80770-03-2

Basic information

• Product Name: 4-(cyclopropylmethyl)-3,4,5,6-tetrahydro-2H-1,5-methano-1,4-benzodiazocin-9-amine
• Synonyms: 4-(cyclopropylmethyl)-3,4,5,6-tetrahydro-2H-1,5-methano-1,4-benzodiazocin-9-amine
• CAS NO: 80770-03-2
• Molecular Formula: C₁₅H₂₁N₃
• Molecular Weight: 243.35
• Mol File: 80770-03-2.mol
• Article Data: 2

Chemical Properties

• Melting Point: 143-145 °C(Solv: acetonitrile (75-05-8))
• Boiling Point: 435.7°C at 760 mmHg
• Flash Point: 213.8°C
• Appearance: /
• Density: 1.22g/cm³
• Vapor Pressure: 8.6E-08mmHg at 25°C
• Refractive Index: 1.663
• PKA: 8.44±0.20(Predicted)
• CAS DataBase Reference: 4-(cyclopropylmethyl)-3,4,5,6-tetrahydro-2H-1,5-methano-1,4-benzodiazocin-9-amine(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(cyclopropylmethyl)-3,4,5,6-tetrahydro-2H-1,5-methano-1,4-benzodiazocin-9-amine(80770-03-2)
• EPA Substance Registry System: 4-(cyclopropylmethyl)-3,4,5,6-tetrahydro-2H-1,5-methano-1,4-benzodiazocin-9-amine(80770-03-2)

Safety Data

• Hazardous Substances Data: 80770-03-2(Hazardous Substances Data)

Usage

InChI:InChI=1/C15H21N3/c16-13-4-3-12-7-14-10-18(15(12)8-13)6-5-17(14)9-11-1-2-11/h3-4,8,11,14H,1-2,5-7,9-10,16H2

Upstream product

• 80770-08-7 (+/-)-3,4,5,6-tetrahydro-2H-1,5-methano-1,4-benzodiazocine 
• 80769-98-8 4-(cyclopropylcarbonyl)-3,4,5,6-tetrahydro-2H-1,5-methano-1,4-benzodiazocine 
• 80770-01-0 4-(cyclopropylcarbonyl)-3,4,5,6-tetrahydro-2H-1,5-methano-1,4-benzodiazocin-9-amine 
• 80770-00-9 4-(cyclopropylcarbonyl)-3,4,5,6-tetrahydro-9-nitro-2H-1,5-methano-1,4-benzodiazocine 

Relevant articles and documents

Synthesis and antinociceptive activity of 4-(cyclopropylmethyl)-3,4,5,6-tetrahydro-2H-1,5-methano-1,4- benzodiazocin-9-amine and congeners

The synthesis of 1,4-benzodiazocines has been extended to include the 9-amines. The title compound, 6, was prepared from the known nor-base by N-acylation with cyclopropanecarboxylic acid anhydride, followed by nitration of the aromatic ring and sequential reduction of the resulting nitroamide. Standard in vivo bioassays for antinociceptive and opiate antagonist activities indicated that 6 is an analgesic agonist mixed narcotic antagonist whose oral to parenteral activity ratio approaches unity. Resolution of 6 established that the activity of the racemate resides in the dextrorotatory antipode. Several congeners were also prepared and tested. Their synthesis and structure-activity relationship are given in this paper.