24, 26, 39), and had good human liver microsome stability, as well as little or no inhibition of P450 3A4.

Synthesis and evaluation of substituted 4(3H)-quinazolone derivatives for antimicrobial and antiacetylcholinesterase activities. Part 3

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