3-Indolepropionic acid

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

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

Baoji Guokang Bio-Technology Co., Ltd.

Product: 3-Indolepropionic acid 830-96-6
Price: US $196.00/KG
Min. Order: 1KG
Purity: 98%
Supply Ability: 1-20mt
Release date: 2021-06-08

Hebei Weibang 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

2-HYDROXYPROPANE

2-PPROPANOL

3-(1H-INDOL-3-YL)PROPANOIC ACID

3-(1H-INDOL-3-YL)-PROPIONIC ACID

3-(3-INDOLYL)PROPANOIC ACID

3-(3-INDOLYL)-PROPIONIC ACID

AKOS BBS-00006584

AKOS BBS-00004245

3-INDOLEPROPIONIC ACID

DIMETHYLCARBINOL

INDOLEPROPIONIC ACID

INDOLE-3-PROPIONIC ACID

INDOLE 3-PROPANOIC ACID

ISO-PROPYL RUBBING ALCOHOL

ISOPROPANE

ISOPROPANO

ISOPROPANOL ALCOHOL

LABOTEST-BB LT00044477

FEMA 2929

PROPAN-2-OL

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TIMTEC-BB SBB000276

SEC-PROPYL ALCOHOL

beta-indolepropionicacid

Indolyl-3-propionicacid

Ipa (auxin)

ISO-PRORYL ALCOHOL(IPA)

ALCOHOL ISOPROPYL USP ANYHDROUS

ISO PRORYL ALCOHOL

ISO PROPYLE ALCOHOL

Ethyl #niso-nicotinate

INDOLE-3-PROPIONIC ACID PLANT CELL*CULTU RE TESTED

3-(3-INDOLYL)-PROPIONIC ACID PESTANAL, 2

Indole-3-PropionicAcid(Ipa)98%Min

Indole-3-PropionicAcidForBiochemistry

INDOL33YLPROPIONICACID

3-(Indol-3-yl)propanoic acid

IPA (Isopropyl Alcohol), 70% v/v

ISOPROPYL ALCOHO

ISOPROPYL LACOHOL

ISO PROPYL ALCOHOL ( IPA )

3-(indol-3-yl)propionic acid

JACS-830-96-6

1H-Indole-3-propanoic acid

1h-indole-3-propanoicacid

1H-Indole-3-propionic acid

1h-indole-3-propionicacid

3-(2-Carboxyethyl)-1H-indole

3-(3-Indole)propionic acid

3-(3-Indoly)propionicacid

3-Indolylpropionicacid

IPA, 3-Indole propionic acid

3-Indolepropionic acid, 99% 10GR

3-(1H-Indazol-1-yl)propanoic acid

3-Indole propionic acid (IPA)

Indole-3-propionic acid,3-(3-Indolyl)propanoic acid, 3-(3-Indolyl)propionic acid, IPA

3-Indolepropionic ac

beta-(3-Indolyl)propionic acid