4-Aminophenylacetic acid

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].

reaction suitability

reaction type: solution phase peptide synthesis

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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View Lastest Price from 4-Aminophenylacetic acid manufacturers

Hebei Mujin Biotechnology Co.,Ltd

Product: 4-Aminophenylacetic acid 1197-55-3
Price: US $0.00/KG
Min. Order: 1KG
Purity: 99%
Supply Ability: 50000KG/month
Release date: 2023-10-12

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: 2024-12-02

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

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