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5,10-Dihydro-dibenzo[b,e][1,4]diazepin-11-one, commonly known as clozapine, is a tricyclic dibenzodiazepine derivative that serves as a psychoactive pharmaceutical drug. It is primarily used to treat schizophrenia and functions as an antagonist at various neurotransmitter receptors, including dopamine and serotonin receptors. Clozapine is recognized for its unique efficacy in managing treatment-resistant schizophrenia, although it is associated with potentially serious side effects such as agranulocytosis, myocarditis, and seizures.

5814-41-5

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5814-41-5 Usage

Uses

Used in Pharmaceutical Industry:
Clozapine is used as an antipsychotic medication for the treatment of schizophrenia, particularly in cases where patients do not respond to typical antipsychotic drugs. It is utilized for its unique efficacy in managing treatment-resistant schizophrenia, providing an alternative for individuals when other treatments have been unsuccessful.
Used in Neurotransmitter Regulation:
Clozapine is used as a receptor antagonist, targeting various neurotransmitter receptors such as dopamine and serotonin. This action helps in controlling the symptoms of schizophrenia by modulating the levels and effects of these neurotransmitters in the brain.

Check Digit Verification of cas no

The CAS Registry Mumber 5814-41-5 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 5,8,1 and 4 respectively; the second part has 2 digits, 4 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 5814-41:
(6*5)+(5*8)+(4*1)+(3*4)+(2*4)+(1*1)=95
95 % 10 = 5
So 5814-41-5 is a valid CAS Registry Number.
InChI:InChI=1/C13H10N2O/c16-13-9-5-1-2-6-10(9)14-11-7-3-4-8-12(11)15-13/h1-8,14H,(H,15,16)

5814-41-5SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 19, 2017

Revision Date: Aug 19, 2017

1.Identification

1.1 GHS Product identifier

Product name 5,11-dihydrobenzo[b][1,4]benzodiazepin-6-one

1.2 Other means of identification

Product number -
Other names 5H-dibenzo[b,e][1,4]diazepin-11(10H)-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:5814-41-5 SDS

5814-41-5Relevant academic research and scientific papers

Synthesis and biological evaluation of 5,10-dihydro-11H-dibenzo[b,e][1,4]diazepin-11-one structural derivatives as anti-cancer and apoptosis inducing agents

Praveen Kumar, Chintakunta,Reddy, T. Srinivasa,Mainkar, Prathama S.,Bansal, Vipul,Shukla, Ravi,Chandrasekhar, Srivari,Hügel, Helmut M.

, p. 674 - 686 (2016)

A series of thirteen 5H-dibenzo [b,e][1,4]diazepin-11(10H)-one structural derivatives has been synthesized and evaluated for anti-proliferative activity against five human cancer cell lines. Compound 9a exhibited potent tumour growth inhibition in all cel

Diversity in Heterocycle Synthesis Using α-Iminocarboxylic Acids: Decarboxylation Dichotomy

Laha, Joydev K.,Hunjan, Mandeep Kaur

, p. 2315 - 2323 (2022/02/07)

Despite the structural similarity with imines, α-iminocarboxylic acids have seldom been used in heterocycles synthesis. The reactions of ortho-substituted anilines and arylglyoxylic acids in DMSO at 40 °C gave various benzo-fused five- to six-membered N-heterocycles in good to excellent yields. The reaction proceeds via intramolecular Michael addition of α-iminocarboxylic acids, generated in situ, with an ortho-substituted nucleophile, yielding an isolable unprecedented tetrahedral carboxylic acids, which upon decarboxylation without any aid of additional reagents forms the N-heterocycles. DMSO is crucial in this reaction, perhaps because of improved solubility and the ease of decarboxylation of these tetrahedral carboxylic acids. However, a copper-catalyzed reaction of ortho-substituted anilines and 2-bromoarylglyoxylic acids gave a dibenzo-fused seven-membered N-heterocycle under a basic reaction condition. Unlike intramolecular cyclization with α-iminocarboxylic acids in the first case, α-iminocarboxylic acid undergoes a competitive decarboxylation under the copper-catalyzed conditions, which upon subsequent heteroarylation form the heterocycles. Taken together, the study described herein represents two different modes of decarboxylation observed with α-iminocarboxylic acids, leading to the synthesis of divergent heterocycles and pharmaceuticals, which remained unexplored previously.

RECEPTOR ANTAGONIST, PHARMACEUTICAL COMPOSITION COMPRISING SAME, AND USAGE THEREOF

-

, (2021/01/14)

The present invention discloses a receptor inhibitor of formula (I), a composition comprising the same and the usage thereof.

Synthesis and evaluation of antitumor activity of dibenzodiazepine derivatives

Cao, Ke,Yan, Jianwei,Yan, Fulin,Yin, Tiantian

, p. 1111 - 1122 (2020/02/28)

Abstract: A series of dibenzodiazepine 2-position derivatives, bearing N-methylpiperazine at the C-11 position, were prepared by using a concise approach. Their inhibitory activities of tumor cell proliferation in vitro were tested in five cell lines, including breast cancer cell BCAP37, gastric cancer cell SGC7901, liver cancer cell HepG2, cervical cancer cell HeLa and acute promyelocytic leukemia cell HL-60. Several compounds showed efficient tumor activity with IC50 values down to 0.30?μM. These compounds are expected to be a new class of potential anticancer lead compounds. Graphic abstract: [Figure not available: see fulltext.]

Tricyclic heterocycles display diverse sensitivity to the A147T TSPO polymorphism

Sokias, Renee,Werry, Eryn L.,Alison Cheng, Hei Wun,Lloyd, James H.,Sohler, Greta,Danon, Jonathan J.,Montgomery, Andrew P.,Du, Jonathan J.,Gao, Quanqing,Hibbs, David E.,Ittner, Lars M.,Reekie, Tristan A.,Kassiou, Michael

, (2020/09/17)

The 18 kDa translocator protein (TSPO) is a target for the development of imaging agents to detect neuroinflammation. The clinical utility of second-generation TSPO ligands has been hindered by the presence of a polymorphism, rs6971, which causes a non-co

Reductive Condensation of a Nitro Group with Carboxylic Acids Promoted by Phosphorus(III) Compounds: A Short Route to 5 H -Dibenzo[ b, e ][1,4]diazepin-11(10 H)-ones

Tryniszewski, Micha?,Bujok, Robert,Gańczarczyk, Roman,Wróbel, Zbigniew

, p. 3086 - 3094 (2020/08/10)

Tributyl- or triphenylphosphine promotes a one-pot, three-step method for the synthesis of differently substituted dibenzodiazepinones from N -aryl-2-nitroanilines. Pyridine analogues and the corresponding thiazepinones can also be formed using this method. The process involves deoxygenation of the nitro group, then formation of an iminophosphorane intermediate and its intramolecular condensation with a carboxyl group placed in the N -aryl group. The role of the carboxyl group in the formation of the iminophosphorane and the mode of cyclization are discussed.

Palladium-catalysed regioselective: N -arylation of anthranilamides: A tandem route for dibenzodiazepinone synthesis

Laha, Joydev K.,Manral, Neelam,Hunjan, Mandeep Kaur

, p. 7339 - 7343 (2019/05/24)

A palladium-catalyzed domino approach to the synthesis of 10,11-dihydro-5H-dibenzo[b,e][1,4]diazepinones from 2-aminobenzamides and 1,2-dihaloarenes has been developed. Our strategy integrating double N-arylations (inter- and intra-molecular) of 2-aminobenzamides with 1,2-dihaloarenes under palladium-catalyzed conditions is clearly distinct from the current literature available for the synthesis of dibenzodiazepinones. Unlike a previous report described for regioselective N-arylation of 2-aminobenzamide at the amine group, our mechanistic studies support the regioselective N-arylation of 2-aminobenzamide occurring first primarily at the amide group. The translational application of our protocol may be demonstrated in the synthesis of a marketed drug, clozapine.

Dibenzodiazepine*ketone derivative with anti-tumor activity and preparation method and application of dibenzodiazepine*ketone derivative

-

Paragraph 0033; 0060; 0062; 0063, (2019/10/01)

The invention discloses a dibenzodiazepine*ketone derivative with anti-tumor activity and a preparation method and application of the dibenzodiazepine*ketone derivative and belongs to the technical field of medicine compounds with anti-tumor activity. Acc

Dibenzozepine compound and preparation method and application thereof

-

Paragraph 0058; 0059; 0060, (2018/10/11)

The invention discloses a dibenzozepine compound and a preparation method and application thereof. The structure of the dibenzozepine compound is as shown in the general formula 1 or general formula 2, wherein R1 is selected from methyl, hydrogen, chlorin

Methods for Treating Cognitive Disorders Using Inhibitors of Histone Deacetylase

-

Paragraph 0488, (2017/01/23)

This disclosure relates to compounds for the inhibition of histone deacetylase and treatment of a cognitive disorder or deficit. More particularly, the disclosure provides for compounds of formula (I) wherein Q, J, L and Z are as defined in the specification.

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