1136-87-4

Basic information

• Product Name: 2-METHYL-1H-INDOLE-3-PROPANOIC ACID
• Synonyms: 2-METHYL-1H-INDOLE-3-PROPANOIC ACID
• CAS NO: 1136-87-4
• Molecular Formula: C₁₂H₁₃NO₂
• Molecular Weight: 203.2371
• Mol File: 1136-87-4.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 423.4°Cat760mmHg
• Flash Point: 209.9°C
• Appearance: /
• Density: 1.253g/cm³
• Vapor Pressure: 6.33E-08mmHg at 25°C
• Refractive Index: 1.649
• CAS DataBase Reference: 2-METHYL-1H-INDOLE-3-PROPANOIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 2-METHYL-1H-INDOLE-3-PROPANOIC ACID(1136-87-4)
• EPA Substance Registry System: 2-METHYL-1H-INDOLE-3-PROPANOIC ACID(1136-87-4)

Safety Data

• Hazardous Substances Data: 1136-87-4(Hazardous Substances Data)

Usage

General Description

2-Methyl-1H-indole-3-propanoic acid, also known as melatonin, is a hormone and antioxidant that plays a crucial role in regulating sleep-wake cycles and other biological processes. It is commonly used as a supplement to help people manage sleep disorders, jet lag, and other related issues. In addition to its role in sleep regulation, melatonin also has antioxidant properties that help protect cells from damage caused by free radicals. It is believed to have potential benefits for improving mood, hormone levels, and overall physical health. Melatonin is naturally produced in the body, but can also be synthesized in a laboratory for use in supplements and medications.

InChI:InChI=1/C12H13NO2/c1-8-9(6-7-12(14)15)10-4-2-3-5-11(10)13-8/h2-5,13H,6-7H2,1H3,(H,14,15)

Upstream product

• 1079-30-7 3-(2-cyanoethyl)-2-methylindole 
• 95-20-5 2-methyl-1H-indole 
• 57-57-8 β-Propiolactone 
• 40641-04-1 ethyl 3-(2-methylindol-3-yl)propionate 
• 92647-35-3 3,3'-(2-methyl-indole-1,3-diyl)-di-propionic acid 
• 3740-59-8 3,4-dihydro-6-methyl-2H-pyran-2-one 
• 59-88-1 phenylhydrazine hydrochloride 
• 64-17-5 ethanol 
• 75-89-8 2,2,2-trifluoroethanol 
• 3128-06-1 5-ketohexanoic acid 
• 53293-00-8 hex-5-ynoic acid 
• 100-63-0 phenylhydrazine 
• 41143-12-8 hex-4-ynoic acid 
• 5636-66-8 6-methylidenetetrahydro-2-pyrone 

Downstream Products

• 239076-88-1 N-[(S)-1-benzyl-2-hydroxyethyl]-3-(2'-methyl-indol-3'-yl)propionamide 
• 239076-91-6 (S)-4-benzyl-2-[2-(2'-methyl-indol-3'-yl)ethyl]-2-oxazoline 
• 34597-98-3 1-[β-(2-methyl-3-indolyl)propionyl]-4-benzyl-4-hydroxypiperidine 
• 34609-83-1 3-(2-methyl-1H-indol-3-yl)propan-1-ol 

Relevant articles and documents

-

-

CHEMICAL SUBSTANCES WHICH INHIBIT THE ENZYMATIC ACTIVITY OF HUMAN KALLIKREIN-RELATED PEPTIDASE 6 (KLK6)

The invention relates to compounds which are suitable for the treatment of a disease associated with kallikrein-like peptidase 6 overexpression and to pharmaceutical compositions containing such compounds. The invention further relates to a kit of parts comprising such compounds or pharmaceutical compositions.

Mechanistic dichotomy with alkynes in the formal hydrohydrazination/Fischer indolization tandem reaction catalyzed by a Ph3PAuNTf 2/pTSA binary system

An efficient method involving a formal hydrohydrazination/Fischer indolization tandem reaction to synthesize 2,3-disubstituted indoles from alkynes and arylhydrazines has been developed. The approach uses a Ph 3PAuNTf2/pTSA·H2O binary catalytic system in which a very low catalyst loading of Ph3PAuNTf2 (2 mol-%) is required. The reaction time is very short and, most importantly, the reaction is not sensitive to moisture. The mechanism of these reactions has been investigated and the results led us to propose an interesting mechanistic dichotomy. When alkynes have OH/COOH groups in the tether, hydroalkoxylation/ hydrocarboxylation occurred to generate exocyclic enol ethers/lactones that reacted with hydrazines to produce indoles. In cases where the alkynes lack OH/COOH groups, hydration occurs to generate ketones that react with arylhydrazines to give the desired indoles. A method for the synthesis of 2,3-disubstituted indoles from alkynes and arylhydrazines is reported that utilizes a Ph3PAuNTf2/pTSA·H2O binary catalytic system. Mechanistic aspects including an alkyne-dependant dichotomy is also discussed. Copyright