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(E)-1-((4-Methylphenyl)sulfonyl)-3-(phenylmethylene)-2,3-dihydro-4(1H)-quinolinone, also known as MS11, is a synthetic chemical compound belonging to the class of quinolinone derivatives. It possesses potential antitumor and anti-inflammatory properties, making it a promising candidate for pharmaceutical development.

76263-65-5

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76263-65-5 Usage

Uses

Used in Pharmaceutical Industry:
MS11 is used as a selective inhibitor of the enzyme indoleamine 2,3-dioxygenase (IDO) for its potential antitumor properties. IDO is overexpressed in various tumors, and its inhibition can contribute to cancer therapy by regulating T-cell function and potentially disrupting tumor growth.
Additionally, MS11 is used as an anti-inflammatory agent for its potential application in the treatment of inflammatory diseases. Its potent anti-inflammatory effects make it a candidate for further research and development to create novel therapeutic agents for both cancer and inflammatory conditions.
Further research and development of MS11 could lead to the creation of novel therapeutic agents for cancer and inflammatory conditions, enhancing the treatment options available in the pharmaceutical industry.

Check Digit Verification of cas no

The CAS Registry Mumber 76263-65-5 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 7,6,2,6 and 3 respectively; the second part has 2 digits, 6 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 76263-65:
(7*7)+(6*6)+(5*2)+(4*6)+(3*3)+(2*6)+(1*5)=145
145 % 10 = 5
So 76263-65-5 is a valid CAS Registry Number.
InChI:InChI=1/C23H19NO3S/c1-17-11-13-20(14-12-17)28(26,27)24-16-19(15-18-7-3-2-4-8-18)23(25)21-9-5-6-10-22(21)24/h2-15H,16H2,1H3/b19-15+

76263-65-5SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 18, 2017

Revision Date: Aug 18, 2017

1.Identification

1.1 GHS Product identifier

Product name (3E)-3-benzylidene-1-(4-methylphenyl)sulfonyl-2H-quinolin-4-one

1.2 Other means of identification

Product number -
Other names trans-N-Tosyl-3-benzylidene-2,3-dihydro-4-quinolone

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:76263-65-5 SDS

76263-65-5Relevant academic research and scientific papers

A 3 - aryl - 2, 3 - dihydro -4 (1 H) - quinolinone of preparation method

-

Paragraph 0027-0030, (2019/07/04)

The invention provides a 3 - aryl - 2, 3 - dihydro - 4 (1 H) - quinolinone of preparation method, characterized in that includes: in the reaction container by adding N protection of O - alkyne propanol - aniline, solvent and acid, the reaction is carried

Domino Synthesis of 3-Alkyliden-2,3-Dihydro-4-Quinolones

Raga, Esther,Escolano, Marcos,Torres, Javier,Rabasa-Alca?iz, Fernando,Sánchez-Roselló, María,del Pozo, Carlos

, p. 1102 - 1107 (2019/01/30)

The synthesis of 3-alkyliden-2,3-dihydro-4-quinolones has been accomplished in a domino fashion through a three-step sequence that comprised an initial aza-Baylis-Hillman reaction, followed by a 1,3-rearrangement and an intramolecular amination. Starting from readily available aryl vinyl ketones and N-tosyl imines, the reaction with PPh3, CsOAc and CuI in CH3CN gave rise, in good overall yields, to final 3-alkyliden-4-quinolone derivatives, valuable scaffolds in medicinal chemistry. The simultaneous addition of two bases, PPh3 and CsOAc, was found to be crucial for the success of the process. While PPh3 promoted the reversible aza-Baylis-Hillman reaction, CsOAc triggered the subsequent 1,3-rearrangement, which shifted the initial equilibrium and allowed to complete the synthetic sequence upon the addition of CuI. (Figure presented.).

A Convenient Palladium-Catalyzed Carbonylative Synthesis of (E)-3-Benzylidenechroman-4-ones

Wang, Wei-Feng,Peng, Jin-Bao,Qi, Xinxin,Ying, Jun,Wu, Xiao-Feng

, p. 3521 - 3524 (2019/02/14)

A convenient palladium-catalyzed carbonylation reaction for the efficient synthesis of (E)-3-benzylidenechroman-4-ones has been developed. Using TFBen as a solid CO source, a range of substituted (E)-3-benzylidenechroman-4-ones were prepared in moderate to good yields with 2-iodophenols and allyl chlorides as the substrates. Additionally, substituted quinolin-4(1H)-ones can also be obtained with 2-iodoaniline as the starting material.

N-heterocyclic carbene-catalyzed cascade reaction involving the hydroacylation of unactivated alkynes

Biju, Akkattu T.,Wurz, Nathalie E.,Glorius, Frank

supporting information; experimental part, p. 5970 - 5971 (2010/07/05)

The N-heterocyclic carbene (NHC)-catalyzed hydroacylation of unactivated alkynes to provide α,β-unsaturated ketones is reported. In addition, a rare case of an efficient and selective dually NHC-catalyzed cascade reaction involving the hydroacylation of a

Studies in Antifertility Agents: Part XXVII - Synthesis of 2-Acetyl-3-aryl-5-tosyl-7/8-H (or methoxy)-3,3a,4,5-tetrahydropyrazoloquinolines

Kelkar, Prabhakar M.,Sangwan, Naresh K.,Rastogi, Shri Nivas,Anand, Nitya

, p. 297 - 300 (2007/10/02)

N-Tosyl-2,3-dihydro-4-quinolones (12-14), prepared from aniline, m- and p-anisidines by reported procedures, on condensation with araldehydes in the presence of NaOMe give the corresponding 3-arylidene-4-quinolones (15-18).Refluxing of 15-18 with NH2-NH2*H2O in gl.AcOH affords the title compounds, 2-acetyl-3-aryl-5-tosyl-7/8-H (or methoxy)-3,3a,4,5-tetrahydropyrazoloquinolines (19-22).The stereochemistry of the title compounds based on the assignments of C3-H, C3a-H, C4-H2 protons has been studied by PMR decoupling experiments.In preliminary screening, compounds 19 and 22 have been found to prevent pregnancy at 20 mg/kg dose in female albino rats, but are ineffective at lower doses.None of the compounds tested shows any significant pharmacological activity.

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