ChemicalBook >> CAS DataBase List >>4-Aminophenylacetic acid

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;Desacetyl Actarit;AKOS BBS-00006880;Phenylglycine base
CBNumber:
CB6373122
Molecular Formula:
C8H9NO2
Molecular Weight:
151.16
MDL Number:
MFCD00007916
MOL File:
1197-55-3.mol
MSDS File:
SDS
Last updated:2024-04-22 13:36:24

4-Aminophenylacetic acid 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)
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)
EWG's Food Scores 1
FDA UNII 1IED47A544
NIST Chemistry Reference Benzeneacetic acid, 4-amino-(1197-55-3)
EPA Substance Registry System Benzeneacetic acid, 4-amino- (1197-55-3)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H315-H319-H335
Precautionary statements  P264-P280-P302+P352+P332+P313+P362+P364-P305+P351+P338+P337+P313-P261-P280a-P304+P340-P305+P351+P338-P405-P501a
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
Toxicity mouse,LD50,intraperitoneal,3500mg/kg (3500mg/kg),Farmaco, Edizione Scientifica. Vol. 13, Pg. 286, 1958.
NFPA 704
0
2 0

4-Aminophenylacetic acid price More Price(34)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich A71352 4-Aminophenylacetic acid 98% 1197-55-3 25g $88.2 2024-03-01 Buy
Sigma-Aldrich A71352 4-Aminophenylacetic acid 98% 1197-55-3 100g $303 2023-06-20 Buy
TCI Chemical A0393 4-Aminophenylacetic Acid >98.0%(HPLC)(T) 1197-55-3 25g $100 2024-03-01 Buy
Alfa Aesar A14675 4-Aminophenylacetic acid, 98% 1197-55-3 10g $32.65 2024-03-01 Buy
Alfa Aesar A14675 4-Aminophenylacetic acid, 98% 1197-55-3 50g $114.65 2024-03-01 Buy
Product number Packaging Price Buy
A71352 25g $88.2 Buy
A71352 100g $303 Buy
A0393 25g $100 Buy
A14675 10g $32.65 Buy
A14675 50g $114.65 Buy

4-Aminophenylacetic acid Chemical Properties,Uses,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.

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View Lastest Price from 4-Aminophenylacetic acid manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
4 Aminophenylacetic acid pictures 2024-04-19 4 Aminophenylacetic acid
US $30.00 / kg 1kg 99.7% 200000kg Ouhuang Engineering Materials (Hubei) Co., Ltd
4-Aminophenylacetic acid pictures 2024-04-18 4-Aminophenylacetic acid
1197-55-3
US $50.00-35.00 / kg 1kg 99% 2000000kg Ouhuang Engineering Materials (Hubei) Co., Ltd
Aminophenylacetic acid pictures 2024-04-18 Aminophenylacetic acid
1197-55-3
US $50.00-35.00 / kg 1kg 99% 2000000kg Ouhuang Engineering Materials (Hubei) Co., Ltd
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- 4-AMINOPHENYLACETIC ACID 98+% Desacetyl Actarit NSC 7929 4-AMino acid 4-Aminophenylacetic acid Vetec(TM) reagent grade, 98% 4-AMINOPHENYLACETIC ACID, VETEC (p-aminophenyl)-aceticaci (para-Aminophenyl)acetic acid 4-Aminobenzeneacetic acid 4-amino-benzeneaceticaci 4-aminobenzeneaceticacid 4-Carboxymethylaniline Acetic acid, (p-aminophenyl)- p-Amino-alpha-toluic acid p-amino-alpha-toluicacid 4-AMINOPHENYLACETIC ACID FOR SYNTHESIS 2-(4-aminophenyl)acetate p-Amino-alph 4-Aminophenylessigsure 4-Aminophenylacetic Acid > 4-Aminophenylaceticaci 4-Aminophenylacetic acid USP/EP/BP H-4-APH-OH 2-(4-AMINOPHENYL)ACETIC ACID P-AMINOPHENYLACETIC ACID 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