very soluble in chloroform, pyridine soluble in ethanol, ether, ethyl ether slightly soluble in trifluoroacetic acid, benzene
log P
1.21
Vapor pressure
0.1 Pa (52.6 °C)
Acidity (pKa)
2.17 (amino; H2O)
4.85 (carboxyl; H2O)[2]
Magnetic susceptibility (χ)
-77.18·10−6 cm3/mol
Refractive index (nD)
1.578 (144 °C)
Thermochemistry
Std enthalpy of formation (ΔfH⦵298)
-380.4 KJ/mol
Hazards
GHS labelling:
Pictograms
Signal word
Danger
Hazard statements
H318, H319
Precautionary statements
P264, P280, P305+P351+P338, P310, P337+P313
NFPA 704 (fire diamond)
2
1
0
Flash point
> 150 °C (302 °F; 423 K)
Autoignition temperature
> 530 °C (986 °F; 803 K)
Lethal dose or concentration (LD, LC):
LD50 (median dose)
1400 mg/kg (oral, rat)
Safety data sheet (SDS)
External MSDS
Legal status
BR: Class D1 (Drug precursors)[4]
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Nverify (what is YN ?)
Infobox references
Chemical compound
Anthranilic acid is an aromatic acid with the formula C6H4(NH2)(CO2H) and has a sweetish taste.[5][6][7] The molecule consists of a benzene ring, ortho-substituted with a carboxylic acid and an amine. As a result of containing both acidic and basic functional groups, the compound is amphoteric. Anthranilic acid is a white solid when pure, although commercial samples may appear yellow. The anion [C6H4(NH2)(CO2)]−, obtained by the deprotonation of anthranilic acid, is called anthranilate. Anthranilic acid was once thought to be a vitamin and was referred to as vitamin L1 in that context, but it is now known to be non-essential in human nutrition.[8]
^"Front Matter". Nomenclature of Organic Chemistry : IUPAC Recommendations and Preferred Names 2013 (Blue Book). Cambridge: The Royal Society of Chemistry. 2014. p. 748. doi:10.1039/9781849733069-FP001. ISBN 978-0-85404-182-4.
^Haynes, William M., ed. (2016). CRC Handbook of Chemistry and Physics (97th ed.). CRC Press. pp. 5–89. ISBN 978-1498754286.
^IPCS
^Anvisa (2023-03-31). "RDC Nº 784 - Listas de Substâncias Entorpecentes, Psicotrópicas, Precursoras e Outras sob Controle Especial" [Collegiate Board Resolution No. 784 - Lists of Narcotic, Psychotropic, Precursor, and Other Substances under Special Control] (in Brazilian Portuguese). Diário Oficial da União (published 2023-04-04). Archived from the original on 2023-08-03. Retrieved 2023-08-15.
^Acton, Q. Ashton (2013). Aminobenzoic Acids—Advances in Research and Application (2013 ed.). Atlanta: ScholarlyEditions. p. 23. ISBN 9781481684842 – via Google Books.
^Hardy, Mark R. (1997). "Glycan Labeling with the Flurophores 2-Aminobenzamide and Antranilic Acid". In Townsend, R. Reid; Hotchkiss, Arland T. Jr. (eds.). Techniques in Glycobiology. Marcel Dekker, Inc. p. 360. ISBN 9780824798222 – via Google Books.
Anthranilicacid is an aromatic acid with the formula C6H4(NH2)(CO2H) and has a sweetish taste. The molecule consists of a benzene ring, ortho-substituted...
Mefenamic acid is a member of the anthranilicacid derivatives (or fenamate) class of nonsteroidal anti-inflammatory drugs (NSAIDs), and is used to treat...
Anthranilicacid hydroxylase may refer to: Anthranilate 3-monooxygenase Anthranilate 1,2-dioxygenase (deaminating, decarboxylating) This disambiguation...
including mefenamic acid, tolfenamic acid, flufenamic acid, and meclofenamic acid. These drugs are commonly referred to as "anthranilicacid derivatives" or...
Tolfenamic acid (Clotam, Tufnil, TFA) is a member of the anthranilicacid derivatives (or fenamate) class of NSAID drugs. Like other members of the class...
reactive compounds. It is typically stored with a stabilizer in a weakly acidic solution in an opaque bottle. Hydrogen peroxide is found in biological systems...
hydrolysis with hydrochloric acid, 4-aminophenol reacts in ammonia solution with a phenol derivate, e.g. salicylic acid, to form an indophenol dye under...
CoA to afford caffeic acid. Caffeic acid then undergoes methylation by caffeic acid O-methyltransferase (COMT) to give ferulic acid. Finally, vanillin synthase...
the amino acid tyrosine. L-tyrosine is converted to p-coumaric acid by the enzyme tyrosine ammonia lyase (TAL). From here, p-coumaric acid is converted...
carboxylic acid propionic acid (CH3CH2CO2H) has a pKa value of 4.88. Sulfamic acid isomers, with the zwitterion (right) Anthranilicacid Structure of...
Davidson, Michael W. (2004) AnthranilicAcid (Vitamin L) Florida State University. Retrieved 20-02-07. Welch AD (1983). "Folic acid: discovery and the exciting...
(m-aminobenzoic acid or meta-aminobenzoic acid) 2-aminobenzoic acid (o-aminobenzoic acid or ortho-aminobenzoic acid, Anthranilicacid) This set index...
several isomeric dicarboxylic acids of biphenyl. It is a white solid that can be prepared in the laboratory from anthranilicacid via the diazonium salt. It...
Avenanthramides (anthranilicacid amides, formerly called "avenalumins") are a group of phenolic alkaloids found mainly in oats (Avena sativa), but also...
known that nitric acid oxidizes camphor into camphoric acid. Haller and Blanc published a semisynthesis of camphor from camphoric acid. Although they demonstrated...
Pyruvic acid (IUPAC name: 2-oxopropanoic acid, also called acetoic acid) (CH3COCOOH) is the simplest of the alpha-keto acids, with a carboxylic acid and a...
use cinnamic acid as their starting point, which is derived from the amino acid phenylalanine. Plant biosynthesis starting with cinnamic acid is rare compared...