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Indole-3-butyric acid

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Identification
Molecular formula
C12H13NO2
CAS number
133-32-4
IUPAC name
4-(1H-indol-3-yl)butanoic acid
State
State

At room temperature, indole-3-butyric acid is typically in a solid state. It is often available in powder form for use in various applications, particularly in plant hormone products.

Melting point (Celsius)
125.00
Melting point (Kelvin)
398.15
Boiling point (Celsius)
309.70
Boiling point (Kelvin)
582.85
General information
Molecular weight
203.24g/mol
Molar mass
203.2400g/mol
Density
1.2340g/cm3
Appearence

Indole-3-butyric acid is typically a crystalline solid. It appears as a white to light yellow powder which can darken upon exposure to air and light due to oxidation.

Comment on solubility

Solubility of 4-(1H-indol-3-yl)butanoic acid

4-(1H-indol-3-yl)butanoic acid presents an intriguing profile in terms of solubility, which is significantly influenced by its unique indole structure. The solubility characteristics can be summarized as follows:

  • Solvent Compatibility: This compound is generally more soluble in polar solvents due to the presence of the carboxylic acid functional group, which can engage in hydrogen bonding.
  • Aqueous Solubility: Despite its polar character, the indole moiety can contribute to hydrophobic interactions, limiting solubility in water to a certain extent.
  • pH Dependence: The solubility can be affected by the pH of the solution; at lower pH, the carboxylic acid group is protonated, potentially decreasing solubility in aqueous solutions.

Experiments have shown that in organic solvents such as ethanol and dichloromethane, the solubility often increases significantly, illustrating the importance of solvent choice in practical applications. As a compound with potential therapeutic applications, understanding its solubility is crucial for effective formulation and delivery.


Interesting facts

Interesting Facts about 4-(1H-indol-3-yl)butanoic Acid

4-(1H-indol-3-yl)butanoic acid, often referred to as a derivative of indole, is a compound of significance in various fields of research, particularly in medicinal chemistry and neuroscience. Here are some captivating aspects of this compound:

  • Biological Interest: This compound is notable for its potential interaction with serotonin receptors, making it a candidate for studies related to mood regulation and mental health.
  • Role in Medicinal Chemistry: Its structural resemblance to neurotransmitters and influence on biological pathways contributes to its exploration in drug development, particularly in antidepressants and anxiolytics.
  • Metabolic Effects: Research indicates that compounds in the indole family may modulate metabolic processes, which could have implications for obesity and metabolic disorders.
  • Natural Occurrence: Like many indole derivatives, it can be found in various natural sources, contributing to its biological significance in the study of plant and animal systems.
  • Research Frontier: Ongoing studies are investigating its use in enhancing cognitive function, providing a promising umbrella of the indole's neurological benefits.

As the scientific community delves deeper into the properties and applications of 4-(1H-indol-3-yl)butanoic acid, it opens new avenues for therapeutic interventions, revealing the complex interplay between structure and biological activity. As the famous chemist Pauling once said, "The best way to have a good idea is to have a lot of ideas." This compound certainly embodies the synthesis of ideas and research in chemical sciences.

Synonyms
Indole-3-butyric acid
133-32-4
3-Indolebutyric acid
4-(1H-Indol-3-yl)butanoic acid
Indolebutyric acid
Hormodin
Seradix
1H-INDOLE-3-BUTANOIC ACID
Jiffy grow
4-indol-3-ylbutyric acid
Indole-3-butanoic acid
4-(3-Indolyl)butyric acid
Indolbutyric acid
Seradix 2
Seradix 3
4-(Indol-3-yl)butyric acid
1H-Indole-3-butyric acid
IBA
Seradix B 2
Seradix B 3
Rhizopon AA
beta-Indolebutyric acid
Butyric acid, 4-(indolyl)-
Indol-3,4'-yl butyric acid
Caswell No. 499
3-Indolylbutyric acid
3-Indolebutyric acid (IBA)
3-Indolyl-gamma-butyric acid
CCRIS 1020
3-Indolebutyricacid
HSDB 7214
NSC 3130
933-32-4
4-(3-Indolyl)butanoic acid
Indole 3-butyric acid
Indolyl-3-butyric acid
EPA Pesticide Chemical Code 046701
CHEBI:33070
3-Indolebutyrate
AI3-17434
EINECS 205-101-5
4-Indol-3-ylbutyric acid [BSI:ISO]
BRN 0171120
Kyselina 4-indol-3-ylmaselina
Kyselina 4-indol-3-ylmaselina [Czech]
061SKE27JP
.beta.-IBA
DTXSID8032623
3-Indole butyric acid
4-(1H-Indol-3-yl)butyric acid
4-(1H-Indol-3-yl)-butyric acid
NSC-3130
1H-Indole-3-butanoic acid (9CI)
MFCD00005664
.beta.-Indolebutyric acid
INDOLEBUTYRIC ACID [MI]
3-Indolyl-.gamma.-butyric acid
DTXCID6012623
.gamma.-(3-Indolyl)butyric acid
.gamma.-(Indole-3)-butyric acid
.gamma.-(Indol-3-yl)butyric acid
5-22-03-00140 (Beilstein Handbook Reference)
4-INDOL-3-YLBUTYRIC ACID [ISO]
4-INDOL-3-YLBUTYRIC ACID [HSDB]
1H-Indole-3-butyrate
beta-Indolylbutyric acid
1H-Indole-3-butanoate
4-(3-Indolyl)butyric acid 100 microg/mL in Acetonitrile
gamma-(Indol-3-Yl)butyric acid
3IB
SR-01000477768
4-indol-3-ylbutanoic acid
UNII-061SKE27JP
Indolebutyrate
Chryzopon
Chryzosan
Chryzotek
Oxyberon
Hormex
b-Indolebutyrate
3-Iodolebutyrate
3-Indole butyrate
beta-Indolebutyrate
Indole 3-butyrate
Indole-3 Butyrate
3Indolebutyric acid
Indolyl-3-butyrate
Indole-3-Butrylate
b-Indolebutyric acid
Indole3butanoic acid
3-indolebutyric-acid
3-Indolybutyric acid
betaIndolebutyric acid
1HIndole3butyric acid
4-indol-3-ylbutyrate
1HIndole3butanoic acid
Indole-3 Butyric acid
Indole-3-Butrylic acid
4-(indolyl)- butyrate
Enamine_005659
3Indolylgammabutyric acid
4-(3-Indolyl)butyrate
4(Indol3yl)butyric acid
4-(3-Indole)-butyrate
4-(Indol-3-yl)butyrate
Kyselina 4indol3ylmaselina
.gamma.-Indolebutyric acid
4-Indol-3-ylbutyric-acid
Butyric acid, 4(indolyl)
CBKinase1_000084
CBKinase1_012484
Indol3,4'yl butyric acid
4-(3-Indole)butyric acid
4-(indolyl)- butyric acid
4-(Indol-3)-butyric acid
4-(3-1H-Indolyl)butyrate
Oprea1_093618
Oprea1_136608
SCHEMBL35884
3-Indolebutyric acid, 98%
4-(3-Indole)-butyric acid
CBDivE_001082
MLS006011821
4-(3-Indolyl)-butyric acid
WLN: T56 BMJ D3VQ
.gamma.-Indole-3-butyric acid
CHEMBL582878
gamma-(Indole-3)-butyric acid
Indole-3-butyric acid (8CI)
SCHEMBL1087345
1HIndole3butanoic acid (9CI)
4-(1H-Indol-3-yl)-butyrate
4-(3-1H-Indolyl)butyric acid
HMS1410B05
HMS3604N19
HMS3655J16
ALBB-005980
BCP00909
HY-N0186
STR04308
Tox21_301287
BBL000073
BDBM50129081
s2253
STK246981
4-(1H-Indol-3-yl)butanoic acid #
[3-(3-Indolyl)propyl]carboxylic acid
AKOS000273851
AC-2855
BCP9000128
CCG-110315
CG-0518
CS-6288
DB02740
FI07798
SB15075
IDI1_007894
USEPA/OPP Pesticide Code: 046701
NCGC00164296-01
NCGC00164296-02
NCGC00164296-03
NCGC00164296-05
NCGC00257530-01
CAS-133-32-4
SMR001252209
Indole-3-butyric acid, >=99.0% (T)
DB-011205
I0026
NS00009538
SW219851-1
EN300-16684
D78109
AB00375585-03
Q2622539
SR-01000477768-1
SR-01000477768-3
BRD-K43187796-001-02-3
BRD-K43187796-237-01-5
Z56754864
F0919-1266
Indole-3-butyric acid, PESTANAL(R), analytical standard
67085FE2-19DF-4524-B354-17BD9781B318
Indole-3-butyric acid, plant cell culture tested, BioReagent