72318-55-9

Basic information

• Product Name: ALPHA-(AMINOMETHYL)-5-METHOXY-1H-INDOLE-3-ACETIC ACID METHYL ESTER HYDROCHLORIDE
• Synonyms: INDORENATE HYDROCHLORIDE;ALPHA-(AMINOMETHYL)-5-METHOXY-1H-INDOLE-3-ACETIC ACID METHYL ESTER HYDROCHLORIDE;α-(Aminomethyl)-5-methoxy-1H-indole-3-aceticacidmethylesterhydrochloride;1H-INDOLE-3-ACETIC ACID, α-(AMINOMETHYL)-5-METHOXY-, METHYL ESTER, HYDROCHLORIDE (1:1);methyl 3-amino-2-(5-methoxy-1H-indol-3-yl)propanoate hydrochloride
• CAS NO: 72318-55-9
• Molecular Formula: C13H17ClN2O3
• Molecular Weight: 284.73868
• Mol File: 72318-55-9.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 442.8°C at 760 mmHg
• Flash Point: 221.6°C
• Appearance: /
• Vapor Pressure: 4.89E-08mmHg at 25°C
• Storage Temp.: Desiccate at RT
• CAS DataBase Reference: ALPHA-(AMINOMETHYL)-5-METHOXY-1H-INDOLE-3-ACETIC ACID METHYL ESTER HYDROCHLORIDE(CAS DataBase Reference)
• NIST Chemistry Reference: ALPHA-(AMINOMETHYL)-5-METHOXY-1H-INDOLE-3-ACETIC ACID METHYL ESTER HYDROCHLORIDE(72318-55-9)
• EPA Substance Registry System: ALPHA-(AMINOMETHYL)-5-METHOXY-1H-INDOLE-3-ACETIC ACID METHYL ESTER HYDROCHLORIDE(72318-55-9)

Safety Data

• Hazardous Substances Data: 72318-55-9(Hazardous Substances Data)

Usage

Description

ALPHA-(AMINOMETHYL)-5-METHOXY-1H-INDOLE-3-ACETIC ACID METHYL ESTER HYDROCHLORIDE, also known as Indorenate Hydrochloride, is a chemical compound with a complex structure derived from the indole family. It is characterized by its aminomethyl and methoxy functional groups, which contribute to its unique properties and potential applications in various fields.

Uses

Used in Pharmaceutical Industry:
ALPHA-(AMINOMETHYL)-5-METHOXY-1H-INDOLE-3-ACETIC ACID METHYL ESTER HYDROCHLORIDE is used as an antihypertensive agent for the treatment of high blood pressure. As a 5-HT receptor agonist, it helps regulate blood pressure by modulating the serotoninergic system, making it a valuable compound in the development of novel antihypertensive medications.
Used in Research and Development:
In the field of research and development, ALPHA-(AMINOMETHYL)-5-METHOXY-1H-INDOLE-3-ACETIC ACID METHYL ESTER HYDROCHLORIDE serves as a valuable compound for studying the structure-activity relationships of indole-based molecules. Its unique functional groups and interactions with biological targets can provide insights into the design of new drugs and therapeutic agents.
Used in Chemical Synthesis:
ALPHA-(AMINOMETHYL)-5-METHOXY-1H-INDOLE-3-ACETIC ACID METHYL ESTER HYDROCHLORIDE can also be utilized as a synthetic intermediate or building block in the synthesis of more complex organic molecules. Its versatile structure allows for further functionalization and modification, making it a useful starting material for the development of new chemical entities with potential applications in various industries.

Biological Activity

5-HT receptor agonist with high affinity for 5-HT 1A receptors (pK d = 7.8) and lower affinity for 5-HT 1B and 5-HT 2C receptors (pK d values are 5.44 and 6.49 respectively). Possesses anti-hypertensive, anxiolytic and anorectic activity in vivo .

InChI:InChI=1/C13H16N2O3.ClH/c1-17-8-3-4-12-9(5-8)11(7-15-12)10(6-14)13(16)18-2;/h3-5,7,10,15H,6,14H2,1-2H3;1H

Upstream product

• 73139-82-9 3-amino-2-(5-methoxy-1H-indol-3-yl)-propanoic acid 
• 67-56-1 methanol 
• 1006-94-6 5-methoxylindole 
• 2436-17-1 5-methoxyindole-3-acetonitrile 
• 73139-80-7 ethyl α-cyano-α-(1-carbethoxy-5-methoxy-3-indolyl)acetate 
• 73139-81-8 ethyl 3-acetamido-2-(1-carbethoxy-5-methoxy-3-indolyl)propionate 
• 190182-60-6 diethyl-(5-methoxy-1H-indol-3-ylmethyl)-amine 
• 405073-60-1 methyl 3-(1-cyano-2-methoxy-2-oxoethyl)-5-methoxy-1H-indole-1-carboxylate 
• 122109-99-3 cyano-2 (methoxy-5 indolyl-3)-2 acetate de methyle 
• 87154-88-9 acetamido-3 (methoxy-5 indolyl-3)-2 propionate de methyle 
• 3471-32-7 4-Methoxyphenylhydrazine 

Relevant articles and documents

Marbostat-100 Defines a New Class of Potent and Selective Antiinflammatory and Antirheumatic Histone Deacetylase 6 Inhibitors

Epigenetic modifiers of the histone deacetylase (HDAC) family contribute to autoimmunity, cancer, HIV infection, inflammation, and neurodegeneration. Hence, histone deacetylase inhibitors (HDACi), which alter protein acetylation, gene expression patterns, and cell fate decisions, represent promising new drugs for the therapy of these diseases. Whereas pan-HDACi inhibit all 11 Zn2+-dependent histone deacetylases (HDACs) and cause a broad spectrum of side effects, specific inhibitors of histone deacetylase 6 (HDAC6i) are supposed to have less side effects. We present the synthesis and biological evaluation of Marbostats, novel HDAC6i that contain the hydroxamic acid moiety linked to tetrahydro-β-carboline derivatives. Our lead compound Marbostat-100 is a more potent and more selective HDAC6i than previously established well-characterized compounds in vitro as well as in cells. Moreover, Marbostat-100 is well tolerated by mice and effective against collagen type II induced arthritis. Thus, Marbostat-100 represents a most selective known HDAC6i and the possibility for clinical evaluation of a HDAC isoform-specific drug.

Synthesis of 3-Amino-2-(3-indolyl)propanol and propanoate derivatives and preliminary cardiovascular evaluation in rats

A series of tryptamine analogues has been prepared and tested for their 5-HT1 receptor agonist properties. The incorporation of an alkoxy group at the C-5 position of the indole nucleus resulted in a short-lived and dose-dependent immediate ant

Process for the preparation of 3-amino-2-(5-fluoro and 5-methoxy-1H-indol-3-yl)propanoic acid derivatives

The compounds having Formula I, STR1 wherein X is a fluorine or methoxy group, and R is a hydrogen or methyl group, such that R is hydrogen only when X is fluorine are novel. The compounds having Formula I and their acid addition salts are useful for the treatment of hypertension. Processes for the preparation of the compounds having Formula I and useful intermediates are described.