4572-03-6

Basic information

• Product Name: 1-(3-AMINOPROPYL)-4-METHYLPIPERAZINE
• Synonyms: RARECHEM AL BW 2461;N-(GAMMA-AMINOPROPYL)-N-METHYLPIPERAZINE;TIMTEC-BB SBB007289;4-methyl-1-piperazinepropanamin;AKOS B024994;AKOS BC-0592;3-(4-METHYLPIPERAZIN-1-YL)PROPAN-1-AMINE;3-(4-METHYL-PIPERAZIN-1-YL)-PROPYLAMINE
• CAS NO: 4572-03-6
• Molecular Formula: C₈H₁₉N₃
• Molecular Weight: 157.26
• EINECS: 224-954-4
• Product Categories: PIPERIDINE
• Mol File: 4572-03-6.mol
• Article Data: 22

Chemical Properties

• Boiling Point: 113-114°C 13mm
• Flash Point: 113-114°C/13mm
• Appearance: /
• Density: 0,924 g/cm3
• Vapor Pressure: 0.0674mmHg at 25°C
• Refractive Index: 1.4810
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• PKA: 10.39±0.10(Predicted)
• Sensitive: Air Sensitive
• BRN: 105964
• CAS DataBase Reference: 1-(3-AMINOPROPYL)-4-METHYLPIPERAZINE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(3-AMINOPROPYL)-4-METHYLPIPERAZINE(4572-03-6)
• EPA Substance Registry System: 1-(3-AMINOPROPYL)-4-METHYLPIPERAZINE(4572-03-6)

Safety Data

• Hazard Codes: Xi
• Statements: 34
• Safety Statements: 26-36/37/39-45
• RIDADR: 2735
• TSCA: Yes
• HazardClass: 8
• PackingGroup: III
• Hazardous Substances Data: 4572-03-6(Hazardous Substances Data)

Usage

Description

1-(3-Aminopropyl)-4-methylpiperazine is an organic compound that serves as a versatile building block in the synthesis of various pharmaceuticals and chemical compounds. It features a piperazine ring with an aminopropyl chain attached to the first position and a methyl group at the fourth position, which contributes to its unique chemical properties and reactivity.

Uses

Used in Pharmaceutical Industry:
1-(3-Aminopropyl)-4-methylpiperazine is used as a precursor in organic synthesis for the preparation of specific pharmaceutical compounds. Its ability to form amide linkages and interact with other functional groups makes it a valuable component in the development of new drugs and therapeutic agents.
Specifically, it is used in the synthesis of furan-2-carboxylic acid [3-(4-methyl-piperazin-1-yl)-propyl]-amide, which is achieved by reacting 1-(3-Aminopropyl)-4-methylpiperazine with furan-2-carbonyl chloride. This reaction highlights its utility in creating complex molecular structures with potential applications in medicine and other fields.

InChI:InChI=1/C8H19N3/c1-10-5-7-11(8-6-10)4-2-3-9/h2-9H2,1H3/p+3

Upstream product

• 6820-96-8 2-(3-(N-methylpiperazin-4-yl)propyl)-1H-isoindole-1,3(2H)-dione 
• 109-01-3 1-methyl-piperazine 
• 4491-92-3 3-(4-methylpiperazin-1-yl)propanenitrile 
• 124-40-3 dimethyl amine 

Downstream Products

• 775349-47-8 2-hexylmercapto-4-(3-[4-methylpiperazinyl]propylaminomethyl)-6-(3,4,5-trimethoxyphenyl)pyrimidine 
• 352528-19-9 1-(6-(4'-Fluorophenoxy)-2-benzothiazolyl)-3-(3-(4-methylpiperazinyl)propyl)urea 
• 179343-20-5 N₂-[3-(4-methyl-piperazin-1-yl)-propyl]-6-(2,6-dichlorophenyl)-pyrido[2,3-d]pyrimidine-2,7-diamine 
• 179343-38-5 N₂-[3-(4-methyl-piperazin-1-yl)-propyl]-6-(2,3,5,6-tetramethyl-phenyl)-pyrido[2,3-d]pyrimidine-2,7-diamine 
• 1034493-82-7 N-(2-t-butoxycarbonylaminophenyl)-4-[3-(4-methylpiperazin-1-yl)propylaminomethyl]benzamide 
• 1032198-70-1 3-{[(1R)-1-(2-Chlorophenyl)ethyl]oxy}-5-[5-(2-{[3-(4-methyl-1-piperazinyl)propyl]amino}-5-pyrimidinyl)-1H-benzimidazol-1-yl]-2-thiophenecarboxamide 

Relevant articles and documents

Structural optimizations and bioevaluation of N-substituted acridone derivatives as strong topoisomerase II inhibitors

Previously, an array of N-substituted acridone derivatives have been reported as potent topoisomerase II (topo II) inhibitors, and preliminary structure–activity relationship (SAR) outcomes revealed that the linker between 1-NH and N-methyl piperazine motif of the tricyclic acridone scaffold significantly affected their anti-proliferative potencies. To further explore the SARs of acridone-derived topo II inhibitors, a wider range of novel acridone derivatives were herein synthesized via two rounds of structural optimizations on two validated hits, E17 and E24. Initially, the linker length was optimized, and then influences of N-methyl piperazinyl moiety and disposition of three N atoms on the bioactivity were investigated. As a result, a newly developed topo II inhibitor 6 h was found to be more potent than E17 and E24, thereby serving as a tool compound for the follow-up mechanistic study. Compound 6 h functioned as a strong topo IIα/β inhibitor, caused obvious DNA damage, and induced apoptosis by triggering the loss of mitochondrial membrane potential (Δψm). Further molecular docking and MD study illustrated the favorable interactions of 6 h with both topo IIα and topo IIβ subtypes.

PROCESS FOR THE MANUFACTURE OF 3-PIPERAZIN-1-YL-PROPYLAMINE DERIVATIVES

The invention relates to the manufacture of a compound of formula (I), wherein R1 is defined as in the description and in the claims.

Synthesis and antitumor activity of 5-bromo-7-azaindolin-2-one derivatives containing a 2,4-dimethyl-1H-pyrrole-3-carboxamide moiety

We report herein the design and synthesis of a series of novel 5-bromo-7-azaindolin-2-one derivatives containing a 2,4-dimethyl-1H-pyrrole-3-carboxamide moiety. These newly synthesized derivatives were evaluated for in vitro activity against selected cancer cell lines by MTT assay. Results revealed that some compounds exhibit broad-spectrum antitumor potency, and the most active compound 23p (IC50: 2.357-3.012 μM) was found more potent than Sunitinib (IC50: 31.594-49.036 μM) against HepG2, A549 and Skov-3, respectively.