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86499-96-9

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86499-96-9 Usage

Uses

3-Bromo-1,3,4,5-tetrahydro-2H-benzo[b]azepin-2-one is an intermediate in the synthesis of Benazepril Hydrochloride. Benazepril Hydrochloride?is a first-line antihypertensive drug recommended by the WHO. It is a chiral drug with excellent clinical efficacy, strong safety and tiny side effects in the international antihypertensive drugs of angiotensin converting enzyme inhibitors.

Preparation

The preparation of 3-Bromo-1,3,4,5-tetrahydro-2H-benzo[b]azepin-2-one is as follows:10 parts by weight of the heated melted polyphosphoric acid was added to the drying kettle, With stirring, The above 2-bromo-3,4-dihydro-N-hydroxy- (2H) -naphthalimide was added in portions at a temperature of 60 ° C, Insulation reaction for 20 hours; The reaction solution was added dropwise to 12.5 parts by weight of water to carry out hydrolysis, Still Washed to give 3-bromo-1,3,4,5-tetrahydro-2H-1-benzazepin-2-one crude; 10 parts by weight of methanol and 0.1 part by weight of activated carbon were added, Heating decolorization, After filtration, the filtrate was cooled to 10 ° C for 20 hours, centrifuged, washed and dried to give 3-bromo-1,3,4,5-tetrahydro-2H-1-benzazepan-2-one. The purity of the product was 3, 10-bromo-1,3,4,5-tetrahydro-2H-1-benzazepan-2-one as high as 99.6% and the yield was as high as 98%.

Check Digit Verification of cas no

The CAS Registry Mumber 86499-96-9 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 8,6,4,9 and 9 respectively; the second part has 2 digits, 9 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 86499-96:
(7*8)+(6*6)+(5*4)+(4*9)+(3*9)+(2*9)+(1*6)=199
199 % 10 = 9
So 86499-96-9 is a valid CAS Registry Number.
InChI:InChI=1/C10H10BrNO/c11-8-6-5-7-3-1-2-4-9(7)12-10(8)13/h1-4,8H,5-6H2,(H,12,13)

86499-96-9SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name 3-Bromo-4,5-dihydro-1H-benzo[b]azepin-2(3H)-one

1.2 Other means of identification

Product number -
Other names 3-bromo-1,3,4,5-tetrahydro-1-benzazepin-2-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:86499-96-9 SDS

86499-96-9Relevant articles and documents

Synthesis method of 3-bromo-1,3,4,5-tetrahydro-2H-1-benzazepin-2-one

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Paragraph 0024-0025, (2021/07/24)

The invention discloses a synthesis method of 3-bromine-1,3,4,5-tetrahydro-2H-1-benzazepin-2-one, and belongs to the technical field of organic synthesis. The synthesis method comprises the steps that gamma-butyrolactone and benzene which are cheap and easy to obtain serve as starting raw materials, 2-bromo-1-tetralone, 2-bromo-3,4-dihydro-N-hydroxy-(2H)-naphthalimide and 3-bromo-1,3,4,5-tetrahydro-2H-1-benzazepin-2-one are synthesized in sequence . According to the synthetic method, gamma-butyrolactone and benzene are taken as starting raw materials, and 3-bromo-1,3,4,5-tetrahydro-2H-1-benzoazepin-2-one is obtained through cyclization reaction, bromination reaction, oxime forming reaction and Beckmann rearrangement reaction respectively. The method has the advantages of simple production process, low production cost, simplicity in operation, less three wastes, small environmental pollution and suitability for industrial production.

Discovery of novel triazolobenzazepinones as γ-secretase modulators with central Aβ42 lowering in rodents and rhesus monkeys

Fischer, Christian,Zultanski, Susan L.,Zhou, Hua,Methot, Joey L.,Shah, Sanjiv,Hayashi, Ikuo,Hughes, Bethany L.,Moxham, Christopher M.,Bays, Nathan W.,Smotrov, Nadya,Hill, Armetta D.,Pan, Bo-Sheng,Wu, Zhenhua,Moy, Lily Y.,Tanga, Flobert,Kenific, Candia,Cruz, Jonathan C.,Walker, Deborah,Bouthillette, Melanie,Nikov, George N.,Deshmukh, Sujal V.,Jeliazkova-Mecheva, Valentina V.,Diaz, Damaris,Michener, Maria S.,Cook, Jacquelynn J.,Munoz, Benito,Shearman, Mark S.

, p. 3488 - 3494 (2015/08/06)

Abstract Synthesis and SAR studies of novel triazolobenzazepinones as gamma secretase modulators (GSMs) are presented in this communication. Starting from our azepinone leads, optimization studies toward improving central lowering of Aβ42 led to the discovery of novel benzo-fused azepinones. Several benzazepinones were profiled in vivo and found to lower brain Aβ42 levels in Sprague Dawley rats and transgenic APP-YAC mice in a dose-dependent manner after a single oral dose. Compound 34 was further progressed into a pilot study in our cisterna-magna-ported rhesus monkey model, where we observed robust lowering of CSF Aβ42 levels.

Kinetic resolution of a intermediate useful in the production of benazepril and analogues thereof

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, (2008/06/13)

The present invention provides an efficient synthetic process for making benazepril and analogues thereof by having an intermediate compound undergo epimerization and kinetic resolution.

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