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
- $88.2
- Updated
- 2024/03/01
- 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
- 2024/03/01
- Product number
- A14675
- Product name
- 4-Aminophenylacetic acid, 98%
- Packaging
- 10g
- Price
- $32.65
- Updated
- 2024/03/01
- Product number
- A14675
- Product name
- 4-Aminophenylacetic acid, 98%
- Packaging
- 50g
- Price
- $114.65
- Updated
- 2024/03/01
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
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View Lastest Price from 4-Aminophenylacetic acid manufacturers
- 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
- 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
- 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