3-Aminobenzoic Acid
Basic information
- CAS
87980-11-8- Standard SMILES
Nc1cccc(C(=O)O)c1- InChIKey
XFDUHJPVQKIXHO-UHFFFAOYSA-N- Molecular formula
- C7H7NO2
- Average molar mass
- 137.14 g/mol
- Monoisotopic mass
- 137.04767847
Overview
3-aminobenzoic acid is an aminobenzoic acid carrying an amino group at position 3. It is functionally related to a benzoic acid. It is a conjugate acid of a 3-aminobenzoate.
Names & identifiers
- Preferred name
- 3-Aminobenzoic Acid
- IUPAC
- 3-aminobenzoic acid
- English name
- 3-Aminobenzoic acid
- Molecular formula
- C7H7NO2
- Molecular weight
- 137.14
Names & synonyms
3-AMINOBENZOIC ACID99-05-8m-Aminobenzoic acidm-CarboxyanilineBenzoic acid, 3-amino-3-CarboxyanilineMABAmeta-aminobenzoic acidG2X3B3O37UNSC-15012DTXSID3059183CHEBI:42682
Show more names
3-aminobenzoicMETA AMINO BENZOIC ACID3-Abz-OHH-3-ABZ-OHH-M-ABZ-OHBenzaminicacid
RefChem:92961DTXCID8049092202-724-4Benzoic acid, m-amino-Aniline-3-carboxylic acidMFCD00007795Mesalazine EP Impurity Dm-Aminobenzoesaeure
Database identifiers
- CAS
87980-11-8、99-05-8- PubChem CID
- 7419
- DTXSID
DTXSID3059183- ChEMBL
CHEMBL307782- ChEBI
CHEBI:42682- UNII
- G2X3B3O37U
- EC Number
- 202-724-4
- Nikkaji
- J43.331D
Properties
Computed structural properties
- XLogP
- 0.1
- Topological polar surface area
- 63.3 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 3
- Rotatable bonds
- 1
- Heavy atoms
- 10
- Formal charge
- 0
- Complexity
- 136
Experimental & physicochemical properties
Chemical ClassesNitrogen Compounds -> Aminobenzoic Acids
DrugsPharmaceuticals -> Listed in ZINC15
SpringerMaterials Properties13C nuclear magnetic resonance spectrum
LogP
0.65
0.65
Solubility
5.9 mg/mL at 15 °C
>20.6 [ug/mL] (The mean of the results at pH 7.4)
Melting Point173 °C
Vapor Pressure0.000278 [mmHg]
Physical Description
Solid; [Merck Index]
Solid
Ionization Efficiency
Positive
3.25
2.7
Agilent XCT
Electrospray ionization
formic acid (5.3nM)
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Warning
H302 (78.8%): Harmful if swallowed [Warning Acute toxicity, oral]
P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 52 reports by companies from 9 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Regulatory Information
Chemical: Benzoic acid, 3-amino-
REACH registered substance: 3-aminobenzoic acid (EC: 202-724-4)
Benzoic acid, 3-amino-: Does not have an individual approval but may be used under an appropriate group standard
Other Safety InformationEvaluation - Chemicals that are unlikely to require further regulation to manage risks to environment
Hazards SummaryMay cause irritation; May induce methemoglobinemia; [Alfa Aesar MSDS]
Hazard Classes and CategoriesAcute Tox. 4 (78.8%)
Toxicology
Adverse EffectsMethemoglobinemia - The presence of increased methemoglobin in the blood; the compound is classified as secondary toxic effect
Safety data
- wgk
- 2
Chemistry & industry
Uses & manufacturing
General Manufacturing InformationBenzoic acid, 3-amino-: ACTIVE
Applications
Uses3-Aminobenzoic acid is used as an intermediate for dyes, pesticides and other organic synthesis.
UsesIt finds its application as crystalline Intermediate for azo dyes, pharmaceuticals, and X-ray contrast media.
General Description3-Aminobenzoic acid, popularly known as Mesalazine Impurity E, is a related compound of anti-inflammatory agent Mesalazine. Mesalazine belongs to a group of drugs referred to as aminosalicylates and is generally used in the treatment of inflammatory bowel disease.Pharmaceutical secondary standards for application in quality control, provide pharma laboratories and manufacturers with a convenient and cost-effective alternative to the preparation of in-house working standards.
Preparation methods
Preparation3-Aminobenzoic acid is prepared by the reduction of 3-nitrobenzoic acid and used in dye syntheses. Its derivative N,N-dimethyl-3- aminobenzoic acid is also used in the production of dyes.
Upstream & downstream products
Upstream raw materials
Downstream products
Related reactions
220 records
Compound notes
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