96304-69-7

Basic information

• Product Name: (2R,5R)-5-(hydroxymethyl)-1-methyl-8-(3-methylbut-2-en-1-yl)-2-(propan-2-yl)-1,2,4,5,6,8-hexahydro-3H-[1,4]diazonino[7,6,5-cd]indol-3-one
• Synonyms: 3H-Pyrrolo[4,3,2-gh]-1,4-benzodiazonin-3-one, 1,2,4,5,6,8-hexahydro-5-(hydroxymethyl)-1-methyl-8-(3-methyl-2-buten-1-yl)-2-(1-methylethyl)-, (2R,5R)-rel-
• CAS NO: 96304-69-7
• Molecular Formula: C₂₂H₃₁N₃O₂
• Molecular Weight: 369.5004
• Mol File: 96304-69-7.mol

Chemical Properties

• Boiling Point: 608.7°C at 760 mmHg
• Flash Point: 321.9°C
• Density: 1.16g/cm³
• Vapor Pressure: 1.14E-15mmHg at 25°C
• Refractive Index: 1.595
• CAS DataBase Reference: (2R,5R)-5-(hydroxymethyl)-1-methyl-8-(3-methylbut-2-en-1-yl)-2-(propan-2-yl)-1,2,4,5,6,8-hexahydro-3H-[1,4]diazonino[7,6,5-cd]indol-3-one(CAS DataBase Reference)
• NIST Chemistry Reference: (2R,5R)-5-(hydroxymethyl)-1-methyl-8-(3-methylbut-2-en-1-yl)-2-(propan-2-yl)-1,2,4,5,6,8-hexahydro-3H-[1,4]diazonino[7,6,5-cd]indol-3-one(96304-69-7)
• EPA Substance Registry System: (2R,5R)-5-(hydroxymethyl)-1-methyl-8-(3-methylbut-2-en-1-yl)-2-(propan-2-yl)-1,2,4,5,6,8-hexahydro-3H-[1,4]diazonino[7,6,5-cd]indol-3-one(96304-69-7)

Safety Data

• Hazardous Substances Data: 96304-69-7(Hazardous Substances Data)

Upstream product

• 90365-57-4 (+/-)-indolactam-V 
• 84590-42-1 (R)-2-[3-((R)-2-tert-Butoxycarbonylamino-3-hydroxy-propyl)-1H-indol-4-ylamino]-3-methyl-butyric acid 2,5-dioxo-pyrrolidin-1-yl ester 
• 84590-33-0 N-Boc-4-nitrotryptophanol 
• 84590-47-6 desmethylindolactam-V 
• 84590-34-1 (+/-)-N-Boc-4-aminotryptophanol 
• 84590-32-9 N-Boc-4-nitrotryptophan ethyl ester 
• 84590-31-8 N-acetyl-4-nitrotryptophan ethyl ester 
• 84590-30-7 DL-4-nitrotryptophan ethyl ester 
• 3227-19-8 acetylamino-(4-nitro-indol-3-ylmethyl)-malonic acid diethyl ester 
• 3633-96-3 acetylamino-(4-nitro-indol-3-ylmethyl)-malonic acid 
• 7150-46-1 4-nitrogramine 
• 91768-84-2 N-acetyl-4-nitrotryptophan 
• 91403-61-1 (+/-)-indolactam-V acetate 
• 870-63-3 prenyl bromide 

Relevant articles and documents

Synthesis and Stereochemistry of Indolactam-V, An Active Fragment of Teleocidins. Structural Requirements for Tumor-Promoting Activity.

(-)-Indolactam-V, which is an active fragment of the potent tumor promoters teleocidins and has also been isolated as a Streptoverticillium metabolite, has been synthesized starting from 4-nitrogramine.The absolute stereochemistry of (-)-indolactam-V has been determined to be (9S, 12S), which suggests that teleocidins and related compounds are biosinthesyzed from L-amino acids.Three unnatural diastereoisomers were also synthesized.The NMR spectra of (-)- and (+/-)-indolactam-V and its derivatives showed that they exist in two conformational states in solution.The structures of the two conformers were deduced from the chemical shifts, coupling constants and nuclear Overhauser effects to be SOFA and TWIST from which are characterized by trans and cis amide bonds, respectively.The calculated ratio of the two conformers was consistent with the observed ratio.