116258-17-4

Basic information

• Product Name: (1S,4S)-(+)-2-Benzyl-2,5-diazabicyclo[2.2.1]heptane dihydrobromide
• Synonyms: (1S,4S)-2-PHENYLMETHYL-2,5-DIAZABICYCLO(2.2.1)HEPTANE 2HBR;(1S,4S)-2-BENZYL-2,5-DIAZABICYCLO(2.2.1)HEPTANE 2HBR;(1S,4S)-(+)-2-BENZYL-2,5-DIAZABICYCLO[2.2.1]HEPTANE DIHYDROBROMIDE;(1S,4S)-2-BENZYL-2,5-DIAZABICYCLO[2.2.1]HEPTANE DIHYDROBROMIDE;(1S,4S)-(+)-2-BENZYL-2,5-DI-AZA-BICYCLO[2.2.1]HEPTANE DIHYDROCHLORIDE;(1S,4S)-2-BENZYL-2,5-DIAZABICYCLO[2.2.1]HEPTANE DIHYDROBROMIDE 98+%;（1S,4S）-2-Benzyl-2,5-diazabicyclo[2.2.1] heptane dihydrobromides;(1S,4S)-(+)-2-BenzylL-2,5-diazabicyclo-(2 .2.1)heptane dihydrobromide
• CAS NO: 116258-17-4
• Molecular Formula: 2BrH*C₁₂H₁₆N₂
• Molecular Weight: 350.09
• Product Categories: Chiral;Chiral Building Blocks;Heterocyclic Building Blocks;Others
• Mol File: 116258-17-4.mol
• Article Data: 5

Chemical Properties

• Melting Point: 270 °C (dec.)(lit.)
• Boiling Point: 357.2°Cat760mmHg
• Flash Point: 169.8°C
• Appearance: /
• Density: g/cm³
• Vapor Pressure: 1.71E-06mmHg at 25°C
• Refractive Index: 16 ° (C=3, 2mol/L NaOH)
• Water Solubility: very faint turbidity
• CAS DataBase Reference: (1S,4S)-(+)-2-Benzyl-2,5-diazabicyclo[2.2.1]heptane dihydrobromide(CAS DataBase Reference)
• NIST Chemistry Reference: (1S,4S)-(+)-2-Benzyl-2,5-diazabicyclo[2.2.1]heptane dihydrobromide(116258-17-4)
• EPA Substance Registry System: (1S,4S)-(+)-2-Benzyl-2,5-diazabicyclo[2.2.1]heptane dihydrobromide(116258-17-4)

Safety Data

• Safety Statements: 24/25
• WGK Germany: 3
• Hazardous Substances Data: 116258-17-4(Hazardous Substances Data)

Usage

Chemical Properties

Off-white?crystal

InChI:InChI=1/C11H13ClN2.BrH/c12-8-1-3-10(4-2-8)14-7-9-5-11(14)6-13-9;/h1-4,9,11,13H,5-7H2;1H

Upstream product

• 51-35-4 4R-4-hydroxyproline 
• 5234-75-3 (2S,4R)-1-(4-tolylsulfonyl)-4-<(4-tolylsulfonyl)oxy>-2-<<(4-tolylsulfonyl)oxy>methyl>pyrrolidine 
• 5234-72-0 (1S,4S)-5-Benzyl-2-tosyl-2,5-diazabicyclo<2.2.1>heptane 
• 116143-09-0 (3S,5R)-1-[(4-methylphenyl)sulfonyl]-3-[(4-methylphenyl)sulfonyloxy]-5-[(4-methylphenyl)sulfonyloxymethyl]pyrrolidine 
• 116143-08-9 (2R,4S)-2-(Hydroxymethyl)-4-hydroxy-1-(4-tolylsulfonyl)pyrrolidine 
• 116143-05-6 allo-1-(4-tolylsulfonyl)-4-<<(4-methylphenyl)sulfonyl>oxy>-D-proline ethyl ester 
• 116143-06-7 4-(acetyloxy)-1-<(4-methylphenyl)sulfonyl>-D-proline ethyl ester 
• 77449-99-1 (2R,4R)-2-ethoxycarbonyl-4-hydroxypyrrolidine hydrochloride 
• 118354-72-6 (1R,4R)-2-(4-tolylsulfonyl)-5-(phenylmethyl)-2,5-diazabicyclo<2.2.1>heptane 

Downstream Products

• 134003-83-1 tert-butyl (1R,4R)-5-benzyl-2,5-diazabicyclo[2.2.1]heptane-2-carboxylate 
• 127641-07-0 (1S,4S)-N-Benzyl-2,5-diazabicyclo-[2.2.1]heptane 
• 132666-68-3 (1S,4S)-5-Benzyl-2-tert-butoxycarbonyl-2,5-diazabicyclo<2.2.1>heptane 
• 113451-59-5 (1S,4S)-2,5-Diaza-bicyclo[2.2.1]heptane-2-carboxylic acid tert-butyl ester 
• 1032446-38-0 C₂₃H₂₈N₂O 
• 1032445-88-7 C₂₇H₃₆N₂O 
• 1032445-86-5 C₂₅H₃₂N₂O 
• 1032446-36-8 C₂₇H₃₀N₂O 
• 1032469-81-0 C₃₄H₃₆BrN₃O₂ 
• 1032278-56-0 (1S,4S)-5-benzyl-2-hydroxyethyl-2,5-diazabicyclo[2.2.1]heptane 

Relevant articles and documents

Multicomponent synthesis of some new (1S,4S)-2,5-diazabicyclo[2.2.1]heptane-dithiocarbamates and their in vitro anti-proliferative activity against CaSki, MDA-MB-231 and SK-Lu-1 tumour cells as apoptosis inducing agents without necrosis

Identification of a new class of antitumor agent capable to induce apoptosis without triggering necrotic cell death event is challenging. The present communication describes the multicomponent synthesis of seven new (1S,4S)-2,5-diazabicyclo[2.2.1]heptane-dithiocarbamates and their in vitro antiproliferative activity on cervical cancer cell line (CaSki), breast cancer cell line (MDA-MB231), lung cancer cell line (SK-Lu-1) and human lymphocytes. Among the synthesized dithiocarbamates, compound 9e displayed significant antiproliferative activity without inducing any necrotic cell death (both on tumour cells and lymphocytes) and induced apoptosis in tumor cells by the caspase dependent apoptotic pathway. The compound 9e also exhibited greater tumor selectivity than human lymphocytes. In silico ADME predictions revealed that compound 9e has the potential to be developed as a drug candidate. Rapid chemical modifications of this lead are thus highly necessary for further investigation as a drug like safer antitumor candidate and also to achieve compounds with better activity profile.

Synthesis of (1R,4R)- and (1S,4S)-2,5-diazabicyclo[2.2.1]heptanes and their N-substituted derivatives

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Fluoronaphthyridines and Quinolones as Antibacterial Agents. 2. Synthesis and Structure-Activity Relationships of New 1-tert-Butyl 7-Substituted Derivatives

A number of 7-substituted-1-tert-butyl-6-fluoroquinolone-3-carboxylic acids and 7-substituted-1-tert-butyl-6-fluoro-1,8-naphthyridine-3-carboxylic acids have been prepared and tested for antibacterial activities.Among those the 7-aminopyrrolidinyl 20b and