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N-Acetylanthranilic acid

CAS No.
89-52-1
Chemical Name:
N-Acetylanthranilic acid
Synonyms
AKOS 92175;Lappaconiticacid;2-acetamidobenzoate;2-carboxyacetanilide;N-Acetylantranilzuur;acetylanthranilicacid;2-ACETAMIDOBENOIC ACID;o-acetamidoanthranilic;n-acetyl-anthranilicaci;2-ACETAMIDOBENZOIC ACID
CBNumber:
CB4449812
Molecular Formula:
C9H9NO3
Molecular Weight:
179.17
MDL Number:
MFCD00002423
MOL File:
89-52-1.mol
Last updated:2023-04-23 13:52:06

N-Acetylanthranilic acid Properties

Melting point 184-187 °C(lit.)
Boiling point 311.69°C (rough estimate)
Density 1.2822 (rough estimate)
refractive index 1.5600 (estimate)
solubility DMF: 30 mg/ml; DMSO: 30 mg/ml; Ethanol: 30 mg/ml; PBS (pH 7.2): 0.5 mg/ml
form A crystalline solid
pka pK1: 3.63 (25°C)
Water Solubility slightly soluble
BRN 880371
Stability Stable. Combustible. Incompatible with strong oxidizing agents.
CAS DataBase Reference 89-52-1(CAS DataBase Reference)
FDA UNII P1IE9J75C2
EPA Substance Registry System Benzoic acid, 2-(acetylamino)- (89-52-1)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H302
Precautionary statements  P264-P270-P301+P312+P330-P501
Hazard Codes  Xn,Xi
Risk Statements  22-36/37/38
Safety Statements  36-37/39-26
WGK Germany  3
RTECS  CB2455000
Hazard Note  Irritant
TSCA  Yes
HS Code  29242300
Toxicity LD50 orl-mus: 1114 mg/kg FRPSAX 38,847,83
NFPA 704
1
2 0

N-Acetylanthranilic acid Chemical Properties,Uses,Production

Chemical Properties

solid

Definition

ChEBI: An amidobenzoic acid consisting of anthranilic acid carrying an N-acetyl group.

Synthesis Reference(s)

The Journal of Organic Chemistry, 46, p. 4614, 1981 DOI: 10.1021/jo00335a075
Tetrahedron Letters, 23, p. 4473, 1982 DOI: 10.1016/S0040-4039(00)85631-2

Safety Profile

Moderately toxic by ingestion.When heated to decomposition it emits toxic vapors ofNOx.

Purification Methods

Wash the acid with distilled H2O and recrystallise it from aqueous AcOH, dry it and recrystallise again from EtOAc. Also recrystallise it from water or EtOH. UV: max 221, 252 and 305nm (EtOH). The amide crystallises from aqueous EtOH and has m 186-187o and max 218, 252 and 301nm. [Chattaway J Chem Soc 2495 1931, Walker J Am Chem Soc 77 6698 1955, Beilstein 14 H 337, 14 I 540, 14 II 219, 14 III 922.]

118-48-9
89-52-1
Synthesis of N-Acetylanthranilic acid from Isatoic Anhydride
2-(acetylamino)-benzoicaci 2-carboxyacetanilide acetylanthranilicacid Lappaconiticacid n-acetylaminobenzoicacid n-acetyl-anthranilicaci N-Acetylanthranilic acid~2-Carboxyacetanilide N-Acetylanthranilic acid;2-Acetamidobenzoic acid 2-ACETAMIDOBENOIC ACID N-Acetylanthranilic Acid (Controlled Chemical) 2-ACETAMIDOBENZOIC ACID / 2-CARBOXYACETANILIDE N-acety1anthranilic acid Benzoic acid,2-(acetylaMino)- N-Acetylantranilzuur o-(N-Acetylamino)benzoic acid N-Acetylanthranilic acid,99% AKOS 92175 2-ACETAMIDOBENZOIC ACID 2-ACETYLAMINOBENZOIC ACID n-acetylanthranillicacid o-acetamidoanthranilic o-acetamidoanthranilicacid o-acetoaminobenzoicacid N-ACETYL-1-AMINO-2-CARBOXYBENZENE N-ACETYL-2-CARBOXYANILINE N-ACETYL-2-AMINO BENZOIC ACID N-ACETYLANTHRANILIC ACID O-ACETYLAMINOPHENYLCARBOXYLIC ACID O-ACETYLAMINOBENZOIC ACID O-ACETAMINOPHENYLCARBOXYLIC ACID O-ACETAMIDOBENZOIC ACID O-ACETAMIDOPHENYLCARBOXYLIC ACID O-ACETAMINOBENZOIC ACID 2-acetamidobenzoate N-Acetylanthranilic acidQ: What is N-Acetylanthranilic acid Q: What is the CAS Number of N-Acetylanthranilic acid Q: What is the storage condition of N-Acetylanthranilic acid 89-52-1 CH3CONHC6H4COOH Peptide Synthesis Specialty Synthesis Unnatural Amino Acid Derivatives Aromatic Amino Acids Pharmaceutical Intermediate Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts API intermediates