AKOS BBS-00004245
3-Indolepropionic acid
CAS: 830-96-6
Molecular Formula: C11H11NO2
AKOS BBS-00004245 - Names and Identifiers
| Name | 3-Indolepropionic acid |
| Synonyms | 2-PPROPANOL 2-HYDROXYPROPANE AKOS BBS-00006584 AKOS BBS-00004245 3-Indolepropionic acid 3-Indole propanoic acid 3-Indolylpropionic acid 3-(3-INDOLYL)PROPANOIC ACID 3-(1H-indol-3-yl)propanoate 3-(3-INDOLYL)-PROPIONIC ACID 3-(1H-INDOL-3-YL)PROPANOIC ACID 3-(1H-INDOL-3-YL)-PROPIONIC ACID |
| CAS | 830-96-6 |
| EINECS | 212-600-1 |
| InChI | InChI=1/C11H11NO2/c13-11(14)6-5-8-7-12-10-4-2-1-3-9(8)10/h1-4,7,12H,5-6H2,(H,13,14)/p-1 |
AKOS BBS-00004245 - Physico-chemical Properties
| Molecular Formula | C11H11NO2 |
| Molar Mass | 189.21 |
| Density | 0.960g/mLat 20°C |
| Melting Point | ~133 °C |
| Boling Point | 82°C(lit.) |
| Flash Point | 53°F |
| Water Solubility | slightly soluble |
| Solubility | Soluble in ethanol, ether, acetone, benzene, chloroform and ethyl acetate, soluble in hot water, insoluble in cold water |
| Vapor Presure | 33 mm Hg ( 20 °C) |
| Vapor Density | 2.1 (vs air) |
| Appearance | White crystal |
| Color | light yellow |
| BRN | 147733 |
| pKa | 4.77±0.10(Predicted) |
| Storage Condition | Sealed in dry,Room Temperature |
| Sensitive | Sensitive to light |
| Refractive Index | n20/D 1.377(lit.) |
| MDL | MFCD00005660 |
| Physical and Chemical Properties | White patchy crystals. Melting point of 134 ° C, soluble in ethanol, ether, acetone, benzene, chloroform and ethyl acetate, soluble in hot water, insoluble in cold water. Gradually discolored in the open air. |
| Use | Used as a plant growth stimulating hormone |
AKOS BBS-00004245 - Risk and Safety
| Hazard Symbols | Xi - Irritant |
| Risk Codes | R22 - Harmful if swallowed R36/37/38 - Irritating to eyes, respiratory system and skin. |
| Safety Description | S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S37/39 - Wear suitable gloves and eye/face protection |
| WGK Germany | 3 |
| RTECS | NM1329000 |
| FLUKA BRAND F CODES | 8-10-23 |
| TSCA | Yes |
| HS Code | 29339990 |
| Toxicity | LDLo intraperitoneal in mouse: 100mg/kg |
AKOS BBS-00004245 - Reference
| Reference Show more | 1. [IF=2.419] Shanshan Gao et al."Development and validation of a sensitive and reliable targeted metabolomics method for the quantification of cardiovascular disease-related biomarkers in plasma by using UPLC-MS/MS."Rapid Communications In Mass Spectrometry. 2022 Mar 2. [IF=6.992] Zhang Chunlei et al."Serratia marcescens PLR enhances lateral root formation through supplying PLR-derived auxin and enhancing auxin biosynthesis in Arabidopsis."J Exp Bot. 2022 Feb;: |
AKOS BBS-00004245 - Introduction
Gradually discoloration in the exposed air. Easily soluble in hot water, ethanol, ether and dilute acetic acid, slightly soluble in cold water.
Last Update：2022-10-16 17:29:15
AKOS BBS-00004245 - Reference Information
| NIST chemical information | information provided by: webbook.nist.gov (external link) |
| EPA chemical substance information | information provided by: ofmpeb.epa.gov (external link) |
| Introduction | The natural compound indole -3-propionic acid (IPA) is an important intermediate for the synthesis of indole alkaloid lysergic acid. The combined properties of indole 3-propionic acid make it particularly useful in preventing the cytotoxic effects of amyloid beta protein on cells, treating all fibril forming diseases, and protecting cells from oxidative damage. |
| mechanism of action | indole -3-propionic acid is the deamination product of tryptophan, which can protect the hippocampus (Gerbil Study) protects against ischemic injury and oxidative stress. Its ability to protect neurons in this way is attributed to its powerful antioxidant effect. Indole -3-propionic acid has also been hypothesized to have a protective effect on the thyroid gland. |
| Medical use | by contacting cells with an effective amount of indole-3-propionic acid or A salt or ester thereof, prevents the cytotoxic effect of amyloid beta protein on cells. In addition, a fibril forming disease in a human patient is treated by administering to the human patient an indole-3-propionic acid or a salt or ester thereof in an amount effective to prevent or reverse fibril formation. Oxidation in the biological sample is reduced by contacting the biological sample with an effective amount of indole-3-propionic acid or a salt or ester thereof. In addition, diseases or other conditions in which free radicals and/or oxidative stress occur can be treated by administering an effective amount of indole-3-propionic acid or a salt or ester thereof. |
| Use | for plant growth hormone pharmaceutical intermediate |
| production method | diazotization of aniline hydrochloride with sodium nitrite under acidic conditions, followed by reaction with ethyl cyclopentanone-2-carboxylate, phenylhydrazone α-oxyethylene is obtained. The obtained phenylhydrazone was dissolved in an ethanol solution containing 20% sulfuric acid and reacted under reflux for 4H to produce indole -2-carboxylic acid -3-propionic acid. It was heated to 225-230 °c, and the reaction was completed in about half an hour. The reaction mixture was dissolved in boiling water, decolorized with activated carbon, and filtered. The filtrate was concentrated, crystallized, and recrystallized from hot water to obtain 3-indolylpropionic acid. |
Last Update：2024-04-09 20:02:46
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