67459-50-1

Basic information

• Product Name: (R)-2-AMINO-5-DIETHYLAMINOPENTANE,
• Synonyms: (R)-2-Amino-5-diethylaminopentane
• CAS NO: 67459-50-1
• Molecular Formula: C₉H₂₂N₂
• Molecular Weight: 158.28438
• Mol File: 67459-50-1.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 180.971°C at 760 mmHg
• Flash Point: 60.667°C
• Appearance: /
• Vapor Pressure: 0.872mmHg at 25°C
• CAS DataBase Reference: (R)-2-AMINO-5-DIETHYLAMINOPENTANE,(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-2-AMINO-5-DIETHYLAMINOPENTANE,(67459-50-1)
• EPA Substance Registry System: (R)-2-AMINO-5-DIETHYLAMINOPENTANE,(67459-50-1)

Safety Data

• Hazardous Substances Data: 67459-50-1(Hazardous Substances Data)

Usage

General Description

"(R)-2-AMINO-5-DIETHYLAMINOPENTANE" is a chemical compound with the molecular formula C9H22N2. It is a chiral amine, meaning it has two stereoisomers, (R) and (S). (R)-2-AMINO-5-DIETHYLAMINOPENTANE, is commonly used as a reagent in organic synthesis, particularly in the pharmaceutical industry, where it is utilized in the production of various drugs and biologically active compounds. It has also been studied for its potential as a neuroprotective and cognitive-enhancing agent. Additionally, it has been investigated for its potential as a ligand in metal-catalyzed reactions and as a building block in the synthesis of chiral ligands. The (R)-2-AMINO-5-DIETHYLAMINOPENTANE has potential applications in a wide range of chemical and pharmaceutical processes due to its unique structural and chemical properties.

InChI:InChI=1/C8H20N2/c1-4-10(5-2)7-6-8(3)9/h8H,4-7,9H2,1-3H3/p+2/t8-/m1/s1

Upstream product

• 140-80-7 5-diethylamino-2-pentylamine 
• 105-14-6 5-diethylamino-2-pentanone 
• 3852-09-3 methyl 3-methoxypropionate 
• 77529-81-8 N,N-diethyl-(S)-glutamine hydrochloride 
• 77529-85-2 (S)-2-amino-5-(diethylamino)pentan-1-ol 

Downstream Products

• 54-05-7 (R)-(-)-chloroquine 
• 69698-56-2 (R)-chloroquine phosphate 
• 69698-56-2 (R)-chloroquine phosphate 
• 140-80-7 5-diethylamino-2-pentylamine 

Relevant articles and documents

Optically active chloroquine and hydroxychloroquine and analogues thereof, and preparation method, composition and application of optically active chloroquine and hydroxychloroquine

The invention provides a rapid and simple method for preparing optically active chloroquine, hydroxychloroquine and analogues thereof, which comprises the following steps: reacting racemates of chloroquine, hydroxychloroquine and analogues thereof with an acidic chiral resolution reagent to generate corresponding salts, and separating and purifying to obtain optically pure salts of chloroquine, hydroxychloroquine and analogues thereof, and reacting with alkali to obtain (R)- or (S)- chloroquine with high optical purity and (R)- or (S)- hydroxychloroquine and analogues thereof. The method is simple and convenient to operate and low in cost, the enantiomer purity can reach 99.9% ee, and industrial production of chloroquine, hydroxychloroquine and analogues thereof with single chiral configuration is easy to realize. The invention also provides (R)- or (S)- chloroquine and (R)- or (S)- hydroxychloroquine and analogues thereof, pharmaceutical compositions and uses thereof, optically activechloroquine and hydroxychloroquine and analogues thereof reduce toxic and side effects, and have better treatment effects on coronavirus, influenza virus and autoimmune diseases.

Preparation method of chiral aminochloroquinoline

The invention discloses a preparation method of chiral aminochloroquinoline, which comprises the following steps: splitting a chiral side chain, preparing enantiomer salt, splitting the side chain andchiral acid crystals to obtain chiral acid salt, neutralizing the chiral acid salt to obtain free basic groups, and reacting the free basic groups with 4, 7-dichloroquinoline to obtain chiral aminochloroquinoline. The yield of the chiral aminochloroquinoline obtained by the method is high, and the purity reaches 99.7%.

Application of chiral chloroquine, hydroxychloroquine or salt of the chiral chloroquine and hydroxychloroquine as anti-coronavirus drug target 3CL hydrolase inhibitor for reducing cardiotoxicity

The invention discloses an application of chiral chloroquine, hydroxychloroquine or pharmaceutically acceptable salts of the chiral chloroquine and hydroxychloroquine in preparation of drugs used forpreventing and/or treating coronavirus pneumonia by using a coronavirus key drug target 3CL hydrolase (Mpro) as an action target. The chiral chloroquine and hydroxychloroquine have high bonding strength with the Mpro causing inflammation of the lung and the like; the activity of the Mpro can be significantly inhibited; and the chiral chloroquine and hydroxychloroquine are indicated to have the effect of preventing and treating pneumonia caused by coronaviruses and be able to be used as anti-pneumonia drugs. Through evaluation on the inhibitory activity of an hERG potassium ion channel, the concentration at which the chloroquine, hydroxychloroquine and enantiomers of the chloroquine and hydroxychloroquine are likely to generate cardiotoxicity to the hERG potassium ion channel is provided. The chiral chloroquine and hydroxychloroquine are prepared through chiral high-performance liquid chromatography and chiral synthesis; S-configuration chloroquine, hydroxychloroquine or salts of the chloroquine and hydroxychloroquine can be selected as a drug independently, or form a pharmaceutical composition for treating diseases caused by the coronaviruses; and due to higher activity and low cardiotoxicity of the chloroquine, hydroxychloroquine or salts of the chloroquine and hydroxychloroquine, the administration dosage range is greatly widened.