SYNTHESIS AND ANALGETIC ACTIVITY EVALUATION OF 4-[N-(4-HYDROXYPHENYL)CARBOXYMIDOYL]-2-METHOXYPHENOL
Paracetamol is an analgesic-antipyretic compound derived from p-aminophenol. Though paracetamol has good efficacy and safety on consumption, parasetamol has hepatotoxic effect as its adverse drug reaction. 4-[N-(4-hydroxyphenyl)carboxymidoyl]-2-methoxyphenol is one of p-aminophenol derivative th...
| Main Authors: | , , , |
|---|---|
| Format: | Article |
| Language: | English |
| Published: |
Universitas Gadjah Mada
2016-04-01
|
| Series: | Indonesian Journal of Pharmacy |
| Subjects: | |
| Online Access: | http://indonesianjpharm.farmasi.ugm.ac.id/index.php/3/article/view/1064 |
| _version_ | 1828437093136728064 |
|---|---|
| author | Pudjono Jessica Anindita Arief Rahman Hakim Hari Purnomo |
| author_facet | Pudjono Jessica Anindita Arief Rahman Hakim Hari Purnomo |
| author_sort | Pudjono |
| collection | DOAJ |
| description | Paracetamol is an analgesic-antipyretic compound derived from p-aminophenol. Though paracetamol has good efficacy and safety on consumption, parasetamol has hepatotoxic effect as its adverse drug reaction. 4-[N-(4-hydroxyphenyl)carboxymidoyl]-2-methoxyphenol is one of p-aminophenol derivative that was already been determined in silico using molecular docking PLANTS method, and it was known that 4-[N-(4-hydroxyphenyl) carboxymidoyl]-2-methoxyphenol has analgesic effects more potent and has hepatotoxic adverse effect lower than paracetamol. 4-[N-(4-hydroxyphenyl)carboxymidoyl]-2-methoxy-phenol can be synthesized through reaction of p-aminophenol with vanillin under acid condition. The synthesized products were recrytalized, dried, and the purity was determined with melting point determination and Thin Layer Chromatography. The structure of pure crystals were elucidated using IR, 1H-NMR, C-NMR, and Mass Spectroscopy. The analgesic evaluation was carried in vivo using writhing test method. The synthesized compound were divided into three dosage variations, 0,5; 1; and 2 mol equivalent to 100 mg/kgBB of paracetamol (reference drug). 4-[N-(4-hydroxyphenyl)carboxymidoyl]-2-methoxyphenol with 1 mol dosage has analgesic activity better than paracetamol but the difference was not significant. |
| first_indexed | 2024-12-10T19:38:57Z |
| format | Article |
| id | doaj.art-09f1e742713144478b74be625130e195 |
| institution | Directory Open Access Journal |
| issn | 2338-9427 2338-9486 |
| language | English |
| last_indexed | 2024-12-10T19:38:57Z |
| publishDate | 2016-04-01 |
| publisher | Universitas Gadjah Mada |
| record_format | Article |
| series | Indonesian Journal of Pharmacy |
| spelling | doaj.art-09f1e742713144478b74be625130e1952022-12-22T01:36:03ZengUniversitas Gadjah MadaIndonesian Journal of Pharmacy2338-94272338-94862016-04-012729910310.14499/indonesianjpharm27iss2pp99SYNTHESIS AND ANALGETIC ACTIVITY EVALUATION OF 4-[N-(4-HYDROXYPHENYL)CARBOXYMIDOYL]-2-METHOXYPHENOLPudjono 0Jessica Anindita1Arief Rahman Hakim2Hari Purnomo3Dept. of Pharmaceutical Chemistry, Faculty of Pharmacy, Universitas Gadjah Mada Sekip Utara 55281, YogyakartaFaculty of Pharmacy, Universitas Gadjah Mada Sekip Utara 55281, YogyakartaDept. of Pharmacology and Pharmaceutical Clinic, Faculty of Pharmacy, Universitas Gadjah Mada Sekip Utara 55281,Dept. of Pharmaceutical Chemistry, Faculty of Pharmacy, Universitas Gadjah Mada Sekip Utara 55281, YogyakartaParacetamol is an analgesic-antipyretic compound derived from p-aminophenol. Though paracetamol has good efficacy and safety on consumption, parasetamol has hepatotoxic effect as its adverse drug reaction. 4-[N-(4-hydroxyphenyl)carboxymidoyl]-2-methoxyphenol is one of p-aminophenol derivative that was already been determined in silico using molecular docking PLANTS method, and it was known that 4-[N-(4-hydroxyphenyl) carboxymidoyl]-2-methoxyphenol has analgesic effects more potent and has hepatotoxic adverse effect lower than paracetamol. 4-[N-(4-hydroxyphenyl)carboxymidoyl]-2-methoxy-phenol can be synthesized through reaction of p-aminophenol with vanillin under acid condition. The synthesized products were recrytalized, dried, and the purity was determined with melting point determination and Thin Layer Chromatography. The structure of pure crystals were elucidated using IR, 1H-NMR, C-NMR, and Mass Spectroscopy. The analgesic evaluation was carried in vivo using writhing test method. The synthesized compound were divided into three dosage variations, 0,5; 1; and 2 mol equivalent to 100 mg/kgBB of paracetamol (reference drug). 4-[N-(4-hydroxyphenyl)carboxymidoyl]-2-methoxyphenol with 1 mol dosage has analgesic activity better than paracetamol but the difference was not significant.http://indonesianjpharm.farmasi.ugm.ac.id/index.php/3/article/view/10644-[N-(4-hydroxyphenyl)carboxymidoyl]-2-methoxyphenolp-aminophenolanalgesicwrithing test |
| spellingShingle | Pudjono Jessica Anindita Arief Rahman Hakim Hari Purnomo SYNTHESIS AND ANALGETIC ACTIVITY EVALUATION OF 4-[N-(4-HYDROXYPHENYL)CARBOXYMIDOYL]-2-METHOXYPHENOL Indonesian Journal of Pharmacy 4-[N-(4-hydroxyphenyl)carboxymidoyl]-2-methoxyphenol p-aminophenol analgesic writhing test |
| title | SYNTHESIS AND ANALGETIC ACTIVITY EVALUATION OF 4-[N-(4-HYDROXYPHENYL)CARBOXYMIDOYL]-2-METHOXYPHENOL |
| title_full | SYNTHESIS AND ANALGETIC ACTIVITY EVALUATION OF 4-[N-(4-HYDROXYPHENYL)CARBOXYMIDOYL]-2-METHOXYPHENOL |
| title_fullStr | SYNTHESIS AND ANALGETIC ACTIVITY EVALUATION OF 4-[N-(4-HYDROXYPHENYL)CARBOXYMIDOYL]-2-METHOXYPHENOL |
| title_full_unstemmed | SYNTHESIS AND ANALGETIC ACTIVITY EVALUATION OF 4-[N-(4-HYDROXYPHENYL)CARBOXYMIDOYL]-2-METHOXYPHENOL |
| title_short | SYNTHESIS AND ANALGETIC ACTIVITY EVALUATION OF 4-[N-(4-HYDROXYPHENYL)CARBOXYMIDOYL]-2-METHOXYPHENOL |
| title_sort | synthesis and analgetic activity evaluation of 4 n 4 hydroxyphenyl carboxymidoyl 2 methoxyphenol |
| topic | 4-[N-(4-hydroxyphenyl)carboxymidoyl]-2-methoxyphenol p-aminophenol analgesic writhing test |
| url | http://indonesianjpharm.farmasi.ugm.ac.id/index.php/3/article/view/1064 |
| work_keys_str_mv | AT pudjono synthesisandanalgeticactivityevaluationof4n4hydroxyphenylcarboxymidoyl2methoxyphenol AT jessicaanindita synthesisandanalgeticactivityevaluationof4n4hydroxyphenylcarboxymidoyl2methoxyphenol AT ariefrahmanhakim synthesisandanalgeticactivityevaluationof4n4hydroxyphenylcarboxymidoyl2methoxyphenol AT haripurnomo synthesisandanalgeticactivityevaluationof4n4hydroxyphenylcarboxymidoyl2methoxyphenol |