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
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)
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.
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.
N-Bromosuccinimide Price
- Product number
- A71352
- Product name
- 4-Aminophenylacetic acid
- Purity
- 98%
- Packaging
- 25g
- Price
- $72.08
- Updated
- 2025/07/31
- Product number
- A71352
- Product name
- 4-Aminophenylacetic acid
- Purity
- 98%
- Packaging
- 100g
- Price
- $303
- Updated
- 2023/06/20
- Product number
- A0393
- Product name
- 4-Aminophenylacetic Acid
- Purity
- >98.0%(HPLC)(T)
- Packaging
- 25g
- Price
- $100
- Updated
- 2025/07/31
- Product number
- D288665
- Product name
- DesacetylActarit
- Packaging
- 1g
- Price
- $155
- Updated
- 2021/12/16
- Product number
- 012647
- Product name
- 4-Aminophenylacetic acid
- Purity
- 98%
- Packaging
- 25g
- Price
- $13
- Updated
- 2021/12/16
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].
reaction suitability
reaction type: solution phase peptide synthesis
Synthesis
104-03-0
1197-55-3
P-nitrophenylacetic acid was synthesized as follows: water, ferric chloride and p-nitrophenylacetic acid were mixed in the ratio of 10:0.2:1 by weight under nitrogen protection and heated to 90 °C. Subsequently, a solution with hydrazine hydrate (1:1 by weight) was slowly added dropwise and the reaction was maintained at this temperature for 1 hour. After completion of the reaction, the mixture was cooled to 5°C and the solid product was collected by filtration. The filter cake was washed with an appropriate amount of water until the washing water was colorless, and finally the filter cake was dried to obtain p-aminophenylacetic acid. Note: The amount of washing water is not included in the total amount of water.
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
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View Lastest Price from 4-Aminophenylacetic acid manufacturers
- Product
- 4-Aminophenylacetic acid 1197-55-3
- Price
- US $0.00/kg
- Min. Order
- 1kg
- Purity
- 99.99%HPLC
- Supply Ability
- Ex:10tons
- Release date
- 2025-08-07
- Product
- 4-Aminophenylacetic acid 1197-55-3
- Price
- US $5.00-0.50/KG
- Min. Order
- 1KG
- Purity
- 99% hplc
- Supply Ability
- 500TONS
- Release date
- 2025-05-08
- Product
- 4-Aminophenylacetic acid 1197-55-3
- Price
- US $10.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 5tons
- Release date
- 2024-12-02