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1785-74-6

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1785-74-6 Usage

Description

10,11-dihydro-5H-dibenzo[a,d]cyclohepten-5-one oxime, commonly known as MK-801, is a chemical compound that functions as a non-competitive antagonist of the N-methyl-D-aspartate (NMDA) receptor. It is widely recognized for its role in scientific research, particularly in the study of neurological processes such as learning, memory, and neurodegenerative diseases. MK-801 is also notable for its psychotomimetic properties, which have made it a valuable research tool for understanding schizophrenia and other psychiatric conditions. Despite its potential therapeutic applications in treating neurodegenerative diseases and managing pain, its use is cautiously monitored due to the risk of neurotoxicity and other adverse side effects.

Uses

Used in Neurological Research:
10,11-dihydro-5H-dibenzo[a,d]cyclohepten-5-one oxime is used as a research tool for studying the role of NMDA receptors in neurological processes. It helps scientists understand the mechanisms of learning, memory, and the progression of neurodegenerative diseases.
Used in Psychiatric Research:
In the field of psychiatric research, 10,11-dihydro-5H-dibenzo[a,d]cyclohepten-5-one oxime is used as a model compound to investigate the pathophysiology of schizophrenia and other psychiatric disorders. Its psychotomimetic effects provide insights into the symptoms and treatment of these conditions.
Used in Potential Therapeutic Applications:
10,11-dihydro-5H-dibenzo[a,d]cyclohepten-5-one oxime is considered for potential therapeutic use in treating neurodegenerative diseases due to its interaction with NMDA receptors, which are implicated in the progression of such conditions.
Used in Pain Management Research:
MK-801 is also used in research aimed at managing pain, given its effects on NMDA receptors, which play a role in the transmission of pain signals in the nervous system.
Used in Drug Safety and Toxicity Studies:
Due to its potential for causing neurotoxicity and other side effects, 10,11-dihydro-5H-dibenzo[a,d]cyclohepten-5-one oxime is utilized in studies focused on drug safety and toxicity, helping to develop strategies to mitigate these risks in clinical applications.

Check Digit Verification of cas no

The CAS Registry Mumber 1785-74-6 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 1,7,8 and 5 respectively; the second part has 2 digits, 7 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 1785-74:
(6*1)+(5*7)+(4*8)+(3*5)+(2*7)+(1*4)=106
106 % 10 = 6
So 1785-74-6 is a valid CAS Registry Number.
InChI:InChI=1/C15H13NO/c17-16-15-13-7-3-1-5-11(13)9-10-12-6-2-4-8-14(12)15/h1-8,17H,9-10H2

1785-74-6SDS

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 N-(5,6-dihydrodibenzo[2,1-b:2',1'-f][7]annulen-11-ylidene)hydroxylamine

1.2 Other means of identification

Product number -
Other names 10,11-Dihydro-5H-dibenzo<a,d>cyclohepten-5-on-oxim

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:1785-74-6 SDS

1785-74-6Relevant articles and documents

Scalable synthesis of strained cyclooctyne derivatives

Chadwick, Ryan C.,Van Gyzen, Sabrina,Liogier, Sophie,Adronov, Alex

, p. 669 - 677 (2014)

Modifications to the Popik synthesis of aza-dibenzocyclooctyne (DIBAC) derivatives are described, which avoids tedious purifications and dramatically improves the yield. A new and analogous route to biarylazacyclooctynone (BARAC) through an amide disconnection was also attempted. The BARAC derivatives prepared were found to be unstable under the conditions employed, undergoing a known rearrangement. Finally, the synthesis of a difluoro-DIBAC derivative with a second-order rate constant intermediate between DIBAC and BARAC derivatives (0.50 M-1) is described. While more difficult to synthesize, this molecule was found to be considerably more stable than any BARAC derivatives that were prepared. Georg Thieme Verlag Stuttgart New York.

Access to Cyanoimines Enabled by Dual Photoredox/Copper-Catalyzed Cyanation of O-Acyl Oximes

Wei, Ziyan,Yu, Shouyun,Zhang, Ai Hua,Zhang, Hao

supporting information, p. 7315 - 7320 (2020/10/02)

An efficient strategy for the synthesis of pharmaceutically important and synthetically useful cyanoimines, as well as cyanamides, has been described. This strategy is enabled by dual photoredox/copper-catalyzed cyanation of O-acyl oximes or O-acyl hydroxamides. This state of the art protocol for cyanoimines and cyanamides features readily available starting materials, mild reaction conditions, good functional group tolerance, and operational simplicity. The resultant cyanoimines can be transformed into structurally diverse and functionally important N-containing heterocycles.

Regioselective synthesis of heterocycles containing nitrogen neighboring an aromatic ring by reductive ring expansion using diisobutylaluminum hydride and studies on the reaction mechanism

Cho, Hidetsura,Iwama, Yusuke,Sugimoto, Kenji,Mori, Seiji,Tokuyama, Hidetoshi

experimental part, p. 627 - 636 (2010/04/29)

(Chemical Equation Presented) A systematic investigation of the reductive ring-expansion reaction of cyclic ketoximes fused to aromatic ringswith diisobutylaluminum hydride (DIBALH) is described. This reaction regioselectively afforded a variety of five- to eight-membered bicyclic heterocycles or tricyclic heterocycles containing nitrogen neighboring an aromatic ring, including indoline, 1,2,3,4,5,6-hexahydrobenz[b]azocine, 3,4-dihydro-2H-benzo[b] [1,4]oxazine, 2,3,4,5-tetrahydrobenzo[b][1,4]thiazepine, 1,2,3,4,5,6- hexahydroazepino[3,2-b]-indole, 2,3,4,5-tetrahydro-1H-benzothieno[2,3-b]azepine, 2,3,4,5-tetrahydro-1H-benzothieno[3,2-b]-azepine, 5,6-dihydrophenanthridine, and 5,6,11,12-tetrahydrodibenz[b, f]azocine. The reaction mechanism leading to the rearrangement was investigated on the basis of the restricted Becke three-parameter plus Lee-Yang-Parr (B3LYP) density functional theory (DFT) with the 6-31G (d) basis set. It was found that the reaction proceeds through a three-centered transition state via a stepwise mechanism because the potential energy curve along the intrinsic reaction coordinate (IRC) had twomaxima (saddle points; TS1 and TS2) and the partial phenonium cation intermediate C. In addition to cyclic ketoximes fused to aromatic rings, the reactions of various cyclic and acyclic ketoximeswere examined to investigate preference of migrating group. It was found that themore electron-rich group migrated preferentially to give the corresponding secondary amines.

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