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5-Aminosalicylic acid

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Identification
Molecular formula
C7H7NO3
CAS number
89-57-6
IUPAC name
5-amino-2-hydroxy-benzoic acid
State
State

At room temperature, 5-Aminosalicylic acid exists as a solid. It is poorly soluble in water, which often dictates its formulation and use in various industrial and pharmaceutical applications.

Melting point (Celsius)
280.00
Melting point (Kelvin)
553.15
Boiling point (Celsius)
0.00
Boiling point (Kelvin)
0.00
General information
Molecular weight
153.14g/mol
Molar mass
153.1350g/mol
Density
2.1530g/cm3
Appearence

5-Aminosalicylic acid typically appears as a white to light tan crystalline powder with no significant odor. It is known for its stability, although it can gradually change color when exposed to prolonged light.

Comment on solubility

Solubility of 5-amino-2-hydroxy-benzoic acid (C7H7NO3)

5-amino-2-hydroxy-benzoic acid, commonly known as salicylamine, demonstrates interesting solubility characteristics that are pivotal for its applications in various chemical and pharmaceutical processes. This compound displays notable solubility in certain solvents, which can be summarized as follows:

  • Water Solubility: Moderate to high solubility in water is observed due to the presence of both amino and hydroxyl functional groups, which facilitate hydrogen bonding with water molecules.
  • Organic Solvents: It tends to be less soluble in many organic solvents, especially those that are non-polar, as the compound is relatively polar due to its functional groups.
  • pH Influence: The solubility can be significantly influenced by the pH of the solution. In acidic conditions, protonation of the amino group may increase solubility, while in basic conditions, deprotonation could enhance its ability to dissolve.

In conclusion, the solubility of 5-amino-2-hydroxy-benzoic acid is a key factor in its functionality and usability in various applications. Understanding its solubility profile is essential for effective formulation and utilization in scientific practices.

Interesting facts

Interesting Facts about 5-Amino-2-hydroxy-benzoic Acid

5-Amino-2-hydroxy-benzoic acid, often referred to as a derivative of salicylic acid, is a fascinating compound that holds significance in various fields of chemistry and medicine. Here are some intriguing aspects of this compound:

  • Functional Groups: The presence of both an amino group (-NH2) and a hydroxy group (-OH) attached to the benzoic acid structure is responsible for its unique properties and reactivity.
  • Pharmaceutical Applications: This compound is often investigated for its potential in medicinal chemistry. Its structure can be a precursor for synthesizing drugs that target inflammatory diseases.
  • Antioxidant Properties: 5-Amino-2-hydroxy-benzoic acid may exhibit antioxidant activity, making it a compound of interest for research aimed at oxidative stress-related conditions.
  • pH Sensitivity: The ionization of both the amino and hydroxy groups can affect the solubility and reactivity of the compound in different pH environments, a critical consideration in drug formulation.
  • Research Tool: In analytical chemistry, derivatives of this compound may serve as useful models for understanding the behavior of complex biological systems in studies involving enzyme kinetics and metabolic pathways.

As with many chemical compounds, the study of 5-amino-2-hydroxy-benzoic acid opens doors to numerous possibilities and applications. Its structural characteristics make it an exciting subject for ongoing research and development in both academic and industrial settings. “The beauty of chemistry lies not just in the elements, but in the complexity of their interactions,” a quote that embodies the essence of exploring compounds like this one.


Synonyms
5-Aminosalicylic acid
mesalamine
Mesalazine
89-57-6
5-Amino-2-hydroxybenzoic acid
Pentasa
Asacol
Canasa
5-ASA
Claversal
Rowasa
m-Aminosalicylic acid
Salofalk
Lialda
Fisalamine
Apriso
Mesasal
Benzoic acid, 5-amino-2-hydroxy-
Mesalazina
sfRowasa
Asacolitin
Mesalazinum
Lixacol
Iialda
p-Aminosalicylsaeure
Asacol HD
Pentacol
5-amino-2-hydroxy-benzoic acid
Mesalamine [USAN]
Mesalazinum [Latin]
Delzicol
3-carboxy-4-hydroxyaniline
5-Amino Salicylic Acid
2-Hydroxy-5-aminobenzoic acid
MAX-002
SALICYLIC ACID, 5-AMINO-
MFCD00007877
NSC 38877
NSC-38877
CCRIS 7334
EINECS 201-919-1
UNII-4Q81I59GXC
Mesalazine [INN]
BRN 2090421
4Q81I59GXC
CHEBI:6775
DTXSID5024506
AI3-15564
HSDB 7512
SPD 476
Mesalamine [USAN:USP]
5-?Aminosalicylic Acid (Mesalazine)
MLS001424012
DTXCID804506
EC 201-919-1
4-14-00-02058 (Beilstein Handbook Reference)
NSC38877
mesalamine (USAN)
Mesalazinum (Latin)
51481-17-5
CAS-89-57-6
NCGC00016344-03
SMR000145728
Mesalamine (USAN:USP)
MESALAZINE (MART.)
MESALAZINE [MART.]
MESALAMINE (USP-RS)
MESALAMINE [USP-RS]
5-amino-2-hydroxybenzoic acid,5-Aminosalicylic acid
m Aminosalicylic Acid
Mesalazina [Spanish]
MESALAZINE (EP IMPURITY)
MESALAZINE [EP IMPURITY]
5 Aminosalicylic Acid
p-Aminosalicylsaeure [German]
MESALAZINE (EP MONOGRAPH)
MESALAZINE [EP MONOGRAPH]
Mesavancol
MESALAMINE (USP MONOGRAPH)
MESALAMINE [USP MONOGRAPH]
Mesavance
Mezavant
meta Aminosalicylic Acid
meta-Aminosalicylic Acid
Mesalazine MMX
Mezavant XL
Mesalamine (USP)
Pentasa (TN)
Salofalk Granu-Stix
Apriso (TN)
Asacol (TN)
Canasa (TN)
Lialda (TN)
Rowasa (TN)
5-AS
5-Amino 2-hydroxy benzoic acid
SR-01000763486
5-amino-2-hydroxybenzoicacid
Mesalamine Rectal
AJG-501
SPD-476
SPD-480
Mesalamine (TN)
Delzicol (TN)
Sfrowasa (TN)
Mesalamine (Lialda)
ZALDYON
5-aminosalicylic_acid
MD-0901
5-Aminosalicyclic acid
5-amino-salicylic acid
MESALAMINE [MI]
MESALAZINE [JAN]
Prestwick0_001069
Prestwick1_001069
Prestwick2_001069
Prestwick3_001069
MESALAMINE [HSDB]
WLN: ZR DQ CVQ
Z-206
MESALAMINE [VANDF]
CHEMBL704
Mesalazine (JP17/INN)
cid_4075
MESALAZINE [WHO-DD]
Oprea1_847633
SCHEMBL31297
3amino-6-hydroxybenzoic acid
BSPBio_001058
KBioGR_002425
KBioSS_002431
MLS000758287
5-Aminosalicylic acid, 95%
5-Aminosalicylic acid, tablet
BIDD:GT0811
3-amino-6-hydroxybenzoic acid
SPBio_002969
BPBio1_001164
GTPL2700
sfRowasaSulfite-Free Formulation
MESALAMINE [ORANGE BOOK]
SCHEMBL18038934
5-Aminosalicylic acid, >=99%
BDBM60918
KBio2_002425
KBio2_004993
KBio2_007561
KBio3_002904
5-Aminosalicylic acid (5-ASA)
A07EC02
5-Aminosalicylic Acid (Standard)
cMAP_000045
HMS1571E20
HMS2051M21
HMS2090I09
HMS2098E20
HMS3393M21
HMS3649K15
HMS3651M15
HMS3715E20
Pharmakon1600-01505993
BCP05326
Tox21_110384
Tox21_201610
Tox21_303125
AC8101
BBL013046
HY-15027R
NSC759301
s1681
STK301678
AKOS000118959
Tox21_110384_1
AC-2764
BCP9000175
CCG-100829
DB00244
FM25111
HS-0100
NC00079
NSC-759301
NCGC00016344-01
NCGC00016344-02
NCGC00016344-04
NCGC00016344-05
NCGC00016344-07
NCGC00090934-01
NCGC00090934-02
NCGC00257142-01
NCGC00259159-01
5-amino-2-hydroxobenzoic acid monohydrate
BP-13074
DA-70181
HY-15027
SY002854
5-Aminosalicylic acid, analytical standard
5-Amino-2-hydroxybenzene-1-carboxylic Acid
A0317
A2291
AB00374979
NS00004165
SW197303-4
EN300-18389
C07138
D00377
AB00374979-09
AB00374979-10
AB00374979_11
AB00374979_12
Q412479
SR-01000763486-3
SR-01000763486-4
SR-01000763486-9
BRD-K28849549-001-11-8
BRD-K28849549-001-12-6
BRD-K28849549-001-13-4
Z57127471
F1918-0003
Mesalazine, European Pharmacopoeia (EP) Reference Standard
Mesalamine, United States Pharmacopeia (USP) Reference Standard
5-Amino-2-hydroxybenzoic acid;5-Aminosalicylic acid;Fisalamine;Mesalamine
Mesalamine, Pharmaceutical Secondary Standard; Certified Reference Material
InChI=1/C7H7NO3/c8-4-1-2-6(9)5(3-4)7(10)11/h1-3,9H,8H2,(H,10,11
Mesalazine for system suitability, European Pharmacopoeia (EP) Reference Standard
201-919-1