ChemicalBook > CAS DataBase List > 3-Indolepropionic acid

3-Indolepropionic acid

Product Name
3-Indolepropionic acid
CAS No.
830-96-6
Chemical Name
3-Indolepropionic acid
Synonyms
PROPAN-2-OL;INDOLE-3-PROPIONIC ACID;3-(1H-INDOL-3-YL)PROPANOIC ACID;ISOPROPANE;ISOPROPYL ALCOHO;ISOPROPANOL ALCOHOL;INDOLEPROPIONIC ACID;2-PPROPANOL;FEMA 2929;ISOPROPANO
CBNumber
CB1183728
Molecular Formula
C11H11NO2
Formula Weight
189.21
MOL File
830-96-6.mol
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3-Indolepropionic acid Property

Melting point:
~133 °C
Boiling point:
82 °C(lit.)
Density 
0.960 g/mL at 20 °C
vapor density 
2.1 (vs air)
vapor pressure 
33 mm Hg ( 20 °C)
refractive index 
n20/D 1.377(lit.)
Flash point:
53 °F
storage temp. 
Sealed in dry,Room Temperature
solubility 
ethanol: soluble50mg/mL, clear, yellow to orange
pka
4.77±0.10(Predicted)
form 
crystalline
color 
light yellow
Water Solubility 
slightly soluble
BRN 
147733
CAS DataBase Reference
830-96-6(CAS DataBase Reference)
NIST Chemistry Reference
Indole-3-propionic acid(830-96-6)
EPA Substance Registry System
1H-Indole-3-propanoic acid (830-96-6)
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Safety

Hazard Codes 
Xi
Risk Statements 
22-36/37/38
Safety Statements 
26-37/39
WGK Germany 
3
RTECS 
NM1329000
F 
8-10-23
TSCA 
Yes
HS Code 
29339990
Toxicity
LDLo intraperitoneal in mouse: 100mg/kg
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P405Store locked up.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
57410
Product name
Indole-3-propionic acid
Purity
≥97.0% (T)
Packaging
25g
Price
$116
Updated
2024/03/01
Sigma-Aldrich
Product number
57410
Product name
Indole-3-propionic acid
Purity
≥97.0% (T)
Packaging
100g
Price
$208
Updated
2024/03/01
Sigma-Aldrich
Product number
220027
Product name
3-Indolepropionic acid
Purity
ReagentPlus , 99%
Packaging
1g
Price
$30.7
Updated
2024/03/01
Sigma-Aldrich
Product number
57400
Product name
Indole-3-propionic acid
Purity
≥99.0% (T)
Packaging
5G
Price
$109
Updated
2024/03/01
Sigma-Aldrich
Product number
220027
Product name
3-Indolepropionic acid
Purity
ReagentPlus , 99%
Packaging
10g
Price
$89.7
Updated
2024/03/01
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3-Indolepropionic acid Chemical Properties,Usage,Production

Description

Indole-3-propionic acid is a bacterial metabolite that has antioxidant and neuroprotective activities. It scavenges ABTS radicals in a cell-free assay when used at concentrations ranging from 50 to 150 μM and decreases hydrogen peroxide-induced malondialdehyde (MDA) levels in rat striatal membranes (IC50 = 180 μM). Indole-3-propionic acid also decreases increases in MDA levels induced by amyloid β (1-42) in PC12 cells. It decreases ischemia-induced increases in cell death of pyramidal neurons and levels of 4-hydroxy nonenal (HNE; ) and glial fibrillary acidic protein (GFAP) in the hippocampal CA1 region in gerbils when administered at a dose of 10 mg/kg per day.

Chemical Properties

pale yellow to yellow crystalline powder

Uses

3-Indolepropionic acid is a deamination product of Tryptophan (T947200) that protects the hippocampus (studied in gerbils) from ischemic damage and oxidative stress. It’s ability to protect the neurons in this way is attributed to its potent antioxidative effects. 3-Indolepropionic acid is also hypothesized to have protective effects on the thyroid gland.

Uses

Reactant for preparation of:

  • Fluorescent analogues of strigolactones
  • Anti-tumor agents
  • Melanocortin receptors ligands
  • Immunosuppressive agents
  • Iinhibitors of hepatitis C virus
  • Histamine H4 receptor agonists
  • NR2B/NMDA receptor antagonists
  • CB1 antagonist for the treatment of obesity
  • Antibacterial agents
  • Inhibitor of TGF-β receptor binding
Indole-3-propionic acid may be used in the synthesis of oxindole-3-propionic acid via reaction with N-bromosuccinimide in acetic acid followed by treatment with H2/Pd catalyst.

Definition

ChEBI: An indol-3-yl carboxylic acid that is propionic acid substituted by a 1H-indol-3-yl group at position 3.

Synthesis Reference(s)

Tetrahedron Letters, 25, p. 3159, 1984 DOI: 10.1016/S0040-4039(01)90997-9

General Description

3-Indolepropionic acid is an effective inhibitor of aggregation of misfolded β-amyloid protein (Abeta). Three-component one-pot procedure has been reported to assemble 3-indolepropionic acids.

Biochem/physiol Actions

Studied as an adjunct to improve perfusion after liver transplant.

Purification Methods

Recrystallise it from EtOH/water [James & Ware J Phys Chem 89 5450 1985]. The picrate has m 143-144o, and the methyl ester crystallises from *C6H6 or MeOH with m 81-83o. [Beilstein 22 III/IV 1113, 22/3 V 114.]

3-Indolepropionic acid Preparation Products And Raw materials

Raw materials

Ethyl 2-oxocyclopentanecarboxylate OXALIC ACID weak Indole-2-carboxylic acid phenylhydrazone

Preparation Products

Ethyl (R)-2-hydroxy-4-phenylbutyrate 3-(1H-INDOL-3-YL)-1-PROPANAMINE
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View Lastest Price from 3-Indolepropionic acid manufacturers

Hebei Mujin Biotechnology Co.,Ltd
Product
3-Indolepropionic acid 830-96-6
Price
US $0.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
50000KG/month
Release date
2023-09-06
WUHAN FORTUNA CHEMICAL CO., LTD
Product
3-Indolepropionic acid 830-96-6
Price
US $0.00/KG
Min. Order
1KG
Purity
98.0%
Supply Ability
500kg/month
Release date
2023-01-05
Hebei Chuanghai Biotechnology Co., Ltd
Product
3-Indolepropionic acid 830-96-6
Price
US $10.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
10 mt
Release date
2024-11-01

830-96-6, 3-Indolepropionic acidRelated Search:

2,3-Dibromopropionic acid 3-Chloropropionic acid Propionic anhydride Propionic acid Indole-3-butyric acid Indole-3-acetic acid Ethyl 2-(Chlorosulfonyl)acetate Glycine Indole Indometacin Citric acid Folic acid INDOLINE-2-CARBOXYLIC ACID Indole-3-carbinol INDOLIZINE Indol-1-yl-acetic acid 3-(1H-Indol-3-yl)-propan-1-ol Indole-2-carboxylic acid

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  • 1h-indole-3-propanoicacid
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