ChemicalBook > CAS DataBase List > 4-Aminophenylacetic acid

4-Aminophenylacetic acid

Product Name
4-Aminophenylacetic acid
CAS No.
1197-55-3
Chemical Name
4-Aminophenylacetic acid
Synonyms
2-(4-AMINOPHENYL)ACETIC ACID;H-4-APH-OH;P-AMINOPHENYLACETIC ACID;NSC 7929;H-APH(4)-OH;4-AMino acid;p-Amino-alph;AKOS BBS-00006880;Desacetyl Actarit;Phenylglycine base
CBNumber
CB6373122
Molecular Formula
C8H9NO2
Formula Weight
151.16
MOL File
1197-55-3.mol
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4-Aminophenylacetic acid Property

Melting point:
201 °C (dec.) (lit.)
Boiling point:
273.17°C (rough estimate)
Density 
1.2023 (rough estimate)
refractive index 
1.5635 (rough estimate)
Flash point:
201°C
storage temp. 
Store below +30°C.
pka
pK1: 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
LogP
0.220 (est)
CAS DataBase Reference
1197-55-3(CAS DataBase Reference)
NIST Chemistry Reference
Benzeneacetic acid, 4-amino-(1197-55-3)
EPA Substance Registry System
Benzeneacetic acid, 4-amino- (1197-55-3)
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Safety

Hazard Codes 
Xi,Xn
Risk Statements 
36/37/38-20/21/22
Safety Statements 
22-24/25-36-26
WGK Germany 
3
RTECS 
AF3550000
F 
13
TSCA 
Yes
HazardClass 
IRRITANT
HS Code 
29224995
Toxicity
mouse,LD50,intraperitoneal,3500mg/kg (3500mg/kg),Farmaco, Edizione Scientifica. Vol. 13, Pg. 286, 1958.
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P405Store locked up.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
A71352
Product name
4-Aminophenylacetic acid
Purity
98%
Packaging
25g
Price
$88.2
Updated
2024/03/01
Sigma-Aldrich
Product number
A71352
Product name
4-Aminophenylacetic acid
Purity
98%
Packaging
100g
Price
$303
Updated
2023/06/20
TCI Chemical
Product number
A0393
Product name
4-Aminophenylacetic Acid
Purity
>98.0%(HPLC)(T)
Packaging
25g
Price
$100
Updated
2024/03/01
Alfa Aesar
Product number
A14675
Product name
4-Aminophenylacetic acid, 98%
Packaging
10g
Price
$32.65
Updated
2024/03/01
Alfa Aesar
Product number
A14675
Product name
4-Aminophenylacetic acid, 98%
Packaging
50g
Price
$114.65
Updated
2024/03/01
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4-Aminophenylacetic acid Chemical Properties,Usage,Production

Chemical Properties

light yellow to beige powder. Soluble in alcohols and alkalis, slightly soluble in hot water.

Uses

4-Aminophenylacetic acid is used as a non-translocated competitive inhibitor of the epithelial peptide transporter PepT1. It can be detected using HPLC, NMR techniques.

Preparation

p-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 Methods

Crystallise 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.

4-Aminophenylacetic acid Preparation Products And Raw materials

Raw materials

4-Nitrophenylacetic acid Iron

Preparation Products

METHYL 2-AMINO-2-(4-HYDROXYPHENYL)ACETATE METHYL 6-QUINOLINEACETATE 4-(DIMETHYLAMINO)PHENYLACETIC ACID DL-4-HYDROXYPHENYLGLYCINE (2R)-2-[(4-Ethyl-2,3-dioxopiperazinyl)carbonylamino]-2-phenylacetic acid 4-Hydroxyphenylacetic acid ALPHA-AMINOBENZENEACETYL CHLORIDE
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4-Aminophenylacetic acid Suppliers

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View Lastest Price from 4-Aminophenylacetic acid manufacturers

Hebei Weibang Biotechnology Co., Ltd
Product
4-Aminophenylacetic acid 1197-55-3
Price
US $0.00-0.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
500000kg
Release date
2024-11-04
Hebei Chuanghai Biotechnology Co,.LTD
Product
4-Aminophenylacetic acid 1197-55-3
Price
US $5.00-2.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
10000kg
Release date
2024-08-22
Hebei Weibang Biotechnology Co., Ltd
Product
4-Aminophenylacetic acid 1197-55-3
Price
US $10.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
5tons
Release date
2021-11-03

1197-55-3, 4-Aminophenylacetic acidRelated Search:

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  • 1197-55-3
  • 2003-01-5
  • C8H8NO2
  • Carboxylic acid
  • Others
  • Peptide Synthesis
  • Specialty Synthesis
  • Unnatural Amino Acid Derivatives
  • 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