153400-52-3

Basic information

• Product Name: 7-Azabicyclo[2.2.1]hept-2-ene-7-carboxylicacid,methylester(9CI)
• Synonyms: 7-Azabicyclo[2.2.1]hept-2-ene-7-carboxylicacid,methylester(9CI)
• CAS NO: 153400-52-3
• Molecular Formula: C₈H₁₁NO₂
• Molecular Weight: 153.18
• Product Categories: CARBOXYLICESTER
• Mol File: 153400-52-3.mol

Chemical Properties

• Boiling Point: 219.4±29.0 °C(Predicted)
• Appearance: /
• Density: 1.204±0.06 g/cm3(Predicted)
• PKA: -1.65±0.20(Predicted)
• CAS DataBase Reference: 7-Azabicyclo[2.2.1]hept-2-ene-7-carboxylicacid,methylester(9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 7-Azabicyclo[2.2.1]hept-2-ene-7-carboxylicacid,methylester(9CI)(153400-52-3)
• EPA Substance Registry System: 7-Azabicyclo[2.2.1]hept-2-ene-7-carboxylicacid,methylester(9CI)(153400-52-3)

Safety Data

• Hazardous Substances Data: 153400-52-3(Hazardous Substances Data)

Upstream product

• 131193-46-9 2-(Toluene-4-sulfonyl)-7-aza-bicyclo[2.2.1]hept-2-ene-7-carboxylic acid methyl ester 
• 4277-63-8 methyl 1H-pyrrole-1-carboxylate 
• 5535-48-8 PVS 
• 213745-87-0 2-(Toluene-4-sulfonyl)-3-trimethylsilanyl-7-aza-bicyclo[2.2.1]hept-2-ene-7-carboxylic acid methyl ester 
• 83060-74-6 7-methoxycarbonyl-2-p-toluenesulfonyl-7-azanorbornadiene 

Downstream Products

• 55590-24-4 7-Azabicyclo[2.2.1]-hept-2-ene 
• 155322-26-2 dechloro-epibatidine 

Relevant articles and documents

The synthesis of epiboxidine and related analogues as potential pharmacological agents

Methyl epiboxidine-N-carboxylate (8) was synthesized from 7 under reductive Heck conditions (Scheme 2). The C-C coupling of the new epiboxidine analog 9 with aryl and heteroaryl halides gave by hydroarylation C-aryl, N-(3-methylisoxazol-5-yl)-substituted

Synthesis of 7-azabicyclo[2.2.1]heptane and 2-oxa-4-azabicyclo[3.3.1]non-3- ene derivatives by base-promoted heterocyclization of alkyl N-(cis(trans)-3, trans(cis)-4-dibromocyclohex-1-yl)carbamates and N-(cis(trans)-3,trans(cis)-4- dibromocyclohex-1-yl)-2

(Chemical Equation Presented) We have studied the base-promoted heterocyclization of alkyl N-(cis(trans)-3,trans(cis)-4-dibromocyclohex-1-yl) carbamates and N-(cis(trans)-3,trans(cis)-4-dibromocyclohex-1-yl)-2,2,2- trifluoroacetamides, investigating the e

Synthesis and structure-activity data of some new epibatidine analogues

The high-pressure Diels-Alder reaction of N-carbomethoxypyrroles and phenyl vinyl sulfone affords versatile intermediates for the palladium-catalyzed preparation of new epibatidine analogues. Structure-activity relationships of new epibatidine analogues are presented. High affinities of K(i)=0.81 and 2.6nM for the [3H]-cytisine rat brain nicotinic acetylcholine binding sites were found for the 5-pyrimidinyl and the 5-(2-amino)-pyrimidinyl epibatidine analogues, respectively. Copyright (C) 1997 Elsevier Science Ltd.

2-(Het)aryl-substituted 7-azabicyclo[2.2.1]heptane systems

Epibatidine (1) is a recently discovered trace alkaloid found in the skin of a Latin-Amencan poisonous frog. Its remarkably high analgetic activity is accompanied by high toxicity. Therefore, in order to tune its biological activity, a convergent and effi

A Total Synthesis of (+/-)-Epibatidine

A total synthesis of the potent non-opiate analgesic alcaloid epibatidine is described, in which the key step is reductive palladium-catalysed Heck-type coupling.The synthesis is concise (two steps from known compounds), highly convergent, and completely sttereoselective for the desired exo-isomer. - Key Words: Epibatidine, Analgesic, Alkaloid, Palladium-catalysed Coupling

Syntheses and Photoelectron Spectra of 7-Azanorbornadiene and Related Compounds. An Analysis with Fragment Orbitals

The He(I) photoelectron spectra (PE) of 7-azanorbornane (5), 7-azanorbornene (6), and 7-azanorbornadiene (7) as well as of related urethanes have been recorded.The syntheses of these bicyclic compounds are described in detail.A most convenient analysis of