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3-Amino-4-hydroxybenzoic acid

CAS No.
1571-72-8
Chemical Name:
3-Amino-4-hydroxybenzoic acid
Synonyms
TIMTEC-BB SBB006740;Mesalazine Impurity 12;2-amino-4-carboxyphenol;3-amino-4-hydroxybenzoate;4-HYDROXY-3-AMINOBENZOIC ACID;3-AMINO-4-HYDROXYBENZOIC ACID;BENZOIC ACID, 3-AMINO-4-HYDROXY-;3-Amino-4-hydroxybenzoic acid 97%;3-Amino-4-hydroxybenzoic acid,98%;3-AMINO-4-HYDROXYBENZOIC ACID USP
CBNumber:
CB8148119
Molecular Formula:
C7H7NO3
Molecular Weight:
153.14
MDL Number:
MFCD00007697
MOL File:
1571-72-8.mol
MSDS File:
SDS
Last updated:2025-10-16 15:39:32
Product description Number Pack Size Price
3-Amino-4-hydroxybenzoic acid 97% 289647 5g $35.14
3-Amino-4-hydroxybenzoic acid 97% 289647 25g $95.6
3-Amino-4-hydroxybenzoic Acid >97.0%(HPLC)(T) A0859 5g $113
3-Amino-4-hydroxybenzoic Acid >97.0%(HPLC)(T) A0859 25g $444
3-Amino-4-hydroxybenzoic acid A634815 100mg $60
More product size

3-Amino-4-hydroxybenzoic acid Properties

Melting point 208 °C (dec.) (lit.)
Boiling point 276.03°C (rough estimate)
Density 1.3585 (rough estimate)
refractive index 1.5500 (estimate)
storage temp. Keep in dark place,Inert atmosphere,Room temperature
solubility Soluble in solvents.
form Crystalline Powder
pka 9.06±0.18(Predicted)
color Beige-gray to brown
λmax 308nm(H2O (pH 11))(lit.)
Sensitive Light Sensitive
BRN 972238
InChI InChI=1S/C7H7NO3/c8-5-3-4(7(10)11)1-2-6(5)9/h1-3,9H,8H2,(H,10,11)
InChIKey MRBKRZAPGUCWOS-UHFFFAOYSA-N
SMILES C(O)(=O)C1=CC=C(O)C(N)=C1
CAS DataBase Reference 1571-72-8(CAS DataBase Reference)
FDA UNII N155ER48ET
UNSPSC Code 12352106
NACRES NA.22

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H302-H315-H319-H335
Precautionary statements  P261-P264-P270-P301+P312-P302+P352-P305+P351+P338
Hazard Codes  Xn,Xi
Risk Statements  22-36/37/38
Safety Statements  26-36
WGK Germany  3
Hazard Note  Irritant
HazardClass  IRRITANT, AIR SENSITIVE, LIGHT SENSITIVE
HS Code  29225090
NFPA 704
0
2 0

3-Amino-4-hydroxybenzoic acid price More Price(36)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 289647 3-Amino-4-hydroxybenzoic acid 97% 1571-72-8 5g $35.14 2025-07-31 Buy
Sigma-Aldrich 289647 3-Amino-4-hydroxybenzoic acid 97% 1571-72-8 25g $95.6 2025-07-31 Buy
TCI Chemical A0859 3-Amino-4-hydroxybenzoic Acid >97.0%(HPLC)(T) 1571-72-8 5g $113 2025-07-31 Buy
TCI Chemical A0859 3-Amino-4-hydroxybenzoic Acid >97.0%(HPLC)(T) 1571-72-8 25g $444 2025-07-31 Buy
TRC A634815 3-Amino-4-hydroxybenzoic acid 1571-72-8 100mg $60 2021-12-16 Buy
Product number Packaging Price Buy
289647 5g $35.14 Buy
289647 25g $95.6 Buy
A0859 5g $113 Buy
A0859 25g $444 Buy
A634815 100mg $60 Buy

3-Amino-4-hydroxybenzoic acid Chemical Properties,Uses,Production

Chemical Properties

beige-grey to brown crystalline powder

Uses

3-Amino-4-hydroxybenzoic acid is used to produce 4-acetoxy-3-acetylamino-benzoic acid with acetic acid anhydride at temperature of 0 - 20°C. This reaction will need reagents aq. HCl and NaOAc.

Application

3-Amino-4-hydroxybenzoic acid is the first matrix to be used specifically for carbohydrates. The other most commonly used matrices are α-cyano-4-hydroxycinnamic acid, 2,5-dihydroxybenzoic acid, and sinapinic acid. Matrix and sample solutions are mixed prior to laser exposure, spotted on a solid metallic surface, and allowed to dry before submitting them to MALDI. These matrices are characterized by high absorptivity of the laser radiation and the capability of forming fine crystalline solids during sample/matrix drying. In general, the more fine-grained and homogeneous the morphology of crystals formed with the analyte/matrix mixture, the more intense the MALDI mass spectrum of the analyte. 3-Amino-4-hydroxybenzoic acid produced [M+Na]+ ions from as little as 1 pmol of dextran hydrolysate and N-linked glycans released from glycoproteins.

Definition

ChEBI: A monohydroxybenzoic acid that is 4-hydroxybenzoic acid carrying an additional amino substitutent at position 3.

Synthesis Reference(s)

The Journal of Organic Chemistry, 54, p. 3740, 1989 DOI: 10.1021/jo00276a044

reaction suitability

reaction type: solution phase peptide synthesis

Synthesis

4-Hydroxy-3-nitrobenzoic acid

616-82-0

3-Amino-4-hydroxybenzoic acid

1571-72-8

The general procedure for the synthesis of 3-amino-4-hydroxybenzoic acid from 4-hydroxy-3-nitrobenzoic acid was as follows: tin(II) chloride (207 mg, 1.09 mmol), 12 N hydrochloric acid (1.5 mL), and 4-hydroxy-3-nitrobenzoic acid (100 mg, 0.55 mmol) were sequentially added to the reaction system at 0 °C. The reaction mixture was heated to reflux for 1 hour. After completion of the reaction, water was added to the mixture and the pH was adjusted to 1 with 2 N sodium hydroxide solution. the precipitate was collected by filtration and washed with distilled water. The filtrate was concentrated under vacuum and methanol was added to the residue. The precipitate formed was filtered again and the filtrate was concentrated under vacuum. Finally, the residue was purified by silica gel column chromatography using dichloromethane and methanol (5:1, v/v) as eluent to afford the target compound 3-amino-4-hydroxybenzoic acid (82 mg, 98% yield) as a brown solid. Its 1H NMR (500 MHz, DMSO-d6) data were as follows: δ 11.30 (brs, 1H), 9.42 (brs, 3H), 7.79 (s, 1H), 7.60 (d, 1H, J = 8.0 Hz), 7.07 (d, 1H, J = 8.0 Hz).

References

[1] Bioorganic and Medicinal Chemistry Letters, 2018, vol. 28, # 4, p. 684 - 688
[2] Patent: KR2018/117068, 2018, A. Location in patent: Paragraph 0084; 0283; 0286; 0288; 0289
[3] Patent: WO2013/97773, 2013, A1. Location in patent: Paragraph 0267
[4] Chemische Berichte, 1896, vol. 29, p. 1758
[5] Zeitschrift fuer Chemie, 1866, p. 648

616-82-0
1571-72-8
Synthesis of 3-Amino-4-hydroxybenzoic acid from 4-Hydroxy-3-nitrobenzoic acid
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View Lastest Price from 3-Amino-4-hydroxybenzoic acid manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
3-Amino-4-hydroxybenzoic acid pictures 2025-10-16 3-Amino-4-hydroxybenzoic acid
1571-72-8
US $31.00 / g 98.97% 10g TargetMol Chemicals Inc.
3-Amino-4-hydroxybenzoic acid pictures 2019-11-08 3-Amino-4-hydroxybenzoic acid
1571-72-8
US $0.00 / g 1g 98%min 20kgs/month Nanjing jinheyou Trading Co., Ltd.
3-Amino-4-hydroxybenzoic acid pictures 2019-11-08 3-Amino-4-hydroxybenzoic acid
1571-72-8
US $0.00 / g 1g 98%min 20kg/month Nanjing jinheyou Trading Co., Ltd.
2-amino-4-carboxyphenol TIMTEC-BB SBB006740 3-amino-4-hydroxybenzenecarboxylic acid 3-Amino-4-hydroxybenzoic acid,98% 2-Amino-4-carboxyphenol, 5-Carboxy-2-hydroxyaniline 3-AMino-4-hydroxybenzoic acid, 98% 25GR 3-AMino-4-hydroxybenzoic acid, 98% 5GR BENZOIC ACID, 3-AMINO-4-HYDROXY- 3-AMINO-4-HYDROXYBENZOIC ACID 4-HYDROXY-3-AMINOBENZOIC ACID 3-Amino-4-hydroxybenzoic acid 97% 3-Amino-4-hydroxybenzoic acid, HPLC 98% 3-AMINO-4-HYDROXYBENZOIC ACID USP 3-amino-4-hydroxybenzoate 3-Amino-4-hydroxybenzoic Acid > 3-Amino-4-hydroxybenzoic acid USP/EP/BP Mesalazine Impurity 12 1571-72-8 571-72-8 171-72-8 Mass Spectrometry Matrix Materials (MALDI-TOF-MS) Aromatic Amino Acids AMINE Specialty Synthesis Peptide Synthesis Unnatural Amino Acid Derivatives Mass Spectrometry Matrix Materials (MALDI-TOF-MS) Analytical Chemistry Carboxylic Acids Phenyls & Phenyl-Het API intermediates Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts Alcohols and Derivatives Amino Acids and Derivatives Carboxylic Acids Phenyls & Phenyl-Het Aromatic Amino Acids Peptide Synthesis Unnatural Amino Acid Derivatives