22003-17-4

Basic information

• Product Name: (Phenylmethyl)-carbamic acid phenyl ester
• Synonyms: (Phenylmethyl)-carbamic acid phenyl ester
• CAS NO: 22003-17-4
• Molecular Formula: C₁₄H₁₃NO₂
• Molecular Weight: 227.25852
• Mol File: 22003-17-4.mol
• Article Data: 25

Chemical Properties

• Melting Point: 83.5-84.5 °C
• Boiling Point: 352.7°Cat760mmHg
• Flash Point: 167.1°C
• Appearance: /
• Density: 1.156g/cm³
• Vapor Pressure: 3.76E-05mmHg at 25°C
• Refractive Index: 1.582
• PKA: 11.40±0.46(Predicted)
• CAS DataBase Reference: (Phenylmethyl)-carbamic acid phenyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: (Phenylmethyl)-carbamic acid phenyl ester(22003-17-4)
• EPA Substance Registry System: (Phenylmethyl)-carbamic acid phenyl ester(22003-17-4)

Safety Data

• Hazardous Substances Data: 22003-17-4(Hazardous Substances Data)

Usage

Description

(Phenylmethyl)-carbamic acid phenyl ester, also known as benzyl carbamate, is a chemical compound with the chemical formula C15H13NO2. It is a white crystalline solid at room temperature and is commonly used in the production of pharmaceuticals and as a pesticide. This ester of phenylmethyl carbamic acid is frequently utilized as an intermediate in the synthesis of various pharmaceuticals and serves as an inhibitor in different chemical reactions. Additionally, it is employed as a solvent in a range of applications. Given its potential toxicity, it is crucial to handle (Phenylmethyl)-carbamic acid phenyl ester with care and adhere to proper safety protocols.

Uses

Used in Pharmaceutical Industry:
(Phenylmethyl)-carbamic acid phenyl ester is used as an intermediate for the synthesis of various pharmaceuticals, contributing to the development of new medications and therapies.
Used in Pesticide Industry:
(Phenylmethyl)-carbamic acid phenyl ester is also utilized as a pesticide, highlighting its application in agriculture to protect crops from pests and ensure a stable food supply.
Used as a Chemical Reaction Inhibitor:
(Phenylmethyl)-carbamic acid phenyl ester serves as an inhibitor in various chemical reactions, playing a crucial role in controlling the rate and progress of these processes.
Used as a Solvent in Different Applications:
(Phenylmethyl)-carbamic acid phenyl ester is employed as a solvent in a range of applications, demonstrating its versatility and utility across different industries and processes.

InChI:InChI=1/C14H13NO2/c16-14(17-13-9-5-2-6-10-13)15-11-12-7-3-1-4-8-12/h1-10H,11H2,(H,15,16)

Upstream product

• 3173-56-6 benzyl isothiocyanate 
• 108-95-2 phenol 
• 1885-14-9 phenyl chloroformate 
• 100-46-9 benzylamine 
• 622-46-8 carbamic acid phenyl ester 
• 100-52-7 benzaldehyde 
• 102-09-0 bis(phenyl) carbonate 
• 10229-60-4 Z-benzaldehyde O-benzyloxime 
• 4383-24-8 N,O-dibenzylhydroxylamine 
• 17175-11-0 phenyl O‐(4‐nitrophenyl) carbonate 
• 32315-10-9 bis(trichloromethyl) carbonate 
• 65263-72-1 N-benzyl O-methyl thiocarbamate 
• 5555-82-8 N-(phenylmethoxy)-N-bnzylphenoxycarboxamide 

Downstream Products

• 1987-58-2 N-[[(phenylmethyl)amino]carbonyl]-p-toluenesulfonamide 
• 47037-01-4 N-(benzylcarbamoyl)benzenesulfonamide 
• 51327-43-6 N-(benzylcarbamoyl)-4-chlorobenzenesulfonamide 
• 31348-34-2 N-(benzylcarbamoyl)-4-bromobenzenesulfonamide 
• 15667-57-9 6-(N'-benzyl-ureido)-hexanoic acid 
• 1086764-86-4 4-[(3-benzylureido)methyl]benzoic acid 
• 13143-28-7 1-benzyl-3-(m-tolyl)urea 
• 5436-83-9 N-benzyl-4-methylbenzamide 
• 57965-06-7 ethyl 2-(benzylcarbamoyl)hydrazine-1-carboxylate 
• 2221-11-6 3,5-dibenzyltetrahydro-1H-imidazole-2,4-dione 
• 34658-65-6 3-benzyl-5-phenylimidazolidine-2,4-dione 
• 2301-40-8 3-benzylhydantoin 
• 2301-36-2 3-benzyl-5-methylimidazolidine-2,4-dione 
• 148149-21-7 1-isoquinolinecarboxylic acid benzylamide 

Relevant articles and documents

A practical synthesis of carbamates using an 'in-situ' generated polymer-supported chloroformate

A versatile method for the synthesis of carbamates from an 'in-situ' generated polymer-supported chloroformate resin is presented. BTC (bis-trichloromethyl carbonate) is used as phosgene equivalent to afford a supported chloroformate, which, by sequential 'one-pot' reaction with a variety of alcohols and amines, furnishes the corresponding carbamates in high yields and purities. A versatile method for the synthesis of carbamates from an 'in-situ' generated polymer-supported chloroformate resin is presented. BTC (bis-trichloromethyl carbonate) is used as phosgene equivalent to afford a supported chloroformate, which, by sequential 'one-pot' reaction with a variety of alcohols and amines, furnishes the corresponding carbamates in high yields and purities.

Design, synthesis, and biological activity of novel semicarbazones as potent Ryanodine receptor1 inhibitors of Alzheimer's disease

Ryanodine receptors (RyRs) are important ligand-gated Ca2+ channels; their excessive activation leads to Ca2+ leakage in the sarcoplasmic reticulum that may cause neurological diseases. In this study, three series of novel potent RyR1 inhibitors based on dantrolene and bearing semicarbazone and imidazolyl moieties were designed and synthesized, and their biological activity was evaluated. Using a single-cell calcium imaging method, the calcium overload inhibitory activities of 26 target compounds were tested in the R614C cell line, using dantrolene as a positive control. The preliminary investigation showed that compound 12a suppressed Ca2+ release as evidenced by store overload-induced Ca2+release (SOICR) (31.5 ± 0.1%, 77.2 ± 0.1%, 93.7 ± 0.2%) at 0.1 μM, 3 μM and 10 μM, respectively. Docking simulation results showed that compound 12a could bind at the active site of the RyR1 protein. The Morris water-maze test showed that compound 12a significantly improved the cognitive behavior of AD-model mice. Further studies on the structural optimization of this series of derivatives are currently underway in our laboratory.

Monofunctionalized Bambus[6]urils and Their Conjugates with Crown Ethers for Liquid-Liquid Extraction of Inorganic Salts

Bambusurils are a growing family of macrocyclic anion receptors. In this Letter, we present the first syntheses of monofunctionalized bambusurils and their use for the preparation of heteroditopic bambusuril-crown ether conjugates suitable for the extraction of ion pairs from water to chloroform.