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9-Benzyl-3-oxo-9-azabicyclo[3.3.1]nonane, commonly referred to as Benzylphenylacetone, is a chemical compound characterized by the molecular formula C17H19NO. It presents as a yellowish to brown liquid with a subtle odor. Benzylphenylacetone is primarily recognized for its role as a precursor in the synthesis of a variety of pharmaceuticals and organic compounds, including amphetamines and related stimulant drugs. Its aromatic properties also make it a valuable component in the production of fragrances and flavors. Furthermore, research is exploring its potential as a precursor in the synthesis of biologically active compounds.

2291-58-9

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2291-58-9 Usage

Uses

Used in Pharmaceutical Synthesis:
Benzylphenylacetone is utilized as a key intermediate in the production of various pharmaceuticals. Its chemical structure allows for the creation of a range of medicinal compounds, contributing to its importance in the pharmaceutical industry.
Used in Organic Compound Synthesis:
As a versatile chemical intermediate, Benzylphenylacetone is also used in the synthesis of a variety of organic compounds, expanding its applications beyond the pharmaceutical sector.
Used in Fragrance and Flavor Production:
Leveraging its aromatic properties, Benzylphenylacetone is employed in the creation of fragrances and flavors, enhancing the sensory experiences of various consumer products.
Used in the Synthesis of Biologically Active Compounds:
Benzylphenylacetone is under investigation for its potential as a precursor in the synthesis of biologically active compounds, which could lead to new therapeutic agents and other applications in the life sciences.
Used in the Manufacturing of Amphetamines and Related Stimulant Drugs:
Although it has legitimate applications in medicine and industry, Benzylphenylacetone is also a key intermediate in the illicit production of amphetamines and related stimulant drugs, highlighting the need for regulatory oversight in its production and distribution.

Check Digit Verification of cas no

The CAS Registry Mumber 2291-58-9 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 2,2,9 and 1 respectively; the second part has 2 digits, 5 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 2291-58:
(6*2)+(5*2)+(4*9)+(3*1)+(2*5)+(1*8)=79
79 % 10 = 9
So 2291-58-9 is a valid CAS Registry Number.

2291-58-9SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 17, 2017

Revision Date: Aug 17, 2017

1.Identification

1.1 GHS Product identifier

Product name 9-benzyl-9-azabicyclo[3.3.1]nonan-3-one

1.2 Other means of identification

Product number -
Other names 9-BENZYL-9-AZABICYCLO(3.3.1)NONAN-3-ONE

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:2291-58-9 SDS

2291-58-9Relevant academic research and scientific papers

Preparation of ABNO on Scale and Analysis by Quantitative Paramagnetic NMR

Song, Zhiguo J.,Zhou, Guoyue,Cohen, Ryan,Tan, Lushi

, p. 1257 - 1261 (2018)

A practical, safe, and scalable synthesis of the stable nitro-oxide radical catalyst ABNO was developed. This process is chromatography-free and avoids the Wolff-Kishner reduction. 1H NMR data for this paramagnetic compound were obtained that allowed an assessment of its chemical purity. Impact sensitivity test data for solid ABNO are also reported.

Long-Lived Trialkylamine Radical Cations Containing Cα-H Bonds in Acyclic Alkyl Groups

Nelsen, Stephen F.,Cunkle, Glen T.

, p. 3701 - 3705 (1985)

Chemical reversibility is observed in the cyclic voltammogram of 9-neopentyl-9-azabicyclononane (3), allowing measurement of its Eo' value, 0.83 V vs.SCE in acetonitrile.Replacement of the tert-butyl group of 3 by isopropyl or phenyl leads to a much shorter radical cation lifetime, and Eo' could not be reliably measured for the 9-isobutyl or 9-benzyl compounds 6 or 7.The barrier for nitrogen inversion of 3, which must be accompanied by NCH2 rotation, is 12.0 kcal/mol at -10 deg C, 5 kcal/mol higher than the barrier for its 9-ethyl analogue 9.The dihedral angle between Cα-H and the nitrogen p orbital axis in the cation radical is argued to be important in determining cation radical lifetime.Observation of chemical reversibility in the CV of 9-(2-adamantyl)-9-azabicyclononane, 5,required in situ drying of the solvent with alumina, as well as fast scan rates or low temperatures.

METHOD FOR PRODUCING 9-BENZYL-9-AZABICYCLO [3.3.1] NONANE-3-ONE AND PRECURSOR THEREOF

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Paragraph 0011, (2019/02/24)

PROBLEM TO BE SOLVED: To provide a method for producing 9-benzyl-9-azabicyclo [3.3.1] nonane-3-one, which is used for the treatment of depression or a pain, by inhibiting reuptake of monoamine neurotransmitters. SOLUTION: A method for producing includes t

Preparation method of 2-azanoradamantane-N-Oxyl

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Paragraph 0047-0049, (2017/06/02)

The invention discloses a preparation method of 2-azanoradamantane-N-Oxyl (Nor-AZADO). The method comprises the following steps: placing acetonedicarboxylic acid, glutaraldehyde and benzylamine in an aqueous hydrophosphate solution, and carrying out condensation and decondensation to obtain 9-benzyl-9-azabicyalo-[3,3,1]-nonyl-3-one; carrying out condensation dehydration on 9-benzyl-9-azabicyalo-[3,3,1]-nonyl-3-one and benzene or benzene ring substituted sulfohydrazide, and adding an alkali to obtain 2-(9-benzyl-9-azabicyalo-[3,3,1]-nonane-3-ylidene)-1-benzene or benzene ring substituted sulfohydrazide sodium/potassium salt; carrying out refluxing ring closing on the 2-(9-benzyl-9-azabicyalo-[3,3,1]-nonane-3-ylidene)-1-benzene or benzene ring substituted sulfohydrazide sodium/potassium salt in an organic solvent to obtain N-benzyl-2-azanoradamantane; debenzylating N-benzyl-2-azanoradamantane to obtain 2-azanoradamantane; and oxidizing 2-azanoradamantane by a peroxide oxidant to obtain the Nor-AZADO. The preparation method has the advantages of great increase of the synthesis yield, greenness and environmental protection, high efficiency, low cost, and easiness in industrial large-scale production.

A 2 - (grantane - 3 - amino) - 4 - tetrahydroindazole substituted benzamide compound and use thereof

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Paragraph 0054; 0055; 0056; 0057, (2017/08/25)

The invention belongs to the field of medicines, and particularly relates to a 2-(granatane3-amino)-4-tetrahydronaphthalene indazole-substituted benzamide compound and an application thereof. The 2-(granatane3-amino)-4-tetrahydronaphthalene indazole-substituted benzamide compound has a structure shown in a formula I in the specification, wherein R1 is a hydrogen group or an alkyl group and the like; R2 is a hydrogen group, an alkyl group or a hetero-atom-substituted alkyl group and the like. The compound is obtained by substituting the second site of 4-tetrahydronaphthalene indazole-substituted benzamide with granatane-3-amino. Growth of a plurality of tumor cells can be inhibited; the tumor cells can be induced to move towards an apoptosis channel; and the 2-(granatane3-amino)-4-tetrahydronaphthalene indazole-substituted benzamide compound has potential application value in the fields such as tumor treatment and auxiliary treatment.

METHOD FOR OXIDIZING ALCOHOLS

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Paragraph 0037; 0038, (2013/06/05)

A method for oxidizing an alcohol, wherein oxidation is performed in the presence of a compound represented by the following formula (I) and a bulk oxidant, which enables efficient oxidation of secondary alcohols as well as primary alcohols, and can attain high reaction efficiency even when air is used as a bulk oxidant.

TARGETED NITROXIDE AGENTS

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Page/Page column 54, (2012/09/10)

A compound having a structure of formula (1), or formula (2) wherein R1 and R1a are independently hydrogen, a halo, C1-C6 straight or branched- chain alkyl, or a C1-C6 straight or branched-chain alkyl further comprising a phenyl (C6H5) group, wherein the (C6H5) straight or branched-chain alkyl group or the C1-C6 straight or branched-chain alkyl group comprising a phenyl group is unsubstituted or is methyl-, hydroxyl- or halo-substituted; R4 is hydrogen, a halo, a C1-C6 straight or branched-chain alkyl, or a C1-C6 straight or branched-chain alkyl further comprising a phenyl (C6H5) group, wherein the C1-C6 straight or branched-chain alkyl group or the C1-C6 straight or branched-chain alkyl group comprising a phenyl group is unsubstituted or is methyl-, hydroxyl- or halo-substituted; R5 is an -N-O-, -N-OH or N=O containing group; R is -C(O)-R6, -C(O)O-R6, or -P(O) -(R6)2, wherein R6 is C1-C6 straight or branched-chain alkyl or a C1-C6 straight or branched-chain alkyl further comprising one or more (C6H5) groups that are independently unsubstituted, or methyl-, ethyl-, hydroxyl- or halo-substituted; R7, R8, R8a, and R9 are independently H or a halo; and R2 and R2a are F.

9-azanoradamantane N-Oxyl (Nor-AZADO): A highly active organocatalyst for alcohol oxidation

Hayashi, Masaki,Sasano, Yusuke,Nagasawa, Shota,Shibuya, Masatoshi,Iwabuchi, Yoshiharu

scheme or table, p. 1570 - 1573 (2012/01/05)

A highly active organocatalyst for alcohol oxidation has been developed. 9-Azanoradamantane N-oxyl (Nor-AZADO 4), constituting an unhindered, stable nitroxyl radical, exhibits superior catalytic activity to 2,2,6,6- tetramethylpiperidine-1-oxyl (TEMPO) and AZADOs in the oxidation of alcohols to their corresponding carbonyl compounds.

Diazabicyclic compounds and microemulsions thereof

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, (2010/03/02)

Pharmaceutical compositions in the form of microemulsions comprising the following components, in amounts expressed as % by weight, the sum of the components being 100%: S) from 0.01 to 95% of one or more pharmaceutically acceptable compounds, selected fr

MICROEMULSIONS

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Page/Page column 17, (2010/03/02)

Pharmaceutical compositions in the form of microemulsions comprising the following components, in amounts expressed as % by weight, the sum of the components being 100%: S) from 0.01 to 95% of one or more pharmaceutically acceptable compounds, selected fr

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