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4-Aminophenylacetic acid

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Products Intro: Product Name:4 Aminophenylacetic acid
CAS:1197-55-3
Purity:99.7% Package:1kg;30USD
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Products Intro: Product Name:4-Aminophenylacetic acid
CAS:1197-55-3
Purity:98.5%min. Package:25drums;0.00;USD|10drums;0.00;USD|1drums;0.00;USD
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CAS:1197-55-3
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Products Intro: Product Name:(4-Aminophenyl)acetic acid
CAS:1197-55-3
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Products Intro: Product Name:P-aminophenylacetic acid
CAS:1197-55-3
Purity:98%(Min,HPLC) Package:100g;1kg;5kg,10kg,25kg,50kg

4-Aminophenylacetic acid manufacturers

4-Aminophenylacetic acid Basic information
Product Name:4-Aminophenylacetic acid
Synonyms:H-APH(4)-OH;4-AMINOPHENYLACETIC ACID;ACETIC ACID 4-AMINOPHENYL ESTER;AKOS BBS-00006880;RARECHEM AL BO 0220;Phenylglycine base;4-Aminophenylacetic;Benzeneacetic acid, 4-amino-
CAS:1197-55-3
MF:C8H9NO2
MW:151.16
EINECS:214-828-7
Product Categories:Naphthyridine,Quinoline;Others;Peptide Synthesis;Unnatural Amino Acid Derivatives;FINE Chemical & INTERMEDIATES;Aromatic Phenylacetic Acids and Derivatives;Carboxylic Acids;Phenyls & Phenyl-Het;Organic acids;Amines;Aromatics;Intermediates & Fine Chemicals;Pharmaceuticals;Carboxylic Acids;Phenyls & Phenyl-Het
Mol File:1197-55-3.mol
4-Aminophenylacetic acid Structure
4-Aminophenylacetic acid Chemical Properties
Melting point 201 °C (dec.) (lit.)
Boiling point 273.17°C (rough estimate)
density 1.2023 (rough estimate)
refractive index 1.5635 (rough estimate)
Fp 201°C
storage temp. Store below +30°C.
pkapK1: 3.60;pK2: 5.26 (20°C)
form Powder
color Light yellow to beige
Water Solubility Very soluble in water.
Decomposition 201 ºC
Merck 14,463
BRN 2208094
LogP0.220 (est)
CAS DataBase Reference1197-55-3(CAS DataBase Reference)
NIST Chemistry ReferenceBenzeneacetic acid, 4-amino-(1197-55-3)
EPA Substance Registry SystemBenzeneacetic acid, 4-amino- (1197-55-3)
Safety Information
Hazard Codes Xi,Xn
Risk Statements 36/37/38-20/21/22
Safety Statements 22-24/25-36-26
WGK Germany 3
RTECS AF3550000
13
TSCA Yes
HazardClass IRRITANT
HS Code 29224995
Toxicitymouse,LD50,intraperitoneal,3500mg/kg (3500mg/kg),Farmaco, Edizione Scientifica. Vol. 13, Pg. 286, 1958.
MSDS Information
ProviderLanguage
p-Aminophenylacetic acid English
SigmaAldrich English
ACROS English
ALFA English
4-Aminophenylacetic acid Usage And Synthesis
Chemical Propertieslight yellow to beige powder. Soluble in alcohols and alkalis, slightly soluble in hot water.
Uses4-Aminophenylacetic acid is used as a non-translocated competitive inhibitor of the epithelial peptide transporter PepT1. It can be detected using HPLC, NMR techniques.
Preparationp-aminophenylacetic acid is obtained by the reduction of 4-nitrophenylacetic acid. In a reactor, water, 4-nitrophenylacetic acid, and acetic acid are added. The mixture is stirred and heated to 90-95℃. Iron powder is added in portions and refluxed for 2 hours. The mixture is cooled to 40-50℃ and neutralized with sodium carbonate to pH=9, then filtered. The filtrate is further neutralized with acetic acid until pH=4, resulting in the precipitation of 4-aminophenylacetic acid. The yield is 95%.
benefits 4-Aminophenylacetonitrile (4-APAN) is an arylacetonitrile and an active substrate for arylacetonitrilase, which gives 4-aminophenylacetic acid (4-APAA) on hydrolysis. 4-APAA is a precursor of 4-acetylaminophenylacetic acid, used in treating rheumatoid arthritis and actarit drugs. 4-APAA also possesses tuberculostatic activity and is helpful as a fibrinolysis inhibitor. In addition to the medical importance of this acid, several derivatives and compounds obtained from 4-APAA showed antimicrobial activity[1].
Purification MethodsCrystallise the acid from hot water (60-70mL/g). [Beilstein 14 III 1182.]
References[1] Neerja Thakur. “Bioprocess Development for the Synthesis of 4-Aminophenylacetic Acid Using Nitrilase Activity of Whole Cells of Alcaligenes faecalis MTCC 12629.” Catalysis Letters 149 10 (2019): 2854–2863.
References[1] BEDAIRAHMED H. Preparation of 4-aminophenylacetic acid derivatives with promising antimicrobial activity.[J]. Acta Pharmaceutica, 2006, 56 3: 273-284.
[2] MENGYIFAN ZareRichard N GnanamaniElumalai. One-Step Formation of Pharmaceuticals Having a Phenylacetic Acid Core Using Water Microdroplets.[J]. Journal of the American Chemical Society, 2023, 145 14: 7724-7728. DOI:10.1021/jacs.3c00773.
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