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5-Fluoro-3-hydroxy-2-methylbenzoic acid 1 was synthesized from 5-fluoro-2-methylbenzoic acid by nitration, reduction, diazotization and hydrolysis. Another methylcarbamoyl-substituted benzylamine 12 was synthesized from 5-fluoro-2-methylbenzoic acid via the sequential bromination,azido replacement and the reduction.
Eiji Takashiro,; Ichiro Hayakawa,; Tamayo Nitta,; Atsushi Kasuya,; Shuichi Miyamoto,; Yuji Ozawa,; Ryuichi Yagi,; Ikue Yamamoto,; Takahiro Shibayama,; Akihiko Nakagawa,; Yuichiro Yabe. Structure-activity relationship of HIV-1 protease inhibitors containing α-hydroxy-β-amino acids. Detailed study of P1 site. Bioorganic & Medicinal Chemistry. 1999, 7(9),2063-2072.
Xing Fana,; Feng-Hua Zhanga,; Rasha I. Al-Safi,; Li-Fan Zenga,; Yumna Shabaik,; Bikash Debnath,; Tino W. Sanchez,; Srinivas Odde,; Nouri Neamati,; Ya-Qiu Long. Design of HIV-1 integrase inhibitors targeting the catalytic domain as well as its interaction with LEDGF/p75: A scaffold hopping approach using salicylate and catechol groups. Bioorganic & Medicinal Chemistry. 2011, 19(16), 4935-4952.
Hazard Statements: H315-H319-H335
Causes skin irritation. Causes serious eye irritation. May cause respiratory irritation.
Precautionary Statements: P261-P264b-P271-P280-P302+P352-P304+P340-P305+P351+P338-P312-P332+P313-P337+P313-P362-P501c
Avoid breathing dust/fume/gas/mist/vapours/spray. Wash face, hands and any exposed skin thoroughly after handling Use only outdoors or in a well-ventilated area. Wear protective gloves/protective clothing/eye protection/face protection. IF ON SKIN: Wash with plenty of soap and water. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. Call a POISON CENTER or doctor/physician if you feel unwell. If skin irritation occurs: Get medical advice/attention. If eye irritation persists: Take off contaminated clothing and wash before reuse. Dispose of contents/ container to an approved waste disposal plant