5654-83-1

Basic information

• Product Name: (+/-)-1,4-DIAZABICYCLO[4.4.0]DECANE
• Synonyms: octahydropyrrolo[1,2-a]pyrazine(SALTDATA: FREE);Octahydro-pyrrolo[1,2-a]pyrazine 2HCl;1,2,3,4,6,7,8,8a-octahydropyrrolo[1,2-a]pyrazine;OCTAHYDRO-PYRIDO[1,2-A ]PYRAZINE;OCTAHYDRO-2H-PYRIDO[1,2-A]PYRAZINE;AKOS AL-24;(+/-)-1,4-DIAZABICYCLO[4.4.0]DECANE;pyrrolo[1,2-a]pyrazine, octahydro-
• CAS NO: 5654-83-1
• Molecular Formula: C₇H₁₄N₂
• Molecular Weight: 126.2
• Product Categories: Heterocycles series
• Mol File: 5654-83-1.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 199.639 °C at 760 mmHg
• Flash Point: 88.833 °C
• Appearance: /
• Density: 1.03 g/cm³
• Vapor Pressure: 0.338mmHg at 25°C
• Refractive Index: 1.534
• Storage Temp.: Refrigerator, under inert atmosphere
• Solubility: Chloroform (Sparingly), Methanol (Slightly)
• PKA: 9.98±0.20(Predicted)
• CAS DataBase Reference: (+/-)-1,4-DIAZABICYCLO[4.4.0]DECANE(CAS DataBase Reference)
• NIST Chemistry Reference: (+/-)-1,4-DIAZABICYCLO[4.4.0]DECANE(5654-83-1)
• EPA Substance Registry System: (+/-)-1,4-DIAZABICYCLO[4.4.0]DECANE(5654-83-1)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39
• HazardClass: IRRITANT
• Hazardous Substances Data: 5654-83-1(Hazardous Substances Data)

Usage

General Description

(+/-)-1,4-Diazabicyclo[4.4.0]decane, also known as DBU, is a chemical compound commonly used as a strong, non-nucleophilic base in organic synthesis. It is a bicyclic amine with a bulky structure that enhances its basicity and stability. DBU is highly soluble in most organic solvents and is commonly used in reactions such as deprotonation, alkylation, and rearrangements. It is also an effective catalyst in the synthesis of polymers, pharmaceuticals, and fine chemicals. Additionally, DBU has been studied for its potential applications in the field of medicinal chemistry and drug discovery. Its unique molecular structure and strong basic properties make it a valuable tool in organic chemistry and pharmaceutical research.

InChI:InChI=1/C7H14N2/c1-2-7-6-8-3-5-9(7)4-1/h7-8H,1-6H2

Upstream product

• 88327-63-3 2,3-dioxo-1,4-diazabicyclo<4.3.0>nonane 
• 19179-12-5 Hexahydro-pyrrolo[1,2-a]pyrazine-1,4-dione 
• 71257-37-9 3,4-dihydropyrrolo[1,2-a]-pyrazine 
• 16620-61-4 1,4-diazabicyclo<4.3.0>nonan-5-one 
• 96163-75-6 N-Chloroacetyl-DL-proline ethyl ester 
• 609-36-9 rac-Pro-OH 
• 60169-67-7 ethyl pyrrolidine-2-carboxylate 
• 57734-57-3 2-amino-methylpyrrolidine 

Downstream Products

• 49864-70-2 DL-10-<β-N-(1,4-Diazabicyclo<4.3.0>nonanyl)propionyl>-2-chlorophenothiazine 
• 54063-26-2 Nonaphthazin 
• 88327-68-8 4-(β-phen yl-β-hydroxyethyl)-1,4-diazabicyclo<4.3.0>nonane 
• 88327-69-9 1-(Hexahydro-pyrrolo[1,2-a]pyrazin-2-yl)-3-phenoxy-propan-2-ol 
• 80276-11-5 (Hexahydro-pyrrolo[1,2-a]pyrazin-2-yl)-(4-nitro-phenyl)-methanone 
• 88327-70-2 4-(2-oxo-4-n-butyl)-1,4-diazabicyclo<4.3.0>nonane 
• 88327-67-7 4-(β-phenylethyl)-1,4-diazabicyclo<4.3.0>nonane 
• 88327-66-6 4-ethyl-1,4-diazabicyclo<4.3.0>nonane 
• 78816-43-0 3-Carbethoxyamino-5-β-(1,4-diazabicyclo<4.3.0>non-4-yl)propionyl-iminodibenzyl 
• 2856-81-7 1-(4-fluoro-phenyl)-4-(hexahydro-pyrrolo[1,2-a]pyrazin-2-yl)-butan-1-one 
• 80276-16-0 (4-Amino-phenyl)-(hexahydro-pyrrolo[1,2-a]pyrazin-2-yl)-methanone 
• 39186-48-6 4-(hexahydro-pyrrolo[1,2-a]pyrazin-2-yl)-2,2-diphenyl-butyronitrile 
• 1035271-13-6 methyl 4-(3,4,6,7,8,8a-hexahydro-1H-pyrrolo[2,1-c]pyrazin-2-yl)benzoate 
• 1035269-99-8 5-(3,4,6,7,8,8a-hexahydro-1H-pyrrolo[2,1-c]pyrazin-2-yl)-N-[5-[2-(3,5-dimethoxyphenyl)ethyl]-2H-pyrazol-3-yl]pyrazine-2-carboxamide 

Relevant articles and documents

6' SUBSTITUTED COMPOUNDS HAVING 5-HT6 RECEPTOR AFFINITY

The present disclosure provides compounds having affinity for the 5-HT6 receptor which are of the formula (I): wherein R1—R4 A, B, D, E, and G are as defined herein. The disclosure also relates to methods of preparing such compounds, compositions containing such compounds, and methods of use thereof.

NEW ROUTE TO THE SYNTHESIS OF OCTAHYDROPYRROLOPYRAZINES

-

Studies in Potential Filaricides: Part XIII - Synthesis of 1,4-Diazabicyclononanes, 1,4-Diazabicyclodecanes and 1,4-Diazabicycloundecanes as diethylcarbamazine Analogs

1,4-Diazabicyclononanes (13 - 20), 1,4-diazabicyclodecanes (21 - 28), 1,4-diazabicycloundecanes (29 - 34), 1,4-diazabicyclononan-5-ones (37 - 41) and 1,4-diazabicyclodecan-5-ones (42 - 44) having alkyl and acyl substituents at 4-position have been synthesized and evaluated for their filaricidal activity against Litomasoides carinii infection in cotton rats.Except 4-diethylcarbamoyl-1,4-diazabicyclononane (13), which exhibits significant activity, being about 3/5th as active as the standard diethylcarbamazine (DEC), none of the other compounds shows any activity against adult worms.The results have been rationalised in terms of critical bulk around the N-1 of the piperazine ring of DEC.From this work and earlier published results it appears that both axial and equatorial N-CH3 bonds in DEC are acceptable for activity.