For research use only. Not for therapeutic Use.
Methyl phenyl carbamate is a biochemical compound. It is derived from the reaction between methyl isocyanate and phenol. Also known as MPC, it belongs to the class of carbamate compounds. Methyl phenyl carbamate has various applications in organic synthesis and pharmaceutical research. It can serve as a reagent for the introduction of carbamate groups into molecules and can be utilized in the preparation of pharmaceutical intermediates and agrochemicals. Its versatile nature and reactivity make it valuable in biochemical and chemical research endeavors.
Catalog Number | I014473 |
CAS Number | 2603-10-3 |
Synonyms | Methyl phenylcarbamate;Carbamic acid, phenyl-, methyl ester (9CI) |
Molecular Formula | C8H9NO2 |
Purity | ≥95% |
Solubility | Soluble in DMSO |
Storage | Room Temperature |
IUPAC Name | methyl N-phenylcarbamate |
InChI | InChI=1S/C8H9NO2/c1-11-8(10)9-7-5-3-2-4-6-7/h2-6H,1H3,(H,9,10) |
InChIKey | IAGUPODHENSJEZ-UHFFFAOYSA-N |
SMILES | COC(=O)NC1=CC=CC=C1 |
Reference | </br> 1: Shedania Z, Kakava R, Volonterio A, Farkas T, Chankvetadze B. Separation of enantiomers of chiral sulfoxides in high-performance liquid chromatography with cellulose-based chiral selectors using methanol and methanol-water mixtures as mobile phases. J Chromatogr A. 2018 Jul 6;1557:62-74. doi: 10.1016/j.chroma.2018.05.002. Epub 2018 May 3. PubMed PMID: 29748092.</br>2: Tang S, Liu JD, Chen W, Huang SH, Zhang J, Bai ZW. Performance comparison of chiral separation materials derived from N-cyclohexylcarbonyl and N-hexanoyl chitosans. J Chromatogr A. 2018 Jan 12;1532:112-123. doi: 10.1016/j.chroma.2017.11.067. Epub 2017 Nov 29. PubMed PMID: 29246422.</br>3: Ha B, Zamini L, Monn J, Njoroge S, Thimo L, Ondeti M, Murungi JI, Muhoro CN. Tropical surface water quality studies: Implications for the aquatic fate of N-methyl carbamate pesticides. J Environ Sci Health B. 2018 Mar 4;53(3):161-170. doi: 10.1080/03601234.2017.1399768. Epub 2017 Dec 5. PubMed PMID: 29206083.</br>4: Yewhalaw D, Balkew M, Shililu J, Suleman S, Getachew A, Ashenbo G, Chibsa S, Dissanayake G, George K, Dengela D, Ye-Ebiyo Y, Irish SR. Determination of the residual efficacy of carbamate and organophosphate insecticides used for indoor residual spraying for malaria control in Ethiopia. Malar J. 2017 Nov 21;16(1):471. doi: 10.1186/s12936-017-2122-3. PubMed PMID: 29162113; PubMed Central PMCID: PMC5697437.</br>5: D’Orazio G, Fanali C, Karchkhadze M, Chankvetadze B, Fanali S. Enantiomeric separation of some chiral analytes using amylose 3,5-dimethylphenylcarbamate covalently immobilized on silica by nano-liquid chromatography and capillary electrochromatography. J Chromatogr A. 2017 Oct 20;1520:127-134. doi: 10.1016/j.chroma.2017.09.017. Epub 2017 Sep 8. PubMed PMID: 28917599.</br>6: Alemayehu E, Asale A, Eba K, Getahun K, Tushune K, Bryon A, Morou E, Vontas J, Van Leeuwen T, Duchateau L, Yewhalaw D. Mapping insecticide resistance and characterization of resistance mechanisms in Anopheles arabiensis (Diptera: Culicidae) in Ethiopia. Parasit Vectors. 2017 Sep 2;10(1):407. doi: 10.1186/s13071-017-2342-y. PubMed PMID: 28865490; PubMed Central PMCID: PMC5581456.</br>7: Tang J, Lin Y, Yang B, Zhou J, Tang W. Functionalities tuned enantioselectivity of phenylcarbamate cyclodextrin clicked chiral stationary phases in HPLC. Chirality. 2017 Sep;29(9):566-573. doi: 10.1002/chir.22732. Epub 2017 Jul 15. PubMed PMID: 28710781.</br>8: Abdelriheem NA, Mohamed AM, Abdelhamid AO. Synthesis of Some New 1,3,4-Thiadiazole, Thiazole and Pyridine Derivatives Containing 1,2,3-Triazole Moiety. Molecules. 2017 Feb 10;22(2). pii: E268. doi: 10.3390/molecules22020268. PubMed PMID: 28208643.</br>9: Hariri R, Afshar Z, Mahdavi M, Safavi M, Saeedi M, Najafi Z, Sabourian R, Karimpour-Razkenari E, Edraki N, Moghadam FH, Shafiee A, Khanavi M, Akbarzadeh T. Novel Tacrine-Based Pyrano[3′,4′:5,6]pyrano[2,3-b]quinoliNAs: Synthesis and Cholinesterase Inhibitory Activity. Arch Pharm (Weinheim). 2016 Dec;349(12):915-924. doi: 10.1002/ardp.201600123. Epub 2016 Nov 7. PubMed PMID: 27910192.</br>10: Tang J, Pang L, Zhou J, Zhang S, Tang W. Per(3-chloro-4-methyl)phenylcarbamate cyclodextrin clicked stationary phase for chiral separation in multiple modes high-performance liquid chromatography. Anal Chim Acta. 2016 Nov 23;946:96-103. doi: 10.1016/j.aca.2016.10.015. Epub 2016 Oct 14. PubMed PMID: 27823675.</br>11: López A, Dualde P, Yusà V, Coscollà C. Retrospective analysis of pesticide metabolites in urine using liquid chromatography coupled to high-resolution mass spectrometry. Talanta. 2016 Nov 1;160:547-555. doi: 10.1016/j.talanta.2016.07.065. Epub 2016 Jul 31. PubMed PMID: 27591649.</br>12: Toyota K, Williams TD, Sato T, Tatarazako N, Iguchi T. Comparative ovarian microarray analysis of juvenile hormone-responsive genes in water flea Daphnia magna: potential targets for toxicity. J Appl Toxicol. 2017 Mar;37(3):374-381. doi: 10.1002/jat.3368. Epub 2016 Aug 24. PubMed PMID: 27553699.</br>13: Deardorff WJ, Grossberg GT. Pharmacotherapeutic strategies in the treatment of severe Alzheimer’s disease. Expert Opin Pharmacother. 2016 Sep;17(13):1789-800. doi: 10.1080/14656566.2016.1215431. Epub 2016 Jul 29. Review. PubMed PMID: 27450461.</br>14: Mitchell DF, Brown AS, Bouare SI, Belemvire A, George K, Fornadel C, Norris L, Longhany R, Chandonait PJ. Mobile soak pits improve spray team mobility, productivity and safety of PMI malaria control programs. J Environ Manage. 2016 Sep 15;180:557-65. doi: 10.1016/j.jenvman.2016.05.036. Epub 2016 Jun 21. PubMed PMID: 27341285.</br>15: Germain N, Müller I, Hanauer M, Paciello RA, Baumann R, Trapp O, Schaub T. Synthesis of Industrially Relevant Carbamates towards Isocyanates using Carbon Dioxide and Organotin(IV) Alkoxides. ChemSusChem. 2016 Jul 7;9(13):1586-90. doi: 10.1002/cssc.201600580. Epub 2016 Jun 20. PubMed PMID: 27319978.</br>16: Lin Y, Zhou J, Tang J, Tang W. [Preparation of phenylcarbamoylated β-cyclodextrin chiral stationary phases and the enantioseparation of flavonoids]. Se Pu. 2016 Jan;34(1):96-102. Chinese. PubMed PMID: 27319172.</br>17: Bacalhau P, San Juan AA, Goth A, Caldeira AT, Martins R, Burke AJ. Insights into (S)-rivastigmine inhibition of butyrylcholinesterase (BuChE): Molecular docking and saturation transfer difference NMR (STD-NMR). Bioorg Chem. 2016 Aug;67:105-9. doi: 10.1016/j.bioorg.2016.06.002. Epub 2016 Jun 2. PubMed PMID: 27317888.</br>18: Öztürk B, Ghequire M, Nguyen TP, De Mot R, Wattiez R, Springael D. Expanded insecticide catabolic activity gained by a single nucleotide substitution in a bacterial carbamate hydrolase gene. Environ Microbiol. 2016 Dec;18(12):4878-4887. doi: 10.1111/1462-2920.13409. Epub 2016 Jul 15. PubMed PMID: 27312345.</br>19: Zhang J, Wang XC, Chen W, Bai ZW. Synthesis of substituted phenylcarbamates of N-cyclobutylformylated chitosan and their application as chiral selectors in enantioseparation. Analyst. 2016 Jul 4;141(14):4470-80. doi: 10.1039/c6an00311g. PubMed PMID: 27191623.</br>20: Corte JR, Fang T, Pinto DJ, Orwat MJ, Rendina AR, Luettgen JM, Rossi KA, Wei A, Ramamurthy V, Myers JE Jr, Sheriff S, Narayanan R, Harper TW, Zheng JJ, Li YX, Seiffert DA, Wexler RR, Quan ML. Orally bioavailable pyridine and pyrimidine-based Factor XIa inhibitors: Discovery of the methyl N-phenyl carbamate P2 prime group. Bioorg Med Chem. 2016 May 15;24(10):2257-72. doi: 10.1016/j.bmc.2016.03.062. Epub 2016 Apr 1. PubMed PMID: 27073051. </br> </br> |