Chemistry:Anthranilamide
Anthranilamide is a chemical compound of the group of amides.
Synthesis and production
Anthranilamide can be obtained by reacting ammonia, ammonium carbonate and ammonium chloride with isatoic anhydride.[1]
Properties
Anthranilamide is a flammable, flame-retardant, crystalline, colorless to yellowish, odorless solid that is poorly soluble in water.[2]
Use
Anthranilamide is used as an acetaldehyde scavenger in PET bottles for water. It is not required for sweet beverages, juices and beer, as the concentration of acetaldehyde in the bevereage is higher than what might migrate from the PET.[3] Anthranilamide is also for non-selective, efficient fluorescence labeling of glycans.[4] It is also used as an intermediate for dyes, pharmaceuticals, blowing agents and other chemicals. In lubricating oils for engines, it prevents copper and magnesium corrosion.[5]
1-Naphthaldehyde [66-77-3] is reacted with anthranilamide to give a 75% yield of U-29409 [31785-60-1]. This antispermatogenic agent also has antiarthritic properties.[6][7]
References
- ↑ "Synthesis of Anthranilamide". Thomas’ Chemistry. https://thosci.com/synthesis-of-anthranilamide/.
- ↑ "Anthranilamid". https://gestis.dguv.de/data?name=010480.
- ↑ DLG:>"DLG Expert report 04/2016: Packaging material made from polyethylene terephthalate (PET)" (in en). 28 August 2025. https://www.dlg.org/en/mediacenter/dlg-expert-reports/food-technology/dlg-expert-report-04-2016-packaging-material-made-from-polyethylene-terephthalate-pet.
- ↑ "Anthranilamide, matrix substance for MALDI-MS, ≥99.0% (HPLC)". Sigma-Aldrich. https://www.sigmaaldrich.com/AU/en/product/sial/76884.
- ↑ "2-Aminobenzamide, 98+%". https://www.thermofisher.com/order/catalog/product/A10793.14?SID=srch-srp-A10793.14.
- ↑ "Antiarthritic Effects of the Antispermatogenic Agent 2,3-Dihydro-(1-naphthyl)-4-(1H)-quinazolinone (U-29,409)". Experimental Biology and Medicine 138 (1): 244–248. 1 October 1971. doi:10.3181/00379727-138-35871. https://www.ebm-journal.org/journals/experimental-biology-and-medicine/articles/10.3181/00379727-138-35871.
- ↑ "Antispermatogenic Properties of 2,3-Dihydro-2-(1-naphthyl)-4(1H)-quinazolinone (U-29,409)". Experimental Biology and Medicine 137 (2): 532–535. 1 June 1971. doi:10.3181/00379727-137-35614. https://www.ebm-journal.org/journals/experimental-biology-and-medicine/articles/10.3181/00379727-137-35614.
Attribution: translated from :de:Anthranilamid in August 2025
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