50517-12-9

Basic information

• Product Name: 6-CHLOROGRAMINE
• Synonyms: 6-CHLORO-3-(DIMETHYLAMINOMETHYL)INDOLE;6-CHLOROGRAMINE
• CAS NO: 50517-12-9
• Molecular Formula: C11H13ClN2
• Molecular Weight: 208.69
• Product Categories: Indoles and derivatives
• Mol File: 50517-12-9.mol

Chemical Properties

• Boiling Point: 327.4°C at 760 mmHg
• Flash Point: 151.8°C
• Appearance: /
• Density: 1.224g/cm³
• Vapor Pressure: 0.000202mmHg at 25°C
• Refractive Index: 1.639
• CAS DataBase Reference: 6-CHLOROGRAMINE(CAS DataBase Reference)
• NIST Chemistry Reference: 6-CHLOROGRAMINE(50517-12-9)
• EPA Substance Registry System: 6-CHLOROGRAMINE(50517-12-9)

Safety Data

• Hazardous Substances Data: 50517-12-9(Hazardous Substances Data)

Usage

Main properties of 6-CHLOROGRAMINE

Chemical compound
Belongs to the class of organic compounds known as phenol esters
Chlorinated derivative of gramine
Found in the rhizomes of the spider lily
Potential applications in pharmaceutical and agrochemical industries
Natural insecticidal and antimicrobial properties
Versatile building block for the synthesis of bioactive molecules
Potential as an anti-inflammatory and analgesic agent

Specific content about 6-CHLOROGRAMINE

Chlorinated derivative of gramine found in spider lily
Potential applications in pharmaceutical and agrochemical industries
Natural insecticidal and antimicrobial properties
Versatile building block for synthesis of bioactive molecules
Potential as an anti-inflammatory and analgesic agent
Subject of interest in medicinal chemistry research.

InChI:InChI=1/C11H13ClN2/c1-14(2)7-8-6-13-11-5-9(12)3-4-10(8)11/h3-6,13H,7H2,1-2H3

Upstream product

• 17422-33-2 6-chloroindole 
• 50-00-0 formaldehyd 
• 124-40-3 dimethyl amine 
• 506-59-2 N,N-dimethylammonium chloride 

Downstream Products

• 3670-19-7 2-(6-chloro-1H-indole-3-yl)ethan-1-amine 
• 61220-58-4 2-(6-chloro-1H-indol-3-yl)acetonitrile 
• 50517-09-4 acetylamino-(6-chloro-indol-3-ylmethyl)-malonic acid diethyl ester 
• 703-82-2 6-chloro-1H-indole-3-carbaldehyde 
• 17808-21-8 6-chloro-tryptophan 
• 1076199-98-8 (6-chloro-indol-3-ylmethyl)-formylamino-malonic acid diethyl ester 

Relevant articles and documents

NOVEL DUAL MODE OF ACTION SOLUBLE GUANYLATE CYCLASE ACTIVATORS AND PHOSPHODIESTERASE INHIBITORS AND USES THEREOF

The present invention relates to compounds of formula (I), or pharmaceutically acceptable salt, solvate or hydrate thereof, wherein said compound of formula (I) comprises at least one covalently bound -ONO2 or -ONO moiety and at most four covalently bound -ONO2 or -ONO moieties, and wherein AR, R1, X, R3 and R4 are as defined in claim 1; and pharmaceutical compositions thereof, and their use in methods of treating or preventing a disease alleviated by inhibition of PDE5 in a human or in a non-human mammal.

Substitution of the Dimethylamino Group in Gramines and One-Pot Cyclization to Tetrahydro-β-carbolines Using a Triazine-Based Activating Agent

A new method for the substitution of 3-[(dimethylamino)methyl]indoles (gramines) with malonate-based nucleophiles was developed using 2-chloro-4,6-dimethoxy-1,3,5-triazine (CDMT) as the activating agent for the dimethylamino group. The reaction was completed in 1.5-6 h at room temperature in the presence of a tert-amine base and lithium salt. CDMT afforded superior results to methyl iodide, a common activating agent for the dimethylamino group in Mannich bases, particularly in the reactions of 1-substituted gramines. The reactivity of the possible intermediates, bis(indol-3-ylmethyl)dimethylammonium salts, was examined to obtain mechanistic insights on the reaction. This substitution method with CDMT enabled the sequential transformation of gramines: substitution with (N-alkylidene)aminomalonates followed by the Pictet-Spengler reaction under acidic conditions afforded 1,2,3,4-tetrahydro-β-carboline derivatives in one pot.

Discovery of a novel indole series of EP1 receptor antagonists by scaffold hopping

We describe the medicinal chemistry approach that generated a novel indole series of EP1 receptor antagonists. The SAR of this new template was evaluated and culminated in the identification of compound 12g which demonstrated in vivo efficacy i

Structure-activity relationship study of novel necroptosis inhibitors

Necroptosis is a regulated caspase-independent cell death mechanism that results in morphological features resembling necrosis. It can be induced in a FADD-deficient variant of human Jurkat T cells treated with TNF-α. 5-(1H-Indol-3-ylmethyl)-2-thiohydantoins and 5-(1H-indol-3-ylmethyl)hydantoins were found to be potent necroptosis inhibitors (called necrostatins). A SAR study revealed that several positions of the indole were intolerant of substitution, while small substituents at the 7-position resulted in increased inhibitory activity. The hydantoin ring was also quite sensitive to structural modifications. A representative member of this compound class demonstrated moderate pharmacokinetic characteristics and readily entered the central nervous system upon intravenous administration.

Tryptophane and 3-indolepyruvic acid, methods of production therefor

3-indolepyruvic acid derivatives substituted on the benzene moiety show good antagonizing activity on excitatory aminoacids and on free radicals, for which reason they are therapeutic agents in cerebral and peripheral degenerative pathologies. Their metho

3-indolepyruvic acid derivatives their method of production and therapeutic use

3-indolepyruvic acid derivatives substituted on the benzene moiety show good antagonizing activity on excitatory aminoacids and on free radicals, for which reason they are therapeutic agents in cerebral and peripheral degenerative pathologies. Their metho